#METABOLOMICS WORKBENCH KDSpencer77_20230821_110949 DATATRACK_ID:4236 STUDY_ID:ST002836 ANALYSIS_ID:AN004633 PROJECT_ID:PR001776 VERSION 1 CREATED_ON August 22, 2023, 12:00 pm #PROJECT PR:PROJECT_TITLE Bacterial tryptophan metabolites increased by prebiotic galactooligosaccharide PR:PROJECT_TITLE reduce microglial reactivity and are associated with lower anxiety-like behavior PR:PROJECT_SUMMARY Prebiotic galactooligosaccharides (GOS) reduce anxiety-like behaviors in mice PR:PROJECT_SUMMARY and humans. However, the biological pathways behind these behavioral changes are PR:PROJECT_SUMMARY not well understood. To begin to study these pathways, C57BL/6 mice were fed a PR:PROJECT_SUMMARY standard diet with or without GOS supplementation for 3 weeks prior to testing PR:PROJECT_SUMMARY on the open field. After behavioral testing, colonic contents and serum were PR:PROJECT_SUMMARY collected for bacteriome (16S rRNA gene sequencing, colonic contents only) and PR:PROJECT_SUMMARY metabolome (UPLC-MS, colonic contents and serum data) analyses. As expected, GOS PR:PROJECT_SUMMARY significantly reduced anxiety-like behavior (i.e., increased time in the center PR:PROJECT_SUMMARY (p < 0.05)). Time in the center was significantly correlated with serum PR:PROJECT_SUMMARY methyl-indole-3-acetate (mI3A). This metabolite, which is a methylated form of PR:PROJECT_SUMMARY indole-3-acetate, is derived from bacterial metabolism of tryptophan. Sequencing PR:PROJECT_SUMMARY analyses showed that GOS significantly increased Akkermansia, which is known to PR:PROJECT_SUMMARY metabolize both GOS and tryptophan. To test the hypothesis that mI3A can reduce PR:PROJECT_SUMMARY anxiety-like behavior and affect microglial activity, we first tested mI3A PR:PROJECT_SUMMARY effects on LPS-stimulated BV2 microglia. Cells treated with mI3A produced PR:PROJECT_SUMMARY significantly less CCL2 and TNF-α than vehicle-treated cells (p<.05). We then PR:PROJECT_SUMMARY treated mice with an intraperitoneal injection of mI3A or vehicle control, and PR:PROJECT_SUMMARY found that mice given mI3A had lower CCL2 in the prefrontal cortex and PR:PROJECT_SUMMARY hippocampus, as well as a reduction in a composite behavioral score in the open PR:PROJECT_SUMMARY field. Together, these data support a novel pathway through which GOS reduces PR:PROJECT_SUMMARY anxiety-like behaviors in mice, and suggests that the bacterial metabolite mI3A, PR:PROJECT_SUMMARY which is elevated by GOS, reduces microglial CCL2, which in turn reduces PR:PROJECT_SUMMARY anxiety-like behavior. PR:INSTITUTE National Center for Advancing Translational Sciences PR:LAST_NAME Spencer PR:FIRST_NAME Kyle PR:ADDRESS 9800 Medical Center Dr, Rockville, MD 20850 PR:EMAIL kyle.spencer@nih.gov PR:PHONE 989-708-4858 #STUDY ST:STUDY_TITLE Bacterial tryptophan metabolites increased by prebiotic galactooligosaccharide ST:STUDY_TITLE reduce microglial reactivity and are associated with lower anxiety-like behavior ST:STUDY_TITLE (Intestine) ST:STUDY_SUMMARY Prebiotic galactooligosaccharides (GOS) reduce anxiety-like behaviors in mice ST:STUDY_SUMMARY and humans. However, the biological pathways behind these behavioral changes are ST:STUDY_SUMMARY not well understood. To begin to study these pathways, C57BL/6 mice were fed a ST:STUDY_SUMMARY standard diet with or without GOS supplementation for 3 weeks prior to testing ST:STUDY_SUMMARY on the open field. After behavioral testing, colonic contents and serum were ST:STUDY_SUMMARY collected for bacteriome (16S rRNA gene sequencing, colonic contents only) and ST:STUDY_SUMMARY metabolome (UPLC-MS, colonic contents and serum data) analyses. As expected, GOS ST:STUDY_SUMMARY significantly reduced anxiety-like behavior (i.e., increased time in the center ST:STUDY_SUMMARY (p < 0.05)). Time in the center was significantly correlated with serum ST:STUDY_SUMMARY methyl-indole-3-acetate (mI3A). This metabolite, which is a methylated form of ST:STUDY_SUMMARY indole-3-acetate, is derived from bacterial metabolism of tryptophan. Sequencing ST:STUDY_SUMMARY analyses showed that GOS significantly increased Akkermansia, which is known to ST:STUDY_SUMMARY metabolize both GOS and tryptophan. To test the hypothesis that mI3A can reduce ST:STUDY_SUMMARY anxiety-like behavior and affect microglial activity, we first tested mI3A ST:STUDY_SUMMARY effects on LPS-stimulated BV2 microglia. Cells treated with mI3A produced ST:STUDY_SUMMARY significantly less CCL2 and TNF-α than vehicle-treated cells (p<.05). We then ST:STUDY_SUMMARY treated mice with an intraperitoneal injection of mI3A or vehicle control, and ST:STUDY_SUMMARY found that mice given mI3A had lower CCL2 in the prefrontal cortex and ST:STUDY_SUMMARY hippocampus, as well as a reduction in a composite behavioral score in the open ST:STUDY_SUMMARY field. Together, these data support a novel pathway through which GOS reduces ST:STUDY_SUMMARY anxiety-like behaviors in mice, and suggests that the bacterial metabolite mI3A, ST:STUDY_SUMMARY which is elevated by GOS, reduces microglial CCL2, which in turn reduces ST:STUDY_SUMMARY anxiety-like behavior. ST:INSTITUTE National Center for Advancing Translational Sciences ST:LAST_NAME Spencer ST:FIRST_NAME Kyle ST:ADDRESS 9800 Medical Center Dr, Rockville, MD 20850 ST:EMAIL kyle.spencer@nih.gov ST:PHONE 989-708-4858 #SUBJECT SU:SUBJECT_TYPE Mammal SU:SUBJECT_SPECIES Mus musculus SU:TAXONOMY_ID 10090 #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data SUBJECT_SAMPLE_FACTORS - NACH-00282 GROUP_ID:GOS SUBJECT_SAMPLE_FACTORS - NACH-00283 GROUP_ID:GOS SUBJECT_SAMPLE_FACTORS - NACH-00284 GROUP_ID:GOS SUBJECT_SAMPLE_FACTORS - NACH-00285 GROUP_ID:GOS SUBJECT_SAMPLE_FACTORS - NACH-00286 GROUP_ID:GOS SUBJECT_SAMPLE_FACTORS - NACH-00287 GROUP_ID:GOS SUBJECT_SAMPLE_FACTORS - NACH-00288 GROUP_ID:CON SUBJECT_SAMPLE_FACTORS - NACH-00289 GROUP_ID:CON SUBJECT_SAMPLE_FACTORS - NACH-00290 GROUP_ID:CON SUBJECT_SAMPLE_FACTORS - NACH-00291 GROUP_ID:CON SUBJECT_SAMPLE_FACTORS - NACH-00292 GROUP_ID:CON SUBJECT_SAMPLE_FACTORS - NACH-00293 GROUP_ID:CON #COLLECTION CO:COLLECTION_SUMMARY After euthanasia the colonic contents of the mice were collected and sent to CO:COLLECTION_SUMMARY Metabolon Inc for UPLC-MS Analysis. CO:SAMPLE_TYPE Intestine #TREATMENT TR:TREATMENT_SUMMARY The mice were fed either a control diet or a diet supplemented with 10% TR:TREATMENT_SUMMARY galactooligosaccharide for 3 weeks. After the 3 weeks had elapsed the mice were TR:TREATMENT_SUMMARY euthanized and the colonic contents were collected. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY The colonic contents were sent to Metabolon who then performed the sample SP:SAMPLEPREP_SUMMARY preparation prior to UPLC-MS analysis. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY Low pH polar (LC/MS Pos early) CH:CHROMATOGRAPHY_TYPE Reversed phase CH:INSTRUMENT_NAME Waters Acquity CH:COLUMN_NAME Waters Acquity BEH C18 (100 x 2mm, 1.7um) CH:SOLVENT_A - CH:SOLVENT_B - CH:FLOW_GRADIENT - CH:FLOW_RATE - CH:COLUMN_TEMPERATURE - #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE Other MS:ION_MODE POSITIVE MS:MS_COMMENTS Metabolon (LC/MS Pos early) #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS Relative Abundance MS_METABOLITE_DATA_START Samples NACH-00282 NACH-00283 NACH-00284 NACH-00285 NACH-00286 NACH-00287 NACH-00288 NACH-00289 NACH-00290 NACH-00291 NACH-00292 NACH-00293 Factors GROUP_ID:GOS GROUP_ID:GOS GROUP_ID:GOS GROUP_ID:GOS GROUP_ID:GOS GROUP_ID:GOS GROUP_ID:CON GROUP_ID:CON GROUP_ID:CON GROUP_ID:CON GROUP_ID:CON GROUP_ID:CON (N(1) + N(8))-acetylspermidine 0.9887 1.1927 0.6744 0.5223 2.1985 1.4421 0.9181 0.6813 1.0113 1.2472 1.6067 0.8311 (R)-3-hydroxybutyrylcarnitine 1 9.4843 0.4943 0.528 17.4807 0.5422 0.5278 1.9628 0.4943 0.4943 5.383 0.4943 (S)-3-hydroxybutyrylcarnitine 0.9113 11.0944 0.7385 1.3065 16.3468 0.5856 0.7489 4.1358 0.972 1.028 7.8223 0.8729 1-methyl-4-imidazoleacetate 0.202 0.9729 0.5033 1.5858 1.5233 1.9483 0.402 0.9325 0.9943 1.0057 1.0405 1.1742 1-methyl-5-imidazoleacetate 0.2418 0.5518 0.9883 1.0682 0.441 1.6055 0.6826 1.0117 1.2606 1.0525 0.5319 1.1123 1-methyladenine 1.1144 0.9828 0.3472 1.1805 1.2428 1.107 0.5309 0.3244 0.7239 1.0172 0.3244 0.3244 1-methylnicotinamide 1.2412 1.1914 0.1748 2.4792 0.1748 0.1748 0.1748 0.1763 0.1748 0.1748 0.8086 0.1748 1-ribosyl-imidazoleacetate* 0.4549 0.4549 0.4549 6.2362 1.1131 0.4549 0.4549 0.4549 0.4549 0.8869 0.4549 0.4549 2'-deoxyadenosine 2.681 0.1035 1.9087 2.7804 0.1035 2.5346 0.7162 0.5969 0.5706 1.138 0.1035 0.862 2'-deoxyadenosine 5'-monophosphate 0.6463 2.7271 0.6463 1 1.6983 0.7633 0.6463 0.6463 0.6463 0.7663 1.798 0.6463 2'-deoxycytidine 1.7344 0.7014 1.29 1.5702 1.1017 1.0479 0.8119 1.8052 0.7554 0.9521 0.4102 0.5332 2'-deoxycytidine 5'-monophosphate 0.9682 1.6947 0.3493 0.7205 1.0686 1 0.3493 0.5755 0.3493 1.0188 1.0541 0.3493 2'-O-methylcytidine 0.9507 1.6969 0.7774 2.0944 2.0103 1.4086 0.7569 0.4261 0.9222 1.0493 1.3155 0.6153 2,8-quinolinediol 0.5966 0.5416 0.5416 0.8775 1.1225 9.2501 0.5416 0.5416 0.5416 2.963 0.5416 0.5416 2-hydroxyglutarate 1.4103 1.7164 0.3566 1.1021 3.0936 2.9685 0.5059 0.3825 0.8979 1.2299 0.7234 0.5308 2-methylbutyrylcarnitine (C5) 0.2935 2.0615 0.2959 0.2935 1.155 0.2935 0.2935 0.845 0.2935 0.2935 1.1917 0.2935 2-oxoarginine* 1.0111 0.5439 1.0161 1.2564 0.3747 1.011 0.989 0.7191 1.1555 1.099 0.8125 0.972 2-piperidinone 23.0011 1.4955 0.3689 1.1268 0.4535 3.9447 1 0.3832 0.685 0.2599 0.2599 5.0058 2-pyrrolidineacetic acid 0.6332 1.0586 0.594 2.2377 2.6636 4.657 0.9414 0.8372 0.7744 2.3334 0.6731 1.4078 3-aminoisobutyrate 0.8627 1.6685 1.8318 1.6935 1.4861 0.661 0.5999 1.1373 0.5054 0.6188 0.8362 1.7806 3-sulfo-L-alanine 1.6424 0.4781 0.9555 1.4373 0.9817 2.6332 1.519 0.9807 1.6523 1.0183 0.7089 0.833 3-ureidoisobutyrate 3.1009 0.6619 4.1018 2.4624 1.4438 0.9635 1.0365 0.6234 0.9241 1.3318 0.7946 0.7174 3-ureidopropionate 1.6825 1.2995 0.7848 2.4344 4.134 1.2152 0.4804 0.3352 0.4941 0.6975 1.7231 0.317 4-guanidinobutanoate 0.7881 1.3018 1.039 1.3457 1.346 0.9068 0.8998 0.961 1.1723 0.9357 1.4511 0.7536 4-imidazoleacetate 1.3912 1.467 0.7344 2.5046 1.3745 0.874 0.5955 1.126 0.449 0.7729 1.2076 0.4584 5-aminovalerate 2.21 1.036 0.8614 1.6086 2.5555 2.8097 0.7785 0.6124 1.4763 0.8921 0.964 0.7978 5-hydroxyindoleacetate 1.4272 5.9371 0.5641 0.7774 6.5039 0.8613 0.9426 1.8092 1.0574 0.3956 5.219 0.6932 5-methylthioadenosine (MTA) 2.8414 1.3445 0.6752 0.563 0.9405 1.3301 1.2736 0.5901 1.0595 0.6902 0.5018 1.0669 7-methylguanine 4.0805 2.0128 4.756 1.4886 0.3491 0.4457 0.9586 2.5123 1.0414 0.4897 0.7179 0.902 acetylcarnitine (C2) 0.5721 12.682 0.9291 1.481 12.6422 0.3744 0.68 3.9303 0.4869 1.0709 10.1789 0.6773 adenine 1.1135 0.9763 1.0791 0.8816 0.7658 0.9569 1.0237 1.3206 0.5641 0.9065 1.0654 1.0722 adenosine 2.6251 0.6322 1.4168 1.1401 0.8601 1.6669 0.917 0.7481 0.5846 1.3061 0.4542 1.083 adenosine 5'-monophosphate (AMP) 1.6096 2.3329 0.5487 0.8823 4.744 1.1177 0.3429 0.2945 0.2976 2.6146 2.1212 0.3759 agmatine 4.2014 0.2066 2.0229 2.0076 0.1742 1.8922 0.3659 0.1742 0.3829 1 0.3942 2.099 alanine 1.4611 1.7333 0.8133 0.8678 1.9416 1.0126 0.871 1.04 0.8067 0.9874 1.4671 0.6843 alanylleucine 1.9302 0.7946 0.9217 1.5538 0.19 2.1181 1.2287 0.1684 1.0229 2.4676 0.9729 0.9771 anserine 0.2867 1.9805 0.2867 0.2867 10.252 0.5127 0.2867 0.2867 0.4039 0.2867 1.4873 0.2867 arginine 1.4981 1.776 0.9904 1.0096 1.1595 0.7581 0.9452 1.0794 0.9557 0.7728 2.8293 0.5564 ascorbate (Vitamin C) 0.0048 1.2445 0.0048 0.0048 2.0637 0.0048 0.0048 0.0048 0.0048 0.0048 0.7555 0.0048 asparagine 1.6481 1.0878 0.5107 0.485 1.0416 0.5168 0.9814 0.974 1.069 1.2333 1.0186 0.6685 aspartate 1.2673 1.4979 0.4822 0.9633 2.398 1.4465 0.4248 0.3938 0.462 1.0367 1.271 0.518 beta-alanine 1.2895 1.4227 0.9645 1.073 2.1989 1.0728 0.5591 1.0355 0.6744 0.7168 0.9065 0.6981 betaine 1.0476 6.4375 0.9524 1.0572 6.002 0.6818 0.7608 2.8441 0.553 0.5176 5.5936 0.5808 betaine aldehyde 0.4736 15.7484 0.5206 1.0607 22.3274 0.9393 0.826 13.3633 0.4736 0.4736 16.9616 0.6514 biotin 0.7955 0.7955 1 1.2886 0.9441 1.1663 1.2536 0.8686 0.9636 0.7955 0.7955 1.1091 butyrylcarnitine (C4) 0.417 5.24 1 1.3135 5.4893 0.417 0.5014 1.3665 0.4594 0.6558 6.233 0.5749 cadaverine 0.072 1.355 0.0883 0.072 1.5835 0.072 0.072 0.645 0.072 0.072 1.614 0.072 carboxyethyl-GABA 0.871 0.7124 0.4352 1.0282 1.5943 2.665 0.9718 0.5423 1.1163 1.7742 0.4657 1.08 carnitine 0.9329 5.6911 0.9849 0.9841 6.2093 1.0399 0.732 2.4344 0.7139 0.8586 4.8413 1.0151 choline 0.8823 4.529 1.0239 1.8791 6.6411 0.9761 0.8992 2.4644 0.952 0.6788 4.3621 0.7582 choline phosphate 1.4125 13.6873 0.2187 0.2462 18.2031 0.9115 0.3237 2.9861 0.2714 1.0885 9.1683 0.4067 citrulline 1.6097 0.709 0.6106 0.7974 1.2672 1.7721 1.1148 0.7727 0.8852 1.7003 0.579 1.4913 creatine 0.9816 3.8509 1.0174 1.0169 4.5156 0.9568 0.88 2.2485 0.8754 0.9121 2.4146 0.9831 creatinine 0.6124 6.3837 0.8099 3.162 7.2317 1.0345 0.7565 1.2643 0.4895 0.9655 3.1872 0.6439 cystathionine 0.7051 1 0.7051 0.7051 3.1304 0.7051 0.7051 0.7051 0.7051 0.7051 0.7051 0.7051 cysteine 1.4274 4.3351 0.6015 0.7386 4.2749 1.8851 0.9524 0.8339 0.7228 0.9096 3.5127 1.0476 cysteine sulfinic acid 1.1273 0.8866 1.1529 0.6972 0.9726 1.0479 1.1209 1.0274 0.7144 0.6931 1.2157 0.6184 cysteinylglycine 0.5965 4.0277 0.9076 1.0924 6.7178 0.4663 0.7594 1.2896 0.754 0.5889 3.199 1.164 cysteinylglycine disulfide* 0.2503 3.9529 0.2503 0.7385 14.6196 0.2974 1.2615 6.8567 0.2503 0.5996 4.4015 0.4081 cystine 0.8492 0.999 1.001 0.69 3.2057 1.625 1.1584 1.124 0.5852 0.8346 1.3869 0.4507 cytidine 1.1081 1.3483 1.239 0.8424 1.1853 0.7491 0.7862 1.0346 0.7031 1.0549 0.9654 0.4888 cytidine 5'-monophosphate (5'-CMP) 2.1009 2.5221 0.8043 0.7704 4.7389 1.1957 0.6365 0.6696 0.7484 1.4425 1.8285 0.4875 cytosine 1.3764 0.6082 1.1633 1.2861 0.82 1.7202 1.0172 0.9828 0.7313 1.1521 0.5416 0.9189 deoxycarnitine 1.0426 0.6587 0.4366 0.8644 1.8466 1.4236 1.0413 0.4464 1.0113 0.9887 0.4332 1.2713 diacetylspermidine* 1.1138 0.2417 0.8862 0.6061 1.1742 2.4248 2.2984 0.6611 1.911 0.2417 0.2417 0.6847 diaminopimelate 1.062 3.2945 0.8609 0.5443 0.9886 1.5218 1.0114 0.1677 0.6287 1.6706 1.9891 0.9838 dihydrobiopterin 0.7577 1.3146 0.7577 0.7577 2.1669 0.7577 0.7577 0.8666 0.7907 0.7577 1.1334 0.7577 dimethylarginine (SDMA + ADMA) 1.1957 2.9065 0.8043 1.4741 4.7611 1.3703 0.3348 0.6055 0.6415 0.6119 1.9711 0.2721 dimethylglycine 1.1023 1.8152 1 1.9697 3.484 0.5632 0.4373 0.9509 0.4334 0.7281 1.7299 0.4334 ergothioneine 0.993 7.9494 1.007 0.9402 17.7775 0.3766 0.6307 1.9912 1.0979 0.7151 6.4546 0.7449 ethyl alpha-glucopyranoside 0.9595 0.4701 1.5402 2.4695 0.6019 1.3185 1 0.4701 2.975 0.8298 0.9988 1.2725 formiminoglutamate 1.2015 1.5388 1.7743 1.0258 1.0021 1.4165 0.9979 0.3072 0.8787 0.7129 0.7705 0.9781 fructosyllysine 1.4827 3.1096 0.781 1.71 3.2571 1.0405 0.445 0.4385 0.9595 0.9474 2.7693 0.2823 gamma-glutamyl-alpha-lysine 1.3453 2.6684 0.6309 0.8951 6.5113 0.6309 0.9077 1.0441 0.7854 1 2.5508 0.7279 gamma-glutamyl-epsilon-lysine 1.9083 0.8361 1.3858 1.0096 0.6487 1.7327 0.9883 0.7115 1.2558 1.5143 0.7146 0.9904 gamma-glutamylalanine 1.0103 8.0931 0.5369 0.9897 18.6923 0.7916 0.5906 2.0549 0.5069 1.0533 6.0076 0.6571 gamma-glutamylcitrulline* 0.4013 1.8112 0.3542 0.7072 10.9171 0.837 0.3542 1.3577 0.3542 1.1684 0.8795 1.1205 gamma-glutamylglutamate 0.6667 8.9243 0.0509 1.3333 61.8429 1.7845 0.0509 0.1873 0.0509 0.4985 4.3507 0.3089 gamma-glutamylglutamine 1.0494 19.934 0.8421 1.6502 59.8871 0.9506 0.5954 5.3503 0.8343 0.8694 13.6614 0.6821 gamma-glutamylglycine 0.014 1.4882 0.014 0.014 6.2654 0.014 0.014 0.1317 0.014 0.014 1 0.014 gamma-glutamylhistidine 0.0597 2.159 0.0597 0.0597 5.5055 0.0597 0.0597 0.1889 0.0597 0.0597 1 0.0597 gamma-glutamylisoleucine* 0.855 12.241 0.9986 1.1227 23.7946 0.8063 0.7784 4.9283 0.919 1.0014 8.0208 0.9387 gamma-glutamylleucine 1.6713 1.5651 0.6751 0.6466 2.1353 1.1772 0.7808 1.0503 0.7842 0.9497 1.4732 0.5864 gamma-glutamylmethionine 0.9276 8.7549 0.9296 1.4647 16.7439 0.944 0.8003 3.9977 0.822 1.056 5.9776 0.8679 gamma-glutamylphenylalanine 0.9293 10.3732 0.7997 1.2584 20.1368 0.8426 0.6521 2.7256 0.576 1.0707 7.276 0.4651 gamma-glutamylserine 0.6199 23.5658 0.4403 1.4778 71.4778 1.3801 0.3409 3.0562 0.3387 0.376 13.4038 0.5499 gamma-glutamylthreonine 0.8816 19.5212 0.6436 1.3878 43.6238 0.9041 0.6118 3.3431 0.598 1.0959 10.7385 0.7232 gamma-glutamyltyrosine 1.0025 10.1504 0.5138 0.9975 22.5441 0.7381 0.6578 2.474 0.6004 1.1072 5.9079 0.6632 gamma-glutamylvaline 0.6105 11.9989 0.6105 1 22.828 0.6105 0.6105 4.2535 0.9012 0.9751 8.3203 0.8393 glutamate 1.5155 1.3778 0.5354 1.0434 2.1728 2.1235 0.7115 0.4948 0.8813 1.0484 0.9566 0.673 glutamate, gamma-methyl ester 1.8841 1.3366 0.4597 1.8645 1.5134 1.7996 0.935 0.4278 1.0426 0.9574 0.8036 0.7614 glutamine 1.9843 2.8515 1.0198 0.9055 3.9834 0.9184 0.9375 1.7155 0.9802 0.8704 2.1332 0.8235 glutaminylleucine 1.7697 1.0592 0.8136 1.1471 0.2435 1.7701 0.9408 0.5188 0.8787 1.8045 1.1596 0.8978 glutamyl-meso-diaminopimelate 2.8928 0.6424 0.8107 0.5511 0.5511 2.7022 1.031 0.7204 1 1.3203 0.9206 1.1622 glycerol 3-phosphate 0.6979 12.6462 0.5529 0.8772 34.4556 1.737 0.4075 1.1228 0.2464 1.2677 20.1279 0.4115 glycerophosphoethanolamine 0.7665 1.9563 1.2811 1.0147 2.8403 0.7979 0.8133 3.175 0.7354 0.9853 3.6851 0.6615 glycerophosphoinositol* 0.8047 10.9824 0.5422 1.1953 6.5667 1.9765 0.7241 4.7836 0.4751 0.451 21.5751 0.3096 glycerophosphorylcholine (GPC) 0.8284 11.2354 1.3924 1.0259 16.7551 0.951 0.9741 4.9861 0.5756 0.8811 22.4363 0.7636 glycerophosphoserine* 0.1836 2.9775 1 0.7385 5.1106 0.7789 0.1836 2.9292 0.3444 0.1836 22.4361 0.1836 glycine 1.2591 3.1202 0.7431 0.9471 5.6 1.0529 0.64 1.2076 0.795 0.8135 2.3655 0.5382 glycylisoleucine 1.8261 1.0219 0.9614 0.794 0.3527 1.347 1.1334 0.9781 0.95 1.3281 1.4322 0.6597 glycylleucine 1.9679 0.5367 1.0738 1.1155 0.2705 1.3419 1.1151 0.655 0.9262 1.3302 0.7263 0.7565 glycylvaline 2.0914 1.1233 0.9579 0.8645 0.3966 1.4906 1.0958 0.8977 0.9245 1.4895 1.0421 0.7952 guanidinoacetate 1.1491 2.9666 0.5962 3.8025 3.2724 0.3272 0.8509 2.1751 0.336 0.6711 1.5629 0.6784 guanine 1.8374 0.0855 1.1232 0.8768 0.07 1.5471 1.161 0.2247 1.2724 2.7169 0.0876 0.5256 guanosine 0.8352 1.0351 2.6898 1.298 0.4287 0.724 0.9649 2.02 0.9644 1.7557 1.1036 0.4795 histidine betaine (hercynine)* 0.6199 1.153 0.6199 0.6199 2.998 0.6199 0.6199 2.0969 0.6199 0.7952 0.847 0.6199 histidylalanine 1.9165 1.7664 0.6917 0.7146 0.4058 1.0157 0.9843 1.5094 0.8843 1.1539 2.901 0.5463 homocitrulline 2.4109 0.4535 0.3731 0.3557 1.6228 2.6355 0.8877 0.6704 1.1793 0.3557 0.3557 1.1123 homocysteine 0.7814 1.7419 0.6284 0.4842 2.2502 1.1306 0.4842 0.4842 0.4842 1 1.3172 0.5546 hydroxymethylpyrimidine 2.0664 0.6408 1.0087 1.467 0.5973 1.9935 0.8521 0.4236 1.0758 1.1554 0.4558 0.9913 hypotaurine 1.8596 13.7789 0.897 1.0142 16.0389 0.6484 0.4806 2.1424 0.9858 0.5442 11.2197 0.5833 hypoxanthine 1.3689 2.1963 0.6867 1.0125 3.1189 1.344 0.7819 0.9744 0.8805 0.9875 1.7045 0.7622 imidazole lactate 0.684 2.0861 0.6873 4.1395 1.9695 0.6598 1.2678 0.6307 0.7322 1.3222 1.7664 0.6878 imidazole propionate 2.2335 0.4866 0.2676 1.4535 2.5231 1.8319 1.5548 0.0953 0.8724 1.1276 0.7876 0.2906 indolin-2-one 11.4812 0.4698 0.4611 1.3816 0.2303 0.7584 1.0854 0.4363 1.4306 1 0.2303 2.8405 inosine 0.9516 2.5384 1.6441 0.9515 4.4785 1.0113 0.9688 2.3148 0.9829 0.7867 2.3391 0.9887 isobutyrylcarnitine (C4) 0.4381 8.0927 0.9896 1.1906 3.155 0.371 0.6713 3.2234 0.371 1 5.4273 0.9719 isoleucine 1.5371 1.3035 0.832 0.7285 1.0167 0.99 0.8725 1.146 0.8369 1.01 1.3179 0.7066 isovalerylcarnitine (C5) 0.0978 1.955 0.2205 0.0978 1.4047 0.0978 0.0978 0.5953 0.0978 0.0978 1.5484 0.0978 kynurenine 1.109 1.846 0.9378 0.8194 7.6854 0.927 0.6206 1.0622 0.889 0.7592 2.3041 1.3 leucine 1.5746 1.5167 0.8882 0.8447 1.2158 1.0186 0.8662 1.1224 0.8499 0.9814 1.4839 0.6612 leucylalanine 1.9644 0.2156 0.7133 1 0.2156 2.1411 1.0251 0.2466 0.956 1.9317 0.3105 1.0458 leucylglutamine* 1.5202 0.2224 0.9276 1.6217 0.097 1.4751 1.4064 0.2401 1.01 1.9335 0.2418 0.99 leucylglycine 1.9592 0.3184 0.9052 1.1871 0.1108 1.7162 1.1832 0.2788 1.0501 1.7442 0.4983 0.9499 lysine 1.6915 1.5975 0.8783 0.8243 1.5563 1.1003 0.9878 0.8958 1.0122 0.8617 1.9611 0.7188 lysylleucine 1.8159 0.776 0.7946 1.2986 0.1407 2.3266 0.7463 1.2054 0.655 2.2941 2.0057 0.5592 malonylcarnitine 0.4639 1.7477 0.1896 0.1896 1.0895 0.4529 0.4049 1 0.9867 1.3329 2.5673 1.5513 methionine 1.5058 1.4297 0.8614 0.8329 1.2658 1.0301 0.8716 0.9965 0.8923 1.0035 1.283 0.6511 methionine sulfoxide 1.3837 1.0477 1.1196 0.9528 0.8644 1.013 0.987 0.9783 1.0387 1.3046 0.9366 0.8308 methylphosphate 1.8177 0.4842 1.5358 3.0024 0.2692 2.4598 0.5364 0.1553 0.7885 2.111 0.3258 1.2115 mevalonolactone 0.184 1.0605 0.184 1.0918 1 1.4458 0.4726 0.5709 0.184 0.184 0.4587 1.3584 N,N,N-trimethyl-5-aminovalerate 1.1558 2.1092 0.5984 0.9592 2.7365 1.4653 0.7871 0.8556 1.0408 0.9386 1.7528 0.7022 N,N,N-trimethyl-alanylproline betaine (TMAP) 1 3.6564 0.2606 2.8007 6.1131 0.633 0.2709 1.2148 0.2182 0.2182 3.9267 0.2917 N,N-dimethyl-5-aminovalerate 0.6916 0.8716 0.9928 4.3761 0.6909 2.572 0.7973 0.6325 1.5225 1.2592 1.0072 1.5192 N,N-dimethylalanine 0.3905 0.2933 1.7568 0.8435 0.2933 1.0441 0.661 1 1.9399 1.2977 0.8329 1.268 N-acetyl-1-methylhistidine* 0.3265 0.3265 0.3265 4.0666 0.8068 1.1932 0.3265 0.3265 0.5259 1.3166 0.3265 0.3265 N-acetyl-3-methylhistidine* 0.3242 1 1.7779 1.4516 0.3242 2.3711 0.8739 0.3288 1.7171 0.3556 0.5118 1.981 N-acetyl-cadaverine 2.5751 1.8896 1.5965 0.7111 0.6566 1.4043 0.9543 0.3084 1.0457 0.3521 1.2323 0.6294 N-acetyl-isoputreanine 0.6886 1.3218 1 0.8331 2.3646 1.7679 0.5087 0.5747 0.8487 0.5087 1.874 1.2004 N-acetylarginine 1.3373 0.7778 0.8091 1.5253 1.9313 3.1868 0.8993 0.5188 1.1454 1.1007 0.7011 0.861 N-acetylasparagine 1.0074 0.5069 0.6429 0.9767 0.4794 0.9425 1.1411 0.9926 1.0916 1.5377 1.0962 1.265 N-acetylcysteine 0.7856 1.7798 0.7268 2.8838 1.673 1.5334 0.6762 0.3791 0.5488 1.096 1.6754 0.904 N-acetylglucosamine/N-acetylgalactosamine 1.4108 0.7923 1.1111 2.2649 0.7309 1.6434 0.9136 0.8939 1.0864 1.7686 0.807 0.8363 N-acetylglucosaminylasparagine 1.7592 0.806 1.0617 1.1794 1.8134 1.6079 0.5119 0.5119 0.7029 0.9896 1 0.7518 N-acetylglutamate 1.3972 0.6719 0.5747 1.1273 0.9909 2.7871 0.7255 0.4765 1.0091 1.6524 0.8029 1.0927 N-acetylglutamine 0.9453 0.7323 0.6299 2.0687 1.1869 1.4263 0.6842 0.5611 1.0547 1.4798 0.7972 1.0606 N-acetylhistamine 22.1578 0.6083 3.8367 0.6083 0.7989 1.0863 1 2.4154 0.6846 0.6083 0.9347 0.6083 N-acetylhistidine 1.1936 0.549 0.5244 1.7128 0.9169 2.641 0.869 0.6938 1.0831 1.5939 0.8639 1.0849 N-acetylmethionine sulfoxide 0.8428 0.7831 0.5721 1.0989 0.7642 1.5916 1.0041 0.4721 0.9959 1.1745 1.2052 1.2297 N-acetylneuraminate 1.1001 1.2473 0.8571 1.8171 0.9373 1.4396 0.8086 0.7051 0.7858 2.1479 1.0627 0.6271 N-acetylproline 0.6981 0.9362 0.6422 0.6594 1.3813 2.7794 0.7238 2.5519 1.1588 0.9784 1.356 1.0216 N-acetylputrescine 0.8734 2.1114 0.6529 1.1266 6.059 4.5375 0.8531 0.4834 0.574 1.1366 1.8446 0.8307 N-acetylserine 1.4166 2.3347 0.8241 0.9807 2.515 1.0193 0.8375 1.0347 0.7326 0.8472 2.423 0.7373 N-alpha-acetylornithine 1.1046 0.6488 1.3906 0.6495 1.0854 1.4894 0.9146 0.798 0.9096 1.2078 0.7711 1.5864 N-carbamoylputrescine 5.065 1.8294 1.9409 1.7646 0.549 2.5875 0.5001 0.4425 0.8644 1.1356 0.3466 0.5119 N-glycolylneuraminate 0.367 8.7712 0.399 1.4781 10.3168 0.5219 0.4159 1.9141 0.2631 1.6375 4.9919 0.1904 N-methyl-GABA 0.4364 1.1715 0.4364 0.6083 1.832 1.9066 0.6555 1.4204 0.8285 0.5858 0.4364 1.1967 N-methylalanine 0.9835 0.5924 1.2657 1.0165 0.5192 1.6544 1.2516 0.9026 0.8987 2.2754 0.6942 1.244 N-methylhydroxyproline** 0.3761 3.3802 0.3461 1 3.7664 0.2368 0.2368 1.2546 0.2368 0.7008 2.2704 0.2368 N-methylproline 1.0271 0.5981 0.6679 0.5408 0.3821 1.6756 0.9729 2.0476 1.273 1.5244 0.8633 1.3634 N-monomethylarginine 1.0179 5.9243 0.3681 0.8674 7.4632 0.3681 0.3681 0.9821 0.3681 0.4031 3.6445 0.3681 N1,N12-diacetylspermine 1.2931 0.2848 0.8639 0.2221 0.4659 2.3983 3.9109 1.1361 1.9355 1.4648 0.5479 0.6571 N1-Methyl-2-pyridone-5-carboxamide 0.6892 0.8602 2.1642 3.8989 0.818 0.3721 1.749 0.7637 1.1398 0.7194 1.5984 1.54 N1-Methyl-4-pyridone-3-carboxamide 0.4912 0.7005 1.4465 2.4696 0.6509 0.807 1.3633 1.0233 1.1895 0.9621 0.9767 1.2997 N1-methyladenosine 0.3636 3.6908 1.501 1.5521 5.809 0.169 0.5493 1.2085 0.4906 0.6894 2.5217 0.7915 N1-methylinosine 0.8089 0.6705 1 1.9873 0.6488 1.0282 1.3052 0.601 0.601 1.3772 0.601 0.601 N2-acetyl,N6-methyllysine 1.9567 0.394 0.7116 0.394 0.394 2.4848 1.7598 0.665 1.2884 0.6338 0.394 0.394 N6,N6,N6-trimethyllysine 1.3594 2.1286 0.7576 1.0987 3.1439 1.2083 0.553 0.6662 0.9013 0.8189 2.1977 0.4737 N6-carboxymethyllysine 1.2081 2.3029 0.6581 0.5972 4.785 1.3289 0.7585 0.9387 0.8827 1.0613 1.8785 0.5585 N6-methyladenosine 1.3888 0.9586 1.0414 0.2384 1.275 1.2106 0.8401 1.2536 1.3095 0.5467 0.788 0.7588 N6-methyllysine 4.007 2.2735 0.3106 0.9074 6.0703 2.4722 1 0.3106 0.998 0.7103 1.5949 0.3854 N6-succinyladenosine 0.0839 1.6176 0.0839 0.0839 2.7014 0.0861 0.0839 0.0839 0.0839 0.0839 1 0.0839 nicotianamine 1.2837 1.5271 0.9985 1.2457 0.8742 0.4748 0.4378 1.0015 0.4378 0.4378 1.6684 0.8807 nicotinamide 0.9352 0.8538 0.8722 0.5869 0.5944 1.3722 1.282 14.5923 1.0648 0.8861 19.4264 2.8839 nicotinamide N-oxide 0.4909 0.5409 0.4909 6.1537 1.5818 0.4909 0.4909 0.4909 0.4909 0.9406 1.0594 0.4909 nicotinamide riboside 1.2967 0.3983 0.8449 0.9849 0.6312 1.4241 1.1771 0.5239 1.0151 1.7495 0.7824 1.249 nicotinate 1.44 1.6054 0.7357 1.0282 2.9482 1.5807 0.7243 0.7661 1.0073 0.8999 0.9927 0.7674 nicotinate ribonucleoside 3.1778 1.0382 0.9618 1.2739 0.8397 3.7389 1.2395 0.6539 1.5706 0.6396 0.5422 0.9116 o-Tyrosine 1.2069 0.5228 0.5228 0.6763 1 1.0789 0.5228 1.34 1.119 0.7182 0.5228 0.8296 ornithine 1.3267 3.2232 1.1376 0.6238 5.9039 1.4867 0.8624 0.6547 0.7082 0.779 2.3907 0.8048 pantetheine 3.2781 2.2073 0.4146 0.8248 0.4458 2.2748 0.7998 0.3797 0.9604 1.9725 1.4235 1.0396 pantothenate 1.9744 1.2677 0.5019 1.13 1.9966 1.5545 0.7267 0.4838 0.8559 1.0581 0.9419 0.4203 phenylalanine 1.6043 1.3272 0.9319 0.8817 1.1749 1.0867 0.9164 0.9377 0.8785 1.0623 1.2746 0.6865 phenylalanylalanine 2.0063 1.1692 0.8327 0.9795 0.296 1.4748 0.9843 0.8812 0.8622 1.5508 1.9651 1.0157 phenylalanylglycine 2.3175 0.7023 0.9532 1.0468 0.5298 1.3757 1.213 0.7262 1.1011 1.5164 0.9011 0.902 phosphate 1.0394 1.0554 0.5773 1.3311 1.7773 1.5268 0.3851 0.0947 0.438 1.5099 0.4966 0.9606 picolinate 0.9066 0.5651 1.0239 0.607 0.6565 1.3689 1.1817 0.9761 0.8954 1.0569 1.0513 1.5585 pipecolate 1.6622 0.9125 0.82 1.6958 2.4472 1.8249 0.9944 0.7632 1.0081 0.9193 1.0056 0.8957 proline 1.2424 2.0489 0.8028 0.902 2.0442 1.1165 0.8384 0.9553 0.7828 1.0447 1.4403 0.6273 prolylglycine 0.8285 2.9308 2.6694 1.0467 1.7271 0.9533 0.8049 2.8454 0.5883 0.8305 1.6113 0.5198 propionylcarnitine (C3) 0.4214 8.4606 0.9173 1.0827 4.1186 0.1036 0.5234 10.6543 0.336 1.1997 5.2039 0.5252 pterin 1.8821 0.1153 0.1763 0.9621 1.0091 1.2003 1.4078 0.3633 0.9954 1.0046 0.1457 1.3191 putrescine 0.2942 1.4655 0.2942 0.4095 2.2748 1 0.6243 0.3377 0.4543 3.3486 3.5276 1.7875 pyridoxal 1.1361 0.8677 1.044 1.5472 1.3329 2.0103 0.8787 0.8571 0.8632 1.1282 0.5512 0.956 pyridoxamine 1.566 0.6154 0.7994 0.9499 0.7585 1.3549 1.3192 0.6019 1.1998 1.1973 0.4553 1.0501 pyroglutamine* 1.5692 0.3802 0.5696 1 0.6568 1.5335 1.8443 0.8918 1.6839 0.3802 0.9281 1.7333 quinolinate 0.4502 1.2021 0.5905 1.7414 1.021 2.6946 0.7001 0.2308 0.4674 1.3494 0.979 1.0676 riboflavin (Vitamin B2) 2.1169 0.4742 0.8957 1.0698 0.9302 2.1398 1.4762 0.6962 1.4404 1.4188 0.4012 0.9274 S-1-pyrroline-5-carboxylate 0.9302 1.2583 1.0252 0.7522 1.7152 1.1039 0.9748 1.3705 0.7052 0.5818 1.6697 0.8555 S-methylcysteine 0.2465 0.9791 0.2465 0.2465 3.2422 0.2465 0.2465 0.2465 0.2465 0.2465 1.0209 0.2465 S-methylmethionine 3.0432 2.3158 1 0.2742 0.2742 0.2742 0.2742 0.2742 0.2742 0.2742 0.2742 0.8234 sarcosine 0.654 2.5335 1.7904 0.8148 0.2778 2.5742 1.3634 0.9397 0.8364 0.5491 1.6379 1.0603 serine 1.3058 2.2162 0.8608 0.9133 2.6142 1.0318 0.7267 1.1396 0.7859 0.9682 1.6145 0.6008 serotonin 0.7635 0.1132 0.3966 0.9371 0.1132 1.3557 1.1645 0.1132 1.0629 1.4406 0.8229 1.3275 spermidine 3.9282 0.4535 1.8418 1.8062 0.5817 4.5669 0.9935 0.7698 0.9627 1.0065 0.4721 2.4467 stachydrine 1.1746 1.1133 1.6418 2.2604 2.2213 2.7752 0.3211 0.8453 0.8867 0.8104 0.486 0.8296 succinylcarnitine (C4-DC) 0.9504 2.8036 1.742 0.7364 2.6586 0.508 0.3837 0.9964 1.1392 0.3837 2.2982 1 taurine 0.7722 3.4341 1.7128 1.0215 5.7986 0.446 0.4299 1.2911 0.9785 0.3267 2.8216 0.7304 thiamin (Vitamin B1) 1.3561 0.9281 0.5847 1.5754 0.9022 2.3614 0.9693 0.6026 1.2105 1.9071 1.0307 0.6915 thiamin monophosphate 0.6592 1.5758 0.5917 0.5917 5.3369 0.5917 0.5917 0.5917 0.5917 0.5917 1 0.5917 thioproline 2.1216 4.1713 0.3848 0.596 4.1604 1.539 0.9404 0.6968 0.6695 0.614 5.218 1.0596 threonine 1.5682 2.2984 0.7949 0.8618 2.2408 0.9767 0.8084 1.3476 0.7789 1.0233 1.8485 0.6432 trans-4-hydroxyproline 0.5126 6.7088 0.8294 1.3476 18.7525 0.9953 0.9247 3.6379 0.9377 1.0047 8.6944 0.884 trans-urocanate 1.2145 0.5316 0.5305 1.0103 0.3802 1.1365 1.1216 0.5885 1.2123 1.8191 0.5079 0.9897 trigonelline (N'-methylnicotinate) 1.1139 1.922 0.5289 3.7871 1.1691 0.8135 0.3717 0.3682 0.355 1.9289 0.9753 1.0247 trimethylamine N-oxide 1.049 1.1648 0.3166 4.3417 3.1961 0.951 0.6313 2.736 0.5046 0.8913 1.3853 0.4803 tryptophan 1.704 1.0701 1.068 0.8563 0.9181 1.0607 0.9731 0.9648 1.0068 0.9932 1.1087 0.7312 tryptophylglycine 1.8615 0.3282 0.9529 1 0.3282 1.4622 1.079 0.6563 0.7067 1.7938 0.8958 1.0035 tyramine 0.3752 0.3752 0.3752 0.3752 0.3752 1.2226 1.3812 0.7389 0.7272 1.1816 0.8184 1.4559 tyrosine 1.9132 1.3466 0.8215 0.8274 1.2488 1.3298 0.9253 0.8996 0.8099 1.0747 1.5306 0.7112 uracil 1.1509 2.0631 0.6006 0.9187 3.1719 1.2895 0.504 0.77 0.5601 1.0813 1.4401 0.4005 uridine 5'-monophosphate (UMP) 1.6165 0.3221 1 1.1961 0.7285 0.3865 0.3221 0.3221 0.3221 4.0779 0.3221 0.3221 valerylcarnitine (C5) 0.3392 1.462 0.8078 0.3392 0.5662 0.3392 0.3392 1.1922 0.3392 0.3392 2.5273 0.3392 valine 1.4813 1.5484 0.9767 0.8072 1.3701 1.0031 0.849 1.2056 0.9406 0.9969 1.4524 0.6899 valylglutamine 1.5571 0.352 0.8747 1.6345 0.136 0.9869 1.1851 0.1346 1.0131 1.4709 0.7532 1.4645 valylglycine 2.098 0.7162 0.9423 1.323 0.5102 1.4735 1.2074 0.557 1.0577 1.527 0.9134 0.892 valylleucine 1.302 0.1512 0.8032 1.1101 0.1062 1.9435 1.0032 0.1062 1 1.8286 0.1123 0.5948 xanthine 0.9867 3.1823 0.5514 0.8001 5.5463 1.1881 0.5151 1.0133 0.6456 1.0344 2.096 0.4851 xanthurenate 0.3621 0.747 1.1699 2.1428 0.3641 0.8551 1.0125 1.1202 0.9875 0.9294 1.3661 1.8302 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name SUPER_PATHWAY SUB_PATHWAY CHEMICAL_ID RI MASS CAS PUBCHEM CHEMSPIDER KEGG HMDB_ID (N(1) + N(8))-acetylspermidine Amino Acid Polyamine Metabolism 100016038 3080 188.17574 (R)-3-hydroxybutyrylcarnitine Lipid Fatty Acid Metabolism (Acyl Carnitine, Hydroxy) 100003926 2400 248.14925 53481617 HMDB13127 (S)-3-hydroxybutyrylcarnitine Lipid Fatty Acid Metabolism (Acyl Carnitine, Hydroxy) 100009271 2340 248.14925 HMDB13127 1-methyl-4-imidazoleacetate Amino Acid Histidine Metabolism 100001208 2064 141.06586 2625-49-2 75810 68319 C05828 HMDB02820 1-methyl-5-imidazoleacetate Amino Acid Histidine Metabolism 100002910 1989 141.06586 4200-48-0 6451814 4954265 HMDB04988 1-methyladenine Nucleotide Purine Metabolism, Adenine containing 54 2133 150.07743 5142-22-3 78821 71157 C02216 HMDB11599 1-methylnicotinamide Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 55 1940 137.07094 1005-24-9 10129985 8305504 C02918 HMDB00699 1-ribosyl-imidazoleacetate* Amino Acid Histidine Metabolism 100001668 2006 259.09247 29605-99-0 5117448 4292299 C05131 HMDB02331 2'-deoxyadenosine Nucleotide Purine Metabolism, Adenine containing 211 2252 252.10912 16373-93-6 13730 13135 C00559 HMDB00101 2'-deoxyadenosine 5'-monophosphate Nucleotide Purine Metabolism, Adenine containing 100000485 1284 332.07545 653-63-4 12599 601 C00360 HMDB00905 2'-deoxycytidine Nucleotide Pyrimidine Metabolism, Cytidine containing 100000125 2193 228.09789 951-77-9 13711 13117 C00881 HMDB00014 2'-deoxycytidine 5'-monophosphate Nucleotide Pyrimidine Metabolism, Cytidine containing 298 975 308.06422 1032-65-1 13945 5414501 C00239 HMDB01202 2'-O-methylcytidine Nucleotide Pyrimidine Metabolism, Cytidine containing 100010895 2411 258.10845 2140-72-9 150971 133067 2,8-quinolinediol Xenobiotics Food Component/Plant 100004206 2514 162.05496 15450-76-7 97250 87777 C06342 2-hydroxyglutarate Lipid Fatty Acid, Dicarboxylate 100002070 958 131.03389 40951-21-1 43 42 C02630 HMDB0059655 2-methylbutyrylcarnitine (C5) Amino Acid Leucine, Isoleucine and Valine Metabolism 100001509 3050 246.16999 31023-25-3 6426901 4932320 HMDB00378 2-oxoarginine* Amino Acid Urea cycle; Arginine and Proline Metabolism 100002784 1760 174.08732 10/4/3715 558 542 C03771 HMDB04225 2-piperidinone Xenobiotics Food Component/Plant 100004295 1675 100.07569 675-20-7 12665 12144 HMDB11749 2-pyrrolidineacetic acid Xenobiotics Food Component/Plant 100006441 2248 130.08626 56879-46-0 123784 110335 3-aminoisobutyrate Nucleotide Pyrimidine Metabolism, Thymine containing 1114 2190 104.07061 10569-72-9;214139-20-5 64956 58481 C05145 HMDB03911 3-sulfo-L-alanine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 382 570 170.01178 498-40-8 72886 65718 C00506 HMDB02757 3-ureidoisobutyrate Nucleotide Pyrimidine Metabolism, Uracil containing 100001531 1207 147.07642 2905-86-4 160663 141172 C05100 HMDB02031 3-ureidopropionate Nucleotide Pyrimidine Metabolism, Uracil containing 1053 875 133.06077 462-88-4 111 109 C02642 HMDB00026 4-guanidinobutanoate Amino Acid Guanidino and Acetamido Metabolism 100000096 2320 146.09241 463-003;463-00-3 500 486 C01035 HMDB03464 4-imidazoleacetate Amino Acid Histidine Metabolism 100001207 2055 127.05021 645-65-8 96215 86856 C02835 HMDB02024 5-aminovalerate Amino Acid Lysine Metabolism 100000454 2220 118.08626 660-88-8 138 135 C00431 HMDB03355 5-hydroxyindoleacetate Amino Acid Tryptophan Metabolism 71 1893 192.06552 54-16-0 1826 1760 C05635 HMDB00763 5-methylthioadenosine (MTA) Amino Acid Polyamine Metabolism 212 2752 298.09684 2457-80-9 439176 388321 C00170 HMDB01173 7-methylguanine Nucleotide Purine Metabolism, Guanine containing 100001456 2175 166.07234 578-76-7 11361 10883 C02242 HMDB00897 acetylcarnitine (C2) Lipid Fatty Acid Metabolism (Acyl Carnitine, Short Chain) 100000802 2282 204.12304 5080-50-2 1 5406074 C02571 HMDB00201 adenine Nucleotide Purine Metabolism, Adenine containing 880 2221 136.06178 73-24-5 190 185 C00147 HMDB00034 adenosine Nucleotide Purine Metabolism, Adenine containing 798 2169 268.10404 58-61-7 60961 54923 C00212 HMDB00050 adenosine 5'-monophosphate (AMP) Nucleotide Purine Metabolism, Adenine containing 209 1013 348.07037 149022-20-8 6083 10239183 C00020 HMDB00045 agmatine Amino Acid Polyamine Metabolism 100000103 3057 131.12913 2482-00-0 199 194 C00179 HMDB01432 alanine Amino Acid Alanine and Aspartate Metabolism 811 1700 90.05496 56-41-7 5950 5735 C00041 HMDB00161 alanylleucine Peptide Dipeptide 100001890 3055 203.13902 1638-60-4 259583 227831 HMDB28691 anserine Amino Acid Histidine Metabolism 100000044 2924 241.12952 10030-52-1 112072 100482 C01262 HMDB00194 arginine Amino Acid Urea cycle; Arginine and Proline Metabolism 231 2825 175.11896 1119-34-2 232 227 C00062 HMDB00517 ascorbate (Vitamin C) Cofactors and Vitamins Ascorbate and Aldarate Metabolism 233 770 177.03937 134-03-2 10189562 C00072 HMDB00044 asparagine Amino Acid Alanine and Aspartate Metabolism 917 1225 133.06077 70-47-3 6267 6031 C00152 HMDB00168 aspartate Amino Acid Alanine and Aspartate Metabolism 234 1165 134.04479 56-84-8 5960 5745 C00049 HMDB00191 beta-alanine Nucleotide Pyrimidine Metabolism, Uracil containing 244 1905 90.05496 56-41-7;107-95-9 239 234 C00099 HMDB00056 betaine Amino Acid Glycine, Serine and Threonine Metabolism 799 1064 118.08626 107-43-7 247 24,219,951,173 C00719 HMDB00043 betaine aldehyde Amino Acid Glycine, Serine and Threonine Metabolism 1219 1915 120.10191 7758-31-8 249 244 C00576 HMDB01252 biotin Cofactors and Vitamins Biotin Metabolism 251 2253 245.09545 58-85-5 171548 149962 C00120 HMDB00030 butyrylcarnitine (C4) Lipid Fatty Acid Metabolism (also BCAA Metabolism) 100001054 2860 232.15434 25576-40-3 439829 184820 C02862 HMDB02013 cadaverine Amino Acid Lysine Metabolism 100000110 3036 103.12298 462-94-2;1476-39-7 273 13866593 C01672 HMDB02322 carboxyethyl-GABA Amino Acid Glutamate Metabolism 100003260 2085 176.09174 3/2/4386 2572 2474 HMDB02201 carnitine Lipid Carnitine Metabolism 100000007 1978 162.11247 461-05-2 10917 10455 C00318 HMDB00062 choline Lipid Phospholipid Metabolism 1256 1961 104.10699 67-48-1 305 149278 C00114 HMDB00097 choline phosphate Lipid Phospholipid Metabolism 267 700 184.07332 72556-74-2 1014 119298 C00588 HMDB01565 citrulline Amino Acid Urea cycle; Arginine and Proline Metabolism 391 1520 176.10297 372-75-8 9750 810 C00327 HMDB00904 creatine Amino Acid Creatine Metabolism 1221 1947 132.07676 57-00-1 586 566 C00300 HMDB00064 creatinine Amino Acid Creatine Metabolism 275 2055 114.06619 60-27-5 588 568 C00791 HMDB00562 cystathionine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 310 2270 223.07471 535-34-2 439258 811 C02291 HMDB00099 cysteine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 800 1475 122.02703 52-90-4;56-89-3 5862 5653 C00097 HMDB00574 cysteine sulfinic acid Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 100002113 597 154.01686 207121-48-0 109 107 C00606 HMDB00996 cysteinylglycine Amino Acid Glutathione Metabolism 278 2132 179.0485 19246-18-5 439498 58762 C01419 HMDB00078 cysteinylglycine disulfide* Amino Acid Glutathione Metabolism 100002466 2547 298.05259 70555-24-7 17215992 HMDB00709 cystine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 279 2000 241.03113 56-89-3 67678 575 C00491 HMDB00192 cytidine Nucleotide Pyrimidine Metabolism, Cytidine containing 827 2124 244.0928 65-46-3 6175 5940 C00475 HMDB00089 cytidine 5'-monophosphate (5'-CMP) Nucleotide Pyrimidine Metabolism, Cytidine containing 282 835 324.05914 63-37-6 6131 5414497 C00055 HMDB00095 cytosine Nucleotide Pyrimidine Metabolism, Cytidine containing 881 2060 112.05054 71-30-7 597 577 C00380 HMDB00630 deoxycarnitine Lipid Carnitine Metabolism 100001662 2052 146.11756 6249-56-5 134 705 C01181 HMDB01161 diacetylspermidine* Amino Acid Polyamine Metabolism 100020242 2510 230.18631 25944163 diaminopimelate Xenobiotics Food Component/Plant 100000115 2569 191.10264 1476-39-7;2577-62-0 439283 1267353 C00666 HMDB01370 dihydrobiopterin Cofactors and Vitamins Tetrahydrobiopterin Metabolism 100001506 1930 240.10912 6779-87-9 1879 1808 C00268 HMDB00038 dimethylarginine (SDMA + ADMA) Amino Acid Urea cycle; Arginine and Proline Metabolism 100001810 2850 203.15026 102783-24-4 123831 110375 C03626 HMDB01539 dimethylglycine Amino Acid Glycine, Serine and Threonine Metabolism 806 1104 104.07061 1118-68-9 673 653 C01026 HMDB00092 ergothioneine Xenobiotics Food Component/Plant 100002154 850 230.09578 58511-63-0 3032311 2297320 C05570 HMDB03045 ethyl alpha-glucopyranoside Xenobiotics Food Component/Plant 100015965 1248 226.12852 34625-23-5 428040 378664 formiminoglutamate Amino Acid Histidine Metabolism 100002500 1880 175.07134 816-90-0 439233 388370 C00439 HMDB00854 fructosyllysine Amino Acid Lysine Metabolism 100005373 2784 309.16563 21291-40-7 123708 110281 gamma-glutamyl-alpha-lysine Peptide Gamma-glutamyl Amino Acid 100010901 2784 276.1554 65254 58747 gamma-glutamyl-epsilon-lysine Peptide Gamma-glutamyl Amino Acid 100001262 2725 276.1554 17105-15-6 7015685 5378717 HMDB03869 gamma-glutamylalanine Peptide Gamma-glutamyl Amino Acid 100001843 1986 219.09755 5875-41-2 440103 389104 HMDB29142 gamma-glutamylcitrulline* Peptide Gamma-glutamyl Amino Acid 100020241 1644 305.14556 gamma-glutamylglutamate Peptide Gamma-glutamyl Amino Acid 331 1775 277.10303 1116-22-9 92865 83831 C05282 HMDB11737 gamma-glutamylglutamine Peptide Gamma-glutamyl Amino Acid 1140 1430 276.11902 10148-81-9 150914 133013 C05283 HMDB11738 gamma-glutamylglycine Peptide Gamma-glutamyl Amino Acid 100001294 1535 205.0819 1948-29-4 165527 145071 HMDB11667 gamma-glutamylhistidine Peptide Gamma-glutamyl Amino Acid 1235 2740 285.11935 37460-15-4 7017195 5380197 gamma-glutamylisoleucine* Peptide Gamma-glutamyl Amino Acid 100001485 2940 261.1445 14253342 21403145 HMDB11170 gamma-glutamylleucine Peptide Gamma-glutamyl Amino Acid 1268 2991 261.1445 2566-39-4 151023 133115 HMDB11171 gamma-glutamylmethionine Peptide Gamma-glutamyl Amino Acid 100001313 2640 279.10092 17663-87-5 7009567 5373147 HMDB29155 gamma-glutamylphenylalanine Peptide Gamma-glutamyl Amino Acid 100000491 2992 295.12885 7432-24-8 111299 99868 HMDB00594 gamma-glutamylserine Peptide Gamma-glutamyl Amino Acid 100009231 1351 235.09247 5875-35-4 18691889 gamma-glutamylthreonine Peptide Gamma-glutamyl Amino Acid 100001314 1750 249.10812 5652-48-2 76078708 21403107 HMDB29159 gamma-glutamyltyrosine Peptide Gamma-glutamyl Amino Acid 1102 2518 311.12377 7432-23-7 94340 85142 HMDB11741 gamma-glutamylvaline Peptide Gamma-glutamyl Amino Acid 100001126 2700 247.12885 2746-34-1 7015683 HMDB11172 glutamate Amino Acid Glutamate Metabolism 561 1500 148.06044 56-86-0 611 591 C00025 HMDB00148 glutamate, gamma-methyl ester Amino Acid Glutamate Metabolism 100001103 2170 162.07609 1499-55-4;1499-55-4 68662 66546 HMDB61715 glutamine Amino Acid Glutamate Metabolism 563 1291 147.07642 56-85-9 5961 5746 C00064 HMDB00641 glutaminylleucine Peptide Dipeptide 100003160 3009 260.16049 glutamyl-meso-diaminopimelate Xenobiotics Bacterial/Fungal 100008986 2555 320.14523 23197980 glycerol 3-phosphate Lipid Glycerolipid Metabolism 100000258 580 173.02095 29849-82-9 754 734 C00093 HMDB00126 glycerophosphoethanolamine Lipid Phospholipid Metabolism 100001620 659 216.06315 33049-08-0 123874 110410 C01233 HMDB00114 glycerophosphoinositol* Lipid Phospholipid Metabolism 100001621 516 335.07378 16824-65-0 167572 glycerophosphorylcholine (GPC) Lipid Phospholipid Metabolism 100000269 672 258.1101 28319-77-9 71920 571409 C00670 HMDB00086 glycerophosphoserine* Lipid Phospholipid Metabolism 100015666 577 260.05298 3081457 2339060 glycine Amino Acid Glycine, Serine and Threonine Metabolism 340 1375 76.03931 56-40-6 750 730 C00037 HMDB00123 glycylisoleucine Peptide Dipeptide 100001790 3002 189.12337 19461-38-2 88079 19972556 HMDB28844 glycylleucine Peptide Dipeptide 100001258 3059 189.12337 869-19-2 92843 83812 C02155 HMDB00759 glycylvaline Peptide Dipeptide 100000487 2734 175.10772 1963-21-9 97417 2006926 HMDB28854 guanidinoacetate Amino Acid Creatine Metabolism 344 1937 118.06111 352-97-6 763 743 C00581 HMDB00128 guanine Nucleotide Purine Metabolism, Guanine containing 172 2032 152.05669 73-40-5 764 744 C00242 HMDB00132 guanosine Nucleotide Purine Metabolism, Guanine containing 1099 1728 284.09895 118-00-3 6802 6544 C00387 HMDB00133 histidine betaine (hercynine)* Xenobiotics Food Component/Plant 100004059 2094 198.12371 534-30-5 3083620 2340795 histidylalanine Peptide Dipeptide 100003542 3014 227.11387 16874-75-2 351667 312232 HMDB28878 homocitrulline Amino Acid Urea cycle; Arginine and Proline Metabolism 100000963 1908 190.11862 1190-49-4 65072 58582 C02427 HMDB00679 homocysteine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 311 2155 136.04268 454-29-5 778 757 C00155 HMDB00742 hydroxymethylpyrimidine Cofactors and Vitamins Thiamine Metabolism 100003365 2207 140.08184 73-67-6 777 756 C01279 hypotaurine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 358 724 110.02703 300-84-5 107812 96959 C00519 HMDB00965 hypoxanthine Nucleotide Purine Metabolism, (Hypo)Xanthine/Inosine containing 171 1295 137.04579 68-94-0 790 768 C00262 HMDB00157 imidazole lactate Amino Acid Histidine Metabolism 100000263 2040 157.06077 14403-45-3 440129 389128 C05568 HMDB02320 imidazole propionate Amino Acid Histidine Metabolism 100003434 2263 141.06586 1074-59-5 70630 63798 HMDB02271 indolin-2-one Xenobiotics Food Component/Plant 100004318 2575 134.06004 59-48-3 321710 284794 C12312 inosine Nucleotide Purine Metabolism, (Hypo)Xanthine/Inosine containing 361 1269 269.08805 58-63-9 6021 21241953 C00294 HMDB00195 isobutyrylcarnitine (C4) Amino Acid Leucine, Isoleucine and Valine Metabolism 100001055 2810 232.15434 25518-49-4 168379 HMDB00736 isoleucine Amino Acid Leucine, Isoleucine and Valine Metabolism 376 2800 132.10191 73-32-5 6306 769 C00407 HMDB00172 isovalerylcarnitine (C5) Amino Acid Leucine, Isoleucine and Valine Metabolism 100001393 3085 246.16999 31023-24-2 6426851 4932271 HMDB00688 kynurenine Amino Acid Tryptophan Metabolism 100000265 2739 209.09207 2922-83-0 161166 141580 C00328 HMDB00684 leucine Amino Acid Leucine, Isoleucine and Valine Metabolism 397 2864 132.10191 61-90-5 leucylalanine Peptide Dipeptide 100003179 2801 203.13902 7298-84-2 259321 227625 HMDB28922 leucylglutamine* Peptide Dipeptide 100003183 2620 260.1605 4305457 3511125 HMDB28927 leucylglycine Peptide Dipeptide 100003185 2778 189.12337 686-50-0 79070 71402 HMDB28929 lysine Amino Acid Lysine Metabolism 407 2850 147.11281 56-87-1 5962 5747 C00047 HMDB00182 lysylleucine Peptide Dipeptide 100003196 3370 260.19687 7369-79-1 4682588 3870665 HMDB28955 malonylcarnitine Lipid Fatty Acid Synthesis 100001526 2086 248.11287 853728-01-5 22833583 21403153 HMDB02095 methionine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 415 2526 150.05833 63-68-3 6137 5907 C00073 HMDB00696 methionine sulfoxide Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 100000039 1272 166.05325 3226-65-1 158980 139840 C02989 HMDB02005 methylphosphate Nucleotide Purine and Pyrimidine Metabolism 100001805 544 112.99983 7023-27-0 13130 12578 HMDB61711 mevalonolactone Lipid Mevalonate Metabolism 100000772 1375 131.07027 674-26-0 10428 9999 HMDB06024 N,N,N-trimethyl-5-aminovalerate Amino Acid Lysine Metabolism 100015962 2186 160.13321 34236878 N,N,N-trimethyl-alanylproline betaine (TMAP) Amino Acid Urea cycle; Arginine and Proline Metabolism 100020217 2470 229.15467 N,N-dimethyl-5-aminovalerate Amino Acid Lysine Metabolism 100020842 2290 146.11756 N,N-dimethylalanine Amino Acid Alanine and Aspartate Metabolism 100020371 1370 118.08626 2812-31-9 5488191 4589713 N-acetyl-1-methylhistidine* Amino Acid Histidine Metabolism 100004299 2100 212.1028 193270 N-acetyl-3-methylhistidine* Amino Acid Histidine Metabolism 100002204 2056 212.10297 37841-04-6 193270 19993498 N-acetyl-cadaverine Amino Acid Lysine Metabolism 100002249 2385 145.13354 32343-73-0 189087 HMDB02284 N-acetyl-isoputreanine Amino Acid Polyamine Metabolism 100020487 2305 203.13902 N-acetylarginine Amino Acid Urea cycle; Arginine and Proline Metabolism 100001266 2245 217.12952 155-84-0 67427 60752 C02562 HMDB04620 N-acetylasparagine Amino Acid Alanine and Aspartate Metabolism 100001257 785 175.07134 4033-40-3 99715 90090 HMDB06028 N-acetylcysteine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 1107 1416 164.0376 616-91-1 12035 11540 C06809 HMDB01890 N-acetylglucosamine/N-acetylgalactosamine Carbohydrate Aminosugar Metabolism 100006435 715 222.0972 24139 HMDB00215 N-acetylglucosaminylasparagine Carbohydrate Aminosugar Metabolism 1215 1212 336.14015 2776-93-4 123826 21403014 C04540 HMDB00489 N-acetylglutamate Amino Acid Glutamate Metabolism 100000282 1050 190.071 8/3/5817 70914 1266066 C00624 HMDB01138 N-acetylglutamine Amino Acid Glutamate Metabolism 100001253 845 189.08699 2490-97-3 182230 158492 C02716 HMDB06029 N-acetylhistamine Amino Acid Histidine Metabolism 100006123 2287 154.09749 673-49-4 69602 62805 C05135 HMDB13253 N-acetylhistidine Amino Acid Histidine Metabolism 100001293 2065 198.08732 39145-52-3 75619 68142 C02997 HMDB32055 N-acetylmethionine sulfoxide Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 100005463 880 208.06381 108646-71-5 193368 167798 N-acetylneuraminate Carbohydrate Aminosugar Metabolism 1162 660 310.11326 131-48-6 439197 10292217 C00270 HMDB00230 N-acetylproline Amino Acid Urea cycle; Arginine and Proline Metabolism 100001334 1695 158.08117 1074-79-9 322640 285677 N-acetylputrescine Amino Acid Polyamine Metabolism 192 2230 131.11789 18233-70-0 122356 109095 C02714 HMDB02064 N-acetylserine Amino Acid Glycine, Serine and Threonine Metabolism 100001851 800 148.06044 97-14-3 65249 58744 HMDB02931 N-alpha-acetylornithine Amino Acid Urea cycle; Arginine and Proline Metabolism 100000285 2000 175.10772 8/9/6205 439232 388369 C00437 HMDB03357 N-carbamoylputrescine Amino Acid Polyamine Metabolism 100021503 2015 132.11314 502 488 C00436 HMDB33458 N-glycolylneuraminate Carbohydrate Aminosugar Metabolism 100001491 636 326.10818 1113-83-3 123802 3794850 C03410 HMDB00833 N-methyl-GABA Amino Acid Glutamate Metabolism 100003152 2109 118.08626 1119-48-8 70703 63869 C15987 N-methylalanine Amino Acid Alanine and Aspartate Metabolism 100001823 1580 104.07061 600-21-5 5288725 4450824 C02721 HMDB01906 N-methylhydroxyproline** Amino Acid Urea cycle; Arginine and Proline Metabolism 100020215 1145 146.08118 N-methylproline Amino Acid Urea cycle; Arginine and Proline Metabolism 100001956 1335 130.08626 475-11-6 557 541 N-monomethylarginine Amino Acid Urea cycle; Arginine and Proline Metabolism 100004488 2845 189.13461 53308-83-1 132862 117259 C03884 HMDB29416 N1,N12-diacetylspermine Amino Acid Polyamine Metabolism 100002132 3105 287.24416 61345-83-3 132680 117134 C03413 HMDB02172 N1-Methyl-2-pyridone-5-carboxamide Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 100001468 1250 153.06586 701-44-0 69698 62899 C05842 HMDB04193 N1-Methyl-4-pyridone-3-carboxamide Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 100001469 1260 153.06586 769-49-3 440810 389671 C05843 HMDB04194 N1-methyladenosine Nucleotide Purine Metabolism, Adenine containing 1242 2120 282.11969 15763-06-1 27476 4573813 C02494 HMDB03331 N1-methylinosine Nucleotide Purine Metabolism, (Hypo)Xanthine/Inosine containing 100001409 1430 283.1037 20245-33-4 65095 513976 HMDB02721 N2-acetyl,N6-methyllysine Amino Acid Lysine Metabolism 100020546 2168 203.13902 N6,N6,N6-trimethyllysine Amino Acid Lysine Metabolism 189 2825 189.15976 23284-33-5 440120 140379 C03793 HMDB01325 N6-carboxymethyllysine Carbohydrate Advanced Glycation End-product 100001768 2500 205.11829 4/3/5746 123800 11217184 N6-methyladenosine Nucleotide Purine Metabolism, Adenine containing 213 2264 282.11969 1867-73-8 1869 92307 HMDB04044 N6-methyllysine Amino Acid Lysine Metabolism 100003415 2831 161.12846 1188-07-4 164795 144469 C02728 HMDB02038 N6-succinyladenosine Nucleotide Purine Metabolism, Adenine containing 100001664 1930 384.11499 4542-23-8 165243 HMDB00912 nicotianamine Xenobiotics Food Component/Plant 100004035 1800 304.15032 34441-14-0 9882882 8058557 C05324 nicotinamide Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 432 1942 123.05529 98-92-0 936 911 C00153 HMDB01406 nicotinamide N-oxide Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 100002763 877 139.05021 1986-81-8 72661 65522 HMDB02730 nicotinamide riboside Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 100001310 2040 255.09755 1341-23-7 439924 C03150 HMDB00855 nicotinate Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 567 1673 124.03931 59-67-6 938 913 C00253 HMDB01488 nicotinate ribonucleoside Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 100001316 1536 256.08157 2625-49-2 161234 141635 C05841 HMDB06809 o-Tyrosine Amino Acid Tyrosine Metabolism 100004290 2772 182.08117 2370-61-8 91482 82607 HMDB06050 ornithine Amino Acid Urea cycle; Arginine and Proline Metabolism 444 2800 133.09716 3184-13-2 6262 6026 C00077 HMDB03374 pantetheine Cofactors and Vitamins Pantothenate and CoA Metabolism 100001495 2056 279.13731 496-65-1 439322 388453 C00831 pantothenate Cofactors and Vitamins Pantothenate and CoA Metabolism 1024 1667 220.11795 137-08-6 6613 6361 C00864 HMDB00210 phenylalanine Amino Acid Phenylalanine Metabolism 460 2878 166.08626 63-91-2 6140 5910 C00079 HMDB00159 phenylalanylalanine Peptide Dipeptide 100003589 2909 237.12337 3918-87-4 5488196 4589716 phenylalanylglycine Peptide Dipeptide 100003588 2898 223.10772 721-90-4 98207 88678 HMDB28995 phosphate Energy Oxidative Phosphorylation 461 576 98.98418 7664-38-2 1061 1032 C00009 HMDB01429 picolinate Amino Acid Tryptophan Metabolism 1022 910 124.03931 98-98-6 1018 993 C10164 HMDB02243 pipecolate Amino Acid Lysine Metabolism 1025 2200 130.08626 4043-87-2 849 826 C00408 HMDB00070 proline Amino Acid Urea cycle; Arginine and Proline Metabolism 480 1603 116.07061 147-85-3 145742 128566 C00148 HMDB00162 prolylglycine Peptide Dipeptide 100003674 2136 173.09207 2578-57-6 6426709 4932143 HMDB11178 propionylcarnitine (C3) Lipid Fatty Acid Metabolism (also BCAA Metabolism) 100001162 2590 218.13869 17298-37-2 107738 96904 C03017 HMDB00824 pterin Cofactors and Vitamins Pterin Metabolism 100004216 1805 164.05669 22363-60-4 73000 65806 C00715 HMDB00802 putrescine Amino Acid Polyamine Metabolism 49 3027 89.10733 110-60-1 1045 13837702 C00134 HMDB01414 pyridoxal Cofactors and Vitamins Vitamin B6 Metabolism 491 2343 168.06552 65-22-5 1050 1021 C00250 HMDB01545 pyridoxamine Cofactors and Vitamins Vitamin B6 Metabolism 568 2975 169.09716 58052-48-5 1052 1023 C00534 HMDB01431 pyroglutamine* Amino Acid Glutamate Metabolism 100001540 1900 129.06586 2353-44-8 134508 118562 quinolinate Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 182 845 168.02914 89-00-9 1066 1037 C03722 HMDB00232 riboflavin (Vitamin B2) Cofactors and Vitamins Riboflavin Metabolism 500 2292 377.14557 83-88-5 493570 431981 C00255 HMDB00244 S-1-pyrroline-5-carboxylate Amino Acid Glutamate Metabolism 35 1528 114.05496 2906-39-0 1196 10140206 C04322 HMDB01301 S-methylcysteine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 100002749 1955 119.01613 1187-84-4 24417 22826 HMDB02108 S-methylmethionine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 100002183 2555 164.07398 12/7/3493 458 8351775 C05319 HMDB38670 sarcosine Amino Acid Glycine, Serine and Threonine Metabolism 1023 1280 90.05496 107-97-1 1088 1057 C00213 HMDB00271 serine Amino Acid Glycine, Serine and Threonine Metabolism 503 1239 106.04987 56-45-1 5951 5736 C00065 HMDB00187 serotonin Amino Acid Tryptophan Metabolism 504 2550 177.10224 153-98-0 5202 5013 C00780 HMDB00259 spermidine Amino Acid Polyamine Metabolism 50 3355 146.16518 124-20-9 1102 1071 C00315 HMDB01257 stachydrine Xenobiotics Food Component/Plant 100001296 1440 144.10191 4136-37-2 115244 103115 C10172 HMDB04827 succinylcarnitine (C4-DC) Energy TCA Cycle 100001948 2291 262.12852 256928-74-2 71464481 28639166 HMDB61717 taurine Amino Acid Methionine, Cysteine, SAM and Taurine Metabolism 512 660 126.02195 107-35-7 1123 1091 C00245 HMDB00251 thiamin (Vitamin B1) Cofactors and Vitamins Thiamine Metabolism 873 3050 265.11176 59-43-8 1130 C00378 HMDB00235 thiamin monophosphate Cofactors and Vitamins Thiamine Metabolism 523 2378 345.07809 532-40-1 3382778 2627905 C01081 HMDB02666 thioproline Xenobiotics Chemical 100009232 1250 134.02703 34592-47-4 93176 84120 threonine Amino Acid Glycine, Serine and Threonine Metabolism 564 1514 120.06552 72-19-5 6288 6051 C00188 HMDB00167 trans-4-hydroxyproline Amino Acid Urea cycle; Arginine and Proline Metabolism 1001 1064 132.06552 51-35-4 5810 5605 C01157 HMDB00725 trans-urocanate Amino Acid Histidine Metabolism 537 2285 139.05021 104-98-3 736715 643824 C00785 HMDB00301 trigonelline (N'-methylnicotinate) Cofactors and Vitamins Nicotinate and Nicotinamide Metabolism 100001092 1388 138.05496 535-83-1 5570 5369 C01004 HMDB00875 trimethylamine N-oxide Lipid Phospholipid Metabolism 100003397 2100 76.07569 1184-78-7 1145 1113 C01104 HMDB00925 tryptophan Amino Acid Tryptophan Metabolism 565 2986 205.09716 73-22-3 6305 6066 C00078 HMDB00929 tryptophylglycine Peptide Dipeptide 100003609 2930 262.11862 7360-09-0 263471 231453 HMDB29083 tyramine Amino Acid Tyrosine Metabolism 1133 2540 138.09134 60-19-5 5610 5408 C00483 HMDB00306 tyrosine Amino Acid Tyrosine Metabolism 815 2430 182.08117 60-18-4 6057 5833 C00082 HMDB00158 uracil Nucleotide Pyrimidine Metabolism, Uracil containing 825 827 113.03456 66-22-8 1174 1141 C00106 HMDB00300 uridine 5'-monophosphate (UMP) Nucleotide Pyrimidine Metabolism, Uracil containing 869 590 325.04315 3387-36-8 6030 1399139 C00105 HMDB00288 valerylcarnitine (C5) Lipid Fatty Acid Metabolism (Acyl Carnitine, Short Chain) 100001394 3112 246.16999 40225-14-7 6426903 4932322 HMDB13128 valine Amino Acid Leucine, Isoleucine and Valine Metabolism 566 2479 118.08626 72-18-4 6287 6050 C00183 HMDB00883 valylglutamine Peptide Dipeptide 100003640 2295 246.14484 42854-54-6 5253209 4419671 HMDB29125 valylglycine Peptide Dipeptide 100003641 2444 175.10772 686-43-1 136487 120256 HMDB29127 valylleucine Peptide Dipeptide 100003210 3138 231.17032 22906-55-4 352039 312586 HMDB29131 xanthine Nucleotide Purine Metabolism, (Hypo)Xanthine/Inosine containing 1004 1032 153.04071 69-89-6 1188 1151 C00385 HMDB00292 xanthurenate Amino Acid Tryptophan Metabolism 100000015 2236 206.04479 59-007 5699 5497 C02470 HMDB00881 METABOLITES_END #END