#METABOLOMICS WORKBENCH olanjw_20230130_141009 DATATRACK_ID:3715 STUDY_ID:ST002461 ANALYSIS_ID:AN004016 VERSION 1 CREATED_ON 03-17-2023 #PROJECT PR:PROJECT_TITLE Untargeted metabolomics of HUVECs subject to hypoxia/reoxygenation PR:PROJECT_SUMMARY Metabolomics analysis was performed on HUVECs subjected to hypoxia-reoxygenation PR:PROJECT_SUMMARY to investigate metabolic alterations caused by this perturbation. PR:INSTITUTE Tulane University PR:DEPARTMENT Surgery PR:LABORATORY Tulane Trauma and Critical Care Research Lab PR:LAST_NAME Jackson-Weaver PR:FIRST_NAME Olan PR:ADDRESS 1430 Tulane Ave, Department of Surgery, School of Medicine, New Orleans, LA, PR:ADDRESS 70112, USA PR:EMAIL ojacksonweaver@tulane.edu PR:PHONE 5049885111 PR:DOI http://dx.doi.org/10.21228/M8F71Q #STUDY ST:STUDY_TITLE Untargeted metabolomics of HUVECs subjected to hypoxia-reoxygenation ST:STUDY_SUMMARY Acute hemorrhage commonly leads to coagulopathy and organ dysfunction or ST:STUDY_SUMMARY failure. Recent evidence suggests that damage to the endothelial glycocalyx ST:STUDY_SUMMARY contributes to these adverse outcomes. The physiological events mediating acute ST:STUDY_SUMMARY glycocalyx shedding are undefined, however. Here, we show that succinate ST:STUDY_SUMMARY accumulation within endothelial cells drives glycocalyx degradation through a ST:STUDY_SUMMARY membrane reorganization-mediated mechanism. We investigated this mechanism in a ST:STUDY_SUMMARY cultured endothelial cell hypoxia-reoxygenation model, in a rat model of ST:STUDY_SUMMARY hemorrhage, and in trauma patient plasma samples. We found that succinate ST:STUDY_SUMMARY metabolism by succinate dehydrogenase mediates glycocalyx damage through lipid ST:STUDY_SUMMARY oxidation and phospholipase A2-mediated membrane reorganization (increasing ST:STUDY_SUMMARY lysophospholipids), promoting the interaction of MMP24 and MMP25 with glycocalyx ST:STUDY_SUMMARY constituents. In trauma patients, we found that succinate levels were associated ST:STUDY_SUMMARY with glycocalyx damage and the development of coagulopathy, and that interaction ST:STUDY_SUMMARY of MMP24 and syndecan-1 were elevated compared to healthy controls. This ST:STUDY_SUMMARY establishes a novel metabolic cascade mediating the endotheliopathy of traumatic ST:STUDY_SUMMARY hemorrhage. ST:INSTITUTE Tulane University School of Medicine ST:DEPARTMENT Surgery ST:LABORATORY Tulane Trauma and Critical Care Research Lab ST:LAST_NAME Jackson-Weaver ST:FIRST_NAME Olan ST:ADDRESS 1430 Tulane Ave, Department of Surgery, School of Medicine ST:EMAIL ojacksonweaver@tulane.edu ST:PHONE 5049885111 ST:SUBMIT_DATE 2023-01-30 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Homo sapiens SU:TAXONOMY_ID 9606 #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Additional sample data SUBJECT_SAMPLE_FACTORS - HR1 Treatment:hypoxia/reoxygenation SUBJECT_SAMPLE_FACTORS - HR2 Treatment:hypoxia/reoxygenation SUBJECT_SAMPLE_FACTORS - HR3 Treatment:hypoxia/reoxygenation SUBJECT_SAMPLE_FACTORS - HR4 Treatment:hypoxia/reoxygenation SUBJECT_SAMPLE_FACTORS - HR5 Treatment:hypoxia/reoxygenation SUBJECT_SAMPLE_FACTORS - HR6 Treatment:hypoxia/reoxygenation SUBJECT_SAMPLE_FACTORS - N1 Treatment:normoxia SUBJECT_SAMPLE_FACTORS - N2 Treatment:normoxia SUBJECT_SAMPLE_FACTORS - N3 Treatment:normoxia SUBJECT_SAMPLE_FACTORS - N4 Treatment:normoxia SUBJECT_SAMPLE_FACTORS - N5 Treatment:normoxia SUBJECT_SAMPLE_FACTORS - N6 Treatment:normoxia #COLLECTION CO:COLLECTION_SUMMARY HUVECs were grown to confluence and subjected to normoxia or hypoxia (2% oxygen CO:COLLECTION_SUMMARY for 30 minutes) followed by reoxygenation for 30 minutes. Cells were washed with CO:COLLECTION_SUMMARY PBS and scraped from the plates. They were then flash frozen and saved for CO:COLLECTION_SUMMARY analysis. CO:COLLECTION_PROTOCOL_FILENAME HUVECmetabolomics.docx CO:SAMPLE_TYPE Endothelial cells CO:STORAGE_CONDITIONS -80℃ #TREATMENT TR:TREATMENT_SUMMARY Cells were subjected to either normoxia or 30 minutes of hypoxia (2%) followed TR:TREATMENT_SUMMARY by 30 minutes of reoxygenation. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Samples were thawed and add with 800μL of 80% methanol, vortexed for 30 s. Then SP:SAMPLEPREP_SUMMARY all samples were extracted at 4°C with ultrasound for 30 mins, kept at -40°C SP:SAMPLEPREP_SUMMARY for 1 h, and centrifuged at 12000 rpm and 4°C for 15 mins. Finally, supernatant SP:SAMPLEPREP_SUMMARY dried down under a nitrogen gas, the residue was resuspended with 100μL of 80% SP:SAMPLEPREP_SUMMARY methanol and 5μL of DL-o-Chlorophenylalanine (140μg/mL) for LC-MS analysis. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY Separation is performed by Ultimate 3000LC combined with Q Exactive MS (Thermo) CH:CHROMATOGRAPHY_SUMMARY and screened with ESI-MS. The LC system is comprised of an ACQUITY UPLC HSS T3 CH:CHROMATOGRAPHY_SUMMARY (100×2.1mm 1.8 μm) with Ultimate 3000LC. The mobile phase is composed of CH:CHROMATOGRAPHY_SUMMARY solvent A (0.05% formic acid-water) and solvent B (acetonitrile) with a gradient CH:CHROMATOGRAPHY_SUMMARY elution (0-1 min, 5% B; 1-12 min, 5-95% B; 12-13.5 min, 95% B; 13.5-13.6 min, CH:CHROMATOGRAPHY_SUMMARY 95-5% B; 13.6-16.0 min, 5% B). The flow rate of the mobile phase is 0.3 CH:CHROMATOGRAPHY_SUMMARY mL·min-1 . The column temperature is maintained at 40°C, and the sample CH:CHROMATOGRAPHY_SUMMARY manager temperature is set at 4°C. Mass spectrometry parameters in ESI+ and CH:CHROMATOGRAPHY_SUMMARY ESI- mode are listed as follows: ESI+: Heater Temp 300 °C; Sheath Gas Flow CH:CHROMATOGRAPHY_SUMMARY rate, 45 arb; Aux Gas Flow Rate, 15 arb; Sweep Gas Flow Rate, 1 arb; spray CH:CHROMATOGRAPHY_SUMMARY voltage, 3.0 kV; Capillary Temp, 350 °C; S-Lens RF Level, 30%. ESI-: Heater CH:CHROMATOGRAPHY_SUMMARY Temp 300 °C, Sheath Gas Flow rate, 45 arb; Aux Gas Flow Rate, 15arb; Sweep Gas CH:CHROMATOGRAPHY_SUMMARY Flow Rate, 1 arb; spray voltage, 3.2 kV; Capillary Temp,350 °C; S-Lens RF CH:CHROMATOGRAPHY_SUMMARY Level, 60%. CH:INSTRUMENT_NAME Ultimate 3000LC (Thermo) CH:COLUMN_NAME Waters ACQUITY UPLC HSS CN (100 x 2.1mm,1.8um) CH:COLUMN_TEMPERATURE 40°C CH:FLOW_GRADIENT 0-1 min, 5% B; 1-12 min, 5-95% B; 12-13.5 min, 95% B; 13.5-13.6 min, 95-5% B; CH:FLOW_GRADIENT 13.6-16.0 min, 5% B CH:FLOW_RATE 0.3 mL·min-1 CH:SOLVENT_A 100% water; 0.05% formic acid CH:SOLVENT_B 100% acetonitrile CH:CHROMATOGRAPHY_TYPE Normal phase #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Orbitrap MS:INSTRUMENT_TYPE Single quadrupole MS:MS_TYPE ESI MS:MS_COMMENTS ESI-: Heater Temp 300 °C, Sheath Gas Flow rate, 45 arb; Aux Gas Flow Rate, MS:MS_COMMENTS 15arb; Sweep Gas Flow Rate, 1 arb; spray voltage, 3.2 kV; Capillary Temp,350 MS:MS_COMMENTS °C; S-Lens RF Level, 60%. MS:ION_MODE NEGATIVE #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS Peak area MS_METABOLITE_DATA_START Samples HR1 HR2 HR3 HR4 HR5 HR6 N1 N2 N3 N4 N5 N6 Factors Treatment:hypoxia/reoxygenation Treatment:hypoxia/reoxygenation Treatment:hypoxia/reoxygenation Treatment:hypoxia/reoxygenation Treatment:hypoxia/reoxygenation Treatment:hypoxia/reoxygenation Treatment:normoxia Treatment:normoxia Treatment:normoxia Treatment:normoxia Treatment:normoxia Treatment:normoxia 1_11-Undecanedicarboxylic acid 27.1858 19.2882 27.6533 37.6367 51.2066 85.0380 31.5742 38.0967 40.3760 36.6365 22.6534 25.2320 12_13-EpOME 510.4563 93.8081 487.6692 116.8321 78.2191 153.6630 111.2799 122.4989 94.9000 89.3927 846.3971 156.2516 12S-HHT 553.2388 678.1400 331.4618 510.6896 624.6877 588.1037 516.8231 380.3008 562.6576 306.4228 726.2483 396.7642 1_3_5-Trihydroxy-10-methylacridone 915.6195 898.1613 321.2467 332.4600 370.6676 310.5797 702.0468 187.0063 717.1527 167.4376 969.8061 82.1591 15_16-DiHODE 129.2842 7.2310 122.9074 8.2351 10.8178 51.6856 12.4701 10.9209 7.9371 9.5937 169.0624 18.3741 15(S)-Hydroxyeicosatrienoic acid 46.2337 56.2309 59.2443 60.4133 36.2693 76.2408 46.1718 59.2707 48.7323 55.2285 67.7927 69.2146 16(17)-EpDPE 51.7943 58.5453 76.5194 90.3112 35.9856 111.1194 72.9267 82.4239 76.2008 69.7170 91.9544 110.6668 16-Hydroxy hexadecanoic acid 1412.4319 1576.4503 1508.6216 1788.5457 877.8426 3026.0525 1189.2025 2769.9081 1548.6858 1543.1608 2021.9233 1758.1068 1-pentadecanoyl-glycero-3-phosphate 51.8312 59.0628 45.3458 57.7861 69.9306 52.1069 93.6231 82.4796 116.8147 77.6475 120.7106 63.3559 1-Phenyl-1_3-octadecanedione 32.6624 34.1901 33.3057 72.0843 49.0944 66.8222 38.6500 60.7299 48.4042 46.6353 67.4218 86.7593 20-Hydroxyeicosatetraenoic acid 206.8627 261.7772 254.8754 316.2446 164.0307 487.9519 187.1118 268.1710 210.8601 223.2996 257.8023 431.0150 2^-Deoxyguanosine 5^-monophosphate 96.3573 195.3871 46.8586 20.7766 129.7602 7.4801 165.7252 10.0287 131.7319 6.4324 205.0194 4.3052 2-Hydroxystearic acid 612.5538 476.3005 458.8209 627.1020 261.5624 1189.4343 161.4497 872.5315 438.3736 479.4279 622.4975 543.6840 3_4-Methyleneazelaic acid 3.4015 2.8482 2.1416 43.5839 46.4252 2.4105 1.7544 52.4290 84.8928 46.7716 2.0865 2.2883 "3-Aminosalicylic acid 61.3326 65.2842 59.0541 21.4055 50.2243 48.5143 76.0877 52.5262 65.8270 25.8806 67.5081 3-Furoic acid 41.2005 39.7837 30.8844 22.1717 34.8109 26.7404 33.3045 31.0296 31.4594 15.4653 53.1848 18.8280 3-Hydroxydodecanedioic acid 17.5765 21.5238 13.8424 15.7522 7.3417 31.0828 13.0970 36.7086 14.5981 11.0699 26.8133 15.5522 3-Hydroxynonanoic acid 15.8299 31.3584 13.8022 33.1421 14.5481 36.7443 23.2154 26.0407 13.7878 16.5823 17.9249 14.6052 3-hydroxypentadecanoic acid 25.7827 24.9690 30.9126 24.2334 19.1251 42.0950 25.2034 31.9732 26.3600 23.0194 30.7975 27.0533 3-hydroxypristanic acid 128.0035 78.8776 87.3142 157.0664 80.8644 2498.5500 38.6706 150.8639 81.9718 139.1656 100.7036 109.2935 3-Oxohexadecanoic acid 97.9385 70.5716 44.3805 93.4798 61.6554 751.9581 73.2258 84.7719 139.2314 70.6660 72.8648 75.6897 3-Oxooctadecanoic acid 561.3088 605.3970 576.2013 787.8704 360.5004 1218.5723 410.0021 876.4425 545.7212 556.7258 759.2057 656.1511 3-Phosphoglyceric acid 776.4929 1094.3177 890.8676 881.8974 555.2610 1064.1846 647.5282 2652.0772 886.4260 601.8290 1385.2739 492.8509 3-Sulfodeoxycholic acid 5.5702 5.9028 10.4368 585.5211 7.7574 365.7543 12.5863 546.7802 14.8616 361.8617 9.0491 442.4692 4-Dodecylbenzenesulfonic Acid 281.8957 259.0747 298.5612 336.8911 367.1146 1080.3306 321.7010 330.0176 290.9308 219.6144 650.2793 258.8183 4-Nitrophenol 214.1357 218.3332 203.9947 96.4872 155.6442 148.7108 248.3983 159.2717 199.5480 77.7437 201.5398 135.6844 5_8_11-Eicosatrienoic acid 295.8664 326.1320 260.6609 329.3184 321.0181 304.2013 203.7185 276.4265 377.6880 270.8137 461.1675 286.4623 5-Hydroxydecanoic acid 15.0354 18.1955 19.5149 32.9197 20.9569 26.7289 22.9890 24.8632 20.3162 18.3587 20.4195 19.7477 6-Phosphogluconic acid 182.3657 139.4953 36.1539 52.4131 53.1846 39.4886 82.1576 43.6552 62.7208 29.2446 225.9179 4.4611 7_8-Dehydro-beta-micropteroxanthin 201.7455 222.0052 265.9954 6316.3081 254.6251 4868.8720 379.7485 4073.3636 407.0263 4345.1264 284.4016 3241.0753 Acoric acid 146.8760 151.4793 132.9289 134.4392 106.2610 101.8399 252.9912 294.5599 284.7404 242.9825 226.5478 195.7599 Adipic acid 112.9601 148.4584 210.5296 143.5940 134.4799 181.6833 206.7212 198.6098 188.4872 146.0850 161.5370 141.3685 Adrenic acid 482.3270 475.8696 341.3361 456.0534 504.2341 517.8206 267.1824 404.2518 567.7579 343.1155 781.7753 439.3334 Arachidic acid 0.5801 0.6668 0.8656 36.3287 0.7720 19.6148 1.2482 44.6272 0.8491 27.3072 0.7619 34.7969 Arachidonic acid 3996.2609 4832.8253 3833.5866 3247.0089 4930.3532 2682.5326 4673.6139 3374.1494 4330.3151 2875.9102 6604.5640 3583.3076 Arnamiol 1500.8887 807.7273 1239.1751 822.3403 997.7944 1506.1850 959.8845 1021.9215 1339.3937 1146.2093 1221.6268 1096.4288 Azelaic acid 908.6680 533.0784 732.9905 554.0608 1009.3433 591.5858 646.6942 657.9663 799.2197 538.9745 598.5633 522.7284 Benzoic acid 59.6684 52.5264 55.2839 57.7345 47.7301 44.3561 58.1542 58.1904 57.3426 47.9127 50.9445 47.1195 beta-D-Glucose 6-phosphate 284.5839 108.5133 66.3249 111.2376 51.5746 151.3508 65.9485 112.7822 69.8620 71.2639 133.4141 20.9294 Butylparaben 61.8374 106.1550 100.3082 58.6798 60.9795 66.5229 85.5671 79.4410 68.6911 58.8529 83.2507 82.9189 Capryloylglycine 15.7058 13.6754 14.0570 18.7103 20.6325 8.3971 29.5281 13.9547 19.9214 15.5879 10.7811 16.3386 Citraconic acid 100.0383 84.1267 79.2818 113.5513 53.3076 123.6210 213.1026 184.9123 73.3893 74.6073 104.4500 41.7629 Citramalic acid 84.5302 69.3245 65.0240 47.6709 47.2389 48.4863 41.3639 66.2664 74.9900 22.7446 69.9607 21.3334 Citric acid 1252.2971 1330.6730 1239.7553 841.1463 1471.8303 926.0865 1139.8392 1065.8769 1213.0253 639.7437 1988.2930 734.4751 Cyclamic acid 4.8895 7.5241 11.1519 68.7175 15.1250 58.6723 15.6198 23.3819 15.4429 114.5489 16.0193 22.5682 Cytidine 147.0357 90.4321 136.0244 131.2933 84.5855 129.2734 137.4919 122.2087 110.2363 97.3480 152.1192 64.2355 Daphniphylline 343.5068 331.5418 284.1529 302.0625 322.6051 152.3204 313.5842 95.5251 324.1752 95.9412 446.3036 139.6499 Daucic acid 48.5203 61.8215 26.6051 23.9901 30.3308 31.5431 51.4813 2.6699 31.5531 3.8283 58.0943 5.5313 Diethyl phthalic acid 71.5321 78.9547 69.3779 385.2966 155.6553 74.2700 299.9278 163.0565 164.9634 160.7769 71.0142 137.4893 DL-o-Chlorophenylalanine 97271.0937 106016.5803 85572.0362 100187.2983 85362.3248 84920.4350 106432.1214 102685.0523 114549.6163 100979.2065 113188.3055 96803.3073 Docosahexaenoic acid 2737.7556 2840.7252 2407.5127 2907.1242 3382.8777 2845.1404 3270.8007 2825.3575 4216.8090 2637.4349 4972.1606 3025.1033 Docosapentaenoic acid 828.0786 993.3771 804.4610 1803.8539 1012.6708 1301.3105 979.8728 1516.6632 929.5235 1180.5499 1492.9586 1793.2347 Docosatrienoic acid 37.0143 50.5059 46.2994 79.5099 38.7640 83.3210 49.1688 63.4390 55.7468 84.2426 66.8291 81.5535 Dodecanedioic acid 50.7035 51.6321 59.6093 60.8636 54.2846 228.2923 58.0646 57.3312 50.9999 49.3826 52.2360 45.1117 Dodecanoic acid 147.6505 273.4245 165.9676 163.5826 128.7365 149.1250 175.3412 173.6228 137.8677 115.2053 167.2235 148.7688 Eicosadienoic acid 13.0567 5.8136 21.4819 105.3996 27.3923 65.5997 3.4849 62.9892 34.0656 59.2807 4.1265 77.0941 Eicosapentaenoic acid 490.4079 670.7221 482.5432 550.3025 677.5620 581.2019 646.2355 547.3259 860.0581 490.5549 929.9112 555.1823 Ellagic acid 42.0731 43.8523 35.5710 38.3641 28.6341 25.7593 154.2108 127.6624 123.2524 85.6833 98.0309 63.7107 Estradiol 16.0196 28.0071 13.0418 12.0393 14.1209 12.9361 147.8544 18.8570 98.3923 61.7491 5.7473 5.0596 Ethyl tetradecanoate 41.7497 23.9698 35.5205 59.6581 25.6320 39.1515 19.6781 26.1954 23.6971 35.0741 28.2929 38.1920 gamma-Aminobutyric acid 31.8342 180.7074 16.9014 13.1338 20.1122 22.6858 13.9052 24.1506 12.1001 13.6256 128.8931 14.4254 gamma-Glutamylalanine 35.8489 44.4367 22.1575 7.5541 12.4743 17.2817 29.1319 10.6471 27.5046 3.7805 38.1014 4.6214 Ginkgoic acid 82.2093 90.2948 132.3959 126.1974 64.1560 187.6870 103.5181 133.8879 99.1769 111.4475 142.4175 172.9749 Glyceric acid 77.6347 72.6984 23.6329 39.1312 24.0135 21.9622 61.1489 102.9441 90.0899 29.9540 149.8163 10.6872 Glycerol 3-phosphate 59.1830 95.4583 50.4161 48.8729 41.7437 133.6486 24.2103 170.4877 30.9337 82.0938 43.2201 23.5665 Glycerophosphoglycerol 28.0790 25.4009 9.4995 12.9069 5.1468 22.1003 34.1341 32.8813 12.7616 8.1932 57.5326 3.8145 Glycyl-Phenylalanine 244.1907 304.9370 167.5240 282.8173 269.2327 194.3974 332.4831 161.6364 308.1050 172.5076 427.5753 101.6340 Guanine 27.6809 32.6303 23.7206 25.1348 21.6646 30.8545 22.0737 23.8877 25.5069 15.4547 31.6822 15.8869 Guanosine 32.0338 77.9832 29.0682 20.8482 57.2667 8.2605 62.8929 3.9221 36.2089 5.0566 57.3397 6.5752 Guanosine monophosphate 106.9874 273.5841 39.9360 18.3100 121.7989 2.0573 172.6172 2.3044 126.5225 3.0228 308.5620 1.4961 Heptadecanoic acid 1.2184 1.0260 2.1516 98.9942 1.0790 61.4129 2.3325 117.8355 1.0597 88.8173 2.0708 110.4048 Heptanoylcarnitine 4.0668 1.3596 3.6483 38.7892 29.1917 3.5821 3.2082 22.4171 15.1196 18.5764 3.0202 6.3743 Heptylmalonic acid 128.9093 116.9301 126.7575 116.0902 263.1569 270.5639 145.9514 121.9234 107.5685 96.6167 115.3923 93.2925 Hexadecanedioic acid 10.0368 11.3887 11.0913 10.7088 10.1654 65.5708 11.4109 13.3711 10.8970 11.7376 10.5515 14.2687 Hypoxanthine 546.0189 744.3273 678.5035 606.1112 584.9612 731.4823 559.8058 782.8674 493.0504 516.8405 707.8829 743.0491 Indole 543.8866 575.0484 519.8701 501.9453 432.2757 445.4606 620.6502 575.3022 528.3781 539.0033 476.3874 513.3732 Inosine 194.6967 436.2897 212.7006 107.8097 403.1797 55.4597 312.5992 39.4828 214.8232 28.5570 310.9410 54.8899 Isotetrandrine 84.1494 88.6583 73.9657 70.4844 73.0653 43.1535 108.2416 48.5053 126.7996 49.1877 158.9786 72.8318 Jasmonic acid 24.8935 24.0392 12.8542 28.2485 8.0834 50.9911 39.4435 40.8052 6.8467 100.7187 6.2973 5.6277 Ketoleucine 36.2613 48.3990 38.4172 49.2496 63.7506 121.8155 35.7285 243.3293 53.4621 84.4317 58.6104 118.9946 L-Arginine 244.9418 270.0210 148.0570 151.2984 131.4678 224.8994 232.5868 332.3430 277.7285 131.9071 304.1923 113.7713 L-Asparagine 377.9087 251.5349 26.7095 166.8911 105.4907 215.5639 421.0636 188.8711 286.9330 77.7288 415.0999 61.2493 L-Aspartic acid 548.7230 366.8261 254.9568 233.9281 174.4624 222.8123 563.8517 569.1766 321.4104 324.2302 616.6833 154.1030 L-Glutamic acid 1109.7535 1114.4742 676.8251 595.0804 557.9976 936.5495 2245.2707 1162.7300 1099.4606 244.2128 993.0669 1311.1206 L-Glutamic acid 5-phosphate 72.9616 69.8496 128.5838 70.0453 139.8376 89.8545 38.9256 219.9721 92.8605 74.2901 78.6884 140.4965 L-Glutamine 410.2962 439.4153 168.5080 468.0135 297.3132 614.2000 721.7532 106.6267 622.1183 126.1458 994.5867 99.4999 L-Histidine 277.1788 467.3108 161.0392 197.1282 169.1964 274.2752 364.6101 396.8881 291.9153 112.1252 260.7615 103.7218 Linoleic acid 96.2219 50.3500 104.3428 145.4249 49.5730 107.4170 59.3401 134.2985 56.9645 102.8896 109.1498 89.5873 L-Lactic acid 1297.2447 2078.1908 4290.6981 2179.6243 2332.3013 1721.5369 1799.6074 5065.9561 3587.8937 1824.0618 1856.5042 2666.5589 L-Leucine 1220.9684 1208.6319 765.8776 712.0962 799.7511 814.6514 1166.1674 945.5286 1242.4173 492.2465 1548.1527 451.5989 L-Lysine 113.8913 100.5039 42.4938 53.0066 43.4289 61.8147 47.8666 42.8894 70.4378 37.3925 139.5023 28.7641 L-Methionine 134.5156 209.7924 178.0102 176.6458 174.3865 191.7747 201.9777 137.8913 151.3423 95.7539 302.2108 58.1481 L-Phenylalanine 1375.5693 2662.3247 918.6669 1106.1526 1187.7795 2116.5299 1547.6932 994.7202 2743.4332 633.6385 2324.3378 649.0241 L-Threonine 205.1008 171.6088 93.9245 116.8610 92.4285 141.0954 356.5797 184.6867 293.4414 118.5444 322.1923 79.1188 L-Tryptophan 218.6549 255.9661 158.4051 275.7867 201.9603 130.5734 272.7076 157.9092 279.9053 166.3916 376.6305 92.7454 L-Tyrosine 591.1680 770.8666 433.8632 572.0457 408.0118 574.2698 654.1856 467.6698 516.0406 349.6435 813.9041 251.8711 L-Valine 98.6892 92.5038 67.1136 90.9973 70.6917 113.8011 101.7031 97.3691 98.1450 70.9204 160.6017 51.4489 LysoPE(14:0/0:0) 73685.4356 106484.2190 115940.1605 91840.0467 97830.2359 95071.6150 101215.6981 85777.5906 97106.4206 74049.4778 84457.9634 86356.4768 LysoPE(16:0/0:0) 476.8893 546.7922 476.6910 412.3716 497.9519 237.3500 518.6603 169.3288 554.7025 102.1072 673.7316 187.8095 LysoPE(16:1(9Z)/0:0) 199.3408 209.9430 187.7101 136.1686 231.3143 97.9947 237.3818 97.6046 211.3072 40.5511 263.7968 98.4862 LysoPE(18:0/0:0) 2147.4931 2449.7759 1928.4057 1706.5509 2148.2225 850.5001 2418.7462 717.9445 2688.6553 439.0929 3064.4953 747.4706 LysoPE(18:1(9Z)/0:0) 1273.8411 1402.8860 1207.2015 848.3900 1455.3946 450.9644 1701.7887 420.3533 1664.1960 247.3762 1777.3223 468.5850 LysoPE(18:2(9Z_12Z)/0:0) 97.7661 100.3974 87.8441 52.4608 108.7229 36.0464 116.5878 40.8532 118.4447 17.9135 134.8782 38.9386 LysoPE(20:4(5Z_8Z_11Z_14Z)/0:0) 1325.0037 1808.0856 1610.7954 725.8849 1222.8871 1216.6386 2388.5379 1189.7136 1542.1458 402.1464 1175.0045 972.8386 LysoPE(20:5(5Z_8Z_11Z_14Z_17Z)/0:0) 130.8165 225.9599 133.1682 77.7745 159.1200 133.0659 201.9344 120.0171 193.7926 64.6159 229.7665 88.8433 "LysoPE(22:4(7Z_10Z_13Z_16Z)/0:0) 273.0335 376.9711 318.2772 150.1319 204.8805 260.0306 410.7381 300.5773 432.6831 133.3364 359.2653 LysoPE(22:6(4Z_7Z_10Z_13Z_16Z_19Z)/0:0) 924.4210 1081.6871 769.7606 622.7491 772.5046 508.1082 825.6483 304.4891 816.0947 187.2824 1072.3569 342.9895 LysoPE(P-16:0/0:0) 4604.7624 4816.1420 3892.1979 3495.6214 4544.4100 2270.2595 5331.4778 1361.2379 5077.2304 1389.0637 6443.0468 1992.5664 LysoPI(16:0/0:0) 260.5738 263.7731 218.9941 253.5069 323.9277 242.9160 45.5351 24.1764 21.5882 39.3071 45.3740 10.9073 LysoPI(18:0/0:0) 1744.7932 1750.6674 88.1078 2652.1559 312.0285 1980.7465 4.4294 2665.2981 1925.0050 4775.8613 1392.4623 3357.3701 LysoPI(20:4(5Z_8Z_11Z_14Z)/0:0) 1547.2724 1732.7226 1458.3706 1651.3901 1980.1248 1098.7216 2344.6342 737.2886 2072.3543 1028.1730 3380.5469 1408.4780 Maleic acid 251.8283 129.5174 83.9702 123.6764 78.8884 138.0321 281.9108 225.2325 162.4599 153.9848 195.4859 81.6277 Malic acid 2254.4898 1747.6897 1275.1642 1179.1567 966.0013 1603.0481 1047.4326 2952.8293 1674.2898 1051.8540 1914.0815 1231.2074 Malonic acid 47.9112 14.0251 20.6258 22.6570 14.3865 25.4213 3.5558 23.5213 24.4114 28.4632 23.9800 30.2324 Methylmalonic acid 681.2647 762.5452 607.1014 526.0508 581.0889 364.6925 569.2437 410.4540 717.5412 221.6151 903.4659 303.5604 Mitotane 2617.8027 2830.7993 2334.8058 2254.9995 2548.5049 2098.5324 2943.2955 2618.5881 2615.4527 2726.6778 2335.1302 2423.2053 Monoethylhexyl phthalic acid 66.6761 41.0639 63.3972 57.6384 61.8908 48.4238 62.2579 87.8739 62.9947 46.4282 63.4336 72.8391 Myristoylglycine 41.3760 44.3802 26.5320 34.7925 32.1752 39.9449 36.7069 34.5546 43.1771 23.9605 53.3205 32.8774 Myrsinone 4074.8318 2943.8163 2913.7795 3361.0239 3189.9739 1765.7265 5027.3778 3657.8185 3871.1685 2684.1955 1523.4345 3924.0561 N-Acetyl-L-glutamic acid 32.8677 43.6267 34.3190 28.8042 33.9995 28.1622 26.9167 28.8773 28.8896 18.1394 49.9293 26.6839 N-Acetyl-L-methionine 412.7884 435.2415 247.3490 132.7648 283.8330 255.6571 357.2498 334.3938 394.7825 17.2777 698.4989 187.1056 N-Decanoylglycine 65.8557 43.8907 60.4939 299.7174 298.4510 57.4349 98.0839 219.9289 152.5698 166.1603 47.0857 83.9303 N-Desmethylzopiclone 20.4054 24.2072 47.5399 16.5970 44.6783 25.6153 12.8087 76.1693 28.2444 17.1556 20.3543 50.2406 N-Heptanoylglycine 256.7283 268.9317 234.8051 336.1328 295.4831 227.2824 74.1795 333.8130 320.1781 319.1840 305.5508 237.7755 N-Lauroylglycine 14.0798 6.0030 10.7559 28.5433 35.7168 9.5601 15.5740 24.9534 15.9544 18.0940 7.4769 12.2208 "N-Nonanoylglycine 81.6252 41.8986 51.9426 98.5686 139.2896 57.0168 88.6544 109.5232 107.2564 98.3786 34.9219 N-Undecanoylglycine 1235.2507 663.4783 1128.4547 2646.4482 3326.0983 1306.3584 1529.8964 2341.0723 1459.1954 1824.6786 875.1557 1200.9872 N-Undecylbenzenesulfonic acid 236.2475 165.4940 216.1689 343.1109 349.9915 411.9008 510.1726 402.9785 551.8282 337.5298 320.0893 198.1916 Octadecyl fumarate 5.6144 3.3991 8.0343 5.6285 8.0058 16.7669 2.5861 3.3622 3.2794 2.3185 96.0861 7.7112 Oleic acid 328.7712 162.2194 273.0235 265.0528 174.8434 238.1985 124.5211 217.6980 194.0986 159.7780 256.7652 278.1363 Oleoylglycerophosphoserine 668.8331 808.6855 628.9209 662.9048 821.8056 409.3988 1136.0039 307.9833 1151.2523 563.7291 1399.6783 489.6562 O-Phosphoethanolamine 141.4503 169.1356 104.8727 131.6869 75.2409 13.9558 83.7492 153.7428 83.0075 65.6727 119.4345 46.4271 PA(8:0/8:0) 46.5154 48.3230 43.7182 44.9127 53.4759 55.3592 37.0925 36.4590 53.6034 25.6146 64.3410 40.1876 Pantothenic acid 56.3114 78.9841 77.5058 48.0331 124.2209 83.6757 58.9308 59.4314 74.8936 57.7037 59.6045 85.5539 Phaseolic acid 46.6120 82.9093 32.6209 24.1436 32.9551 25.2902 365.5064 49.7063 255.5122 130.1274 14.4036 18.3829 "Phenylacetylglycine 345.6665 479.9332 900.6472 456.6669 1264.4640 554.2723 406.3876 1151.3835 462.0980 422.5882 347.5478 Phosphate 15770.3260 13765.5554 10820.1234 17004.0138 13009.9995 8198.5054 13620.4639 16713.1911 13940.5370 23275.6043 14250.3626 9126.8661 Phosphoenolpyruvic acid 304.0088 403.2190 259.7311 315.8320 130.4666 478.5346 189.3921 1512.5832 292.3747 62.2460 486.2183 301.4697 Phthalic acid 720.5070 518.9858 601.2127 815.9030 413.6450 493.2826 469.4828 589.4849 391.8085 513.9597 436.0284 447.9022 Pimelic acid 64.3734 87.2530 87.2871 101.9926 54.8363 139.9794 73.3203 68.0205 75.4069 64.8383 73.9143 70.3451 Piperochromenoic acid 83.2659 96.7061 61.7864 126.0514 91.5571 79.0628 149.7704 118.7609 227.2411 90.6932 149.9943 69.1123 Prostaglandin E1 254.5857 300.3278 220.4058 183.3785 241.4099 271.7051 201.7485 334.7428 272.3992 192.0502 347.2611 269.5053 Prostaglandin E2 135.4853 165.6138 291.3462 294.6503 155.1850 457.6652 122.6340 368.1607 151.8761 293.5238 182.6532 429.0298 PS(15:0/20:1(11Z)) 221.2885 97.9794 55.5812 126.4482 171.3916 70.0959 5.8439 4.2487 3.8924 90.4854 97.4992 72.4691 PS(20:0/15:0) 111.9072 371.6215 799.1669 228.7484 472.9590 974.9194 552.4476 1013.4604 72.8843 25.6573 328.5102 864.3013 PS(22:0/15:0) 2036.1023 1947.1599 3929.7266 1630.2101 1335.8593 2617.0987 7.2166 19.7939 41.5709 418.7976 1731.7384 201.6779 Pyroglutamic acid 1817.7117 2025.9075 3341.9472 1571.5945 2916.1152 2273.4500 1259.3140 6086.8196 2349.3676 1730.8083 1975.6861 3415.8258 Quercetin 0.4344 0.4586 0.4390 0.4100 0.3772 0.3368 0.5272 0.4135 0.4754 0.3807 0.4276 0.4194 Quinic acid 39.3546 42.9427 37.3265 36.2016 33.9385 27.0187 75.9110 95.4291 97.1574 250.6931 192.7825 150.2969 Serine 350.1068 363.4691 197.5838 226.0010 144.0017 287.1382 221.6636 334.1611 237.9254 194.2758 384.3232 123.6976 Sphingosine 1-phosphate 46.9539 35.9914 23.3748 27.3875 21.1204 27.9848 15.5449 20.5904 26.7429 7.7207 40.0259 17.0495 Stearic acid 520.3902 108.4091 138.3038 160.5481 293.1636 300.4400 34.9197 194.2064 534.0086 183.0892 740.4355 249.0641 Suberic acid 219.9843 253.9535 287.2797 243.5409 270.6073 286.4756 259.5542 256.0736 278.2178 227.5554 238.1213 171.1218 Taurocholic acid 113.5611 171.5779 107.6228 108.1785 74.0772 84.6587 65.2613 87.4881 64.7067 75.6975 93.4264 79.7992 Taurodeoxycholic acid 2371.2919 2366.2373 2240.7635 2011.1331 1983.0912 2046.4559 1870.6738 2313.7230 2156.9455 1807.2349 1927.1972 1890.8283 Tetracosahexaenoic acid 39.8075 77.1003 56.4157 42.0862 80.3600 49.4394 56.5003 39.3831 70.3633 38.4651 81.8641 31.7851 Tetradecanedioic acid 20.6300 20.5790 20.5404 24.3293 22.2849 110.8534 22.6804 23.3789 23.7597 21.9448 20.4729 18.4033 Thromboxane B2 48.9448 61.2649 52.7081 53.1318 52.0154 55.3724 48.5992 47.8267 54.1242 24.8906 69.6747 43.6429 Thymidine 1.7622 0.9304 257.4044 2.3245 1.0919 5.2365 1.2959 0.8202 2.2639 1.4258 1.7589 1.8917 Tragopogonsaponin L 673.3313 626.4979 710.0541 702.5874 630.0825 664.5502 352.1990 397.2980 367.5694 519.6880 478.2533 247.6736 Tridecanoylglycine 18.3212 9.0170 29.4568 55.1276 71.7153 32.3667 34.6459 44.6033 28.8919 36.5147 11.6092 23.3709 Trifluoroacetic acid 5133.5025 5742.5652 5013.3213 4966.3111 5262.0680 4214.5968 6414.5235 5703.5472 6092.3913 5503.1521 5548.6891 4997.4555 Tylosin 127.0105 142.0510 126.7397 117.4667 122.5531 112.0394 101.2416 104.6519 107.2957 91.4488 103.2435 87.7824 Undecanedioic acid 101.0873 71.7596 95.2290 86.4081 111.5736 256.3070 80.3671 98.8410 93.4882 80.8821 79.4015 74.0466 Uracil 178.5334 210.4422 93.7064 173.6791 139.7557 99.6373 65.5250 219.4912 83.6203 96.1662 206.9832 70.4727 Uridine 130.3714 248.0034 60.8429 54.3041 154.8265 54.7210 185.2015 47.1652 121.4291 50.5666 186.8258 95.3844 Uridine 5^-monophosphate 206.3402 481.3685 128.4371 62.2796 265.5036 3.4083 631.8431 4.0674 462.3242 6.2931 789.3263 1.8226 Urocanic acid 58.0795 56.6750 119.7760 43.4370 57.0273 57.6672 116.3768 124.4608 321.7615 78.5391 115.8072 91.5446 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name pubchem_id inchi_key kegg_id other_id other_id_type ri ri_type moverz_quant 1,11-Undecanedicarboxylic acid 7.823 12,13-EpOME 10.332 12S-HHT 9.381 1,3,5-Trihydroxy-10-methylacridone 0.824 15,16-DiHODE 9.297 15(S)-Hydroxyeicosatrienoic acid 10.895 16(17)-EpDPE 10.553 16-Hydroxy hexadecanoic acid 12.231 1-pentadecanoyl-glycero-3-phosphate 12.554 1-Phenyl-1,3-octadecanedione 13.694 20-Hydroxyeicosatetraenoic acid 10.585 2'-Deoxyguanosine 5'-monophosphate 1.308 2-Hydroxystearic acid 13.352 3,4-Methyleneazelaic acid 6.459 "3-Aminosalicylic acid " 3-Furoic acid 1.31 3-Hydroxydodecanedioic acid 5.138 3-Hydroxynonanoic acid 7.338 3-hydroxypentadecanoic acid 11.6 3-hydroxypristanic acid 12.923 3-Oxohexadecanoic acid 10.455 3-Oxooctadecanoic acid 12.504 3-Phosphoglyceric acid 1.075 3-Sulfodeoxycholic acid 13.983 4-Dodecylbenzenesulfonic Acid 14.449 4-Nitrophenol 5.836 5,8,11-Eicosatrienoic acid 13.348 5-Hydroxydecanoic acid 8.101 6-Phosphogluconic acid 1.067 7,8-Dehydro-beta-micropteroxanthin 14 Acoric acid 10.375 Adipic acid 3.185 Adrenic acid 13.398 Arachidic acid 14.043 Arachidonic acid 12.728 Arnamiol 9.031 Azelaic acid 5.331 Benzoic acid 3.999 beta-D-Glucose 6-phosphate 0.996 Butylparaben 7.749 Capryloylglycine 5.011 Citraconic acid 0.831 Citramalic acid 0.841 Citric acid 1.31 Cyclamic acid 13.995 Cytidine 0.961 Daphniphylline 10.524 Daucic acid 0.802 Diethyl phthalic acid 7.497 DL-o-Chlorophenylalanine 3.321 Docosahexaenoic acid 12.555 Docosapentaenoic acid 12.867 Docosatrienoic acid 14.128 Dodecanedioic acid 7.242 Dodecanoic acid 7.709 Eicosadienoic acid 13.945 Eicosapentaenoic acid 12.136 Ellagic acid 4.619 Estradiol 3.192 Ethyl tetradecanoate 13.411 gamma-Aminobutyric acid 0.805 gamma-Glutamylalanine 0.831 Ginkgoic acid 10.822 Glyceric acid 0.964 Glycerol 3-phosphate 0.918 Glycerophosphoglycerol 0.811 Glycyl-Phenylalanine 3.297 Guanine 0.983 Guanosine 1.52 Guanosine monophosphate 1.309 Heptadecanoic acid 13.972 Heptanoylcarnitine 6.244 Heptylmalonic acid 5.996 Hexadecanedioic acid 9.566 Hypoxanthine 1.295 Indole 3.329 Inosine 1.533 Isotetrandrine 14.541 Jasmonic acid 6.796 Ketoleucine 4.124 L-Arginine 0.779 L-Asparagine 0.907 L-Aspartic acid 0.927 L-Glutamic acid 0.819 L-Glutamic acid 5-phosphate 1.301 L-Glutamine 0.843 L-Histidine 0.824 Linoleic acid 12.876 L-Lactic acid 1.291 L-Leucine 1.591 L-Lysine 0.706 L-Methionine 1.29 L-Phenylalanine 2.511 L-Threonine 0.938 L-Tryptophan 3.177 L-Tyrosine 1.339 L-Valine 1.057 LysoPE(14:0/0:0) 7.975 LysoPE(16:0/0:0) 10.105 LysoPE(16:1(9Z)/0:0) 9.333 LysoPE(18:0/0:0) 11.406 LysoPE(18:1(9Z)/0:0) 10.449 LysoPE(18:2(9Z,12Z)/0:0) 9.705 LysoPE(20:4(5Z,8Z,11Z,14Z)/0:0) 9.565 LysoPE(20:5(5Z,8Z,11Z,14Z,17Z)/0:0) 9.003 "LysoPE(22:4(7Z,10Z,13Z,16Z)/0:0) " LysoPE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) 9.688 LysoPE(P-16:0/0:0) 10.485 LysoPI(16:0/0:0) 11.368 LysoPI(18:0/0:0) 10.059 LysoPI(20:4(5Z,8Z,11Z,14Z)/0:0) 10.639 Maleic acid 0.903 Malic acid 0.838 Malonic acid 13.431 Methylmalonic acid 1.502 Mitotane 0.733 Monoethylhexyl phthalic acid 9.968 Myristoylglycine 10.786 Myrsinone 8.382 N-Acetyl-L-glutamic acid 1.327 N-Acetyl-L-methionine 3.4 N-Decanoylglycine 6.219 N-Desmethylzopiclone 5.048 N-Heptanoylglycine 4.358 N-Lauroylglycine 7.368 "N-Nonanoylglycine " N-Undecanoylglycine 6.796 N-Undecylbenzenesulfonic acid 14.424 Octadecyl fumarate 13.408 Oleic acid 13.619 Oleoylglycerophosphoserine 11.141 O-Phosphoethanolamine 0.968 PA(8:0/8:0) 4.918 Pantothenic acid 2.804 Phaseolic acid 3.197 "Phenylacetylglycine " Phosphate 0.98 Phosphoenolpyruvic acid 1.021 Phthalic acid 4.011 Pimelic acid 3.919 Piperochromenoic acid 14.441 Prostaglandin E1 6.94 Prostaglandin E2 7.127 PS(15:0/20:1(11Z)) 14.482 PS(20:0/15:0) 14.48 PS(22:0/15:0) 14.483 Pyroglutamic acid 1.304 Quercetin 5.398 Quinic acid 12.056 Serine 0.931 Sphingosine 1-phosphate 8.875 Stearic acid 10.319 Suberic acid 4.643 Taurocholic acid 7.723 Taurodeoxycholic acid 8.428 Tetracosahexaenoic acid 13.15 Tetradecanedioic acid 8.413 Thromboxane B2 6.06 Thymidine 3.716 Tragopogonsaponin L 7.722 Tridecanoylglycine 7.937 Trifluoroacetic acid 0.739 Tylosin 8.023 Undecanedioic acid 6.629 Uracil 1.1 Uridine 0.84 Uridine 5'-monophosphate 1.306 Urocanic acid 0.944 METABOLITES_END #END