#METABOLOMICS WORKBENCH shenshuyan_20250918_181231 DATATRACK_ID:6452 STUDY_ID:ST004294 ANALYSIS_ID:AN007139 PROJECT_ID:PR002711 VERSION 1 CREATED_ON October 15, 2025, 10:37 am #PROJECT PR:PROJECT_TITLE Investigation on the spaceflight-induced phenotypic changes and potential PR:PROJECT_TITLE mechanisms of Bacillus Licheniformis PR:PROJECT_SUMMARY Bacillus licheniformis (BL) is a common probiotic clinically used to treat acute PR:PROJECT_SUMMARY and chronic enteritis and diarrhea. The present study aimed to investigate the PR:PROJECT_SUMMARY phenotypic changes and potential mechanisms of BL after a 6-month spaceflight PR:PROJECT_SUMMARY aboard the China Space Station based on characterization test, morphological PR:PROJECT_SUMMARY observation and multi-omics analysis. 6-month spaceflight delayed BL growth PR:PROJECT_SUMMARY curve, reduced its cell wall thickness, and impaired BL biofilm formation PR:PROJECT_SUMMARY ability and adhesion capacity to Caco-2 cells. BL viability at pH 9.0 was PR:PROJECT_SUMMARY decreased by 9.42%. In the 6-month spaceflight BL, proteomics revealed 164 of PR:PROJECT_SUMMARY differentially expressed proteins mainly involved on DNA damage, ATP binding, PR:PROJECT_SUMMARY helicase activity. Metabolomics identified 55 of significantly altered PR:PROJECT_SUMMARY metabolites, and whole-genome sequencing detected five mutated genes. After PR:PROJECT_SUMMARY 6-month spaceflight, physiological characteristics of BL were significantly PR:PROJECT_SUMMARY changed. Various proteins, metabolites and genes were dramatically altered as PR:PROJECT_SUMMARY well. These novel findings may provide new insights into adaptive evolution of PR:PROJECT_SUMMARY BL under long-term space environment, which is expected to benefit for further PR:PROJECT_SUMMARY clinical application of BL. PR:INSTITUTE Beijing Institute of Technology PR:LAST_NAME shen PR:FIRST_NAME shuyan PR:ADDRESS Beijing Institute of Technology, Zhongguancun Campus, beijing, China, 100081, PR:ADDRESS China PR:EMAIL 1819599261@qq.com PR:PHONE 18526251633 #STUDY ST:STUDY_TITLE Investigation on the spaceflight-induced phenotypic changes and potential ST:STUDY_TITLE mechanisms of Bacillus Licheniformis ST:STUDY_SUMMARY Bacillus licheniformis (BL) is a common probiotic clinically used to treat acute ST:STUDY_SUMMARY and chronic enteritis and diarrhea. The present study aimed to investigate the ST:STUDY_SUMMARY phenotypic changes and potential mechanisms of BL after a 6-month spaceflight ST:STUDY_SUMMARY aboard the China Space Station based on characterization test, morphological ST:STUDY_SUMMARY observation and multi-omics analysis. 6-month spaceflight delayed BL growth ST:STUDY_SUMMARY curve, reduced its cell wall thickness, and impaired BL biofilm formation ST:STUDY_SUMMARY ability and adhesion capacity to Caco-2 cells. BL viability at pH 9.0 was ST:STUDY_SUMMARY decreased by 9.42%. In the 6-month spaceflight BL, proteomics revealed 164 of ST:STUDY_SUMMARY differentially expressed proteins mainly involved on DNA damage, ATP binding, ST:STUDY_SUMMARY helicase activity. Metabolomics identified 55 of significantly altered ST:STUDY_SUMMARY metabolites, and whole-genome sequencing detected five mutated genes. After ST:STUDY_SUMMARY 6-month spaceflight, physiological characteristics of BL were significantly ST:STUDY_SUMMARY changed. Various proteins, metabolites and genes were dramatically altered as ST:STUDY_SUMMARY well. These novel findings may provide new insights into adaptive evolution of ST:STUDY_SUMMARY BL under long-term space environment, which is expected to benefit for further ST:STUDY_SUMMARY clinical application of BL. ST:INSTITUTE Beijing Institute of Technology ST:LAST_NAME shen ST:FIRST_NAME shuyan ST:ADDRESS Beijing Institute of Technology, Zhongguancun Campus, beijing, China, 100081, ST:ADDRESS China ST:EMAIL 1819599261@qq.com ST:PHONE 18526251633 #SUBJECT SU:SUBJECT_TYPE Bacteria SU:SUBJECT_SPECIES Bacillus licheniformis SU:TAXONOMY_ID 1402 #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 NEG-G1 NEG-G1 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=NEG-G1.raw SUBJECT_SAMPLE_FACTORS NEG-G2 NEG-G2 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=NEG-G2.raw SUBJECT_SAMPLE_FACTORS NEG-G3 NEG-G3 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=NEG-G3.raw SUBJECT_SAMPLE_FACTORS NEG-G4 NEG-G4 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=NEG-G4.raw SUBJECT_SAMPLE_FACTORS NEG-G5 NEG-G5 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=NEG-G5.raw SUBJECT_SAMPLE_FACTORS NEG-G6 NEG-G6 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=NEG-G6.raw SUBJECT_SAMPLE_FACTORS NEG-F1 NEG-F1 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=NEG-F1.raw SUBJECT_SAMPLE_FACTORS NEG-F2 NEG-F2 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=NEG-F2.raw SUBJECT_SAMPLE_FACTORS NEG-F3 NEG-F3 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=NEG-F3.raw SUBJECT_SAMPLE_FACTORS NEG-F4 NEG-F4 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=NEG-F4.raw SUBJECT_SAMPLE_FACTORS NEG-F5 NEG-F5 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=NEG-F5.raw SUBJECT_SAMPLE_FACTORS NEG-F6 NEG-F6 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=NEG-F6.raw SUBJECT_SAMPLE_FACTORS POS-G1 POS-G1 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=POS-G1.raw SUBJECT_SAMPLE_FACTORS POS-G2 POS-G2 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=POS-G2.raw SUBJECT_SAMPLE_FACTORS POS-G3 POS-G3 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=POS-G3.raw SUBJECT_SAMPLE_FACTORS POS-G4 POS-G4 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=POS-G4.raw SUBJECT_SAMPLE_FACTORS POS-G5 POS-G5 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=POS-G5.raw SUBJECT_SAMPLE_FACTORS POS-G6 POS-G6 Sample source:Bacillus licheniformis | factor:ground RAW_FILE_NAME(Raw_FILE_NAME)=POS-G6.raw SUBJECT_SAMPLE_FACTORS POS-F1 POS-F1 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=POS-F1.raw SUBJECT_SAMPLE_FACTORS POS-F2 POS-F2 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=POS-F2.raw SUBJECT_SAMPLE_FACTORS POS-F3 POS-F3 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=POS-F3.raw SUBJECT_SAMPLE_FACTORS POS-F4 POS-F4 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=POS-F4.raw SUBJECT_SAMPLE_FACTORS POS-F5 POS-F5 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=POS-F5.raw SUBJECT_SAMPLE_FACTORS POS-F6 POS-F6 Sample source:Bacillus licheniformis | factor:space RAW_FILE_NAME(Raw_FILE_NAME)=POS-F6.raw #COLLECTION CO:COLLECTION_SUMMARY The spaceflight strain (SS) and ground strain (GS) were inoculated into 30 mL of CO:COLLECTION_SUMMARY LB liquid medium and cultured until the mid-exponential growth phase CO:COLLECTION_SUMMARY (OD₆₀₀=0.6). 300 µL of methanol was added in SS and GS suspension for CO:COLLECTION_SUMMARY protein precipitation. The supernatant was collected after centrifugation at CO:COLLECTION_SUMMARY 12000 rpm for 10 min at 4 °C. The supernatant of SS and GS was freeze-dried CO:COLLECTION_SUMMARY under vacuum. The powder was redissolved with 200 µL of acetonitrile: water CO:COLLECTION_SUMMARY (1:1, v/v), then centrifuged at 12,000 rpm for 5 min. CO:SAMPLE_TYPE Bacterial cells #TREATMENT TR:TREATMENT_SUMMARY Bacillus licheniformis from the ground group and the flight group flown in space TR:TREATMENT_SUMMARY for 6 months, respectively. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY 300 µL of methanol was added in spaceflight strain (SS) and ground strain (GS) SP:SAMPLEPREP_SUMMARY suspension for protein precipitation. The supernatant was collected after SP:SAMPLEPREP_SUMMARY centrifugation at 12000 rpm for 10 min at 4 °C. The supernatant of SS and GS SP:SAMPLEPREP_SUMMARY was freeze-dried under vacuum. The powder was redissolved with 200 µL of SP:SAMPLEPREP_SUMMARY acetonitrile: water (1:1, v/v), then centrifuged at 12,000 rpm for 5 min. The SP:SAMPLEPREP_SUMMARY ultra-high performance liquid chromatography (UHPLC) analysis (Thermo Fisher SP:SAMPLEPREP_SUMMARY Scientific, Q Exactive HF-X, China) was used for metabolites detection, and the SP:SAMPLEPREP_SUMMARY experimental quality was evaluated by quality control (QC) samples. SP:SAMPLEPREP_SUMMARY Chromatographic separation was carried out on an ACQUITY UPLC BEH C18 column SP:SAMPLEPREP_SUMMARY (2.1×100 mm, 1.7 µm, Thermo Fisher Scientific, America). The mobile phase flow SP:SAMPLEPREP_SUMMARY rate was set at 0.3 mL/min with the injection volume of 2 µL and the column SP:SAMPLEPREP_SUMMARY temperature was maintained at 45 ℃. The mobile phase consisted of 0.1% formic SP:SAMPLEPREP_SUMMARY acid in water (A) and acetonitrile (B). The linear elution program was set at SP:SAMPLEPREP_SUMMARY 0-0.5 min, 1% B; 0.5-2 min, 1%-50% B; 2-9 min, 50%-99% B; 9-10 min, 99% B; SP:SAMPLEPREP_SUMMARY 10-10.5 min, 99%-1% B and 10.5-13 min, 1% B. MS analysis was performed in SP:SAMPLEPREP_SUMMARY positive ion equipped with an electrospray spray ionization (ESI) source. MS SP:SAMPLEPREP_SUMMARY tuning parameters were set as follows: Spray voltage 3.9 kV, the capillary SP:SAMPLEPREP_SUMMARY temperature 320 ℃, the sampling cone 40 V, the source offset 80 V, the SP:SAMPLEPREP_SUMMARY desolvation temperature 450 ℃, the cone gas flow 50 L/h, the desolvation gas SP:SAMPLEPREP_SUMMARY flow 800 L/h. The data were imported into Masslynx V4.1 data analysis software SP:SAMPLEPREP_SUMMARY (Nonlinear Dynamics, Newcastle, UK) for peak alignment, picking, and SP:SAMPLEPREP_SUMMARY normalization, resulting in peak intensities for retention time (TR) and m/z SP:SAMPLEPREP_SUMMARY value. The obtained data were imported into SIMCA-P14.0 statistical software SP:SAMPLEPREP_SUMMARY (UMETRICS, Sweden) for statistical analysis. The criteria of P value was less SP:SAMPLEPREP_SUMMARY than 0.05 in One-way analysis of variance (ANOVA). S plots and VIP values were SP:SAMPLEPREP_SUMMARY used to assess the importance of each variable in class separation. The SP:SAMPLEPREP_SUMMARY unsupervised principal component analysis (PCA) and supervised orthogonal SP:SAMPLEPREP_SUMMARY partial least squares discriminant analysis (OPLS-DA) models were established. SP:SAMPLEPREP_SUMMARY To prevent overfitting, a 200 permutations test was conducted on the OPLS-DA SP:SAMPLEPREP_SUMMARY model. Different metabolites were screened out according to the variable SP:SAMPLEPREP_SUMMARY importance in the projection (VIP) > 1.5 in the OPLS-DA analysis, and the SP:SAMPLEPREP_SUMMARY criteria of P value < 0.05 in One-way ANOVA. Finally, those features were SP:SAMPLEPREP_SUMMARY further annotated by KEGG database to explore the most relevant the metabolic SP:SAMPLEPREP_SUMMARY pathways. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_TYPE Ion pair CH:INSTRUMENT_NAME Thermo Fisher Scientific, Q Exactive HF-X, CH:COLUMN_NAME Waters ACQUITY UPLC BEH C18 (100 x 2.1mm,1.7um) CH:SOLVENT_A 100% water; 0.1% formic acid CH:SOLVENT_B 100% acetonitrile CH:FLOW_GRADIENT The linear elution program was set at 0-0.5 min, 1% B; 0.5-2 min, 1%-50% B; 2-9 CH:FLOW_GRADIENT min, 50%-99% B; 9-10 min, 99% B; 10-10.5 min, 99%-1% B and 10.5-13 min, 1% B. CH:FLOW_RATE 0.3 mL/min CH:COLUMN_TEMPERATURE 60°C #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive HF-X Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE POSITIVE MS:MS_COMMENTS MS tuning parameters were set as follows: Spray voltage 3.9 kV, the capillary MS:MS_COMMENTS temperature 320 °C, the sampling cone 40 V, the source offset 80 V, the MS:MS_COMMENTS desolvation temperature 450 °C, the cone gas flow 50 L/h, the desolvation gas MS:MS_COMMENTS flow 800 L/h. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS Peak area MS_METABOLITE_DATA_START Samples POS-G1 POS-G2 POS-G3 POS-G4 POS-G5 POS-G6 POS-F1 POS-F2 POS-F3 POS-F4 POS-F5 POS-F6 Factors Sample source:Bacillus licheniformis | factor:ground Sample source:Bacillus licheniformis | factor:ground Sample source:Bacillus licheniformis | factor:ground Sample source:Bacillus licheniformis | factor:ground Sample source:Bacillus licheniformis | factor:ground Sample source:Bacillus licheniformis | factor:ground Sample source:Bacillus licheniformis | factor:space Sample source:Bacillus licheniformis | factor:space Sample source:Bacillus licheniformis | factor:space Sample source:Bacillus licheniformis | factor:space Sample source:Bacillus licheniformis | factor:space Sample source:Bacillus licheniformis | factor:space (10E,12Z)-9-oxooctadeca-10,12-dienoic acid 9729069.363 9059950.167 4240466.4 10981553.78 8344448.74 7785073.494 1,3-diazaspiro[4.5]decane-2,4-dione 2170555399 2276536795 2279914180 2064196711 2244674257 2366371095 13S-hydroxy-9Z,11E,15Z-octadecatrienoic acid 8128643.853 10108397.35 8381596.275 11143352.26 14543206.4 17681828.04 1-hydroxy-3-isopropyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_1 289698133.9 404442304.5 332670277.4 745156591 328497877.7 324835766.3 1-hydroxy-3-isopropyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_2 292347814.3 387626845.2 406274770.6 429910889.9 393897337.2 508843707.4 1-hydroxy-3-isopropyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_3 259842923.3 213795320.5 198087357.9 218995651.5 175120803.7 196731878.7 1-Nitrosopiperidine (NPIP) 145467143.9 157689097.2 150589331 166913252.4 134562938 137136310.7 2-(4-methylphenyl)imidazo[1,2-a]pyrimidine 8244282.286 7982372.713 9187798.572 7405120.993 4116830.499 755307.0022 2,2-dimethyl-1,2-dihydroquinazolin-4-ol 134242532.5 184531043.9 156537533.9 118488384.5 121791341.1 119251620.2 2,3,4,9-Tetrahydro-1H-β-carboline-3-carboxylic acid 180538848.8 171252964.5 181736662 185578056.8 179537999.2 213063234.3 2,4-Dimethylbenzaldehyde_1 45511382.73 39481193 36961110.14 39100289.7 25352972.95 36859468.39 2,4-Dimethylbenzaldehyde_2 8334496.364 9900529.505 7924301.19 5937199.785 6353651.117 7406010.219 2,5-Dimethylpyrazine 35552903.8 141835855.6 281328734.4 126639865.4 153126612.5 167841263 2,6-Dimethylpyrazine_1 260108761 247980273.4 321425582.4 256717344.7 397528208.6 282507496.5 2,6-Dimethylpyrazine_2 110353769.8 103715667.9 84923905.6 112406765.6 79857829.16 189918226.1 2-Amino-1,3,4-octadecanetriol 174617690.5 44518357.71 39908395.45 41639449.99 45458950.59 55880431.97 2-Amino-4-methylpyrimidine_1 1181896737 1177258255 1185849323 1286222484 1213538487 1076654254 2-Amino-4-methylpyrimidine_2 233415848.8 233778625.4 227599617.9 277018069.5 263470350.9 307892062.9 2-Amino-4-methylpyrimidine_3 247560196.4 262493810 261403295.4 268839873.2 240375519.9 290839485.5 2-Amino-4-methylpyrimidine_4 239737052.3 252365595.3 255840835.4 239513740.3 242508930.6 260986840.5 2-Amino-4-methylpyrimidine_5 127937034.4 139724497.2 148657582.3 142165774 98686519.02 131193394.8 2-Hydroxyphenylalanine 224524616.1 223694901.8 230994428.8 217965535.1 228820294 256465834.6 2-Naphthylamine_1 33544487779 33605348011 36083786981 35259848227 33791171534 43395368064 2-Naphthylamine_2 6054858833 6239002420 6904317249 7017996932 6220680065 7473389237 2-Naphthylamine_3 189424548.8 183489128.1 204267049.6 203285530.4 202202671.8 278570168.8 3-(1H-indol-3-yl)quinoxalin-2-ol 225953692.2 233543382 233428058.5 245050864.9 237570217.3 294067281.2 3-(1-hydroxyethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione_1 1378535538 1334524548 1429456645 1341115496 1536751612 1276392660 3-(1-hydroxyethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione_2 371142232.6 369676075.2 357193795.4 348635844.4 328588168.2 224916288.2 3-(1-hydroxyethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione_3 106928941.9 116370622 104522038.9 117510832.2 110774570.4 125013843.1 3-(2-(Phenylamino)oxazol-5-yl)benzonitrile 173228532 184104336.5 153988709.1 193381467.8 180916293.4 201832196.1 3-(propan-2-yl)-octahydropyrrolo[1,2-a]pyrazine-1,4-dione_1 8849119652 9418358764 9882275627 9302193534 8555016165 10727896013 3-(propan-2-yl)-octahydropyrrolo[1,2-a]pyrazine-1,4-dione_2 722936683.3 953517387.3 793974126.6 890948995.6 909592211.4 956514369 3-(secbutyl)-1-hydroxy-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_1 89606227.38 2397120848 2172314916 56784203.64 104150543.6 55919811.98 3-(secbutyl)-1-hydroxy-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_2 545752141.3 495142493.6 544916098.3 583494073 528660511.7 555930725.6 3,4-Methylenedioxy-alpha-pyrrolidinobutyrophenone 37006459.68 30424040.71 39233170.22 37100887.35 26480059.26 38954784.29 3,5-di-tert-Butyl-4-hydroxybenzaldehyde 46209170.8 41841979.75 49959657.43 48115183.27 39694830.16 45870522.63 3,8-dihydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid 7098113.376 7229795.242 7297267.989 6346076.444 6478198.287 6851310.549 3-[(4-hydroxyphenyl)methyl]-octahydropyrrolo[1,2-a]pyrazine-1,4-dione_1 9746833341 9682283132 10195137131 10139629260 9817032585 6441485457 3-[(4-hydroxyphenyl)methyl]-octahydropyrrolo[1,2-a]pyrazine-1,4-dione_2 2023880848 2035611125 2018534126 2108887774 2040698926 2037809661 3'-Adenosine monophosphate (3'-AMP) 363486477 338007633.3 423046362.9 393178305.1 394101207 386024485.2 3-amino-4-(propylamino)cyclobut-3-ene-1,2-dione 1706036276 1665412654 2033830442 2345306114 1701380749 1898234180 3-benzy-6-isopropyl-3,6-dihydropyrazine-2,5-diol_1 132595570.6 99713308.48 161075924.2 143146780 142133430.2 181823633 3-benzy-6-isopropyl-3,6-dihydropyrazine-2,5-diol_2 138982094.9 149986231.3 128616385.2 132016077.2 148024798.2 175057546.5 3-heptyl-3,6-dihydro-1H-furo[3,4-c]furan-4-one 19890609.92 15279766.77 16487047.68 17691654.33 17537592.42 17848520.6 3-methyl-5-(5-methyl-3-isoxazolyl)-1-phenyl-1H-pyrazole-4-carboxylic acid 10500032.12 10532504.24 11197692.88 10087101.61 10474619.04 10029420.51 4-(anilinomethylidene)-3-methyl-4,5-dihydroisoxazol-5-one 510089432.3 556675345.1 669058679.2 636495449.8 552252435.9 618508759.1 4,4'-Methylenebis(2-methylaniline) 266891246 147754249.3 22195731.7 168881084.9 3634375.263 250995131.7 4,6-Dimethyl-2(1H)-pyrimidinone 316806840.4 362607240.1 350296475.5 517361136.4 341446218.9 621462528.2 4-Ethynylaniline_1 6148759689 6336731369 6992082879 7193641582 6190581942 7480843044 4-Ethynylaniline_2 1947550634 1844642837 1872714579 1886173411 1736145012 2052718954 4-Ethynylaniline_3 153075478.2 178229827.2 203870633.6 193499161.6 166026107.3 191603687 4-Hydroxybenzaldehyde 1538621311 1695571789 1745957876 1731472840 1538160829 1644141652 4-Hydroxypropranolol 6131115.847 6258017.509 3486576.93 6629505.493 4559274.073 5532749.027 4-Indolecarbaldehyde_1 7375507776 7650046472 8457168100 8592590453 7541166696 9226263348 4-Indolecarbaldehyde_2 442039574.3 540261362.6 425503154.3 362467045.3 436811241.6 111098134.7 4-Methyl-5-thiazoleethanol 263584176.7 260140338.8 260121303.3 247276287.2 246002157.1 287527329.5 4-Piperidinecarboxamide 42861108.12 44576284.93 49667906.23 50348198.1 48834514.74 49510521.68 5-(2-Methylpropyl)-3,6-dioxo-2-piperazinepropanoic acid_1 1748006268 1815344163 1822154713 1740615730 1906100029 2349798128 5-(2-Methylpropyl)-3,6-dioxo-2-piperazinepropanoic acid_2 698292175.9 726159273.9 769675279.4 744893545.2 730797672.6 722846139.9 5-(2-Methylpropyl)-3,6-dioxo-2-piperazinepropanoic acid_3 454866743.9 480197922.1 522644947 524811137.8 500023706 643078281 5-(2-Methylpropyl)-3,6-dioxo-2-piperazinepropanoic acid_4 621571392.5 551948776.4 554902724.9 552886109.1 598861461.6 588901003.7 5,6-Dihydrophenanthridin-6-one 8695105.556 200479.2275 69979182.23 2630159.049 88271225.23 225332.455 5-amino-2-(dimethylamino)benzoic acid 945301272.3 1060595021 1128274180 1079140354 1033037213 1287264631 5-Hydroxytryptophan_1 507414156.7 610150122.6 907311370.9 1066810652 541267442.1 1335646357 5-Hydroxytryptophan_2 766544203 723818378.6 480313858.6 403680948.1 715046044.3 852664007.1 6-(hydroxymethyl)pyridin-3-ol 49377966.85 52538013.21 57410585.78 51542004.35 58756090.78 60731351.91 6-Amino-2-[[1-(2-aminopropanoyl)pyrrolidine-2-carbonyl]amino]hexanoic acid_1 948424616.9 827895272.2 794571941.9 684414645.6 926153852.7 699066666 6-Amino-2-[[1-(2-aminopropanoyl)pyrrolidine-2-carbonyl]amino]hexanoic acid_2 309254949.6 340972774.2 367886157.2 460905921.4 351947497.2 350462836.5 6-Amino-2-[[1-(2-aminopropanoyl)pyrrolidine-2-carbonyl]amino]hexanoic acid_3 158591091.4 152105045.2 86615334.48 88130894.16 149066595.7 45894878.44 6-Amino-2-[[2-[(2-amino-3-methylpentanoyl)amino]-4-methylpentanoyl]amino]hexanoic acid_1 168411684.9 134226382.9 182245379.8 142003153.1 181047508.1 201638742.1 6-Amino-2-[[2-[(2-amino-3-methylpentanoyl)amino]-4-methylpentanoyl]amino]hexanoic acid_2 49171550.86 67569936.41 74771064.67 64300507.1 68307169.45 74945097.22 6-Amino-2-[[2-[(2-aminoacetyl)amino]-4-methylpentanoyl]amino]hexanoic acid_1 236236030.1 250392906.6 248082718.8 250961299.7 229657872.2 301825343.6 6-Amino-2-[[2-[(2-aminoacetyl)amino]-4-methylpentanoyl]amino]hexanoic acid_2 240519763.1 257064896.6 273659471.3 249272824.4 271913210.9 281889167.6 6-amino-2-[[2-[[2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoyl]amino]hexanoic acid 215483800.5 231898483.3 226279564.8 219624262.2 227089741.2 287059293.4 6-hydroxy-4a,5-dimethy1-3-(propan-2-ylidene)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one_1 24502445.39 21952918.42 24157689.22 58814178.35 24014726.94 21775863.42 6-hydroxy-4a,5-dimethy1-3-(propan-2-ylidene)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one_2 20740442.9 26477501.89 21979329.67 18990309.35 19125063.49 21445984.27 6-phenyl-3,4-dihydro-1H-2,5-benzoxazocin-1-one 17090520.04 384802.1068 144680013.9 4198111.147 177686034.6 381754.0096 8-Hydroxyquinoline_1 300571213 315000140 318797224.6 323843363.5 293505883.4 321511024.3 8-Hydroxyquinoline_2 180355662 170362507.3 182661333.1 182124586.2 180395033.8 195217902.2 8-Hydroxyquinoline_3 88384762.58 136476253.1 116850319.5 110521680.6 104188129.6 93225310.14 Acetanilide 2943523355 3033350195 3306043087 4338822439 4454253771 3145195905 Acetophenone 18042742169 19000460978 21526062173 25809533098 27672242428 19730564477 Acetophenone_1 3560320677 4469340361 4610675429 4595692633 3186397128 4729320206 Acetophenone_2 162971000.3 209344691.5 280894769.7 305412985.9 298146272.9 332621401.1 Adenine 814312056.8 812657917.2 934779748.7 751487197.5 1001909789 741000308.3 Adenosine 30150436.02 33244472.95 41033759.79 29664066.49 24526380.4 37262858.62 Adenosine 3'5'-cyclic monophosphate 826186762.6 869325611.4 868361497 841705039.4 907433968 1021646926 Adenosine 5'-monophosphate 204364872.7 214224098.9 228481819.2 225175672.6 219445177.3 265175696.4 Anthranilic acid 236063453.1 258640249.8 252731355.6 367332433.7 249491200.3 341746441.9 aspartylleucyllysine_1 620332075.5 759327050.5 720859147.4 718873428.2 682229398.5 837854844 aspartylleucyllysine_2 225001045.9 214884391 186546321.3 195099199.7 223798481.1 239727761.7 aspartyllysyllysine 6550655.351 8686258.643 12593558.93 8837882.485 10641271.76 21341942.02 Benzophenone 140792153 183181666.6 138204744.3 165897499.8 135432905.7 193804228.5 Bis(2-ethylhexyl) amine 35617976.42 33556752.95 34854523.85 36837954.73 37711371.6 36827920.03 Bis(4-ethylbenzylidene)sorbitol_1 1829088985 1702336444 1544708882 1491364796 1038742804 1538021304 Bis(4-ethylbenzylidene)sorbitol_2 302863568.5 330305213.8 270309150.4 189844610.3 220570119.8 241593977 Bis(4-ethylbenzylidene)sorbitol_3 155486453.8 167721935.2 125171348.2 119718198.6 143742537.4 123992760 Bis(4-ethylbenzylidene)sorbitol_4 146877585.8 144204437.1 38078286.42 140496521 110306324.7 96680243.53 Bis(4-ethylbenzylidene)sorbitol_5 115498365 116591357.7 93642447.42 90062554.01 102155450.2 78484549.52 Bis(4-ethylbenzylidene)sorbitol_6 80135783.61 62082581.13 33442139.44 55987063.17 43128808.56 46531074.81 Bis(4-ethylbenzylidene)sorbitol_7 23866390.99 25715500.77 16677259.19 16617247.45 20110597.07 19025506.46 Capryloylglycine 43458851.74 41663642.27 31801639.01 43846334.95 44836894.15 48957607.88 Carbidopa 3563325014 3373402946 3554460297 3157215823 3354374578 3122772413 Carnosine_1 544057515.7 567868273.7 523344305.3 580762933.6 526226794.3 627671976.6 Carnosine_2 107301024.4 120771950 100380288.7 91284783.35 115825723.1 92352621.7 Cetrimonium 33924893.11 28860495.76 10343194.69 28674500.53 23576202.82 28340348.1 Choline 2665874230 2727977675 2765599777 2815751822 2679660135 3001154130 Coniine_1 704528502.4 658122209.5 394561999.7 696181348.8 677439440.2 553133393.1 Coniine_2 678948203.9 558367691.9 564172183.1 685781617.1 674628961.7 553133393.1 Cyclo(leucylprolyl)_1 3490954939 3618236188 4325423798 4133725122 4168317061 4631106662 Cyclo(leucylprolyl)_2 2493300930 2133494845 1799607630 2145045338 2306551174 2251197257 Cyclo(leucylprolyl)_3 490067380.8 471552315.8 544064653.7 542571326.2 487266027.3 560337804.7 Cyclo(phenylalanyl-prolyl) 2106632247 2276434895 2430408730 2499075480 2450536129 2617812363 D-(+)-Pipecolinic acid 1065718709 1107985992 1178987811 1204391443 1138562454 1086490220 D-(+)-Pyroglutamic Acid 114276610.4 131329046.3 154043188.2 162276308.8 118576573 121600055 Decanamide 19344188.75 25178168.85 22375448.39 17410389.44 19405100.42 28080786.46 Dibutyl sebacate 4167530.246 6361214.723 7853888.655 5684335.056 8567735.957 10647543.92 Diisobutylphthalate 120654809.3 134321633.5 96600075.57 125905272.7 123120154.1 139445749.5 Diphenylamine 4311404.817 6856498.154 3991909.191 8142596.556 6850985.962 5186050.457 DL-Lysine 197675937.7 261967135.9 49848408.06 212201327.2 123358088.3 200501268.5 Docosanamide_1 4540830.965 3918236.268 146993516.6 123973377 80555111.66 70712061.82 Docosanamide_2 19721577.41 31120260.46 2664830.143 1643290.617 4312266.823 1968679.318 glutaminylprolyllysine 534399345.6 571498341.2 656672672 658434099.3 575131114.5 428194092 glutamylleucyllysine_1 2998465105 4424626931 3613844555 3979797690 3465549558 4650065269 glutamylleucyllysine_2 831332643.3 702778559.3 688382663 571651083 763797896.6 672945427.2 glutamylleucyllysine_3 507986952.5 529239338.6 556726978.1 538009274 549753314.9 450844201 glutamylleucyllysine_4 75490140.69 86446392.55 68377020.55 56444762.48 69049997.45 63400017.68 Guanine 549620990.4 605642362.9 689575316.3 461102152.6 665204123.8 444064132.1 Guanine_1 409870072.9 398714416.2 419148830 427737842.7 427639393.8 460239916.6 Guanine_2 168273327.8 198020856.7 202103499.8 167452165.6 239318309.9 242713850.2 Hexadecanamide 13302657.82 10205735.18 11899222.86 11789694.18 12776079.16 16508358.93 Hypoxanthine 1015334554 1004738561 950588182.5 937176212.9 1049636155 1074194348 Indole-3-acrylic acid 78989502219 81836629342 89643271818 91492148549 80691768632 98881402503 Irgafos 168 5878435.206 16550241.85 24262897.88 24341760.95 17246930.12 26646147.01 Isoleucine 77753975657 74554568565 83456046838 85292085971 80201659858 89226907337 isoleucylasparaginyllysine 69698996.39 70170308.28 78230012.56 72515118.2 69348067.85 88223791.7 Isophorone 62299059.8 57320148.15 19852686.13 66162832.01 12911876.11 79875098.03 Isoquinoline_1 769272984.1 767277959.5 906977903.1 930956278.3 791718131.4 952194461.4 Isoquinoline_2 112393746.5 174962629.9 81912552.22 117794469.4 117075490.2 230473367.4 Isoquinoline_3 144437837.7 164998408.7 178850525.6 160020203.1 151742723.1 157593550.8 Isoquinoline_4 66583172.08 61310294.84 72663617.55 67563761.8 58429240.36 73600365.79 Isoquinoline_5 14962503.05 18597097.96 23469486.85 22543205.09 22398973.43 10896813.21 L-Alanyl-L-proline_1 265626280.1 355051544 382826633.9 397216869.3 300550578.9 529070190.3 L-Alanyl-L-proline_2 89571250.07 82774390.19 91469155.39 103568594.4 77113931.62 95452868.85 leucylasparaginyllysine 14622363.2 14490114.53 19517556.22 27331683.86 16099019.66 23540968.69 Leucylproline_1 3852147858 3902259065 4322666814 4081432860 4036936869 4012611381 Leucylproline_10 111410379.1 150416758.3 215468537.4 146393309.9 216630333.3 260176668 Leucylproline_11 229935959.9 199135179.4 229831027.3 211053072.6 197587715.2 254221984.6 Leucylproline_12 157504591.5 173749718.8 168710093.3 166657474 162377929.6 210662386 Leucylproline_13 151274545.6 164558885.1 138031095.6 158773965.3 154435693.8 202695870.7 Leucylproline_14 143901084.9 116156556.9 98971761.12 136918216.9 107430088.2 112760802.7 Leucylproline_15 78008808.61 76632577.68 83105452.83 88870844.37 75905030.29 53251653.69 Leucylproline_2 1830991781 1907610548 1928459309 2087863088 2148934337 2211745219 Leucylproline_3 1194185840 1254322774 1265820901 1317568108 1373445521 1368178575 Leucylproline_4 561080886.4 243393238.3 776639086.4 519369955.3 496738316.5 316466846.9 Leucylproline_5 382584145.8 384297131.5 441265352.2 416104890.6 381543343.8 670699824.7 Leucylproline_6 400886340.3 457600456.7 489017674.2 460845794.9 387224148.8 516005994.8 Leucylproline_7 238641354.4 201100335.3 274826726.2 181352477.1 198408823.7 346895134.9 Leucylproline_8 217239097.6 219932458.7 282406065.7 222999107.2 207357518.7 301289272.1 Leucylproline_9 278775819.2 264416122.5 268573195.4 257881395.1 234775667.2 275791710 L-Glutamic acid 190091564.1 182679106.6 221978881.5 224227964.5 186027480.7 272621622.5 L-Histidine 223783552.4 229210097.6 250779157.4 255282944.4 248116808.9 232588835.5 L-leucyl-L-asparaginyl-L-histidine 664604385.7 144132751.6 139483954 54403585.77 32731425.54 24529646.09 L-prolyl-L-leucyl-L-histidine_1 17423946847 16980504040 17567641219 18635982042 18109270262 16682795830 L-prolyl-L-leucyl-L-histidine_2 276516779 282888197.3 519129982.2 205398300.9 274957925 279099974 L-prolyl-L-leucyl-L-histidine_3 234920410.7 237548042.1 239072790.2 214003374.6 222688824.2 245684744.1 L-Pyroglutamic acid_1 372910001.1 442411616.8 379947172.8 519264659.4 427120692.9 595590005.8 L-Pyroglutamic acid_2 523118161 563895687.2 571677216.6 496447101.9 584832970.2 466084149.4 L-Pyroglutamic acid_3 326120765.1 336645011.2 355922239.9 356214124.8 359411309.4 322059010.6 L-Pyroglutamic acid_4 232291058.1 231006772.5 249642523.5 287288318.7 147276601.3 289266280.2 L-Tyrosine 74656782.22 232333433.6 280914316.6 264718431.6 274143656.8 281136818.5 L-valyl-L-leucyl-L-histidine 208366140.1 209813534.5 210153337.7 213041983.4 220709080.6 191723625 Methyl 3,5-di-tert-butyl-4-hydroxybenzoate 2845319.766 1087283.57 1269326.221 1101577.745 1305657.82 1697934.872 N-(2-Furylmethyl)-3-{[5-(2-pyridinyl)-1,2-oxazol-3-yl]methyl}-3-oxetanamine_1 40897720.99 39813912.07 41734571.52 45486058.01 39838201.09 45449030.52 N-(2-Furylmethyl)-3-{[5-(2-pyridinyl)-1,2-oxazol-3-yl]methyl}-3-oxetanamine_2 16587304.8 18852606.58 19658895.29 17150297.35 17334531.4 21221872.11 N,N'-Dicyclohexylurea 304483.2448 796478.856 1721328.674 1545823.625 8860215.578 2284897.567 N,N-Dimethyldecylamine N-oxide 5916677.46 5713463.473 5879310.613 5840592.452 6065904.033 5968398.983 N1-(2-pyridyl)-2-(3,5-difluorophenyl)acetamide 1719100549 1678129619 1697735055 1963060562 1645981809 3192418018 N1-tetrahydrofuran-2-ylmethyl-2-cyanoacetamide 110272925 86987997.15 83677910.69 33392598.49 123416041.2 32210376.19 N6-Acetyl-L-lysine 207056901.1 236554297.5 227959491.8 255793197.7 243743718.7 245795459.2 N-Acetyl-L-leucine 107957667.4 108523661.8 99618192.81 100411064 96204800.81 2878905.524 N-Acetylornithine 651030619.5 659530084.6 647235231.9 664164013.3 680393719.6 630133282.8 Nicotinic acid_1 1198227616 1210079935 1133053126 1109132791 1198478312 1158593994 Nicotinic acid_2 1222909975 1472746070 80376994.91 1562780414 1341105363 1514552460 Nicotinic acid_3 78582355.11 37874747.49 75709126.16 211862943.2 896404251.6 76588227.5 Nipecotic acid_1 1914299742 1845598245 1829102450 1748189807 1760741008 1865305863 Nipecotic acid_2 1727281129 1730978820 1588210228 1705766142 1861807779 1744104712 Nootkatone 21975711.96 18049820.33 16267801.24 20094245.46 19597082.92 17783043.16 Norharman 67211798.23 87512430.83 102504420.6 91377880.22 84070914.91 95751129.78 octadec-9-ynoic acid_1 3384837 3319785.302 3300917.466 5058673.974 5636237.668 4935186.336 octadec-9-ynoic acid_2 1230448.276 588698.013 629968.7387 2040099.049 342803.2615 1355653.368 Oleamide 43611138.72 28903898.63 16508101.15 16323199.17 28801328.45 14807048.44 Ornithine 17012028.99 11278114.03 16568508.76 19600580.11 15017547.09 14266932.18 phenylalanyl-L-prolyl-L-histidine 224905099.2 229710587.2 216910493.4 238357949.4 226242984.4 220742603.2 phenylalanylprolyllysine 603042729.9 512625258 706817757.8 676471460.8 679105454.8 746618405.4 Pilocarpine 1876609801 2873804857 3023063829 3081984243 2005201836 3238967731 Prolinamide 129132115.9 181095017.7 212837593 216265056.1 191494792.4 216210201.5 Proline_1 1539318069 1546325791 1546317992 1597647493 1648299552 1512414805 Proline_2 1080618691 1248723754 1116677263 987842767.4 413342995.8 1060779709 Proline_3 801092268 603440739.7 1215227016 794769096.4 758080609.4 812688423.1 Proline_4 885484227.5 818711421.2 832466016.1 739532302.7 812777301.6 828843265.7 Proline_5 572404868.7 560178851.7 596592501.5 600376638.6 577823364 574543171.3 Proline_6 367720696.4 402352523.5 425267232.4 439264682.2 401668438.7 351306298.8 Prolylleucine_1 4270567859 4247070541 4556813898 4671365531 4318789574 4920809005 Prolylleucine_2 1407332932 1549762971 1470174392 1354657598 2017037118 1643932131 Prolylleucine_3 871846570.1 854347631.5 869301336.7 854197846.5 893599245.6 926599496.7 Prolylleucine_4 145349448.3 172859432.3 155019867 158146449 151272408.7 152765671.3 Prolylleucine_5 159548929.1 131048734 147756201.9 148264026.4 138693642.2 153805865.7 prolylprolyllysine_1 2731753093 4150201445 4240454403 4585492144 4352548656 4461849699 prolylprolyllysine_2 1092470777 463259300.4 394462213.2 392288873.2 531936353.3 479216693 Pyridoxamine 4704717088 4490956434 5075205626 5521322184 5970253919 6107388264 Quinoline 1034967454 328939514.8 957537923.1 1025561381 438194741.6 879119458.9 serylleucyllysine_1 660803004.6 760441048.1 696901183.3 739991537.9 731221787.2 873769472.8 serylleucyllysine_2 229607113.7 226846507.7 248335358.2 271249299.2 229072553.5 296237408.8 Spermidine 190414446.1 169237238.2 180778126.7 185699791.6 181868351.5 229953792 Spermine 252713916.5 235549703.9 265361194.7 243469969.7 236772953.9 298406059 Tacrine 17580008.18 21746935.7 30338187.57 11982537.03 14361553.75 318335.3616 threonylleucyllysine 30576762.12 110296652 124039515.7 106891653 54840736.2 183720992.9 Thymine 106561507.5 45623048.58 50014872.54 228102219.7 296500497.5 267497181.7 Tributylamine 4926417.548 4661444.762 4931856.089 4729833.473 4542206.113 5323829.362 Triphenylphosphine oxide 8834823.328 8647980.103 8399568.08 13229333.82 9364339.474 8732605.426 Tris(2-chloroethyl) phosphate 18240558.03 17116177.33 17536836.17 22283949.51 18290969.23 13844845.64 Tryptamine 4167553985 1461065836 2986057362 2377312310 2543657931 2038295358 Valine_1 11355347789 12436914146 11743872225 12884708447 11921297558 12296908820 Valine_2 486481920.6 632847553.9 495362165 526427002.4 514891313.9 317133735.4 Valylleucyllysine_1 148486854.5 145588631 153262474.5 139433794.5 165523497.7 187018640.5 Valylleucyllysine_2 127404123.7 121988217.4 127489878.1 126273380.2 130347616.1 143732729.5 Valylleucyllysine_3 85090000.78 96302329.19 93718708.92 95540198.01 76411562.53 51779591.8 Valylleucyllysine_4 46067585.61 34506902.55 55511923.39 55640415.93 49649531.7 28980804.33 Valylleucyllysine_5 23876528.29 33358301.34 33743665.64 37332606.32 28129009.17 40521695.18 Valylproline_1 709092076.4 765406404.8 823554627.1 754248764.2 746904108.2 782234611.5 Valylproline_2 597003959.4 597123537.1 724975370.6 684536816.3 638609240.7 573364923.7 Vasicinone 3746703.023 1349879084 1120252595 1220665.896 2652796.288 1754909.785 α-Aspartylphenylalanine 186699957.2 192645958.6 186131142.3 148712702.1 188574084.5 263326775 α-Pyrrolidinopropiophenone 15502666.71 10782408 15506027.24 11670585.85 13038639.72 12933116.37 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name m/z RT [min] Formula (10E,12Z)-9-oxooctadeca-10,12-dienoic acid 295.22644 17.646 C18 H30 O3 1,3-diazaspiro[4.5]decane-2,4-dione 169.09701 3.176 C8 H12 N2 O2 13S-hydroxy-9Z,11E,15Z-octadecatrienoic acid 295.22654 17.797 C18 H30 O3 1-hydroxy-3-isopropyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_1 197.12841 10.011 C10 H16 N2 O2 1-hydroxy-3-isopropyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_2 197.12838 7.156 C10 H16 N2 O2 1-hydroxy-3-isopropyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_3 197.12842 7.877 C10 H16 N2 O2 1-Nitrosopiperidine (NPIP) 115.08683 0.907 C5 H10 N2 O 2-(4-methylphenyl)imidazo[1,2-a]pyrimidine 210.10263 15.639 C13 H11 N3 2,2-dimethyl-1,2-dihydroquinazolin-4-ol 177.1022 2.591 C10 H12 N2 O 2,3,4,9-Tetrahydro-1H-β-carboline-3-carboxylic acid 217.09707 8.668 C12 H12 N2 O2 2,4-Dimethylbenzaldehyde_1 135.08035 17.147 C9 H10 O 2,4-Dimethylbenzaldehyde_2 135.0804 17.247 C9 H10 O 2,5-Dimethylpyrazine 109.07634 7.383 C6 H8 N2 2,6-Dimethylpyrazine_1 109.07629 6.685 C6 H8 N2 2,6-Dimethylpyrazine_2 109.07634 7.075 C6 H8 N2 2-Amino-1,3,4-octadecanetriol 318.2998 16.115 C18 H39 N O3 2-Amino-4-methylpyrimidine_1 110.07151 2.717 C5 H7 N3 2-Amino-4-methylpyrimidine_2 110.07149 5.11 C5 H7 N3 2-Amino-4-methylpyrimidine_3 110.0715 2.194 C5 H7 N3 2-Amino-4-methylpyrimidine_4 110.07154 12.672 C5 H7 N3 2-Amino-4-methylpyrimidine_5 110.07155 0.898 C5 H7 N3 2-Hydroxyphenylalanine 182.08114 2.474 C9 H11 N O3 2-Naphthylamine_1 144.08071 6.567 C10 H9 N 2-Naphthylamine_2 144.08069 5.315 C10 H9 N 2-Naphthylamine_3 144.08075 8.67 C10 H9 N 3-(1H-indol-3-yl)quinoxalin-2-ol 262.09733 11.778 C16 H11 N3 O 3-(1-hydroxyethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione_1 199.10764 2.55 C9 H14 N2 O3 3-(1-hydroxyethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione_2 199.10751 2.968 C9 H14 N2 O3 3-(1-hydroxyethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione_3 199.10758 1.866 C9 H14 N2 O3 3-(2-(Phenylamino)oxazol-5-yl)benzonitrile 262.09726 11.639 C16 H11 N3 O 3-(propan-2-yl)-octahydropyrrolo[1,2-a]pyrazine-1,4-dione_1 197.12836 8.133 C10 H16 N2 O2 3-(propan-2-yl)-octahydropyrrolo[1,2-a]pyrazine-1,4-dione_2 197.12836 10.851 C10 H16 N2 O2 3-(secbutyl)-1-hydroxy-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_1 211.14391 5.225 C11 H18 N2 O2 3-(secbutyl)-1-hydroxy-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one_2 211.14391 1.87 C11 H18 N2 O2 3,4-Methylenedioxy-alpha-pyrrolidinobutyrophenone 262.14339 17.994 C15 H19 N O3 3,5-di-tert-Butyl-4-hydroxybenzaldehyde 235.16898 17.898 C15 H22 O2 3,8-dihydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid 299.05481 16.585 C16 H10 O6 3-[(4-hydroxyphenyl)methyl]-octahydropyrrolo[1,2-a]pyrazine-1,4-dione_1 261.12317 7.691 C14 H16 N2 O3 3-[(4-hydroxyphenyl)methyl]-octahydropyrrolo[1,2-a]pyrazine-1,4-dione_2 261.12326 7.434 C14 H16 N2 O3 3'-Adenosine monophosphate (3'-AMP) 348.06989 1.433 C10 H14 N5 O7 P 3-amino-4-(propylamino)cyclobut-3-ene-1,2-dione 155.08139 2.035 C7 H10 N2 O2 3-benzy-6-isopropyl-3,6-dihydropyrazine-2,5-diol_1 247.144 13.764 C14 H18 N2 O2 3-benzy-6-isopropyl-3,6-dihydropyrazine-2,5-diol_2 247.14386 7.603 C14 H18 N2 O2 3-heptyl-3,6-dihydro-1H-furo[3,4-c]furan-4-one 225.14829 16.22 C13 H20 O3 3-methyl-5-(5-methyl-3-isoxazolyl)-1-phenyl-1H-pyrazole-4-carboxylic acid 284.10273 15.969 C15 H13 N3 O3 4-(anilinomethylidene)-3-methyl-4,5-dihydroisoxazol-5-one 203.08135 2.077 C11 H10 N2 O2 4,4'-Methylenebis(2-methylaniline) 227.154 17.021 C15 H18 N2 4,6-Dimethyl-2(1H)-pyrimidinone 125.07108 3.381 C6 H8 N2 O 4-Ethynylaniline_1 118.06526 5.336 C8 H7 N 4-Ethynylaniline_2 118.06528 2.838 C8 H7 N 4-Ethynylaniline_3 118.06529 1.521 C8 H7 N 4-Hydroxybenzaldehyde 123.04415 1.517 C7 H6 O2 4-Hydroxypropranolol 276.15905 17.792 C16 H21 N O3 4-Indolecarbaldehyde_1 146.05992 5.331 C9 H7 N O 4-Indolecarbaldehyde_2 146.05999 6.368 C9 H7 N O 4-Methyl-5-thiazoleethanol 144.04773 2.449 C6 H9 N O S 4-Piperidinecarboxamide 129.10237 0.905 C6 H12 N2 O 5-(2-Methylpropyl)-3,6-dioxo-2-piperazinepropanoic acid_1 243.13366 10.851 C11 H18 N2 O4 5-(2-Methylpropyl)-3,6-dioxo-2-piperazinepropanoic acid_2 243.13372 10.004 C11 H18 N2 O4 5-(2-Methylpropyl)-3,6-dioxo-2-piperazinepropanoic acid_3 243.1337 9.114 C11 H18 N2 O4 5-(2-Methylpropyl)-3,6-dioxo-2-piperazinepropanoic acid_4 243.1337 9.421 C11 H18 N2 O4 5,6-Dihydrophenanthridin-6-one 196.07562 17.545 C13 H9 N O 5-amino-2-(dimethylamino)benzoic acid 181.09706 9.566 C9 H12 N2 O2 5-Hydroxytryptophan_1 221.09198 3.505 C11 H12 N2 O3 5-Hydroxytryptophan_2 221.09192 3.768 C11 H12 N2 O3 6-(hydroxymethyl)pyridin-3-ol 126.05506 1.268 C6 H7 N O2 6-Amino-2-[[1-(2-aminopropanoyl)pyrrolidine-2-carbonyl]amino]hexanoic acid_1 315.20228 1.454 C14 H26 N4 O4 6-Amino-2-[[1-(2-aminopropanoyl)pyrrolidine-2-carbonyl]amino]hexanoic acid_2 315.20239 2.706 C14 H26 N4 O4 6-Amino-2-[[1-(2-aminopropanoyl)pyrrolidine-2-carbonyl]amino]hexanoic acid_3 315.20244 4.207 C14 H26 N4 O4 6-Amino-2-[[2-[(2-amino-3-methylpentanoyl)amino]-4-methylpentanoyl]amino]hexanoic acid_1 187.14408 10.407 C18 H36 N4 O4 6-Amino-2-[[2-[(2-amino-3-methylpentanoyl)amino]-4-methylpentanoyl]amino]hexanoic acid_2 187.14395 10.616 C18 H36 N4 O4 6-Amino-2-[[2-[(2-aminoacetyl)amino]-4-methylpentanoyl]amino]hexanoic acid_1 317.21802 1.179 C14 H28 N4 O4 6-Amino-2-[[2-[(2-aminoacetyl)amino]-4-methylpentanoyl]amino]hexanoic acid_2 317.21794 1.412 C14 H28 N4 O4 6-amino-2-[[2-[[2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoyl]amino]hexanoic acid 397.25545 1.123 C18 H32 N6 O4 6-hydroxy-4a,5-dimethy1-3-(propan-2-ylidene)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one_1 235.169 16.632 C15 H22 O2 6-hydroxy-4a,5-dimethy1-3-(propan-2-ylidene)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one_2 235.16898 17.99 C15 H22 O2 6-phenyl-3,4-dihydro-1H-2,5-benzoxazocin-1-one 252.10163 17.542 C16 H13 N O2 8-Hydroxyquinoline_1 146.05993 1.915 C9 H7 N O 8-Hydroxyquinoline_2 146.05995 1.725 C9 H7 N O 8-Hydroxyquinoline_3 146.06 4.255 C9 H7 N O Acetanilide 136.07566 1.515 C8 H9 N O Acetophenone 121.06492 1.511 C8 H8 O Acetophenone_1 121.06492 1.533 C8 H8 O Acetophenone_2 121.06494 1.335 C8 H8 O Adenine 136.06181 1.199 C5 H5 N5 Adenosine 268.1035 1.785 C10 H13 N5 O4 Adenosine 3'5'-cyclic monophosphate 330.05929 1.587 C10 H12 N5 O6 P Adenosine 5'-monophosphate 348.07002 1.3 C10 H14 N5 O7 P Anthranilic acid 138.05493 3.343 C7 H7 N O2 aspartylleucyllysine_1 375.22338 1.2 C16 H30 N4 O6 aspartylleucyllysine_2 375.22331 7.668 C16 H30 N4 O6 aspartyllysyllysine 390.23447 1.384 C16 H31 N5 O6 Benzophenone 183.08041 17.424 C13 H10 O Bis(2-ethylhexyl) amine 242.28392 15.435 C16 H35 N Bis(4-ethylbenzylidene)sorbitol_1 415.21085 17.146 C24 H30 O6 Bis(4-ethylbenzylidene)sorbitol_2 415.21095 17.249 C24 H30 O6 Bis(4-ethylbenzylidene)sorbitol_3 415.21103 17.47 C24 H30 O6 Bis(4-ethylbenzylidene)sorbitol_4 415.2111 17.685 C24 H30 O6 Bis(4-ethylbenzylidene)sorbitol_5 415.21108 17.402 C24 H30 O6 Bis(4-ethylbenzylidene)sorbitol_6 415.21109 17.552 C24 H30 O6 Bis(4-ethylbenzylidene)sorbitol_7 415.21108 16.818 C24 H30 O6 Capryloylglycine 202.1437 15.105 C10 H19 N O3 Carbidopa 227.1025 4.159 C10 H14 N2 O4 Carnosine_1 227.1136 5.108 C9 H14 N4 O3 Carnosine_2 227.11364 1.932 C9 H14 N4 O3 Cetrimonium 284.33077 17.767 C19 H41 N Choline 104.10736 1.02 C5 H13 N O Coniine_1 128.1434 17.771 C8 H17 N Coniine_2 128.14342 17.904 C8 H17 N Cyclo(leucylprolyl)_1 211.14399 11.176 C11 H18 N2 O2 Cyclo(leucylprolyl)_2 211.14395 11.823 C11 H18 N2 O2 Cyclo(leucylprolyl)_3 211.14406 11.636 C11 H18 N2 O2 Cyclo(phenylalanyl-prolyl) 245.12814 12.94 C14 H16 N2 O2 D-(+)-Pipecolinic acid 130.08634 0.912 C6 H11 N O2 D-(+)-Pyroglutamic Acid 130.04999 7.638 C5 H7 N O3 Decanamide 172.16945 16.79 C10 H21 N O Dibutyl sebacate 315.25266 18.539 C18 H34 O4 Diisobutylphthalate 279.15872 18.06 C16 H22 O4 Diphenylamine 170.09633 17.714 C12 H11 N DL-Lysine 147.11273 1.118 C6 H14 N2 O2 Docosanamide_1 340.35693 17.778 C22 H45 N O Docosanamide_2 340.35704 19.46 C22 H45 N O glutaminylprolyllysine 372.22352 1.488 C16 H29 N5 O5 glutamylleucyllysine_1 389.23909 1.205 C17 H32 N4 O6 glutamylleucyllysine_2 389.23898 1.4 C17 H32 N4 O6 glutamylleucyllysine_3 389.2389 1.48 C17 H32 N4 O6 glutamylleucyllysine_4 389.23887 2.166 C17 H32 N4 O6 Guanine 152.05667 1.211 C5 H5 N5 O Guanine_1 152.05665 1.287 C5 H5 N5 O Guanine_2 152.05663 1.791 C5 H5 N5 O Hexadecanamide 256.26313 18.814 C16 H33 N O Hypoxanthine 137.0457 1.427 C5 H4 N4 O Indole-3-acrylic acid 188.07042 5.333 C11 H9 N O2 Irgafos 168 647.4582 18.403 C42 H63 O3 P Isoleucine 132.10184 1.649 C6 H13 N O2 isoleucylasparaginyllysine 374.2394 1.326 C16 H31 N5 O5 Isophorone 139.11172 15.079 C9 H14 O Isoquinoline_1 130.06512 5.343 C9 H7 N Isoquinoline_2 130.06522 3.498 C9 H7 N Isoquinoline_3 130.06518 2.069 C9 H7 N Isoquinoline_4 130.06522 14.844 C9 H7 N Isoquinoline_5 130.06521 15.041 C9 H7 N L-Alanyl-L-proline_1 187.1076 3.149 C8 H14 N2 O3 L-Alanyl-L-proline_2 187.1077 8.207 C8 H14 N2 O3 leucylasparaginyllysine 187.62345 1.398 C16 H31 N5 O5 Leucylproline_1 229.15448 12.386 C11 H20 N2 O3 Leucylproline_10 229.15453 11.91 C11 H20 N2 O3 Leucylproline_11 229.15452 9.271 C11 H20 N2 O3 Leucylproline_12 229.15459 8.298 C11 H20 N2 O3 Leucylproline_13 229.15451 11.406 C11 H20 N2 O3 Leucylproline_14 229.15458 14.851 C11 H20 N2 O3 Leucylproline_15 229.15459 4.183 C11 H20 N2 O3 Leucylproline_2 229.15447 13.466 C11 H20 N2 O3 Leucylproline_3 229.15448 13.16 C11 H20 N2 O3 Leucylproline_4 229.15456 14.068 C11 H20 N2 O3 Leucylproline_5 229.15452 3.845 C11 H20 N2 O3 Leucylproline_6 229.15456 11.282 C11 H20 N2 O3 Leucylproline_7 229.15451 13.023 C11 H20 N2 O3 Leucylproline_8 229.15454 10.321 C11 H20 N2 O3 Leucylproline_9 229.15458 7.941 C11 H20 N2 O3 L-Glutamic acid 148.06032 3.863 C5 H9 N O4 L-Histidine 156.07679 0.919 C6 H9 N3 O2 L-leucyl-L-asparaginyl-L-histidine 383.20329 2.148 C16 H26 N6 O5 L-prolyl-L-leucyl-L-histidine_1 183.61036 2.719 C17 H27 N5 O4 L-prolyl-L-leucyl-L-histidine_2 366.21315 4.874 C17 H27 N5 O4 L-prolyl-L-leucyl-L-histidine_3 366.21315 9.249 C17 H27 N5 O4 L-Pyroglutamic acid_1 130.04992 6.203 C5 H7 N O3 L-Pyroglutamic acid_2 130.04991 6.533 C5 H7 N O3 L-Pyroglutamic acid_3 130.04993 1.172 C5 H7 N O3 L-Pyroglutamic acid_4 130.04995 7.222 C5 H7 N O3 L-Tyrosine 182.08112 2.87 C9 H11 N O3 L-valyl-L-leucyl-L-histidine 368.22877 4.361 C17 H29 N5 O4 Methyl 3,5-di-tert-butyl-4-hydroxybenzoate 265.1795 17.246 C16 H24 O3 N-(2-Furylmethyl)-3-{[5-(2-pyridinyl)-1,2-oxazol-3-yl]methyl}-3-oxetanamine_1 312.13388 14.444 C17 H17 N3 O3 N-(2-Furylmethyl)-3-{[5-(2-pyridinyl)-1,2-oxazol-3-yl]methyl}-3-oxetanamine_2 312.13379 16.779 C17 H17 N3 O3 N,N'-Dicyclohexylurea 225.19588 16.145 C13 H24 N2 O N,N-Dimethyldecylamine N-oxide 202.21641 15.597 C12 H27 N O N1-(2-pyridyl)-2-(3,5-difluorophenyl)acetamide 249.08431 3.661 C13 H10 F2 N2 O N1-tetrahydrofuran-2-ylmethyl-2-cyanoacetamide 169.09711 1.182 C8 H12 N2 O2 N6-Acetyl-L-lysine 189.12329 1.214 C8 H16 N2 O3 N-Acetyl-L-leucine 174.11251 11.306 C8 H15 N O3 N-Acetylornithine 175.10767 1.149 C7 H14 N2 O3 Nicotinic acid_1 124.0394 1.414 C6 H5 N O2 Nicotinic acid_2 130.08633 1.22 C6 H11 N O2 Nicotinic acid_3 130.08629 1.408 C6 H11 N O2 Nipecotic acid_1 147.11278 0.833 C6 H11 N O2 Nipecotic acid_2 130.08635 1.144 C6 H11 N O2 Nootkatone 219.17417 18.037 C15 H22 O Norharman 169.07592 10.25 C11 H8 N2 octadec-9-ynoic acid_1 298.27374 17.455 C18 H32 O2 octadec-9-ynoic acid_2 281.24728 17.277 C18 H32 O2 Oleamide 282.27874 17.991 C18 H35 N O Ornithine 133.09718 0.964 C5 H12 N2 O2 phenylalanyl-L-prolyl-L-histidine 400.1976 11.058 C20 H25 N5 O4 phenylalanylprolyllysine 391.23336 11.844 C20 H30 N4 O4 Pilocarpine 226.15477 1.545 C11 H16 N2 O2 Prolinamide 115.08681 1.121 C5 H10 N2 O Proline_1 116.07081 1.131 C5 H9 N O2 Proline_2 116.07077 8.907 C5 H9 N O2 Proline_3 116.07082 3.341 C5 H9 N O2 Proline_4 116.0708 12.682 C5 H9 N O2 Proline_5 116.07084 0.915 C5 H9 N O2 Proline_6 116.0708 2.715 C5 H9 N O2 Prolylleucine_1 229.15445 12.608 C11 H20 N2 O3 Prolylleucine_2 229.15447 12.261 C11 H20 N2 O3 Prolylleucine_3 229.15449 4.97 C11 H20 N2 O3 Prolylleucine_4 229.1546 12.772 C11 H20 N2 O3 Prolylleucine_5 229.15458 8.635 C11 H20 N2 O3 prolylprolyllysine_1 341.21792 2.441 C16 H28 N4 O4 prolylprolyllysine_2 341.21804 2.645 C16 H28 N4 O4 Pyridoxamine 169.09707 3.669 C8 H12 N2 O2 Quinoline 130.06516 5.809 C9 H7 N serylleucyllysine_1 347.22855 1.193 C15 H30 N4 O5 serylleucyllysine_2 347.2284 1.401 C15 H30 N4 O5 Spermidine 146.1652 1.085 C7 H19 N3 Spermine 203.22311 1.095 C10 H26 N4 Tacrine 199.12295 15.922 C13 H14 N2 threonylleucyllysine 361.24416 2.065 C16 H32 N4 O5 Thymine 127.05037 2.095 C5 H6 N2 O2 Tributylamine 186.22171 15.734 C12 H27 N Triphenylphosphine oxide 279.09299 16.313 C18 H15 O P Tris(2-chloroethyl) phosphate 284.9608 15.43 C6 H12 Cl3 O4 P Tryptamine 161.10731 6.914 C10 H12 N2 Valine_1 118.08643 1.181 C5 H11 N O2 Valine_2 118.08643 1.374 C5 H11 N O2 Valylleucyllysine_1 180.13616 7.689 C17 H34 N4 O4 Valylleucyllysine_2 180.13622 7.992 C17 H34 N4 O4 Valylleucyllysine_3 359.26476 8.123 C17 H34 N4 O4 Valylleucyllysine_4 180.13621 4.533 C17 H34 N4 O4 Valylleucyllysine_5 359.26468 7.783 C17 H34 N4 O4 Valylproline_1 215.13886 9.012 C10 H18 N2 O3 Valylproline_2 215.13889 12.352 C10 H18 N2 O3 Vasicinone 203.08134 2.273 C11 H10 N2 O2 α-Aspartylphenylalanine 281.11283 6.574 C13 H16 N2 O5 α-Pyrrolidinopropiophenone 204.13816 17.899 C13 H17 N O METABOLITES_END #END