#METABOLOMICS WORKBENCH olanjw_20230130_141009 DATATRACK_ID:3715 STUDY_ID:ST002461 ANALYSIS_ID:AN004015 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, 15 MS:MS_COMMENTS arb; Sweep Gas Flow Rate, 1 arb; spray voltage, 3.0 kV; Capillary Temp, 350 °C; MS:MS_COMMENTS S-Lens RF Level, 30%. MS:ION_MODE POSITIVE #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 12_13-EpOME 77.6215 38.0921 67.4289 29.5588 23.9175 31.9079 40.2791 28.3055 27.2877 17.2565 105.4424 26.6700 12S-HHT 12.7880 11.6456 10.3978 12.5726 8.7939 11.2592 5.5741 16.8615 11.7637 6.7880 12.5533 6.2087 1-Methylxanthine 544.7807 499.1133 39.9921 438.3746 543.1897 580.2570 374.8671 1026.1918 551.3754 398.8580 709.3798 123.0332 27-Norcholestanehexol 0.8604 0.9255 1.0892 81.3527 0.9288 79.0923 24.7676 242.2539 3.5093 151.5831 1.1839 108.4744 2^-Deoxyguanosine 5^-monophosphate 23.2463 47.8356 13.3660 6.1649 35.3063 2.7685 58.6448 3.4061 49.5021 1.7240 66.7634 0.4923 2-Propenyl cyclohexanebutanoate 213.7988 259.8495 288.0954 837.6651 403.9447 938.9413 1466.8451 593.6768 362.5854 1051.0229 338.9001 889.4331 3-Methyl sulfolene 1992.2402 2061.4753 1169.8687 1710.9487 1548.7471 1720.6213 2298.3017 1779.1716 2535.5977 1111.7793 3159.2848 973.0435 3-Oxohexadecanoic acid 51.4742 34.0006 35.1671 45.0684 51.1906 41.0575 78.9075 72.6582 57.4550 36.3668 29.2143 31.0565 3-Oxooctadecanoic acid 16.9433 39.3040 26.8291 110.7592 26.8680 96.9344 25.8088 107.9183 36.1208 129.3123 23.4384 141.0250 3-Phosphoglyceric acid 120.1977 128.1382 87.8315 101.7547 62.1873 136.7134 81.5947 316.3258 113.9977 126.0946 188.6397 104.8364 4-Hydroxycitrulline 9.1175 10.9722 7.5310 9.5938 6.9813 16.9990 7.4853 8.3092 8.9036 6.8243 11.9289 8.4597 4-Trimethylammoniobutanoic acid 350.4716 379.2147 314.1009 266.3367 260.4873 342.6992 167.9315 183.3207 342.8669 208.0281 354.1524 234.1617 Adenosine 13.3735 14.1660 7.4229 92.1346 22.6994 16.3562 12.7611 22.9010 33.9535 53.5328 32.3968 61.0103 Alpha-Linolenoyl ethanolamide 23.6859 21.6501 21.9966 20.3977 22.1631 22.7284 98.2856 67.6306 64.5421 53.3379 35.0339 42.2673 Amidosulfonic acid 75.6905 63.1655 70.4388 88.8038 76.0545 93.5937 76.8031 92.1276 62.4932 112.6582 88.7886 104.2326 Arachidonic acid 39.4252 59.4124 37.1288 40.3321 44.4964 43.2051 75.8642 45.4052 70.1218 45.8716 109.4125 36.6950 Aspartyl-Leucine 132.9576 147.9220 78.1524 66.3065 112.6706 54.5624 153.2001 31.3756 172.9693 38.6015 222.4652 45.4396 Azelaic acid 91.5734 62.0299 78.1109 72.0927 131.6406 52.3003 72.3538 77.1910 113.4176 70.0511 86.6765 71.4804 Benzoic acid 688.1997 636.6703 740.0830 643.7480 520.7482 619.4733 716.8991 713.6625 844.7487 740.2166 619.9774 729.7101 Cer(d18:1/16:0) 65.6181 76.0583 68.8901 101.0974 4.4796 62.2137 3.1025 186.1783 174.4330 129.6989 82.6894 44.5761 Cinnamic acid 6615.8497 11593.8315 10137.0625 4367.8096 6010.8803 5914.2245 7306.2204 10998.1471 18271.5437 8388.9489 21619.5847 5632.5800 Cortisol 25.9268 27.6886 37.8139 16.9378 36.6527 32.5523 20.6162 64.4739 40.7262 16.7226 30.4362 44.4607 Creatine 657.3333 538.3845 687.2413 272.5914 577.0940 644.2191 389.4661 451.7194 356.2188 228.7127 258.3884 463.2203 Cyclohexylamine 185.6515 209.6555 190.7962 226.0057 158.0825 224.8756 244.5133 251.6140 289.7234 237.6921 133.9398 206.7597 Cytidine 15.5866 23.7765 14.8545 15.5146 9.8219 20.9048 6.6544 26.3814 14.3259 15.5704 24.4416 16.2445 Diaminopimelic acid 41.9067 40.0395 41.4709 42.1410 42.9436 56.1242 113.8161 121.0904 126.2306 94.6175 83.0914 62.0547 Dibutyl decanedioate 116.5502 120.9474 127.0027 86.7786 590.4531 114.9808 247.0422 192.1729 176.9103 173.8017 142.0243 121.4754 Diethyl phthalic acid 43.7623 50.5192 44.0259 45.1971 69.4020 47.7326 68.2146 62.3072 62.6930 51.2782 59.7888 81.0152 Dihydrolipoate 60.1010 83.9767 97.9537 65.9628 81.9508 95.3871 55.2299 101.5186 113.3713 94.7547 80.1878 82.3942 DL-o-Chlorophenylalanine 124280.8231 137774.4639 156484.3974 189446.8099 146707.7307 206405.5807 105019.7744 104011.4725 122897.5751 135333.4453 125304.5628 124951.5108 Docosahexaenoic acid 22.1330 23.4934 24.6536 38.2619 44.0194 32.5297 48.0660 30.1204 38.5029 42.1859 61.4098 37.5756 Docosanamide 229.0978 67.2978 257.0507 51.8889 175.0102 109.3314 290.5945 174.7006 335.9896 303.8940 103.6726 81.4096 Dopamine 64.2339 127.4732 55.0445 40.0125 54.1167 126.9001 47.4602 127.8084 164.5712 23.7707 66.2185 41.8467 Eicosapentaenoic acid 27.6021 25.4849 26.8569 36.5754 22.8741 51.5280 43.1092 40.6582 33.9312 26.8229 37.3087 45.4206 Glycerol 1-(5-hydroxydodecanoate) 6.3304 275.9028 5.3309 7.4155 5.0918 118.7165 41.2197 6.6611 6.7703 5.9604 4.5313 28.8839 Glycerophosphocholine 562.7131 653.7842 514.7019 455.0968 385.0101 696.7051 567.9172 430.5141 481.9914 797.2083 873.7727 585.7726 Glycyl-Phenylalanine 64.7737 137.0127 84.8794 43.5715 97.4371 52.7135 166.5765 18.6006 141.2430 24.0608 183.1312 40.7202 Guanine 125.2106 65.1673 49.2617 83.3813 48.2211 96.2896 74.4791 137.9658 71.1917 92.8271 94.9758 44.8453 Guanosine 38.9983 90.2791 34.5350 22.3266 68.1495 8.4466 74.0155 7.0176 51.8281 8.0267 82.6964 10.9552 Guanosine monophosphate 12.3491 26.3745 6.3298 3.0153 15.6474 0.5958 29.4922 0.7216 23.3941 0.5138 33.0782 0.4862 Heptylmalonic acid 14.3204 12.0148 13.2361 13.7893 47.7000 11.3934 11.9679 9.6739 17.2042 12.7388 14.5542 8.8750 Hexadecanedioic acid 66.2268 91.3800 80.7444 97.0510 112.2376 73.2771 100.0421 105.8763 122.6077 83.7818 93.0743 70.0543 Hypoxanthine 1329.9303 1480.0336 1418.2457 1138.0018 1378.8731 1712.5197 1010.4875 1586.9617 1565.2353 1267.2868 1405.7435 1791.5873 Indane 180.8121 173.2126 175.4328 183.8666 194.0872 254.3506 177.1240 215.6576 121.6270 147.3970 163.0292 179.6184 Indole 138.4114 115.4634 115.5341 129.1053 143.3607 152.6928 75.8727 79.6513 102.2969 96.5212 103.4150 101.3832 Indoleacrylic acid 651.5206 628.8705 441.5399 931.2706 594.3442 411.0539 755.8801 456.7284 919.2155 422.7968 1202.3321 353.7787 Inosine 79.0497 157.3643 77.8227 39.3207 138.7986 21.8567 132.6581 16.6353 110.0759 13.3123 131.5195 27.7501 Jasmonic acid 4.3637 3.1976 0.6258 4.8292 3.4203 3.7002 5.5995 5.3250 6.0571 2.4019 1.6021 1.1203 Kynurenic acid 45.2070 48.2583 14.5567 61.0458 87.9010 23.6639 53.6572 38.2018 74.0231 53.5736 89.5110 12.9687 L-Alanine 230.9737 204.1383 139.9406 145.4438 119.1807 177.2445 178.4985 120.5264 244.2234 89.8424 261.3761 69.0110 L-Arginine 2589.1757 2537.9172 1999.4529 1712.3936 1580.7548 2611.3362 2154.5242 3311.0679 2715.7917 1674.9237 2950.6493 1484.2573 L-Asparagine 176.0869 150.0130 71.8975 96.7490 78.8011 99.3225 135.2947 102.5830 136.2363 33.9685 186.3560 37.3252 Leucylleucine 3.4973 5.1011 3.3732 2.1753 6.1845 1.9392 7.3508 2.3311 8.2107 1.0509 18.7602 1.2431 Leucylproline 86.4479 106.7363 59.2476 40.2287 94.1347 22.9955 109.8766 27.7073 136.3238 14.5866 159.2617 17.4506 L-Glutamic acid 1475.8363 1180.0513 1192.3211 1072.0132 908.6755 1492.3416 1128.7753 1642.5359 1385.2504 728.8496 1008.5812 762.4492 L-Glutamine 848.3964 781.6396 514.2453 380.3452 497.9617 460.7355 348.9138 62.2930 664.4353 127.9729 564.3382 137.4191 L-Histidine 225.9388 227.9903 233.6015 149.2523 104.3290 222.4306 235.6943 225.3525 244.5428 133.7842 302.1418 54.9713 L-Homoserine 635.8176 494.1244 375.8023 424.4128 296.6130 578.2489 398.8534 493.4802 576.4966 243.2054 792.7011 209.6225 Linoleamide 311.8743 178.7278 500.6008 207.4681 202.1834 357.7472 740.2696 146.0518 249.7861 177.7892 422.3183 188.5485 L-Leucine 29809.3720 20750.4676 20228.0227 21752.6864 23863.7752 29117.0597 30342.7540 28470.1975 40112.5165 16621.5361 51288.9473 19102.4457 L-Lysine 927.3220 821.4771 538.3573 604.3280 579.7647 817.5992 724.9594 526.6262 923.9221 476.8042 1212.8837 345.1692 L-Methionine 1997.8060 2067.4308 1165.1918 1715.4985 1556.4744 1726.6758 2311.9752 1787.6594 2549.9147 1113.3870 3152.6338 974.7588 L-Phenylalanine 6618.7864 11602.2676 10150.9046 4332.4312 6026.2219 5915.5445 7343.6529 11012.1038 18312.3129 8392.4920 21570.7059 5650.6373 L-Proline 1593.4855 2938.4140 946.3503 996.7717 2036.8348 3084.4630 1187.0800 1923.4588 2991.0569 1103.9892 2200.6991 799.2731 L-Theanine 15.3188 21.1028 14.7089 9.3381 26.8979 6.1940 41.6427 11.9590 38.4514 5.8750 29.9310 5.3425 L-Tryptophan 985.6053 896.5923 660.4514 560.4672 882.7512 639.1212 1310.3696 822.7458 1643.4561 453.9056 1688.8186 515.9667 L-Tyrosine 2329.9936 2370.4747 1533.0225 1814.5337 1651.6771 2457.7785 2153.1557 2299.3303 2680.7432 1498.9469 3445.0322 1552.9466 L-Valine 1634.9571 1479.5982 1144.6943 1323.7573 1280.1319 2113.6693 1966.8346 2147.0295 2415.6146 504.8951 2702.8984 1000.8957 LysoPC(10:0/0:0) 1863.8538 2715.2950 2236.6047 2548.8492 2043.6549 2308.8443 1778.2345 1474.5323 2362.1614 1998.4142 1803.2072 1721.2777 LysoPC(14:0/0:0) 622.6737 791.3518 659.6275 769.7238 740.6620 583.8652 631.4727 438.1923 666.1047 593.5406 662.1967 554.6724 "LysoPC(16:0/0:0) 1882.4334 1845.2685 1436.2566 1072.4967 2098.6892 524.6126 2297.0687 490.9221 2901.6516 332.4847 3160.1496 LysoPC(16:1(9Z)/0:0) 480.8746 427.4571 361.3383 205.1061 472.6814 143.8894 479.1628 181.0801 448.3203 90.0360 749.6918 239.1398 LysoPC(18:0/0:0) 1657.7178 1481.6100 1170.5014 1025.4073 1674.2639 386.9213 1846.2165 418.7229 2196.8817 232.1741 2312.7988 358.4810 LysoPC(18:1(9Z)/0:0) 1457.9285 1311.4168 1070.3716 766.5573 1669.9234 409.6507 2531.0554 411.1554 2719.3813 232.7567 2562.5400 428.5883 "LysoPC(18:2(9Z_12Z)/0:0) 91.5108 98.8640 77.7219 53.1782 142.4767 33.8732 95.2184 28.4598 144.3906 18.7709 183.6465 LysoPC(20:3(5Z_8Z_11Z)/0:0) 44.6606 53.5161 32.1644 20.9365 58.2238 16.9550 63.7047 17.9665 77.8819 10.9034 74.3162 15.8382 LysoPC(22:6(4Z_7Z_10Z_13Z_16Z_19Z)/0:0) 35.9545 37.9826 28.5527 21.5295 55.8797 10.8417 44.2820 9.1481 57.2623 4.8273 75.9062 12.4601 LysoPC(P-18:0/0:0) 141.6081 134.1699 101.7283 103.3479 131.4509 59.3625 152.3508 35.5069 191.9652 40.1485 222.0873 52.5979 LysoPC(P-18:1(9Z)/0:0) 89.2907 81.3523 57.7675 52.9034 92.1037 22.0286 103.7453 23.5451 122.7992 13.1828 142.3385 18.7664 LysoPE(14:0/0:0) 272.9663 385.3994 327.9488 392.7994 366.0833 354.2158 247.5330 230.0505 369.5623 304.3399 267.3263 282.1587 LysoPE(15:0/0:0) 91007.6238 104618.9256 101334.7164 116327.7167 97239.8296 103797.1496 98375.4988 88024.3489 104706.1378 83192.0417 86919.1667 85003.8010 LysoPE(16:0/0:0) 459.2137 645.8869 555.2044 669.3622 671.6670 575.8825 521.8183 391.8252 608.8224 571.8970 441.1918 495.1759 LysoPE(18:0/0:0) 592.2878 593.1665 538.4205 444.3140 539.2387 240.6726 695.8506 216.4816 742.1816 121.4109 881.8321 201.3667 LysoPE(18:1(9Z)/0:0) 295.5905 287.2667 278.6266 197.5763 314.3057 88.1033 442.5970 90.0722 468.5371 55.0661 429.0972 91.3341 LysoPE(20:4(5Z_8Z_11Z_14Z)/0:0) 345.6064 455.9588 462.4205 247.2065 350.9733 415.9773 559.4537 404.2036 507.9432 255.9564 402.1604 390.9831 "LysoPE(22:4(7Z_10Z_13Z_16Z)/0:0) 77.8336 120.5587 118.1630 71.0280 86.5481 97.2098 166.5512 118.1840 121.2298 64.1126 86.3603 LysoPE(22:6(4Z_7Z_10Z_13Z_16Z_19Z)/0:0) 130.5951 165.7236 136.9954 76.3276 124.6761 126.2802 171.7949 148.1000 173.6881 71.2447 162.1247 106.4132 LysoPE(P-16:0/0:0) 1220.6551 1196.2160 1010.8413 933.1659 1270.5521 658.4129 1608.0651 427.4123 1821.8227 435.6559 1927.2928 539.6686 LysoPI(20:4(5Z_8Z_11Z_14Z)/0:0) 88.6306 167.2231 116.3052 100.0329 123.8562 84.4951 200.5302 199.6520 322.8965 179.7760 152.1209 157.0468 MG(18:0/0:0/0:0) 19.5829 23.3108 26.7259 1499.9972 36.5443 940.4369 174.5067 1480.7670 40.5733 742.9137 17.0067 914.0125 Monoethylhexyl phthalic acid 8708.5250 10831.1505 8987.1345 8066.5660 12093.0289 10644.0662 11402.2153 12587.4098 11569.7786 11570.7744 9358.2169 11073.3726 N1-Acetylspermidine 45.8649 21.9244 46.9223 24.6821 36.1305 57.1764 41.5377 20.7752 39.1550 25.2008 41.2934 44.7109 N-Acetyl-L-methionine 52.0754 76.7350 30.2757 41.9320 39.2350 41.1757 73.1707 42.1164 68.4936 32.0446 84.5332 25.7748 NAD 40.2627 40.3226 41.8075 31.5643 41.7948 43.9361 32.2068 31.9332 37.9781 31.8371 45.0113 23.9949 N-Decanoylglycine 33.0203 20.6595 29.2850 128.0102 152.2189 29.4215 50.4708 106.5611 92.4835 76.4878 27.0167 46.1244 N-Heptanoylglycine 127.1328 141.4291 130.6963 181.1733 185.1149 133.4010 190.4055 152.4927 236.5857 165.9779 167.2393 133.6439 N-Hexadecanoylpyrrolidine 658.4427 104.0788 521.7848 94.0013 96.8315 306.4997 1104.9449 152.8260 93.6725 98.7004 224.2796 170.0145 Niacinamide 374.5462 346.4596 353.0025 397.8154 368.4704 580.8644 319.5257 777.2704 429.5130 385.4041 497.3666 665.0784 N_N-Dimethylaniline 2225.6550 2319.0928 1419.8461 2378.6474 743.2028 2341.5862 3310.6432 2629.4052 3020.3260 2436.2584 2418.8048 1953.8316 N_N-Dimethylformamide 243.1129 252.5874 66.6739 257.7367 227.4583 169.2384 296.1867 245.8837 278.2364 223.9463 245.2844 243.4151 "N-Nonanoylglycine 27.8775 20.1282 20.1488 47.6440 62.6831 23.0675 38.9298 45.9188 56.5816 47.5476 17.9365 Norcotinine 48.8085 40.2602 39.5300 35.6020 33.7875 38.4360 45.6234 36.4711 45.0233 25.4232 58.0851 28.4356 N-Undecanoylglycine 556.8195 353.1315 563.0394 1296.7880 1621.9768 543.4009 750.4636 1072.9032 873.4040 855.2324 425.4147 665.2893 Octadecanamide 234.7557 144.9309 345.4736 169.1312 195.6178 334.8630 661.7747 152.6316 272.9099 90.0144 185.5321 172.8206 Oleamide 841.6879 886.8073 1744.4661 591.7604 608.5273 1068.0761 4294.5529 382.6234 1291.7025 383.0631 1187.3105 741.4722 Oleic acid 13.7075 12.0816 32.0222 32.9636 17.5306 33.2817 20.2059 29.9074 12.6115 35.5701 11.9861 36.5380 Oleoylethanolamide 70.9865 66.8206 65.1647 65.4210 56.8396 68.5663 87.7703 90.5440 88.9426 64.2985 104.8365 78.9390 Oleoylglycerophosphoserine 110.0418 113.4041 112.5725 101.1391 127.2425 60.1200 202.4922 62.8747 191.1447 93.2606 217.6103 100.1573 O-Toluidine 19.6990 16.6905 24.9325 35.2308 35.3210 16.5385 80.1548 19.8947 70.4706 24.7407 16.9610 18.0173 Oxidized glutathione 48.3139 49.0803 45.3874 10.8583 41.4437 24.2994 35.2657 21.6730 36.5177 3.2864 33.7569 25.2400 Palmitic amide 1381.2508 406.5312 1695.9168 485.8611 635.8591 1069.9571 1018.9328 345.4535 839.4146 367.6158 844.5635 515.0080 Pantothenic acid 20.0181 26.5507 21.7887 15.4455 22.9523 19.9923 15.7638 32.8816 17.7473 10.3152 21.6643 26.0108 PC(14:1(9Z)/14:1(9Z)) 12.6562 9.3907 8.6243 13.9928 7.5353 8.5510 40.7076 51.7412 24.2320 28.1474 33.0543 21.5602 PC(15:0/P-16:0) 41.5197 244.7820 15.5799 65.4464 29.5490 29.6582 226.6993 282.1825 122.2356 149.2566 153.3287 31.4609 PC(20:1(11Z)/14:0) 9.8617 38.1962 10.0583 48.0263 42.9091 46.1067 1.5417 1.2863 1.5600 1.2787 13.9925 12.2375 PE(18:2(9Z_12Z)/P-18:1(11Z)) 27.9919 73.0323 56.4853 47.0639 107.2782 30.3175 177.5957 119.2245 250.1664 40.4655 23.1579 139.9236 Pentadecanoylcarnitine 54.6443 54.0469 69.5793 176.0902 93.8709 229.0304 688.8944 197.9032 105.6029 322.6684 87.7773 238.9337 "Phenylacetylglycine 106.0903 114.1426 202.9456 149.3792 281.8315 163.9674 109.2590 354.2764 154.7239 145.4648 97.7451 Phosphate 1568.5679 1350.4415 1215.3548 1730.4231 1075.2511 1162.9926 1459.1583 1096.9079 1520.5503 1611.8696 1747.8668 838.4573 Phosphoenolpyruvic acid 57.8767 58.8331 50.8611 59.8089 30.5319 82.4401 27.5924 145.5451 51.7551 81.8663 66.3306 77.1993 Phosphoglycolic acid 178.2609 143.4166 247.2537 255.7986 103.9486 158.8223 246.0971 176.0679 214.5545 201.4901 177.5045 199.9067 Phosphohydroxypyruvic acid 2088.0231 854.3469 1516.7279 902.4341 1652.6843 828.0433 1876.5330 1859.7451 1887.2468 1057.0272 1492.8344 1843.4404 Phytosphingosine 3262.5314 3875.9717 3896.2579 2838.0596 3260.5901 3897.4644 4363.8311 3309.2631 4302.9706 2679.6249 3749.6227 3330.8747 Pipecolic acid 771.9961 709.6794 471.0304 530.8964 504.9367 680.2278 619.6450 816.3856 761.2333 393.4643 997.6392 286.9090 Piperidine 1041.0167 1131.1222 505.9123 745.1065 964.6034 981.6368 1009.6312 848.4042 1295.7736 574.9853 1759.0129 647.8426 PS(20:3(8Z_11Z_14Z)/15:0) 21.0669 21.5546 14.1459 22.6265 21.8679 14.4350 1.1457 1.1940 1.2774 6.2076 23.5535 23.7235 PS(22:4(7Z_10Z_13Z_16Z)/15:0) 95.5293 105.1648 103.9519 105.2824 65.3927 99.8673 1.0280 1.0713 1.1461 23.9781 75.2858 75.0373 Pyridine 410.6934 428.4481 363.3858 425.9332 292.4342 386.9646 321.9168 342.0281 440.5760 436.4540 353.7829 404.5545 Pyroglutamic acid 1055.6776 873.9271 712.6751 498.0388 639.5962 816.2878 745.7688 548.2682 1088.4331 331.8049 879.8241 267.5659 Serine 1032.3169 940.0258 581.2149 541.7375 574.2072 707.6677 293.5326 311.8977 856.5967 248.8870 795.5365 225.8071 Sphinganine 2871.4581 3127.9901 3249.1033 2337.6429 2733.3416 3021.2315 4044.0879 3386.8319 3523.8161 2484.3593 3107.8170 2886.9729 Sphingosine 1142.4690 1175.0268 966.0323 871.8497 1041.6819 1132.2655 1141.4301 734.9085 1432.1629 620.6672 1582.5346 938.7905 Tetradecanedioic acid 4.1056 4.6487 3.0167 3.1432 50.3896 0.8683 2.3651 1.7875 2.6262 2.3049 2.2640 2.1626 Theobromine 307.2720 452.9092 180.9302 222.7726 197.6223 303.0695 231.7133 245.1899 325.0060 491.7626 200.3373 285.4728 Triethanolamine 2250.2126 2366.5543 1164.4661 1228.2797 1261.0269 1562.2076 2200.5526 1696.0432 2204.1781 735.5284 2982.1106 553.9165 Triethylamine 133.7496 181.7611 149.5247 158.5260 124.6415 120.3024 118.2674 100.9597 135.1462 132.0879 111.4370 121.2499 Tyromycic acid 49.8850 64.5030 29.7294 26.2629 30.3127 28.1061 313.3472 58.5152 348.2070 162.4880 16.9304 18.8030 Undecanoylcarnitine 30.7150 30.1088 36.8021 38.7844 30.2744 33.0243 43.9777 38.1738 37.0403 42.9188 34.3518 40.5726 Uracil 101.1157 87.4348 70.2046 74.5427 54.2569 116.2147 64.1655 117.1855 100.3963 57.6286 132.9324 57.0488 Urocanic acid 73.8606 71.0458 74.0244 62.5885 56.8942 120.3200 162.6535 91.2444 184.0905 67.1697 102.7091 66.2802 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 12,13-EpOME 11.304 12S-HHT 10.103 1-Methylxanthine 2.047 27-Norcholestanehexol 13.452 2'-Deoxyguanosine 5'-monophosphate 1.305 2-Propenyl cyclohexanebutanoate 13.225 3-Methyl sulfolene 1.299 3-Oxohexadecanoic acid 10.466 3-Oxooctadecanoic acid 11.638 3-Phosphoglyceric acid 0.987 4-Hydroxycitrulline 14.523 4-Trimethylammoniobutanoic acid 0.844 Adenosine 1.344 Alpha-Linolenoyl ethanolamide 11.773 Amidosulfonic acid 14.522 Arachidonic acid 12.761 Aspartyl-Leucine 3.011 Azelaic acid 5.34 Benzoic acid 0.748 Cer(d18:1/16:0) 14.431 Cinnamic acid 2.529 Cortisol 6.203 Creatine 0.835 Cyclohexylamine 14.358 Cytidine 0.838 Diaminopimelic acid 0.747 Dibutyl decanedioate 13.001 Diethyl phthalic acid 11.156 Dihydrolipoate 14.542 DL-o-Chlorophenylalanine 3.337 Docosahexaenoic acid 12.583 Docosanamide 12.269 Dopamine 0.862 Eicosapentaenoic acid 10.631 Glycerol 1-(5-hydroxydodecanoate) 7.508 Glycerophosphocholine 0.831 Glycyl-Phenylalanine 2.905 Guanine 0.844 Guanosine 1.522 Guanosine monophosphate 1.303 Heptylmalonic acid 6.004 Hexadecanedioic acid 12.097 Hypoxanthine 1.3 Indane 9.03 Indole 3.337 Indoleacrylic acid 3.198 Inosine 1.536 Jasmonic acid 6.81 Kynurenic acid 2.453 L-Alanine 0.836 L-Arginine 0.786 L-Asparagine 0.866 Leucylleucine 4.066 Leucylproline 3.204 L-Glutamic acid 0.851 L-Glutamine 0.841 L-Histidine 0.821 L-Homoserine 0.848 Linoleamide 12.018 L-Leucine 1.594 L-Lysine 0.738 L-Methionine 1.299 L-Phenylalanine 2.532 L-Proline 0.837 L-Theanine 1.299 L-Tryptophan 3.312 L-Tyrosine 1.337 L-Valine 1.046 LysoPC(10:0/0:0) 6.859 LysoPC(14:0/0:0) 9.001 "LysoPC(16:0/0:0) LysoPC(16:1(9Z)/0:0) 9.447 LysoPC(18:0/0:0) 11.536 LysoPC(18:1(9Z)/0:0) 10.558 "LysoPC(18:2(9Z,12Z)/0:0) LysoPC(20:3(5Z,8Z,11Z)/0:0) 10.241 LysoPC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) 9.766 LysoPC(P-18:0/0:0) 10.893 LysoPC(P-18:1(9Z)/0:0) 10.86 LysoPE(14:0/0:0) 7.382 LysoPE(15:0/0:0) 7.916 LysoPE(16:0/0:0) 8.445 LysoPE(18:0/0:0) 11.441 LysoPE(18:1(9Z)/0:0) 10.485 LysoPE(20:4(5Z,8Z,11Z,14Z)/0:0) 9.582 "LysoPE(22:4(7Z,10Z,13Z,16Z)/0:0) LysoPE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0) 9.571 LysoPE(P-16:0/0:0) 10.514 LysoPI(20:4(5Z,8Z,11Z,14Z)/0:0) 12.133 MG(18:0/0:0/0:0) 14.014 Monoethylhexyl phthalic acid 11.172 N1-Acetylspermidine 0.837 N-Acetyl-L-methionine 3.542 NAD 1.29 N-Decanoylglycine 6.23 N-Heptanoylglycine 4.362 N-Hexadecanoylpyrrolidine 13.858 Niacinamide 1.3 N,N-Dimethylaniline 14.344 N,N-Dimethylformamide 0.973 "N-Nonanoylglycine Norcotinine 0.689 N-Undecanoylglycine 6.808 Octadecanamide 13.701 Oleamide 12.825 Oleic acid 11.341 Oleoylethanolamide 12.365 Oleoylglycerophosphoserine 11.164 O-Toluidine 14.488 Oxidized glutathione 1.297 Palmitic amide 12.567 Pantothenic acid 2.81 PC(14:1(9Z)/14:1(9Z)) 12.741 PC(15:0/P-16:0) 13.789 PC(20:1(11Z)/14:0) 7.812 PE(18:2(9Z,12Z)/P-18:1(11Z)) 12.347 Pentadecanoylcarnitine 13.222 "Phenylacetylglycine Phosphate 0.951 Phosphoenolpyruvic acid 0.997 Phosphoglycolic acid 14.537 Phosphohydroxypyruvic acid 14.621 Phytosphingosine 7.596 Pipecolic acid 0.699 Piperidine 1.599 PS(20:3(8Z,11Z,14Z)/15:0) 14.525 PS(22:4(7Z,10Z,13Z,16Z)/15:0) 14.52 Pyridine 0.911 Pyroglutamic acid 0.855 Serine 0.86 Sphinganine 8.477 Sphingosine 8.814 Tetradecanedioic acid 9.574 Theobromine 1.023 Triethanolamine 0.839 Triethylamine 14.329 Tyromycic acid 4.429 Undecanoylcarnitine 8.256 Uracil 1.023 Urocanic acid 1.307 METABOLITES_END #END