#METABOLOMICS WORKBENCH Lu_Group_20220309_191927 DATATRACK_ID:3120 STUDY_ID:ST002097 ANALYSIS_ID:AN003425 VERSION 1 CREATED_ON 02-08-2024 #PROJECT PR:PROJECT_TITLE Functional metabolomics-based molecular profiling of acute and chronic hepatitis PR:PROJECT_TYPE Targeted MS quantitative analysis PR:PROJECT_SUMMARY Characteristics of liver metabolomics in acute and chronic hepatitis PR:INSTITUTE Shanghai Center for Systems Biomedicine, Shanghai Jiaotong University PR:DEPARTMENT Shanghai Center for Systems Biomedicine PR:LABORATORY Lu Group PR:LAST_NAME Lu PR:FIRST_NAME Haitao PR:ADDRESS 800 Dongchuan RD. Minhang District, Shanghai, Shanghai, 200240, China PR:EMAIL haitao_lu@sjtu.edu.cn PR:PHONE 15221478139 PR:DOI http://dx.doi.org/10.21228/M8ST3F #STUDY ST:STUDY_TITLE Functional metabolomics-based molecular profiling of acute and chronic hepatitis ST:STUDY_TITLE (Liver Metabolomics) ST:STUDY_SUMMARY Non-alcoholic steatohepatitis (NASH) is a metabolic dysregulation triggered by ST:STUDY_SUMMARY an overload disrupting the hepatic tolerance to external molecules. With the ST:STUDY_SUMMARY complexity and diversity of hepatitis triggers, no effective clinical ST:STUDY_SUMMARY classification and treatment are available, and even using the same strategies ST:STUDY_SUMMARY or approaches for acute and chronic hepatitis. For us, it is really difficult to ST:STUDY_SUMMARY precisely diagnose and treat hepatitis accordingly. To overcome this challenge, ST:STUDY_SUMMARY we integrated metabolomic, lipidomics, transcriptomics and other life science ST:STUDY_SUMMARY frontier technologies for functional metabolomics studies, and pioneered the ST:STUDY_SUMMARY redefinition of hepatitis at the molecular level. Our findings suggested that ST:STUDY_SUMMARY acute hepatitis mainly interferes with purine metabolism and amino acids ST:STUDY_SUMMARY metabolism, while chronic hepatitis mainly causes disruption of hepatic bile ST:STUDY_SUMMARY acids and lipidome, especially glycerolipids. Based on the liver-gut axis, we ST:STUDY_SUMMARY also found that the metabolic regulation of the gut microbiota is another key ST:STUDY_SUMMARY factor for chronic hepatitis development. In conclusion, functional metabolomics ST:STUDY_SUMMARY enables the cognition of disease occurrence, development and regression from ST:STUDY_SUMMARY small molecule metabolic modifications and modulations, realizing the ultimate ST:STUDY_SUMMARY goal of treating diseases and improving population health through regulation of ST:STUDY_SUMMARY dysregulated metabolism ST:INSTITUTE Shanghai Center for Systems Biomedicine, Shanghai Jiaotong University ST:DEPARTMENT Shanghai Center for Systems Biomedicine ST:LABORATORY Lu Group ST:LAST_NAME Lu ST:FIRST_NAME Haitao ST:ADDRESS 800 Dongchuan RD. Minhang District, Shanghai, Shanghai, 200240, China ST:EMAIL haitao_lu@sjtu.edu.cn ST:PHONE 15221478139 ST:SUBMIT_DATE 2022-03-09 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Homo sapiens SU:TAXONOMY_ID 9606 SU:CELL_BIOSOURCE_OR_SUPPLIER American Type Culture Collection SU:CELL_STRAIN_DETAILS A549 (tissue, lung cancer; gender, male), LS174T (tissue, colon cancer; gender, SU:CELL_STRAIN_DETAILS female) SU:CELL_COUNTS 10,000,000 #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Additional sample data SUBJECT_SAMPLE_FACTORS - A549 Ad-Mieap 3 Genotype/Treatment:Ad-Mieap infection SUBJECT_SAMPLE_FACTORS - A549 Ad-Mieap 4 Genotype/Treatment:Ad-Mieap infection SUBJECT_SAMPLE_FACTORS - LS174T Control 3 Genotype/Treatment:Control SUBJECT_SAMPLE_FACTORS - LS174T Control 4 Genotype/Treatment:Control SUBJECT_SAMPLE_FACTORS - LS174T Control 5 Genotype/Treatment:Control SUBJECT_SAMPLE_FACTORS - LS174T Control 6 Genotype/Treatment:Control SUBJECT_SAMPLE_FACTORS - LS174T Mieap-KD 3 Genotype/Treatment:Mieap-knockdown SUBJECT_SAMPLE_FACTORS - LS174T Mieap-KD 4 Genotype/Treatment:Mieap-knockdown SUBJECT_SAMPLE_FACTORS - LS174T Mieap-KD 5 Genotype/Treatment:Mieap-knockdown SUBJECT_SAMPLE_FACTORS - LS174T Mieap-KD 6 Genotype/Treatment:Mieap-knockdown SUBJECT_SAMPLE_FACTORS - A549 Non-infection 3 Genotype/Treatment:Non-infection SUBJECT_SAMPLE_FACTORS - A549 Non-infection 4 Genotype/Treatment:Non-infection #COLLECTION CO:COLLECTION_SUMMARY Cells were collected using trypsin-EDTA. The cells were snap-frozen in liquid CO:COLLECTION_SUMMARY nitrogen after cell count, and subsequently stored at -80°C until lipidomic CO:COLLECTION_SUMMARY analysis. CO:SAMPLE_TYPE Cultured cells CO:VOLUMEORAMOUNT_COLLECTED 10,000,000 cells/tube CO:STORAGE_CONDITIONS -80℃ #TREATMENT TR:TREATMENT_SUMMARY Infection of the A549 cell line was carried out by adding viral solution TR:TREATMENT_SUMMARY (Ad-Mieap) to A549 cell monolayers, and incubating at 37°C for 120 min with TR:TREATMENT_SUMMARY brief agitation every 20 min. This was followed by the addition of culture TR:TREATMENT_SUMMARY medium and the return of the infected cells to the 37°C incubator. We TR:TREATMENT_SUMMARY established a Mieap-KD cell line using LS174T. Mieap expression was inhibited in TR:TREATMENT_SUMMARY the cell line by retroviral expression of short-hairpin RNA (shRNA) against the TR:TREATMENT_SUMMARY Mieap sequence. We also established LS174T-cont cells using the retroviral TR:TREATMENT_SUMMARY vector with target sequence for EGFP. The LS174T-cont and Mieap-KD cells were TR:TREATMENT_SUMMARY incubated under normal condition. TR:TREATMENT_DOSEDURATION A549 cells: 24 h; LS174T-cont and Mieap-KD cells: none (incubated under normal TR:TREATMENT_DOSEDURATION condition) TR:TREATMENT_VEHICLE A549 cells: viral solution (Ad-Mieap); LS174T-cont and Mieap-KD cells: none TR:TREATMENT_VEHICLE (incubated under normal condition) TR:CELL_STORAGE stored at -80°C #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Total lipids were extracted from samples using the Bligh-Dyer method. An aliquot SP:SAMPLEPREP_SUMMARY of the organic phase was added to an equal volume of methanol before being SP:SAMPLEPREP_SUMMARY loaded onto a DEAE-cellulose column (Wako Chemical) pre-equilibrated with SP:SAMPLEPREP_SUMMARY chloroform. After successive washes with chloroform/methanol (1:1, v/v), acidic SP:SAMPLEPREP_SUMMARY phospholipids were eluted with chloroform/methanol/HCl/water (12:12:1:1, v/v), SP:SAMPLEPREP_SUMMARY followed by evaporation to dryness to yield a residue was soluble in methanol. SP:EXTRACTION_METHOD the Bligh-Dyer method #CHROMATOGRAPHY CH:INSTRUMENT_NAME UltiMate 3000 (Thermo Fisher Scientific) CH:COLUMN_NAME Waters X-Bridge C18 (150 x 1.0mm,3.5um) CH:CHROMATOGRAPHY_TYPE Reversed phase #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Plus Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:MS_COMMENTS pmol/10,000,000 cells MS:ION_MODE NEGATIVE #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS pmol/10,000,000 cells MS_METABOLITE_DATA_START Samples A549 Ad-Mieap 3 A549 Ad-Mieap 4 LS174T Control 3 LS174T Control 4 LS174T Control 5 LS174T Control 6 LS174T Mieap-KD 3 LS174T Mieap-KD 4 LS174T Mieap-KD 5 LS174T Mieap-KD 6 A549 Non-infection 3 A549 Non-infection 4 Factors Genotype/Treatment:Ad-Mieap infection Genotype/Treatment:Ad-Mieap infection Genotype/Treatment:Control Genotype/Treatment:Control Genotype/Treatment:Control Genotype/Treatment:Control Genotype/Treatment:Mieap-knockdown Genotype/Treatment:Mieap-knockdown Genotype/Treatment:Mieap-knockdown Genotype/Treatment:Mieap-knockdown Genotype/Treatment:Non-infection Genotype/Treatment:Non-infection CL(11:1_22:6_16:1_18:1) CL(13:0_22:6_16:1_18:2) CL(14:0_16:0_16:0_18:1) 1.6732 1.5142 3.7131 6.7869 CL(14:0_16:1_14:0_18:2) CL(14:0_16:1_18:1_14:0) 11.3229 8.8614 8.3105 7.6782 10.4248 5.5533 5.9035 6.4468 7.0300 5.9480 7.0320 8.3082 CL(14:0_16:1_18:1_16:1) 113.6771 87.6238 107.8351 121.8008 151.0213 79.9199 81.5028 102.3291 97.7293 85.3659 66.9951 72.6557 CL(14:0_18:1_16:0_18:1) 59.9215 40.0495 13.1912 18.2759 27.2490 15.9639 7.5928 5.4454 10.4814 9.6277 49.9589 56.8590 CL(14:0_18:1_16:1_18:1) 225.5605 130.1361 123.2810 133.9464 136.7884 76.5648 77.6531 90.6324 88.8465 75.0321 146.7570 130.8852 CL(14:2_16:1_20:4_22:6) 1.2209 0.7430 CL(14:2_18:2_16:1_16:1) CL(14:2_18:2_16:1_18:2) CL(15:0_16:1_15:0_16:1) CL(16:0_16:0_16:0_16:0) 0.1075 0.0223 65.6401 1.6400 CL(16:0_16:0_16:0_18:1) 3.5118 2.5606 0.6966 1.5874 1.5914 0.0000 0.5758 0.6313 7.3563 16.8721 CL(16:0_16:0_18:0_16:0) CL(16:0_16:1_14:0_18:1) 20.9249 13.1002 7.9168 7.7778 9.1406 5.4231 5.6410 6.2547 6.1553 5.0026 15.4721 18.1770 CL(16:1_14:1_16:1_16:1) 9.9510 10.3065 14.1460 10.2003 15.1391 19.5682 15.7493 14.7754 CL(16:1_16:1_12:0_18:2) 2.0746 0.9811 CL(16:1_16:1_16:1_14:0) 20.1233 18.0941 46.0314 46.2069 74.2286 48.1322 47.0686 59.1465 58.4015 54.6470 10.6034 18.0328 CL(16:1_16:1_16:1_16:1) 85.7623 81.0644 226.8925 263.0268 404.4980 254.0310 228.0148 321.8293 300.6358 274.1977 46.9622 75.2131 CL(17:0_18:0_18:1_18:1) 16.0650 1.8859 CL(17:0_18:1_18:1_16:0) 19.6935 32.8553 19.0486 11.6899 27.1299 28.1065 CL(17:0_18:1_18:1_18:1) 32.7578 15.0698 CL(17:1_16:1_16:1_20:4) 6.1827 4.6491 8.5146 8.7011 10.9952 6.0491 9.6846 22.2713 12.8701 10.6739 2.9754 2.8348 CL(17:1_16:1_16:1_22:6) 0.3002 1.4983 0.9439 12.4515 2.9083 2.3055 CL(17:1_16:1_18:2_16:1) CL(17:1_16:1_18:2_20:4) 4.9546 5.3775 3.5462 4.6271 2.3978 2.7266 CL(17:1_18:0_18:1_20:1) 12.8924 1.8058 CL(17:1_18:1_16:1_22:6) 3.6076 2.3484 1.7184 1.3705 CL(17:1_18:1_18:1_18:1) 28.9851 19.9410 CL(17:1_18:1_18:1_22:6) 2.2663 1.0082 CL(17:1_18:1_18:2_18:1) 80.4455 48.0197 CL(17:1_18:1_18:2_20:4) 4.8905 4.5747 5.4585 2.9304 10.8245 7.7875 6.2458 2.6059 CL(17:1_18:1_20:0_16:1) 36.7265 26.9705 CL(17:1_18:1_20:3_18:2) 20.9518 11.3490 8.4085 11.3678 12.8096 6.6950 10.7792 16.4230 15.7402 13.1579 11.7048 5.5384 CL(17:1_18:1_20:3_20:3) 3.6783 1.7890 CL(17:1_18:2_16:1_18:1) CL(17:1_18:2_16:1_20:3) 19.1143 12.3762 14.8602 19.7778 21.2408 11.0065 19.3228 41.2955 25.8129 20.1476 9.1010 5.9482 CL(17:1_20:4_18:1_20:3) CL(18:1_16:0_16:0_18:1) 232.3991 186.5099 200.5747 259.2787 CL(18:1_16:0_16:1_18:1) 315.5269 189.0470 85.4928 109.1188 161.4515 89.0836 57.3562 43.0296 88.0109 78.0488 245.4023 227.0820 CL(18:1_16:0_18:0_16:1) 22.9953 37.2490 99.2503 71.4572 12.5881 7.2407 29.2643 34.2619 CL(18:1_16:0_18:0_18:1) 43.3352 29.9938 23.3333 58.4197 CL(18:1_16:0_18:1_18:1) 253.1390 141.0272 28.2799 29.6552 77.9661 51.4271 17.5046 9.8232 33.0064 39.6855 153.2020 159.5410 CL(18:1_16:1_16:1_18:1) 1007.8475 802.5990 975.7192 1433.3333 1566.7101 844.7672 733.3952 1065.2839 980.9264 808.7291 655.1724 719.3443 CL(18:1_16:1_16:1_22:6) CL(18:1_16:1_18:1_18:1) 1073.9910 849.0099 413.9971 541.3793 783.4637 433.5503 251.2987 209.9626 395.1862 369.8331 642.4466 673.4426 CL(18:1_16:1_20:4_22:6) 3.5869 3.0928 CL(18:1_16:1_22:5_22:5) CL(18:1_18:0_18:0_20:3) 21.3621 7.6149 CL(18:1_18:1_18:1_18:1) 534.8655 253.7129 53.4585 60.4981 164.8196 105.2579 28.8497 14.9745 61.3806 72.2080 236.0427 204.7213 CL(18:1_18:1_18:1_22:6) CL(18:1_18:1_20:1_18:1) CL(18:1_18:1_20:3_18:1) 133.6323 65.7178 16.0110 20.2797 46.0995 27.2308 12.4583 7.1506 23.0336 24.5828 62.8489 41.1279 CL(18:1_20:3_18:1_18:2) 151.3397 78.0941 24.3012 33.4521 45.7736 24.1662 20.2319 21.8123 32.9064 28.8575 76.8678 39.2393 CL(18:1_20:3_18:1_20:3) 15.7119 10.4765 7.9721 5.2793 CL(18:1_20:3_18:2_18:0) 7.0904 7.5353 CL(18:2_14:0_16:1_18:1) 511.0426 424.7525 777.1883 996.5517 1232.0730 652.4787 577.0872 940.6664 771.4805 658.5366 308.1691 364.5246 CL(18:2_14:1_16:1_16:1) 5.0869 4.5903 11.7609 12.2146 17.8401 11.8628 16.5213 20.3332 17.4114 16.2259 2.7233 4.3777 CL(18:2_14:1_16:1_18:2) 17.0863 10.0186 10.6979 9.3115 CL(18:2_14:1_16:1_20:4) CL(18:2_16:1_16:1_16:1) 139.9664 115.9035 180.1469 231.9923 333.0074 196.6450 186.1781 268.9561 253.9510 224.1977 66.4204 81.0492 CL(18:2_16:1_16:1_18:1) 593.0493 440.0990 477.0455 670.1149 774.2286 402.7041 362.0594 629.3778 495.3678 411.2323 315.8046 289.1803 CL(18:2_16:1_16:1_18:2) 158.6323 117.8218 130.6264 174.5977 224.1417 124.7872 122.1707 224.5835 166.5758 139.2169 73.4811 66.6230 CL(18:2_16:1_16:1_20:3) 126.2892 88.9851 69.3124 88.5057 108.0074 55.6335 60.2597 126.3686 80.5631 66.4313 58.7438 49.8557 CL(18:2_16:1_16:1_20:4) 29.3610 22.8589 30.3027 9.0102 4.1848 84.0700 7.5631 4.5777 13.9860 14.4721 CL(18:2_16:1_16:1_22:6) 3.8352 6.2005 4.3142 4.3796 2.3686 16.5539 4.2053 3.3100 1.8046 3.2131 CL(18:2_16:1_18:1_18:2) 457.5112 291.5842 217.5066 302.9119 334.3112 178.1673 185.0649 323.0194 244.9591 197.6252 223.8095 165.9016 CL(18:2_18:1_16:0_20:3) CL(18:2_18:1_16:1_18:1) 951.2332 534.7153 414.2012 619.5402 623.4246 345.9690 292.4861 395.1037 400.8174 357.2529 547.2085 359.5410 CL(18:2_18:1_16:1_20:3) 216.2556 125.6188 64.6195 94.4444 96.8166 51.4772 62.1985 108.7555 81.5350 65.4685 102.9967 68.7213 CL(18:2_18:1_16:1_20:4) 104.4955 52.4257 28.7900 36.6743 39.3307 20.7762 27.4490 57.0554 34.9137 28.1451 56.7775 29.5148 CL(18:2_18:1_16:1_22:5) 42.1469 29.0780 22.1182 17.0295 CL(18:2_18:1_16:1_22:6) 17.6906 12.0916 5.1602 2.4165 5.8692 2.9875 4.6855 16.5828 5.5177 4.0905 10.2053 6.7410 CL(18:2_18:1_18:1_18:1) 641.8161 339.2946 116.4252 155.9387 274.9891 156.4847 74.8516 52.4821 136.8756 123.9409 316.5025 196.8525 CL(18:2_18:1_18:1_18:2) 469.6188 306.6213 125.9335 168.0460 200.5650 117.6264 101.1132 111.1867 138.1471 125.0321 244.3350 177.9016 CL(18:2_18:1_18:2_18:0) CL(18:2_18:1_18:2_20:4) 8.8957 6.7447 CL(18:2_18:1_18:2_22:6) 5.0774 3.5291 2.8695 1.8918 CL(18:2_18:1_20:3_18:2) 86.0930 14.4379 21.7011 22.9683 12.2684 13.8776 23.3084 20.6994 16.9255 46.1412 CL(18:2_18:1_20:3_20:3) 21.4210 12.4814 2.1851 3.9863 2.1127 1.9959 3.5095 2.9827 11.7254 6.7738 CL(18:2_18:1_22:6_18:1) 10.4540 7.7970 6.0263 4.1416 CL(18:2_18:2_16:1_22:6) 2.9546 2.8923 1.4470 1.2164 CL(18:2_20:3_18:1_20:1) 7.7186 3.3218 CL(18:2_20:3_18:1_20:4) CL(18:2_20:3_20:3_16:1) 9.6973 12.7119 6.6500 15.6681 11.7711 9.2619 CL(18:2_22:6_16:1_20:3) CL(18:3_16:1_16:1_16:1) 21.0977 25.1226 34.5285 21.2318 18.3210 41.6355 26.3488 24.0629 CL(18:3_16:1_18:2_14:1) 4.3892 20.8733 22.5977 14.9174 9.2489 11.7440 51.4111 11.3987 9.4865 5.8367 CL(18:3_16:1_22:6_14:0) CL(18:3_18:2_16:1_14:0) CL(18:3_18:2_16:1_16:1) 39.3105 19.4493 28.5044 27.3755 38.3312 22.1482 21.0390 45.3757 28.2198 24.3453 25.5993 13.7246 CL(18:3_18:2_16:1_18:1) 18.7220 34.4420 55.5556 12.0274 5.5684 12.7829 124.4475 12.4796 7.1438 16.7857 CL(18:3_18:2_16:1_18:2) 18.1278 7.2401 20.9349 26.0756 14.7071 37.7423 21.8347 18.1900 13.6453 5.1344 CL(18:4_14:0_16:1_16:1) CL(18:4_18:1_16:1_18:2) CL(18:4_18:2_16:1_16:1) 12.4322 7.4174 CL(18:4_18:2_16:1_20:4) CL(18:4_20:4_18:2_18:1) 0.6771 0.9733 CL(18:4_22:6_16:1_16:1) 2.8246 2.1728 CL(18:4_22:6_16:1_18:1) 3.0488 2.5870 CL(18:4_22:6_16:1_18:2) 2.1951 1.5394 CL(18:4_22:6_18:1_18:2) CL(19:0_18:1_16:1_18:0) CL(19:0_20:4_18:0_18:1) 7.2646 1.1589 CL(19:1_18:1_18:0_18:2) 11.4604 9.3639 CL(19:1_18:1_18:1_18:1) CL(19:1_18:1_18:2_18:1) 7.3823 4.0378 CL(20:2_16:1_18:1_18:2) CL(20:2_18:1_18:1_18:1) 4.5725 4.9655 15.4063 10.6109 2.9100 0.0000 5.7475 6.4827 CL(20:2_18:1_18:2_18:0) 20.3094 15.7967 CL(20:2_18:1_20:3_18:1) 6.8131 1.5421 2.9748 1.9059 0.0152 1.4650 1.7452 4.0439 CL(20:2_18:2_18:1_20:3) 3.3750 2.7607 2.7284 5.1445 2.8307 2.9258 0.6554 3.9146 3.5642 1.6125 CL(20:4_16:1_15:1_18:2) 2.0499 1.3904 CL(20:4_20:4_18:1_18:1) 0.9047 0.5390 CL(20:5_14:0_16:1_18:2) 9.2489 6.1289 CL(20:5_16:1_14:1_18:2) CL(20:5_16:1_16:1_16:1) 6.9926 17.3985 8.3974 4.8032 39.5444 7.4441 4.8870 6.2787 CL(20:5_16:1_18:2_15:0) 9.9579 4.1058 1.9024 22.9514 4.4015 3.2555 CL(20:5_16:1_18:2_16:1) 12.6816 3.9777 6.1498 3.5380 7.9064 3.2990 CL(20:5_18:2_16:1_18:1) 38.9013 23.7438 11.6140 13.4674 3.4561 1.3866 10.8256 34.0700 2.9855 1.5481 22.5821 14.7016 CL(20:5_18:2_16:1_18:2) 4.7705 3.6920 CL(20:5_18:2_20:4_16:1) CL(20:5_18:2_22:6_16:1) 1.7304 1.1683 CL(20:5_22:5_16:1_18:1) CL(20:5_22:6_18:1_16:1) 2.7068 2.2603 CL(20:5_22:6_18:1_18:1) CL(20:5_22:6_18:2_18:1) 1.2427 0.9212 CL(22:6_15:0_18:1_18:1) 2.9182 2.1843 CL(22:6_15:1_16:1_18:1) CL(22:6_20:4_16:0_18:1) 1.3800 1.1794 CL(22:6_20:4_18:1_18:1) 3.3638 1.9039 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 CL(11:1_22:6_16:1_18:1) CL(13:0_22:6_16:1_18:2) CL(14:0_16:0_16:0_18:1) CL(14:0_16:1_14:0_18:2) CL(14:0_16:1_18:1_14:0) CL(14:0_16:1_18:1_16:1) CL(14:0_18:1_16:0_18:1) CL(14:0_18:1_16:1_18:1) CL(14:2_16:1_20:4_22:6) CL(14:2_18:2_16:1_16:1) CL(14:2_18:2_16:1_18:2) CL(15:0_16:1_15:0_16:1) CL(16:0_16:0_16:0_16:0) CL(16:0_16:0_16:0_18:1) CL(16:0_16:0_18:0_16:0) CL(16:0_16:1_14:0_18:1) CL(16:1_14:1_16:1_16:1) CL(16:1_16:1_12:0_18:2) CL(16:1_16:1_16:1_14:0) CL(16:1_16:1_16:1_16:1) CL(17:0_18:0_18:1_18:1) CL(17:0_18:1_18:1_16:0) CL(17:0_18:1_18:1_18:1) CL(17:1_16:1_16:1_20:4) CL(17:1_16:1_16:1_22:6) CL(17:1_16:1_18:2_16:1) CL(17:1_16:1_18:2_20:4) CL(17:1_18:0_18:1_20:1) CL(17:1_18:1_16:1_22:6) CL(17:1_18:1_18:1_18:1) CL(17:1_18:1_18:1_22:6) CL(17:1_18:1_18:2_18:1) CL(17:1_18:1_18:2_20:4) CL(17:1_18:1_20:0_16:1) CL(17:1_18:1_20:3_18:2) CL(17:1_18:1_20:3_20:3) CL(17:1_18:2_16:1_18:1) CL(17:1_18:2_16:1_20:3) CL(17:1_20:4_18:1_20:3) CL(18:1_16:0_16:0_18:1) CL(18:1_16:0_16:1_18:1) CL(18:1_16:0_18:0_16:1) CL(18:1_16:0_18:0_18:1) CL(18:1_16:0_18:1_18:1) CL(18:1_16:1_16:1_18:1) CL(18:1_16:1_16:1_22:6) CL(18:1_16:1_18:1_18:1) CL(18:1_16:1_20:4_22:6) CL(18:1_16:1_22:5_22:5) CL(18:1_18:0_18:0_20:3) CL(18:1_18:1_18:1_18:1) CL(18:1_18:1_18:1_22:6) CL(18:1_18:1_20:1_18:1) CL(18:1_18:1_20:3_18:1) CL(18:1_20:3_18:1_18:2) CL(18:1_20:3_18:1_20:3) CL(18:1_20:3_18:2_18:0) CL(18:2_14:0_16:1_18:1) CL(18:2_14:1_16:1_16:1) CL(18:2_14:1_16:1_18:2) CL(18:2_14:1_16:1_20:4) CL(18:2_16:1_16:1_16:1) CL(18:2_16:1_16:1_18:1) CL(18:2_16:1_16:1_18:2) CL(18:2_16:1_16:1_20:3) CL(18:2_16:1_16:1_20:4) CL(18:2_16:1_16:1_22:6) CL(18:2_16:1_18:1_18:2) CL(18:2_18:1_16:0_20:3) CL(18:2_18:1_16:1_18:1) CL(18:2_18:1_16:1_20:3) CL(18:2_18:1_16:1_20:4) CL(18:2_18:1_16:1_22:5) CL(18:2_18:1_16:1_22:6) CL(18:2_18:1_18:1_18:1) CL(18:2_18:1_18:1_18:2) CL(18:2_18:1_18:2_18:0) CL(18:2_18:1_18:2_20:4) CL(18:2_18:1_18:2_22:6) CL(18:2_18:1_20:3_18:2) CL(18:2_18:1_20:3_20:3) CL(18:2_18:1_22:6_18:1) CL(18:2_18:2_16:1_22:6) CL(18:2_20:3_18:1_20:1) CL(18:2_20:3_18:1_20:4) CL(18:2_20:3_20:3_16:1) CL(18:2_22:6_16:1_20:3) CL(18:3_16:1_16:1_16:1) CL(18:3_16:1_18:2_14:1) CL(18:3_16:1_22:6_14:0) CL(18:3_18:2_16:1_14:0) CL(18:3_18:2_16:1_16:1) CL(18:3_18:2_16:1_18:1) CL(18:3_18:2_16:1_18:2) CL(18:4_14:0_16:1_16:1) CL(18:4_18:1_16:1_18:2) CL(18:4_18:2_16:1_16:1) CL(18:4_18:2_16:1_20:4) CL(18:4_20:4_18:2_18:1) CL(18:4_22:6_16:1_16:1) CL(18:4_22:6_16:1_18:1) CL(18:4_22:6_16:1_18:2) CL(18:4_22:6_18:1_18:2) CL(19:0_18:1_16:1_18:0) CL(19:0_20:4_18:0_18:1) CL(19:1_18:1_18:0_18:2) CL(19:1_18:1_18:1_18:1) CL(19:1_18:1_18:2_18:1) CL(20:2_16:1_18:1_18:2) CL(20:2_18:1_18:1_18:1) CL(20:2_18:1_18:2_18:0) CL(20:2_18:1_20:3_18:1) CL(20:2_18:2_18:1_20:3) CL(20:4_16:1_15:1_18:2) CL(20:4_20:4_18:1_18:1) CL(20:5_14:0_16:1_18:2) CL(20:5_16:1_14:1_18:2) CL(20:5_16:1_16:1_16:1) CL(20:5_16:1_18:2_15:0) CL(20:5_16:1_18:2_16:1) CL(20:5_18:2_16:1_18:1) CL(20:5_18:2_16:1_18:2) CL(20:5_18:2_20:4_16:1) CL(20:5_18:2_22:6_16:1) CL(20:5_22:5_16:1_18:1) CL(20:5_22:6_18:1_16:1) CL(20:5_22:6_18:1_18:1) CL(20:5_22:6_18:2_18:1) CL(22:6_15:0_18:1_18:1) CL(22:6_15:1_16:1_18:1) CL(22:6_20:4_16:0_18:1) CL(22:6_20:4_18:1_18:1) METABOLITES_END #END