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/studies/public/MTBLS15100/FILES/RAW_FILES/183_241014_AcquireX_SW_neg_pU_eq.rawftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS15100/FILES/RAW_FILES/7_241009_SolvCal3_1.rawftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS15100/FILES/RAW_FILES/237_241014_AcquireX_DNS_neg_pU_eq.rawftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS15100/FILES/RAW_FILES/213_241014_AcquireX_PLR_pos_pU_DDA2.rawprimaryOK200ftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS15100<p>Generated full scan and MS2 fragmentation spectra were analyzed using MS-DIAL (4.9.221218). An intensity cutoff of 100,000 counts was used. A retention time tolerance of 0.3 min and 0.015 Da for MS1 spectra was used to align data. MassBank of North America (MoNA, https://mona.fiehnlab.ucdavis.edu/) was used for annotation of spectral matches. The classification of annotations was done based on level of condifence3. “Level 1” describes a match confirmed by authentic reference standards, “Level 2” confirmation by a spectral library match, and “Level 3” confirmation by spectral library match, but with the possibility of isomeric structures. Lower confidence levels (“Level 4” and “Level 5”) were not considered for this evaluation. For Level 1 identifications, a retention time tolerance of 0.3 min compared to the spiked matrix was set.&nbsp;</p>MetaboLightsPublicLiquid Chromatography MS - negative - reverse-phaseLiquid Chromatography MS - positive - reverse-phase<p>Samples were analyzed using a Vanquish Horizon LC coupled to an Orbitrap Exploris 480 (Thermo Fisher Scientific) equipped with a heated electrospray ionization source (H-ESI). The LC method utilized an Acquity HSS T3 column (1.8 µm, 2.1 x 100 mm, Waters). Mobile phase A was composed of water with 0.3 mM ammonium fluoride as an additive, while mobile phase B was 98% (v/v) ACN with 2% water. The column oven and autosampler temperatures were set to 40 °C and 7 °C, respectively. The flow rate was 0.6 mL min-1 and the injection volume was 5 µL. The 15-min gradient started with 5% eluent B, which was held for 0.5 min and then raised linearly to 100% B within 9 min. This was held for 3 min and then decreased to 5% for a 3-min re-equilibration step.&nbsp;SRM1950 samples were measured on the same instrument configuration as described above with slight modification. In short, mobile phase B was composed of 95% (v/v) ACN with 5% water. The gradient was prolonged to a total time of 20 min by extending the re-equilibration step from 3 min to 8 min.&nbsp;</p>Fast and Scalable Sample Preparation for Integrated Metabolome and Exposome-Wide Association Studies (MWAS/ExWAS). 10.26434/chemrxiv.15000095/v2.Julia FürederDepartment of Food Chemistry and Toxicologyreference compound in solventblood plasmaurinepre-extraction-spiked matrix low levelprocess blanksolvent blankpre-extraction-spiked matrix high levelreference compound in matrixmass spectrometry assay<p>For each biological matrix and sample preparation approach, samples were spiked with a mixture containing 223 xenobiotics before (pre-extraction-spike) and after (post-extraction-spike) extraction at a low concentration level (equivalent to calibration level 3 from Table S1) and a high concentration level (equivalent to calibration level 30). Pre-extraction-spiked and non-spiked samples were prepared in triplicates each. Process blanks were prepared in triplicates by replacing sample matrix for the same volume of water. Furthermore, seven-point solvent and six-point matrix-matched calibration curves (post-extraction spikes) were prepared (Figure&nbsp;1).&nbsp;</p><p><br></p><p><em>Protein precipitation (tube-based) workflow</em></p><p>During the whole sample preparation procedure, the samples were kept on ice. A volume of 100 µL sample (plasma or urine) was mixed with 400 µL of extraction solvent (ACN/MeOH (1:1, v/v)) in 1.5 mL polypropylene tubes. For the pre-extraction-spiked samples, 300 µL of extraction solvent was mixed with 100 µL of the respective standard mix prepared in extraction solvent. Samples were vortexed and sonicated on ice (10 min). Proteins were precipitated by placing the samples at -20°C overnight. Tubes were centrifuged at 18,000 rcf and 4°C (10 min). A volume of 350 µL of the supernatant was transferred to fresh tubes and evaporated to dryness at 7°C in a vacuum concentrator (CentriVap, Labconco, Kansas City, Missouri, United States) and stored at -20°C until resuspension. The residues were reconstituted in 70 µL of reconstitution solvent (ACN/water (1:1, v/v)) followed by vortexing. Matrix-matched calibration samples were reconstituted in 70 µL of the standard mix in the respective concentration level prepared in ACN/water (1:1, v/v). Samples were sonicated on ice (10 min) and centrifuged at 18,000 rcf and 4°C (10 min). Supernatants were transferred to LC vials and measured directly (plasma) or stored at -20°C until analysis (urine).</p><p><br></p><p><em>Protein precipitation (plate-based) workflow</em></p><p>During the whole procedure of the PPT-plate-based workflow, the samples were kept on ice. In short, 100&nbsp;µL sample was mixed with 400 µL of extraction solvent (acetonitrile (ACN)/methanol (1:1, v/v)) in a 96-well filter plate (ISOLUTE PPT+, Biotage, Uppsala, Sweden). For samples fortified before extraction (pre-extraction-spike), 300 µL extraction solvent was mixed with 100 µL of the standard mixture prepared in extraction solvent. Then, proteins were precipitated at -20°C overnight and centrifugation was performed at 1000 rcf and 4°C (15 min) to separate the protein pellet from the supernatant. Then, samples were evaporated to dryness in a vacuum concentrator at 7°C (CentriVap, Labconco, Kansas City, Missouri, United States) and stored at -20°C until resuspension. Residues were reconstituted in 100 µL of reconstitution solvent (ACN/water (1:1, v/v)) and mixed for 10 min on a plate shaker (Incu-Mixer MP4, Benchmark Scientific, Sayreville, New Jersey, United States) at 1000 rpm and room temperature. Samples for matrix-matched calibration were reconstituted in 100 µL of the standard mixture with the respective concentration prepared in ACN/water (1:1, v/v). Finally, the extracts were transferred to LC vials. Plasma samples were measured directly, and urine samples were stored at -20°C until analysis.&nbsp;</p><p><br></p><p><em>Protein precipitation and phospholipid removal (plate-based) workflow</em></p><p>During the whole procedure of the PPT-plate-based workflow, the samples were kept on ice. In short, 100&nbsp;µL sample was mixed with 400 µL of extraction solvent (acetonitrile (ACN)/methanol (1:1, v/v)) in a 96-well filter plate (ISOLUTE PLD+, Biotage, Uppsala, Sweden). For samples fortified before extraction (pre-extraction-spike), 300 µL extraction solvent was mixed with 100 µL of the standard mixture prepared in extraction solvent. Then, proteins were precipitated at -20°C overnight and centrifugation was performed at 1000 rcf and 4°C (15 min) to separate the protein pellet from the supernatant. Then, samples were evaporated to dryness in a vacuum concentrator at 7°C (CentriVap, Labconco, Kansas City, Missouri, United States) and stored at -20°C until resuspension. Residues were reconstituted in 100 µL of reconstitution solvent (ACN/water (1:1, v/v)) and mixed for 10 min on a plate shaker (Incu-Mixer MP4, Benchmark Scientific, Sayreville, New Jersey, United States) at 1000 rpm and room temperature. Samples for matrix-matched calibration were reconstituted in 100 µL of the standard mixture with the respective concentration prepared in ACN/water (1:1, v/v). Finally, the extracts were transferred to LC vials. Plasma samples were measured directly, and urine samples were stored at -20°C until analysis.&nbsp;</p><p><br></p><p><em>Dilute-and-shoot workflow</em></p><p>A dilute-and-shoot approach was evaluated as another high-throughput alternative for urine samples. During the whole procedure, the samples were kept on ice. A volume of 25 µL of urine sample was mixed with 100 µL of ACN/water (1:1, v/v). For matrix-matched calibration, 25 µL of urine sample were mixed with 100 µL of the standard mix in the respective concentration level prepared in ACN/water (1:1, v/v). Samples were vortexed and centrifuged at 18,000 rcf and 4°C (10 min). The supernatant was transferred to LC vials and stored at -20°C until analysis.&nbsp;</p>Homo sapienssolventhttps://www.ebi.ac.uk/metabolights/MTBLS15100Amira Müller. University of Vienna, Department of Food Chemistry and Toxicology. Währingerstraße 38-42, 1090, Vienna, Austria. a01618163@unet.univie.ac.at.Max Feuerstein. University of Vienna, Department of Food Chemistry and Toxicology. Währingerstraße 38-42, 1090, Vienna, Austria. max.lennart.feuerstein@univie.ac.at.Julia Füreder. University of Vienna, Department of Food Chemistry and Toxicology. Währingerstraße 38-42, 1090, Vienna, Austria. julia.fuereder@univie.ac.at.Sabina Sieri. Fondazione IRCCS Istituto Nazionale dei Tumori. Via Giacomo Venezian, 1, 20133 Milano MI, Italy. sabina.sieri@istitutotumori.mi.it.Giulia Guerra. Fondazione IRCCS Istituto Nazionale dei Tumori. Via Giacomo Venezian, 1, 20133, Milano, Italy. giulia.guerra@istitutotumori.mi.it.Benedikt Warth. University of Vienna, Department of Food Chemistry and Toxicology. Währingerstraße 38-42, 1090, Vienna, Austria. benedikt.warth@univie.ac.at.<p>Raw full scan data files were separated into positive and negative polarity and converted to mzML format, including the vendor-specific peak picking algorithm using ProteoWizard’s msConvert.&nbsp;</p>Sample matrixjulia.fuereder@univie.ac.at<p>Commercially available pooled human Li-heparin plasma was purchased from Innovative Research, Inc. (IPLAWBLIH-31982, Novi, Michigan, United States). Standard Reference Material 1950 was obtained from the National Institute of Standards and Technology (NIST, Gaithersburg, Maryland, United States). A pooled urine sample was obtained from a female volunteer who avoided foodstuff and beverages stored in plastic containers, foods rich in phytoestrogens, and cosmetics containing parabens for two days prior to sample collection. Urine samples were stored at -20°C and plasma samples were stored at -80°C.</p>MetabolomicsMetabolomicsreference compound in solventurinepre-extraction-spiked matrix low leveluntargeted analysissolvent blankprocess blankpre-extraction-spiked matrix high levelHomo sapiensreference compound in matrixsample preparation techniquesOrbitrap Exploris 480samplepublic and environmental healthThermo Scientific Vanquish UHPLC Systemmatrix-matched calibrationblood plasmasolvent calibrationExposomicsmass spectrometrysolventMetabolomicsreference compound in solventurinepre-extraction-spiked matrix low leveluntargeted analysissolvent blankprocess blankpre-extraction-spiked matrix high levelHomo sapiensreference compound in matrixsample preparation techniquesOrbitrap Exploris 480samplepublic and environmental healthThermo Scientific Vanquish UHPLC Systemmatrix-matched calibrationblood plasmasolvent calibrationExposomicsmass spectrometrysolvent<p>Samples were analyzed using a Vanquish Horizon LC coupled to an Orbitrap Exploris 480 (Thermo Fisher Scientific) equipped with a heated electrospray ionization source (H-ESI).&nbsp;The MS source parameters were set as follows: ion transfer tube temperature 280 °C, vaporizer temperature 400 °C, sheath gas 50 arb, aux gas 10 arb, sweep gas 2 arb. The ion capillary voltage was set to 3000 V in positive mode and 2500 V in negative mode. Full scan data was acquired in fast polarity switching mode (sequence design described in Figure 1C). Full scan parameters were set as follows: resolution 90,000 at m/z 200, scan range m/z 60-900, AGC Target: 106. For identity confirmation, fragment spectra were generated using data dependent acquisition (DDA) mode, and data was acquired separately for each polarity. To ensure maximum coverage, iterative inclusion and exclusion lists were created using the AcquireX vendor workflow. DDA MS2 parameters were as follows: resolution 60,000 at m/z 200, HCD collision energies 20%, 40%, and 80% normalized collision energy (NCE).&nbsp;SRM1950 samples were measured on the same instrument configuration as described above with slight modification.&nbsp;The resolution was set to 60,000 at m/z 200 in full scan mode.&nbsp;</p>3-Hydroxycinnamic acid6-carboxyhexanoatePhenol sulfateNaringeninL-Phenylalanine3-Hydroxypyridine_mz94.02985@RT0.786minIndolacetic acid_mz174.05615@RT2.291minPhenylacetylglutamine4-Acetamidophenol sulfateCholic acid2-Hydroxybenzaldehyde3-methylsalicylic acidDocosatetraenoic acidHydroxysebacic acidP-cresol glucuronideDehydroisoandrosterone sulfateN-Acetyl-tyrosineTridecanedioic acidTropic acidn ButylbenzolsulfonamideHexanoylglycine4-Acetamidophenol sulfate_mz230.01302@RT1.081min12-HEPEAcesulfame K3-Hydroxybenzaldehyde10-HDoHEPyroglutamyl-isoleucineCatecholHydrochlorothiazide2-methylbutyrylglycineN2-Methylguanosine1-MethylxanthineDehydroepiandrosterone sulfateSorbic acid _mz111.0452@RT1.372min2-hydroxy-4-methylpentanoic acidAcetaminophen4-Aminobenzoic acidMono-(2-ethyl-5-oxohexyl) phthalateNonylphenol4-methyl-2-oxopentanoic acid4-Acetamidophenol9-HODE4-Hydroxybenzaldehyde2-Benzothiazolesulfonic acidHomovanillic acid sulfateM-hydroxyhippuric acid2-methylhippuric acid9-HOTrESuberic acid3-(3-hydroxyphenyl)propionic acidTryptophan _mz203.08264@RT1.759min2-NaphtholArachidonic acid _mz303.23331@RT7.414minPerfluorooctanoic acidN-(2-furoyl)glycine2,6-Dihydroxybenzoic acidtrans-Ferulic acid_mz193.05063@RT1.956min2,6-dihydroxybenzoic acidDicyclohexylphthalate_mz329.1764@RT4.302min3-Methyladipic acid2,8-DihydroxyquinolineKynurenic acid_mz188.03558@RT1.631minTaurolithocholic acidSalicylic acidOmega-hydroxydecanoic acidKaempferol2-Hydroxyoctanoic acidTheophylineTryptophan_mz203.0827@RT1.354min3-carboxy-4-methyl-5-propyl-2-furanpropionic acid3,5-Dimethoxycinnamic acidN-acetyl-L-phenylalaninePyrogallol7-MethylguanineIndolacetic acid_mz174.05624@RT2.714minEicosapentaenoic acid _mz301.21756@RT7.116minLPE 18:1Protocatechuic aldehydePerfluorononanoic acid4-Pyridoxic acidPantothenic acid1,7-Dimethyluric acid3-IndoxylsulfateIndolelactic acidP-cresol sulfateFA 18:1+2O3-Indoxylsulfate potassium salt3-(3-Hydroxyphenyl)propionic acid sulfateKaempferol-3-O-glucosideTauroursodeoxycholic acid2-Methoxyphenol sulfateGlycocholateN-Acetylcytidine1,3,7-Trimethyluric acidSaccharin4-Methoxycinnamic acidDecanedioic acid2,4,6-Trimethylbenzoic acidIbuprofenVanillic acid5-hydroxyindole_mz132.04561@RT2.306GlibenclamideIndolacetic acid2-phenylphenol4-Acetamidobutanoic acidHesperetinEicosapentaenoic acid _mz301.21747@RT7.3minVanillin-4-sulfateIndole-3-acetaldehyde3-coumaric acidN2,N2-DimethylguanosineCinnamoylglycineChlorothalonil-4-hydroxy5-hydroxyindole_mz132.04559@RT1.284Syringic acid sulfate3-Indolepropionic acid3-Hydroxypyridine_mz94.02985@RT1.228min2-Mercaptobenzothiazole4-Acetamidophenol sulfate_mz230.01295@RT2.307minAtorvastatinParaxanthineTryptophan_mz203.08281@RT1.757minDicyclohexyl phthalateAdipic acidP-Anisic acid1,7-dimethyluric acidTryptophan _mz203.0827@RT1.149min4-hydroxycyclohexanecarboxylic acidAndrosterone glucuronideHippuric acidEnterolactoneGenisteinEicosapentaenoic acid _mz301.21735@RT8.438min3-Dehydrocholic acid_mz405.26538@RT4.068min4-Acetamidophenol sulfate_mz230.01305@RT1.87minDocosahexanoic acid2,5-dihydroxybenzoic acidKynurenin2-tert-ButylphenolAzelaic acidPerfluorooctanesulfonic acidHomovanillic acidLosartanN6-Succinyladenosine4-Hydroxyphenyl acetic acidGlucuronic acidSalicyluric acidAdenosine 3',5'-cyclic monophosphateGlycochenodeoxycholate3-Hydroxy-2-methyl-4-pyrone sulfate5-hydroxyindole_mz132.04526@RT2.0641-Methyluric acid3-Dehydrocholic acid_mz405.26544@RT4.383minKynurenic acid_mz188.03549@RT3.14minArachidonic acid _mz303.23303@RT8.812minOmeprazoletrans-Ferulic acid_mz193.05055@RT2.624minMono-(2-ethyl-5-hydroxyhexyl) phthalate10-Hydroxydecanoate5-hydroxy-tryptophan2-isoproylmalic acidBiopterin2,5-dihydroxybenzenesulfonate4-tert-octylphenolUmbelliferone sulfateGlutaminefalseSample Preparation for Integrated Metabolome and Exposome-Wide Association Studies (MWAS/ExWAS)<p>Exposome- and metabolome-wide association studies rely on advanced instrumentation, typically anchored in liquid chromatography high-resolution mass spectrometry (LC-HRMS) to investigate exposure-effect associations. Sample preparation for biological fluids is a delicate matter since it is essential to find a pragmatic balance between sensitivity, chemical coverage, robustness, and time efficiency to meet the requirements for large-scale epidemiological studies. </p><p><br></p><p>This dataset served as the basis for establishing a protein precipitation workflow in a scalable, high-throughput format for human plasma and urine. Different protocols were evaluated utilizing a xenobiotic mixture containing &gt;200 exposure compounds based on extraction recovery, repeatability, and applicability for non-targeted analysis (NTA). The tested high-throughput options for both matrices included a protein precipitation workflow in 96-well plates, and a phospholipid removal plate. For urine, a dilute-and-shoot approach was additionally tested. </p><p>Comparative data obtained from measurements of NIST plasma standard reference material (SRM 1950) is included for the final workflow for benchmarking purposes.</p>2026-07-202026-07-20MTBLS15100MTBLC36592MTBLC16540MTBLC7307MTBLC17602MTBLC28924MTBLC16040MTBLC43295MTBLC194657MTBLC16458MTBLC412516MTBLC18183MTBLC31697MTBLC55484MTBLC16708MTBLC16562MTBLC28341MTBLC48981MTBLC28238MTBLC18050MTBLC24814MTBLC38635MTBLC15399MTBLC46195MTBLC27410MTBLC17715MTBLC28939MTBLC28664MTBLC28044MTBLC68444MTBLC109895MTBLC27596MTBLC18089MTBLC25858MTBLC28177MTBLC68441MTBLC45927MTBLC5623MTBLC17405MTBLC28037MTBLC18344MTBLC17488MTBLC104011MTBLC27732MTBLC68451MTBLC68449MTBLC42725MTBLC16828MTBLC228605MTBLC28867MTBLC46905MTBLC84838MTBLC6121MTBLC85095MTBLC181719MTBLC70749MTBLC17884MTBLC16335MTBLC21891MTBLC70989MTBLC28821MTBLC86052MTBLC73039MTBLC86507MTBLC17509MTBLC19062MTBLC28230MTBLC27436MTBLC19289MTBLC68830MTBLC17489MTBLC77086MTBLC16827MTBLC17015MTBLC21440MTBLC36274MTBLC17687MTBLC72998MTBLC10219MTBLC18049MTBLC35962MTBLC75331MTBLC16424MTBLC17154MTBLC6801MTBLC95115MTBLC49402MTBLC38264MTBLC89649MTBLC27878MTBLC6809MTBLC182289MTBLC53003MTBLC16347MTBLC18177MTBLC5013MTBLC17295MTBLC42797MTBLC37548MTBLC16467MTBLC68641MTBLC71182MTBLC183762MTBLC182534MTBLC16946MTBLC168845MTBLC6456MTBLC73531MTBLC166468MTBLC4470MTBLC34687MTBLC27432MTBLC93043MTBLC167837MTBLC72723MTBLC35033MTBLC34693MTBLC77260MTBLC63840MTBLC188855MTBLC17650MTBLC73061MTBLC16175MTBLC3561MTBLC73067MTBLC230590MTBLC6541MTBLC73072MTBLC72689MTBLC74966MTBLC73134MTBLC5441MTBLC74340MTBLC80774MTBLC91299MTBLC28865MTBLC17033MTBLC50730MTBLC26756MTBLC18332MTBLC87440MTBLC18135MTBLC16207MTBLC16008MTBLC16164MTBLC48430MTBLC59783MTBLC16914MTBLC50205MTBLC89341MTBLC17645MTBLC18101MTBLC20141MTBLC40813MTBLC17189MTBLC68465MTBLC18086MTBLC86366MTBLC30531MTBLC47925MTBLC30765MTBLC1427MTBLC30816MTBLC82912MTBLC34422MTBLC64390MTBLC27905MTBLC9300MTBLC16411MTBLC35128MTBLC545959MTBLC32111MTBLC82914MTBLC48131MTBLC71157MTBLC68455MTBLC17620MTBLC70824MTBLC9008MTBLC41865MTBLC89609MTBLC27897MTBLC68616MTBLC24813MTBLC233015MTBLC76350MTBLC691622MTBLC43355MTBLC39567MTBLC89182MTBLC21563MTBLC32635MTBLC172318MTBLC63931MTBLC133565MTBLC73718MTBLC64414MTBLC88405MTBLC28088MTBLC17846MTBLC193851MTBLC87986MTBLC28499MTBLC132607MTBLC19702MTBLC81555MTBLC64575MTBLC181550MTBLC16814MTBLC133523MTBLC88108MTBLC16359MTBLC36252MTBLC88771MTBLC17597MTBLC30753MTBLC10432MTBLC30832MTBLC34305MTBLC68503MTBLC86543MTBLC64830MTBLC34292MTBLC48541MTBLC17409MTBLC43580MTBLC42717MTBLC5855MTBLC34445MTBLC16259MTBLC28683MTBLC44237MTBLC190965MTBLC7916MTBLC28171MTBLC34440MTBLC41254MTBLC181149MTBLC133542MTBLC8087MTBLC132606MTBLC72625MTBLC72651MTBLC5778MTBLC165460MTBLC167825MTBLC72645MTBLC28125MTBLC53487MTBLC72640MTBLC77262MTBLC35549MTBLC38397MTBLC29746MTBLC36259MTBLC39421MTBLC39548CHEBI:36592CHEBI:16540CHEBI:7307CHEBI:17602CHEBI:28924CHEBI:16040CHEBI:43295CHEBI:194657CHEBI:16458CHEBI:412516CHEBI:18183CHEBI:31697CHEBI:55484CHEBI:16708CHEBI:16562CHEBI:28341CHEBI:48981CHEBI:28238CHEBI:18050CHEBI:24814CHEBI:38635CHEBI:15399CHEBI:46195CHEBI:27410CHEBI:17715CHEBI:28939CHEBI:28664CHEBI:28044CHEBI:68444CHEBI:109895CHEBI:27596CHEBI:18089CHEBI:25858CHEBI:28177CHEBI:68441CHEBI:45927CHEBI:5623CHEBI:17405CHEBI:28037CHEBI:18344CHEBI:17488CHEBI:104011CHEBI:27732CHEBI:68451CHEBI:68449CHEBI:42725CHEBI:16828CHEBI:228605CHEBI:28867CHEBI:46905CHEBI:84838CHEBI:6121CHEBI:85095CHEBI:181719CHEBI:70749CHEBI:17884CHEBI:16335CHEBI:21891CHEBI:70989CHEBI:28821CHEBI:86052CHEBI:73039CHEBI:86507CHEBI:17509CHEBI:19062CHEBI:28230CHEBI:27436CHEBI:19289CHEBI:68830CHEBI:17489CHEBI:77086CHEBI:16827CHEBI:17015CHEBI:21440CHEBI:36274CHEBI:17687CHEBI:72998CHEBI:10219CHEBI:18049CHEBI:35962CHEBI:75331CHEBI:16424CHEBI:17154CHEBI:6801CHEBI:95115CHEBI:49402CHEBI:38264CHEBI:89649CHEBI:27878CHEBI:6809CHEBI:182289CHEBI:53003CHEBI:16347CHEBI:18177CHEBI:5013CHEBI:17295CHEBI:42797CHEBI:37548CHEBI:16467CHEBI:68641CHEBI:71182CHEBI:183762CHEBI:182534CHEBI:16946CHEBI:168845CHEBI:6456CHEBI:73531CHEBI:166468CHEBI:4470CHEBI:34687CHEBI:27432CHEBI:93043CHEBI:167837CHEBI:72723CHEBI:35033CHEBI:34693CHEBI:77260CHEBI:63840CHEBI:188855CHEBI:17650CHEBI:73061CHEBI:16175CHEBI:3561CHEBI:73067CHEBI:230590CHEBI:6541CHEBI:73072CHEBI:72689CHEBI:74966CHEBI:73134CHEBI:5441CHEBI:74340CHEBI:80774CHEBI:91299CHEBI:28865CHEBI:17033CHEBI:50730CHEBI:26756CHEBI:18332CHEBI:87440CHEBI:18135CHEBI:16207CHEBI:16008CHEBI:16164CHEBI:48430CHEBI:59783CHEBI:16914CHEBI:50205CHEBI:89341CHEBI:17645CHEBI:18101CHEBI:20141CHEBI:40813CHEBI:17189CHEBI:68465CHEBI:18086CHEBI:86366CHEBI:30531CHEBI:47925CHEBI:30765CHEBI:1427CHEBI:30816CHEBI:82912CHEBI:34422CHEBI:64390CHEBI:27905CHEBI:9300CHEBI:16411CHEBI:35128CHEBI:545959CHEBI:32111CHEBI:82914CHEBI:48131CHEBI:71157CHEBI:68455CHEBI:17620CHEBI:70824CHEBI:9008CHEBI:41865CHEBI:89609CHEBI:27897CHEBI:68616CHEBI:24813CHEBI:233015CHEBI:76350CHEBI:691622CHEBI:43355CHEBI:39567CHEBI:89182CHEBI:21563CHEBI:32635CHEBI:172318CHEBI:63931CHEBI:133565CHEBI:73718CHEBI:64414CHEBI:88405CHEBI:28088CHEBI:17846CHEBI:193851CHEBI:87986CHEBI:28499CHEBI:132607CHEBI:19702CHEBI:81555CHEBI:64575CHEBI:181550CHEBI:16814CHEBI:133523CHEBI:88108CHEBI:16359CHEBI:36252CHEBI:88771CHEBI:17597CHEBI:30753CHEBI:10432CHEBI:30832CHEBI:34305CHEBI:68503CHEBI:86543CHEBI:64830CHEBI:34292CHEBI:48541CHEBI:17409CHEBI:43580CHEBI:42717CHEBI:5855CHEBI:34445CHEBI:16259CHEBI:28683CHEBI:44237CHEBI:190965CHEBI:7916CHEBI:28171CHEBI:34440CHEBI:41254CHEBI:181149CHEBI:133542CHEBI:8087CHEBI:132606CHEBI:72625CHEBI:72651CHEBI:5778CHEBI:165460CHEBI:167825CHEBI:72645CHEBI:28125CHEBI:53487CHEBI:72640CHEBI:77262CHEBI:35549CHEBI:38397CHEBI:29746CHEBI:36259CHEBI:39421CHEBI:39548