<HashMap><database>MetaboLights</database><file_versions><headers><Content-Type>application/xml</Content-Type></headers><body><files><Tabular>ftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS13997/m_MTBLS13997_LC-MS_negative_reverse-phase_metabolite_profiling_v2_maf.tsv</Tabular><Tabular>ftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS13997/m_MTBLS13997_LC-MS_positive_reverse-phase_metabolite_profiling_v2_maf.tsv</Tabular><Txt>ftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS13997/s_MTBLS13997.txt</Txt><Txt>ftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS13997/i_Investigation.txt</Txt><Txt>ftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS13997/a_MTBLS13997_LC-MS_positive_reverse-phase_metabolite_profiling.txt</Txt><Txt>ftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS13997/a_MTBLS13997_LC-MS_negative_reverse-phase_metabolite_profiling.txt</Txt></files><type>primary</type></body><statusCode>OK</statusCode><statusCodeValue>200</statusCodeValue></file_versions><scores/><additional><ftp_download_link>ftp://ftp.ebi.ac.uk/pub/databases/metabolights/studies/public/MTBLS13997</ftp_download_link><metabolite_identification_protocol>&lt;p>These metabolites were annotated using the KEGG database and LIPIDMaps database . Principal components analysis (PCA) and Partial least squares discriminant analysis (PLS-DA) were performed at metaX (a flexible and comprehensive software for processing metabolomics data). We applied univariate analysis (t-test) to calculate the statistical significance (P-value). FC refers to the fold change, which is the ratio of the mean of all biological repeated quantitative values of each metabolite in the comparison group. The differential metabolites were screened using VIP, P-value and FC. The specific standard outlined in Table 5.3 of the report. Volcano plots were used to filter metabolites of interest which based on log2(FoldChange) and -log10(p-value) of metabolites by ggplot2 in R language.&lt;/p></metabolite_identification_protocol><repository>MetaboLights</repository><study_status>Public</study_status><ptm_modification></ptm_modification><instrument_platform>Liquid Chromatography MS - negative - reverse-phase</instrument_platform><instrument_platform>Liquid Chromatography MS - positive - reverse-phase</instrument_platform><chromatography_protocol>&lt;p>UHPLC-MS/MS analyses were performed using a Vanquish UHPLC system (ThermoFisher, Germany) coupled with an Q ExactiveTM HF mass spectrometer in Novogene Co., Ltd. (Beijing, China). Samples were injected onto a Hypersil Goldcolumn (100×2.1 mm, 1.9μm) using a 12-min linear gradient at a flow rate of 0.2 mL/min. The eluents for the positive and negative polarity modes were eluent A (0.1% FA in Water) and eluent B (Methanol). Q ExactiveTM HF mass spectrometer was operated in positive/negative polarity mode with spray voltage of 3.5 kV, capillary temperature of 320°C, sheath gas flow rate of 35 psi and aux gas flow rate of 10 L/min, S-lens RF level of 60, Aux gas heater temperature of 350°C .&lt;/p></chromatography_protocol><publication>Gut microbiota-mediated histidine deficiency drives testicular ferroptosis induced by bisphenol F exposure.</publication><submitter_affiliation>Jilin University</submitter_affiliation><submitter_name>boyang zhang</submitter_name><organism_part>feces</organism_part><technology_type>mass spectrometry assay</technology_type><disease></disease><extraction_protocol>&lt;p>The cecal fecal samples of the BPF-200 animals were individually grounded with liquid nitrogen and the homogenate was resuspended with prechilled 80% methanol by well vortex. The samples were incubated on ice for 5 min and then were centrifuged at 15,000 g, 4°C for 20 min. Some of supernatant was diluted to final concentration containing 53% methanol by LC-MS grade water. The samples were subsequently transferred to a fresh Eppendorf tube and then centrifuged at 15,000 g, 4°C for 20 min. Finally, the supernatant was injected into the LC-MS/MS system analysis&lt;/p></extraction_protocol><organism>Mus musculus</organism><full_dataset_link>https://www.ebi.ac.uk/metabolights/MTBLS13997</full_dataset_link><author>boyang zhang. Jilin University. zhangboyang199807@163.com.</author><author>Xue-Ming Zhang. Jilin University. zhangxuem@jlu.edu.cn.</author><data_transformation_protocol>&lt;p>These metabolites were annotated using the KEGG and LIPIDMaps database . Principal components analysis (PCA) and Partial least squares discriminant analysis (PLS-DA) were performed at metaX (a flexible and comprehensive software for processing metabolomics data). We applied univariate analysis (t-test) to calculate the statistical significance (P-value). FC refers to the fold change, which is the ratio of the mean of all biological repeated quantitative values of each metabolite in the comparison group. The differential metabolites were screened using VIP, P-value and FC. The specific standard outlined in Table 5.3 of the report. Volcano plots were used to filter metabolites of interest which based on log2(FoldChange) and -log10(p-value) of metabolites by ggplot2 in R language.&lt;/p></data_transformation_protocol><study_factor>Treatment</study_factor><submitter_email>zhangboyang199807@163.com</submitter_email><sample_collection_protocol>&lt;p>Male Kunming mice (7-8 weeks old) provided by the Experimental Animal Center of Bethune Medical College at Jilin University were maintained under standard laboratory conditions (22-23°C, 12-h light/dark cycle) with free access to food and water. This study was approved by the Institutional Animal Care and Use Committee of Jilin University and strictly conducted in compliance with the revised ARRIVE 2.0 guidelines. Based on preliminary experiments, BPF dissolved in dimethyl sulfoxide was administered at three dose levels (50, 100, and 200 mg/kg/day) via oral gavage. The animals were randomly allocated into four groups (n = 6/group): vehicle control (Con), BPF-50 (50 mg/kg/day), BPF-100 (100 mg/kg/day), and BPF-200 (200 mg/kg/day). After 28 consecutive days of treatment, all mice were euthanized by cervical dislocation, the serum samples were collected&lt;/p></sample_collection_protocol><omics_type>Metabolomics</omics_type><study_design>bisphenol F</study_design><study_design>ferroptosis</study_design><study_design>Intestinal Flora</study_design><study_design>untargeted metabolite profiling</study_design><curator_keywords>bisphenol F</curator_keywords><curator_keywords>ferroptosis</curator_keywords><curator_keywords>Intestinal Flora</curator_keywords><curator_keywords>untargeted metabolite profiling</curator_keywords><mass_spectrometry_protocol>&lt;p>Q ExactiveTM HF mass spectrometer was operated in positive/negative polarity mode with spray voltage of 3.5 kV, capillary temperature of 320°C, sheath gas flow rate of 35 arb and aux gas flow rate of 10 arb, S-lens RF level of 60, Aux gas heater temperature of 350°C .&amp;nbsp;&lt;/p></mass_spectrometry_protocol><metabolite_name>SL 17:0;O/15:1;O</metabolite_name><metabolite_name>LPS 16:0</metabolite_name><metabolite_name>2,3-Dinor-8-epi-prostaglandin F2¦Á</metabolite_name><metabolite_name>Prostaglandin G2</metabolite_name><metabolite_name>DL-Panthenol</metabolite_name><metabolite_name>3,3-Dimethylglutaric acid</metabolite_name><metabolite_name>(2R)-2,3-Dihydroxypropanoic acid</metabolite_name><metabolite_name>FAHFA 17:0/2:0</metabolite_name><metabolite_name>N-Acetyl-L-histidine</metabolite_name><metabolite_name>13(S)-HOTrE</metabolite_name><metabolite_name>Lysope 14:0</metabolite_name><metabolite_name>Dl-3,4-Dihydroxymandelic Acid</metabolite_name><metabolite_name>Lysopa 16:0</metabolite_name><metabolite_name>6¦Â-Prostaglandin I1</metabolite_name><metabolite_name>13,14-dihydro Prostaglandin F1¦Á</metabolite_name><metabolite_name>Gamma-Caprolactone</metabolite_name><metabolite_name>Feruloyl Putrescine</metabolite_name><metabolite_name>Isobutyryl carnitine</metabolite_name><metabolite_name>Hexanoylglycine</metabolite_name><metabolite_name>Cer 26:0;3O/16:1;(2OH)</metabolite_name><metabolite_name>HexCer 22:0;2O/12:1;O</metabolite_name><metabolite_name>L-Tyrosinemethylester</metabolite_name><metabolite_name>Prostaglandin H1</metabolite_name><metabolite_name>3,8,9-trihydroxy-10-propyl-3,4,5,8,9,10-hexahydro-2H-oxecin-2-one</metabolite_name><metabolite_name>Prostaglandin H2</metabolite_name><metabolite_name>2-Anisic acid</metabolite_name><metabolite_name>2,3-Dinor-TXB2</metabolite_name><metabolite_name>Citrulline</metabolite_name><metabolite_name>FAHFA 2:0/24:2</metabolite_name><metabolite_name>N2-Methylguanosine</metabolite_name><metabolite_name>(¡À)8(9)-DiHET</metabolite_name><metabolite_name>FAHFA 2:0/24:1</metabolite_name><metabolite_name>FAHFA 18:2/20:4</metabolite_name><metabolite_name>LPE 13:0</metabolite_name><metabolite_name>Syringic acid</metabolite_name><metabolite_name>8-iso-15-keto Prostaglandin E2</metabolite_name><metabolite_name>N-Acetylaspartic acid</metabolite_name><metabolite_name>Mesaconic acid</metabolite_name><metabolite_name>Ursolic acid</metabolite_name><metabolite_name>3-Hydroxyanthranilic acid</metabolite_name><metabolite_name>4-Hydroxybenzylalcohol</metabolite_name><metabolite_name>9-HOTrE</metabolite_name><metabolite_name>PE-Cer 12:0;2O/23:0;O</metabolite_name><metabolite_name>PI-Cer 12:0;2O/21:0;O</metabolite_name><metabolite_name>Prostaglandin E1</metabolite_name><metabolite_name>FAHFA 24:4/2:0</metabolite_name><metabolite_name>trans-10-Heptadecenoic Acid</metabolite_name><metabolite_name>MGDG O-13:1_5:0</metabolite_name><metabolite_name>THC</metabolite_name><metabolite_name>Cer 18:2;2O/16:0;(2OH)</metabolite_name><metabolite_name>Phellamurin</metabolite_name><metabolite_name>Paracetamol</metabolite_name><metabolite_name>Mevalonic acid</metabolite_name><metabolite_name>8,8'-dicarboxy-1,1'-binaphthalene</metabolite_name><metabolite_name>4-Ethylphenol</metabolite_name><metabolite_name>Glutaric acid</metabolite_name><metabolite_name>PG 5:0_18:2</metabolite_name><metabolite_name>LPG 2:0</metabolite_name><metabolite_name>FAHFA 20:4/22:5</metabolite_name><metabolite_name>3-[(4-chlorophenyl)thio]-1-(3-pyridylmethyl)pyrrolidine-2,5-dione</metabolite_name><metabolite_name>15(R),19(R)-Hydroxy prostaglandin F2¦Á</metabolite_name><metabolite_name>all-cis-4,7,10,13,16-Docosapentaenoic acid</metabolite_name><metabolite_name>Cer 18:0;2O/32:1;(3OH)</metabolite_name><metabolite_name>LPA 24:1</metabolite_name><metabolite_name>gamma-Nonanolactone</metabolite_name><metabolite_name>Caffeic acid</metabolite_name><metabolite_name>1-methyl-N-(4-piperidinophenyl)-1H-imidazole-4-sulfonamide</metabolite_name><metabolite_name>Isophorone</metabolite_name><metabolite_name>2-[(carboxymethyl)(methyl)amino]-5-methoxybenzoic acid</metabolite_name><metabolite_name>LPE 14:0</metabolite_name><metabolite_name>MGDG 18:2_18:3</metabolite_name><metabolite_name>N-Acetylneuraminic acid</metabolite_name><metabolite_name>Pantothenic acid</metabolite_name><metabolite_name>LPS 14:0</metabolite_name><metabolite_name>Tyrosylalanine</metabolite_name><metabolite_name>13,14-Dihydro-15-keto prostaglandin F2¦Á</metabolite_name><metabolite_name>3-[4-(tert-butyl)anilino]-2-(3-thienylcarbonyl)acrylonitrile</metabolite_name><metabolite_name>Guanosine</metabolite_name><metabolite_name>N-Acetyl-L-methionine</metabolite_name><metabolite_name>Erucic acid</metabolite_name><metabolite_name>Xanthurenic acid</metabolite_name><metabolite_name>4-Acetamidobutyric Acid</metabolite_name><metabolite_name>LPA 16:0</metabolite_name><metabolite_name>3-(1,1,2,3,3,3-hexafluoropropyl)adamantane-1-carboxylic acid</metabolite_name><metabolite_name>Chenodeoxycholic Acid</metabolite_name><metabolite_name>Spiculisporic Acid</metabolite_name><metabolite_name>11(Z),14(Z)-Eicosadienoic acid</metabolite_name><metabolite_name>N-Formylkynurenine</metabolite_name><metabolite_name>PG 4:0_15:0</metabolite_name><metabolite_name>Cyclocytidine</metabolite_name><metabolite_name>13,14-Dihydro prostaglandin E1</metabolite_name><metabolite_name>Hexadecanedioic acid</metabolite_name><metabolite_name>17¦Á-Hydroxyprogesterone</metabolite_name><metabolite_name>FAHFA 2:0/22:0</metabolite_name><metabolite_name>SL 17:0;O/15:0</metabolite_name><metabolite_name>MGDG 18:3_18:3</metabolite_name><metabolite_name>Prostaglandin D3</metabolite_name><metabolite_name>Prostaglandin D2</metabolite_name><metabolite_name>8Z,11Z,14Z-Eicosatrienoic acid</metabolite_name><metabolite_name>PG O-12:0_20:4</metabolite_name><metabolite_name>7-(4-methylpiperazino)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dithione</metabolite_name><metabolite_name>(+/-)9(10)-EpOME</metabolite_name><metabolite_name>Uridine</metabolite_name><metabolite_name>2-Phenylglycine</metabolite_name><metabolite_name>Ornithine</metabolite_name><metabolite_name>N-Acetyl-DL-tryptophan</metabolite_name><metabolite_name>2,4-dichloro-N-{2-[(2-furylmethyl)amino]-1-methyl-2-oxoethyl}benzamide</metabolite_name><metabolite_name>LPC 20:5</metabolite_name><metabolite_name>FAHFA 20:5/22:5</metabolite_name><metabolite_name>trans-Petroselinic acid</metabolite_name><metabolite_name>4-chloro-1H-indazol-3-amine</metabolite_name><metabolite_name>FAHFA 4:0/18:0</metabolite_name><metabolite_name>trans-2-Butene-1,4-dicarboxylic Acid</metabolite_name><metabolite_name>4,7-dimethylpyrazolo[5,1-c][1,2,4]triazine-3-carbonitrile</metabolite_name><metabolite_name>(¡À)10(11)-EpDPA</metabolite_name><metabolite_name>PG 16:0_16:1</metabolite_name><metabolite_name>LPC 20:1</metabolite_name><metabolite_name>LPC 20:2</metabolite_name><metabolite_name>Prostaglandin A3</metabolite_name><metabolite_name>PG 4:0_14:0</metabolite_name><metabolite_name>Testosterone sulfate</metabolite_name><metabolite_name>FAHFA 20:4/20:3</metabolite_name><metabolite_name>DL-3,4-Dihydroxyphenyl glycol</metabolite_name><metabolite_name>Ethyl-¦Â-D-glucuronide</metabolite_name><metabolite_name>LPG 4:0</metabolite_name><metabolite_name>15-Deoxy-¦¤12,14-prostaglandin D2</metabolite_name><metabolite_name>o-Cresol</metabolite_name><metabolite_name>(+/-)-Cannabichromeorcin</metabolite_name><metabolite_name>3-[2-(1,3,5-trimethyl-1H-pyrazol-4-yl)hydrazono]pentane-2,4-dione</metabolite_name><metabolite_name>Methyl acetoacetate</metabolite_name><metabolite_name>Pyridoxine O-Glucoside</metabolite_name><metabolite_name>Lysope 18:1</metabolite_name><metabolite_name>Uric acid</metabolite_name><metabolite_name>SHexCer 32:1;2O</metabolite_name><metabolite_name>3-(2-Hydroxyethyl)indole</metabolite_name><metabolite_name>LNAPE 18:2/N-18:2</metabolite_name><metabolite_name>LPE 12:0</metabolite_name><metabolite_name>Fumaric acid</metabolite_name><metabolite_name>Acetylcarnitine</metabolite_name><metabolite_name>PE-Cer 12:0;2O/22:0;O</metabolite_name><metabolite_name>Argininosuccinic acid</metabolite_name><metabolite_name>Cyclohexaneacetic acid</metabolite_name><metabolite_name>PI-Cer 12:0;2O/22:0;O</metabolite_name><metabolite_name>2-Isopropylmalate</metabolite_name><metabolite_name>Phenylpyruvic acid</metabolite_name><metabolite_name>Phe-Pro</metabolite_name><metabolite_name>2-Deoxyuridine</metabolite_name><metabolite_name>Sucrose</metabolite_name><metabolite_name>2-Hydroxy-2-methyl-3-buten-1-yl beta-D-glucopyranoside</metabolite_name><metabolite_name>Methylsuccinic acid</metabolite_name><metabolite_name>3-methyl-4-[2-(2-methylphenyl)hydrazono]-4,5-dihydro-1H-pyrazol-5-one</metabolite_name><metabolite_name>Tetradecanedioic acid</metabolite_name><metabolite_name>Docosahexaenoic acid</metabolite_name><metabolite_name>FAHFA 20:2/20:1</metabolite_name><metabolite_name>O-Acetylserine</metabolite_name><metabolite_name>LPE 20:2</metabolite_name><metabolite_name>LPE 20:3</metabolite_name><metabolite_name>LPE O-18:0</metabolite_name><metabolite_name>LPE O-18:1</metabolite_name><metabolite_name>LPE 20:4</metabolite_name><metabolite_name>LPE O-18:2</metabolite_name><metabolite_name>Phloretin</metabolite_name><metabolite_name>Minocycline</metabolite_name><metabolite_name>LPC 18:2</metabolite_name><metabolite_name>N-Acetyl-L-tyrosine</metabolite_name><metabolite_name>¦Ä-Ribono-1,4-lactone</metabolite_name><metabolite_name>LPI 16:0</metabolite_name><metabolite_name>FAHFA 2:0/20:1</metabolite_name><metabolite_name>12-oxo Phytodienoic Acid</metabolite_name><metabolite_name>LPC 18:0</metabolite_name><metabolite_name>FAHFA 2:0/20:0</metabolite_name><metabolite_name>2-Isopropylmalic acid</metabolite_name><metabolite_name>LPC 18:1</metabolite_name><metabolite_name>2,6-dimethoxy-N-(1-methyl-1H-pyrazol-5-yl)benzamide</metabolite_name><metabolite_name>Methyl EudesMate</metabolite_name><metabolite_name>5 methyl THF</metabolite_name><metabolite_name>trans-Cinnamic acid</metabolite_name><metabolite_name>Phenylacetaldehyde</metabolite_name><metabolite_name>PG O-21:2_20:5</metabolite_name><metabolite_name>DL-Tryptophan</metabolite_name><metabolite_name>cis-7-Hexadecenoic Acid</metabolite_name><metabolite_name>Trehalose</metabolite_name><metabolite_name>Suberic acid</metabolite_name><metabolite_name>JNJ-1661010</metabolite_name><metabolite_name>Cer 20:2;3O/20:1;(2OH)</metabolite_name><metabolite_name>FAHFA 22:5/22:5</metabolite_name><metabolite_name>cis-2-Decenoic acid</metabolite_name><metabolite_name>DGDG O-26:6_2:0</metabolite_name><metabolite_name>LPE O-17:1</metabolite_name><metabolite_name>Epinephrine bitartrate</metabolite_name><metabolite_name>Butylparaben</metabolite_name><metabolite_name>LPE O-17:2</metabolite_name><metabolite_name>LPC 19:1</metabolite_name><metabolite_name>PG 4:0_16:0</metabolite_name><metabolite_name>N-Acetylphenylalanine</metabolite_name><metabolite_name>PE O-19:0_20:5</metabolite_name><metabolite_name>4-Methoxycinnamic Acid</metabolite_name><metabolite_name>LPI 15:0</metabolite_name><metabolite_name>LNAPE 20:5/N-26:6</metabolite_name><metabolite_name>LPC 19:0</metabolite_name><metabolite_name>11(E)-Eicosenoic Acid</metabolite_name><metabolite_name>Xanthosine</metabolite_name><metabolite_name>D-Threose</metabolite_name><metabolite_name>N-(1,3-benzodioxol-5-yl)-7-chloroquinolin-4-amine</metabolite_name><metabolite_name>Citric acid</metabolite_name><metabolite_name>PG O-22:4_14:0</metabolite_name><metabolite_name>D-Turanose</metabolite_name><metabolite_name>(+/-)19(20)-DiHDPA</metabolite_name><metabolite_name>Glycolithocholic acid</metabolite_name><metabolite_name>LPG 20:1</metabolite_name><metabolite_name>CUMYL-PICA N-pentanoic acid metabolite</metabolite_name><metabolite_name>FAHFA 20:2/22:4</metabolite_name><metabolite_name>Homocysteic acid</metabolite_name><metabolite_name>¦Â-D-Glucopyranuronic acid</metabolite_name><metabolite_name>LPE O-16:1</metabolite_name><metabolite_name>2'-Deoxyuridine</metabolite_name><metabolite_name>DGMG (18:2)</metabolite_name><metabolite_name>5-Aminopentanoate</metabolite_name><metabolite_name>Orotidine</metabolite_name><metabolite_name>Jasmonic acid</metabolite_name><metabolite_name>Chenodeoxycholic acid-3-beta-D-glucuronide</metabolite_name><metabolite_name>L-Ascorbate</metabolite_name><metabolite_name>Hesperetin</metabolite_name><metabolite_name>N-Acetyl-DL-glutamic acid</metabolite_name><metabolite_name>2-Hydroxycaproic acid</metabolite_name><metabolite_name>3-Phenyllactic acid</metabolite_name><metabolite_name>Cinnamoylglycine</metabolite_name><metabolite_name>Cer 17:0;2O/17:0;(3OH)</metabolite_name><metabolite_name>Asp-Phe</metabolite_name><metabolite_name>MGDG O-20:0_18:3</metabolite_name><metabolite_name>Hydroquinone</metabolite_name><metabolite_name>2,5-Dimethylphenol</metabolite_name><metabolite_name>3-(2-thienyl)-1,2,4-oxadiazole-5-carbohydrazide</metabolite_name><metabolite_name>Ofloxacin impurity E</metabolite_name><metabolite_name>Taurochenodeoxycholic acid</metabolite_name><metabolite_name>Vanillyl alcohol</metabolite_name><metabolite_name>MGDG O-18:4_16:0</metabolite_name><metabolite_name>23-Nordeoxycholic acid</metabolite_name><metabolite_name>Genistein</metabolite_name><metabolite_name>Monobenzyl phthalate</metabolite_name><metabolite_name>Hydrocortisone</metabolite_name><metabolite_name>Genipin</metabolite_name><metabolite_name>LPE O-15:1</metabolite_name><metabolite_name>10-Hydroxydecanoic acid</metabolite_name><metabolite_name>L-Adrenaline</metabolite_name><metabolite_name>Lactobionic acid</metabolite_name><metabolite_name>PG 4:0_18:1</metabolite_name><metabolite_name>cis-Aconitic acid</metabolite_name><metabolite_name>LPE O-15:0</metabolite_name><metabolite_name>3-[4-methyl-1-(2-methylpropanoyl)-3-oxocyclohexyl]butanoic acid</metabolite_name><metabolite_name>4-Hydroxy-3- methoxyphenylglycol sulfate</metabolite_name><metabolite_name>LNAPE 18:0/N-16:2</metabolite_name><metabolite_name>Stercobilin</metabolite_name><metabolite_name>N-Acetylglucosamine 1-phosphate</metabolite_name><metabolite_name>1-(2,4-dihydroxyphenyl)-2-(3,5-dimethoxyphenyl)propan-1-one</metabolite_name><metabolite_name>D-Ribose</metabolite_name><metabolite_name>LPG 22:6</metabolite_name><metabolite_name>4-Hydroxyphenylacetic acid</metabolite_name><metabolite_name>aminoimidazole carboxamide ribonucleotide</metabolite_name><metabolite_name>(¡À)9(10)-DiHOME</metabolite_name><metabolite_name>Punicic Acid</metabolite_name><metabolite_name>Taurine</metabolite_name><metabolite_name>Docosanoic Acid</metabolite_name><metabolite_name>Naringenin</metabolite_name><metabolite_name>Allantoin</metabolite_name><metabolite_name>Xanthohumol</metabolite_name><metabolite_name>Hydrocinnamic acid</metabolite_name><metabolite_name>7-Hydroxy-3,4-dihydrocarbostyril</metabolite_name><metabolite_name>MGDG O-10:0_4:0</metabolite_name><metabolite_name>Lithocholic acid</metabolite_name><metabolite_name>2-Hydroxyhippuric acid</metabolite_name><metabolite_name>N-Acetylsphingosine</metabolite_name><metabolite_name>8(S),15(S)-DiHETE</metabolite_name><metabolite_name>(¡À)9(10)-EpOME</metabolite_name><metabolite_name>N-(2,5-diethoxy-4-morpholinophenyl)-4-methoxybenzenesulfonamide</metabolite_name><metabolite_name>5-[4-(2-furylcarbonyl)piperazino]-5-oxo-3-phenylpentanoic acid</metabolite_name><metabolite_name>Prostaglandin F3¦Á</metabolite_name><metabolite_name>2-[(3S)-1-(Cyclohexylmethyl)-3-pyrrolidinyl]-5-fluoro-1H-benzimidazole</metabolite_name><metabolite_name>LPG O-14:1</metabolite_name><metabolite_name>alpha-Ketoglutaric acid</metabolite_name><metabolite_name>DL-Malic acid</metabolite_name><metabolite_name>Methylmalonate</metabolite_name><metabolite_name>ST 24:2;O4</metabolite_name><metabolite_name>PG O-22:2_18:1</metabolite_name><metabolite_name>Docosatrienoic acid</metabolite_name><metabolite_name>2'-Deoxyinosine</metabolite_name><metabolite_name>N1-(3-pyridyl)-2,3,4,5,6-pentamethylbenzene-1-sulfonamide</metabolite_name><metabolite_name>Catechol</metabolite_name><metabolite_name>Porphobilinogen</metabolite_name><metabolite_name>4-Oxoproline</metabolite_name><metabolite_name>Tyrosol</metabolite_name><metabolite_name>L-Arabinitol</metabolite_name><metabolite_name>Guggulsterone</metabolite_name><metabolite_name>N6-Succinyl Adenosine</metabolite_name><metabolite_name>Cer 22:0;2O/12:0;O(FA 18:1)</metabolite_name><metabolite_name>11-Dehydro thromboxane B2</metabolite_name><metabolite_name>1-Methylguanosine</metabolite_name><metabolite_name>dTMP</metabolite_name><metabolite_name>ADBICA N-pentanoic acid metabolite</metabolite_name><metabolite_name>Lysops 22:5</metabolite_name><metabolite_name>Calcitriol</metabolite_name><metabolite_name>L-Palmitoylcarnitine</metabolite_name><metabolite_name>MGDG O-26:6_2:0</metabolite_name><metabolite_name>3-Hydroxyvaleric acid</metabolite_name><metabolite_name>22(S)-Hydroxycholesterol</metabolite_name><metabolite_name>Docosapentaenoic acid</metabolite_name><metabolite_name>Octanedioic acid</metabolite_name><metabolite_name>6-Deoxy-D-glucose</metabolite_name><metabolite_name>L-Tryptophan</metabolite_name><metabolite_name>PG 3:0_16:0</metabolite_name><metabolite_name>Indole-2-carboxylic acid</metabolite_name><metabolite_name>3-Methyladipic acid</metabolite_name><metabolite_name>HexCer 18:0;3O/16:0;(2OH)</metabolite_name><metabolite_name>Lysops 22:6</metabolite_name><metabolite_name>Pentadecanoic acid</metabolite_name><metabolite_name>LPG O-15:1</metabolite_name><metabolite_name>5-(3-chloro-4-methylanilino)-1-methyl-1H-pyrazol-3-ol</metabolite_name><metabolite_name>4,6-dimethyl-2-(methylamino)-5-nitronicotinonitrile</metabolite_name><metabolite_name>Thymidine 5'-monophosphate</metabolite_name><metabolite_name>HBMP 18:2_18:2_12:0</metabolite_name><metabolite_name>FAHFA 3:0/20:0</metabolite_name><metabolite_name>dCMP</metabolite_name><metabolite_name>MGDG O-24:5_2:0</metabolite_name><metabolite_name>2-Methylpentanedioic acid</metabolite_name><metabolite_name>ent-8-iso Prostaglandin F2¦Á</metabolite_name><metabolite_name>PG 22:6_22:6</metabolite_name><metabolite_name>2-(Formylamino)Benzoic Acid</metabolite_name><metabolite_name>8,15-Dihete</metabolite_name><metabolite_name>4-Thiouridine</metabolite_name><metabolite_name>LPG O-26:4</metabolite_name><metabolite_name>O-Desmethylnaproxen</metabolite_name><metabolite_name>Leucylproline</metabolite_name><metabolite_name>Kinetin 9-riboside</metabolite_name><metabolite_name>LysoPE 18:0</metabolite_name><metabolite_name>N-Acetylmannosamine</metabolite_name><metabolite_name>PG 18:2_22:6</metabolite_name><metabolite_name>(+/-)7(8)-DiHDPA</metabolite_name><metabolite_name>L-Cysteinesulfinic acid</metabolite_name><metabolite_name>PG O-17:1_16:0</metabolite_name><metabolite_name>Glu-Glu</metabolite_name><metabolite_name>2'-Deoxyuridine-5-monophosphate</metabolite_name><metabolite_name>4-Hydroxybutyric acid (GHB)</metabolite_name><metabolite_name>8-iso-15-keto Prostaglandin F2¦Á</metabolite_name><metabolite_name>17(S)-HpDHA</metabolite_name><metabolite_name>Hematoxylin</metabolite_name><metabolite_name>DL-Citrulline</metabolite_name><metabolite_name>LPG 14:0</metabolite_name><metabolite_name>L-Ascorbic acid 2-sulfate</metabolite_name><metabolite_name>Prostaglandin F1¦Â</metabolite_name><metabolite_name>PMeOH 18:1_18:2</metabolite_name><metabolite_name>MGDG O-24:1_20:4</metabolite_name><metabolite_name>delta9-THC-d9</metabolite_name><metabolite_name>ST 28:1;O;S</metabolite_name><metabolite_name>FAHFA 18:1/3:0</metabolite_name><metabolite_name>4-Hydroxymandelonitrile</metabolite_name><metabolite_name>LPC 16:0</metabolite_name><metabolite_name>FAHFA 4:0/22:0</metabolite_name><metabolite_name>L-aspartic Acid</metabolite_name><metabolite_name>Cer 30:0;3O/12:1;(2OH)</metabolite_name><metabolite_name>LPI 18:2</metabolite_name><metabolite_name>Lauric acid ethyl ester</metabolite_name><metabolite_name>1,2-Dipalmitoylphosphatidylglycerol</metabolite_name><metabolite_name>N-(4-chlorophenyl)-N'-(2-phenoxyphenyl)urea</metabolite_name><metabolite_name>Succinic acid</metabolite_name><metabolite_name>Hypoxanthine</metabolite_name><metabolite_name>Prostaglandin A1 ethyl ester</metabolite_name><metabolite_name>Adrenic acid</metabolite_name><metabolite_name>4-[2-(2-oxo-1-imidazolidinyl)ethyl]-1lambda~6~,4-thiazinane-1,1-dione</metabolite_name><metabolite_name>Lysopc 14:0</metabolite_name><metabolite_name>PE-Cer 13:2;2O/22:4</metabolite_name><metabolite_name>SL 16:0;O/16:1;O</metabolite_name><metabolite_name>2-(2-carboxy-2-methylpropyl)-4,6-dimethylbenzoic acid</metabolite_name><metabolite_name>s7p</metabolite_name><metabolite_name>2-[6-(1H-benzo[d]imidazol-2-yl)-2-pyridyl]-1H-benzo[d]imidazole</metabolite_name><metabolite_name>15-Keto prostaglandin F2¦Á</metabolite_name><metabolite_name>(2S)-4-Oxo-2-phenyl-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside</metabolite_name><metabolite_name>methadone-d9</metabolite_name><metabolite_name>Fenbendazole sulfoxide</metabolite_name><metabolite_name>LPG O-17:2</metabolite_name><metabolite_name>LPE O-19:1</metabolite_name><metabolite_name>Homovanillic acid</metabolite_name><metabolite_name>5-Methoxyuridine</metabolite_name><metabolite_name>PG 2:0_16:0</metabolite_name><metabolite_name>UDP-N-acetylglucosamine</metabolite_name><metabolite_name>LPG 15:0</metabolite_name><metabolite_name>FAHFA 18:1/20:3</metabolite_name><metabolite_name>5-Methyluridine</metabolite_name><metabolite_name>PG 3:0_18:1</metabolite_name><metabolite_name>LPI 17:0</metabolite_name><metabolite_name>L-Glutamic acid</metabolite_name><metabolite_name>5-Hydroxyindole-2-carboxylic acid</metabolite_name><metabolite_name>LPC 17:0</metabolite_name><metabolite_name>8(S)-Hydroxy-(5Z,9E,11Z,14Z)-eicosatetraenoic acid</metabolite_name><metabolite_name>D-Proline</metabolite_name><metabolite_name>Dl-3-Hydroxynorvaline</metabolite_name><metabolite_name>PE 18:1_18:2</metabolite_name><metabolite_name>Cyclic ADP-ribose</metabolite_name><metabolite_name>D-Phenylalanine</metabolite_name><metabolite_name>N-Acetyl-D-galactosamine 4-sulfate</metabolite_name><metabolite_name>Glutamine</metabolite_name><metabolite_name>Corchorifatty acid F</metabolite_name><metabolite_name>Oxoadipic Acid</metabolite_name><metabolite_name>N-Acetyl-L-phenylalanine</metabolite_name><metabolite_name>PA 19:1_18:2</metabolite_name><metabolite_name>MGDG O-13:1_2:0</metabolite_name><metabolite_name>Cholic acid</metabolite_name><metabolite_name>Palmitic acid</metabolite_name><metabolite_name>Arachidonic acid</metabolite_name><metabolite_name>L-beta-Imidazolelactic acid</metabolite_name><metabolite_name>19(R)-Hydroxy-prostaglandin E2</metabolite_name><metabolite_name>2,3-dinor Prostaglandin E1</metabolite_name><metabolite_name>3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid</metabolite_name><metabolite_name>16-Hydroxyhexadecanoic acid</metabolite_name><metabolite_name>LPG 16:0</metabolite_name><metabolite_name>N-Oleoyl Glycine</metabolite_name><metabolite_name>3,5-Dihydroxybenzoic acid</metabolite_name><metabolite_name>Ala-Gln</metabolite_name><metabolite_name>Caffeine</metabolite_name><metabolite_name>Tyramine</metabolite_name><metabolite_name>13-Hpotre(R)</metabolite_name><metabolite_name>Esculin</metabolite_name><metabolite_name>D-Mannose 6-phosphate</metabolite_name><metabolite_name>(¡À)8-HEPE</metabolite_name><metabolite_name>Nervonic acid</metabolite_name><metabolite_name>LPA 21:1</metabolite_name><metabolite_name>MGMG (18:2)</metabolite_name><metabolite_name>Soyasaponin I</metabolite_name><metabolite_name>Maltotriose</metabolite_name><metabolite_name>Valproic acid</metabolite_name><metabolite_name>Sebacic acid</metabolite_name><metabolite_name>(3-Methoxy-4-hydroxyphenyl)ethylene glycol sulfate</metabolite_name><metabolite_name>PG 4:0_20:1</metabolite_name><metabolite_name>Asp-Phe methyl ester</metabolite_name><metabolite_name>LPE 17:1</metabolite_name><metabolite_name>N4-Acetylcytidine</metabolite_name><metabolite_name>4-Hydroxymandelic acid</metabolite_name><metabolite_name>S-Adenosyl-L-methionine</metabolite_name><metabolite_name>LPE 17:0</metabolite_name><metabolite_name>MGDG O-18:4_2:0</metabolite_name><metabolite_name>3-(3-Methoxyphenyl)propionic acid</metabolite_name><metabolite_name>PG 14:0_16:0</metabolite_name><metabolite_name>2-(1H-1,2,3-benzotriazol-1-yl)-N-(2,3-dihydro-1H-inden-2-yl)acetamide</metabolite_name><metabolite_name>Estradiol Benzoate</metabolite_name><metabolite_name>LPC 22:1</metabolite_name><metabolite_name>Ethylmalonate</metabolite_name><metabolite_name>Flavin mononucleotide (FMN)</metabolite_name><metabolite_name>D-(-)-Fructose</metabolite_name><metabolite_name>3-Indoxyl sulphate</metabolite_name><metabolite_name>4-Methyl-2-Oxopentanoic Acid</metabolite_name><metabolite_name>SL 11:1;O/22:6</metabolite_name><metabolite_name>LPC 22:6</metabolite_name><metabolite_name>PG O-15:0_16:0</metabolite_name><metabolite_name>2-Hydroxyvaleric acid</metabolite_name><metabolite_name>FAHFA 2:0/18:1</metabolite_name><metabolite_name>FAHFA 2:0/18:0</metabolite_name><metabolite_name>1,4-Cyclohexanedicarboxylic acid</metabolite_name><metabolite_name>Quinoline-4-carboxylic acid</metabolite_name><metabolite_name>N-Acetylornithine</metabolite_name><metabolite_name>Glycerol-3-phosphate</metabolite_name><metabolite_name>LPG 17:0</metabolite_name><metabolite_name>Apigenin</metabolite_name><metabolite_name>LPG 17:1</metabolite_name><metabolite_name>PG O-20:1_20:5</metabolite_name><metabolite_name>PG 2:0_18:1</metabolite_name><metabolite_name>4-Methylphenol</metabolite_name><metabolite_name>15(R)-Prostaglandin E2</metabolite_name><metabolite_name>Salicylic acid</metabolite_name><metabolite_name>N-(2-morpholinophenyl)-2,1,3-benzoxadiazole-4-sulfonamide</metabolite_name><metabolite_name>Dodecanedioic acid</metabolite_name><metabolite_name>5-Aminovaleric acid</metabolite_name><metabolite_name>D-¦Á-Hydroxyglutaric acid</metabolite_name><metabolite_name>Xanthine</metabolite_name><metabolite_name>Deoxyguanosine</metabolite_name><metabolite_name>LPE 18:0</metabolite_name><metabolite_name>PEtOH 20:0_20:5</metabolite_name><metabolite_name>LPE 18:1</metabolite_name><metabolite_name>19(R)-hydroxy Prostaglandin A2</metabolite_name><metabolite_name>2,4-Dihydroxybenzoic acid</metabolite_name><metabolite_name>LPE 18:2</metabolite_name><metabolite_name>LPE O-20:1</metabolite_name><metabolite_name>LPE 18:3</metabolite_name><metabolite_name>THJ2201 N-pentanoic acid metabolite</metabolite_name><metabolite_name>D(+)-Phenyllactic acid</metabolite_name><metabolite_name>nor-6¦Â-Oxycodol</metabolite_name><metabolite_name>Thymidine</metabolite_name><metabolite_name>Aldosterone</metabolite_name><metabolite_name>ST 24:1;O4</metabolite_name><metabolite_name>MGDG O-13:1_4:0</metabolite_name><metabolite_name>¦Ä-Gluconic acid ¦Ä-lactone</metabolite_name><metabolite_name>3-Hydroxysebacic acid</metabolite_name><metabolite_name>Pantetheine</metabolite_name><metabolite_name>LPG 18:2</metabolite_name><metabolite_name>Orotic acid</metabolite_name><metabolite_name>Methylmalonic acid</metabolite_name><metabolite_name>LPG 18:1</metabolite_name><metabolite_name>LPG 18:0</metabolite_name><metabolite_name>Lactitol</metabolite_name><metabolite_name>Tryptophanol</metabolite_name><metabolite_name>Nicotinamide N-oxide</metabolite_name><metabolite_name>Formononetine</metabolite_name><metabolite_name>FAHFA 20:1/22:3</metabolite_name><metabolite_name>7-Methylxanthine</metabolite_name><metabolite_name>Inositol</metabolite_name><metabolite_name>N-Acetylglycine</metabolite_name><metabolite_name>AKB48 N-(4-hydroxypentyl) metabolite</metabolite_name><metabolite_name>PG O-20:2_16:0</metabolite_name><metabolite_name>FAHFA 20:4/2:0</metabolite_name><metabolite_name>2-Furoic acid</metabolite_name><metabolite_name>lipoamide</metabolite_name><metabolite_name>N-Acetyl-D-alloisoleucine</metabolite_name><metabolite_name>FAHFA 20:3/22:5</metabolite_name><metabolite_name>Undecanedioic acid</metabolite_name><metabolite_name>Phenobarbital</metabolite_name><metabolite_name>DL-¦Á-Methoxyphenylacetic acid</metabolite_name><metabolite_name>N-¦Á-Acetyl-L-asparagine</metabolite_name><metabolite_name>Salvinorin B</metabolite_name><metabolite_name>¦Â-Muricholic acid</metabolite_name><metabolite_name>Tetranor-PGDM</metabolite_name><metabolite_name>Nonadecanoic acid</metabolite_name><metabolite_name>Lysopc 18:3</metabolite_name><metabolite_name>LPE 15:0</metabolite_name><metabolite_name>LPE 15:1</metabolite_name><metabolite_name>(R)-3-Hydroxy myristic acid</metabolite_name><metabolite_name>1a,1b-Dihomo prostaglandin E1</metabolite_name><metabolite_name>LPC 24:1</metabolite_name><metabolite_name>Lipoic acid</metabolite_name><metabolite_name>20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid</metabolite_name><metabolite_name>MGDG O-20:0_20:5</metabolite_name><metabolite_name>18-¦Â-Glycyrrhetinic acid</metabolite_name><metabolite_name>Elaidic acid</metabolite_name><metabolite_name>FAHFA 2:0/16:0</metabolite_name><metabolite_name>3-Oxo-7alpha,12alpha-hydroxy-5beta-cholanoic acid</metabolite_name><metabolite_name>MGDG O-15:1_4:0</metabolite_name><metabolite_name>19(R)-Hydroxy prostaglandin F1¦Á</metabolite_name><metabolite_name>Azelaic acid</metabolite_name><metabolite_name>1,3-Dimethyluracil</metabolite_name><metabolite_name>(+/-)9-HpODE</metabolite_name><metabolite_name>2-Hydroxymyristic acid</metabolite_name><metabolite_name>Dimetghyl 4-Hydroxyisophthalate</metabolite_name><metabolite_name>PC 18:2_18:3</metabolite_name><metabolite_name>2-Hydroxy-4-methylthiobutanoic acid</metabolite_name><metabolite_name>LPA 22:0</metabolite_name><metabolite_name>MGDG O-16:2_16:0</metabolite_name><metabolite_name>Deoxycholic acid</metabolite_name><metabolite_name>FAHFA 22:4/2:0</metabolite_name><metabolite_name>11-keto Testosterone (CRM)</metabolite_name><metabolite_name>MGDG O-11:0_4:0</metabolite_name><metabolite_name>N-Isobutyrylglycine</metabolite_name><metabolite_name>(¡À)9-HpODE</metabolite_name><metabolite_name>2-Hydroxyphenylacetic acid</metabolite_name><metabolite_name>Glycodeoxycholic acid</metabolite_name><metabolite_name>Estrone</metabolite_name><metabolite_name>D-2-Aminoadipic acid</metabolite_name><metabolite_name>Biopterin</metabolite_name><metabolite_name>Mestranol</metabolite_name><metabolite_name>2-Methoxyestradiol (2-MeOE2)</metabolite_name></additional><is_claimable>false</is_claimable><name>Gut microbiota-mediated histidine deficiency drives testicular ferroptosis induced by bisphenol F exposure</name><description>&lt;p>Bisphenol F (BPF),&amp;nbsp;a widespread environmental contaminant and a major substitute for the restricted bisphenol A (BPA), has raised increasing concerns regarding its potential&amp;nbsp;male reproductive health risks, yet its underlying mechanisms remain poorly understood. This study investigates the mechanisms underlying BPF-induced testicular damage, focusing on the interplay among gut microbiota (GM) dysbiosis, histidine metabolism disruption, and ferroptosis. Using a mouse model exposed to BPF (50, 100, and 200 mg/kg/day) for 28 days, we observed significant testicular pathology, including seminiferous tubule atrophy, vacuolation, and blood-testis barrier (BTB) impairment. Metagenomic and metabolomic analyses revealed GM dysbiosis and suppressed intestinal histidine metabolism, accompanied by decreased abundance of beneficial taxa (e.g., Bacteroides, Ligilactobacillus) and increased potential pathobionts (e.g., Akkermansia, Mucispirillum). BPF exposure also inhibited the expression of the histidine transporter LAT1, reducing histidine uptake in testes. Crucially, BPF triggered testicular ferroptosis, characterized by mitochondrial damage, iron accumulation, lipid peroxidation, and downregulation of the ferroptosis regulatory system xCT-GSH-GPX4 axis. In vitro experiments using mouse Sertoli cells (mSCs) confirmed BPF-induced ferroptosis, which was mitigated by the exogenous histidine supplementation. Histidine administration in vivo ameliorated testicular damage, restored BTB integrity, and reversed ferroptotic markers. Our findings unveil a novel “GM-histidine-testis” axis as a key mechanistic pathway for BPF-induced reproductive toxicity, providing critical insights into the health risks of emerging environmental pollutants and suggesting potential dietary intervention 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