Monoethylhexyl phthalic acid (BioDeep_00000002294)
Secondary id: BioDeep_00001868295
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Industrial Pollutants Volatile Flavor Compounds
代谢物信息卡片
化学式: C16H22O4 (278.1518012)
中文名称: 邻苯二甲酸单乙基己酯, 2-((2-乙基己基)氧基)羰基)苯甲酸, 邻苯二甲酸单(2-乙基己基)酯
谱图信息:
最多检出来源 Homo sapiens(blood) 0.43%
分子结构信息
SMILES: CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)O
InChI: InChI=1S/C16H22O4/c1-3-5-8-12(4-2)11-20-16(19)14-10-7-6-9-13(14)15(17)18/h6-7,9-10,12H,3-5,8,11H2,1-2H3,(H,17,18)
描述信息
Monoethylhexyl phthalic acid (MEHP) is an active metabolite of Bis(2-ethylhexyl)phthalate (DEHP). DEHP measured from the blood of pregnant women have been significantly associated with the decreased penis width, shorter anogenital distance, and the incomplete descent of testes of their newborn sons, replicating effects identified in animals(Wikipedia). DEHP hydrolyzes to MEHP via the enzyme Bis(2-ethylhexyl)phthalate acylhydrolase(3.1.1.60)and subsequently to phthalate salts. The released alcohol is susceptible to oxidation to the aldehyde and carboxylic acid.
Monoethylhexyl phthalic acid (MEHP) is an active metabolite of Bis(2-ethylhexyl)phthalate (DEHP). DEHP measured from the blood of pregnant women have been significantly associated with the decreased penis width, shorter anogenital distance, and the incomplete descent of testes of their newborn sons, replicating effects identified in animals. DEHP hydrolyzes to MEHP via the enzyme Bis(2-ethylhexyl)phthalate acylhydrolase(3.1.1.60)and subsequently to phthalate salts. The released alcohol is susceptible to oxidation to the aldehyde and carboxylic acid. [HMDB]
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10026; ORIGINAL_PRECURSOR_SCAN_NO 10023
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4968; ORIGINAL_PRECURSOR_SCAN_NO 4967
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4980; ORIGINAL_PRECURSOR_SCAN_NO 4979
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4973; ORIGINAL_PRECURSOR_SCAN_NO 4971
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9948; ORIGINAL_PRECURSOR_SCAN_NO 9944
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9960; ORIGINAL_PRECURSOR_SCAN_NO 9957
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9947; ORIGINAL_PRECURSOR_SCAN_NO 9946
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9930; ORIGINAL_PRECURSOR_SCAN_NO 9925
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4975; ORIGINAL_PRECURSOR_SCAN_NO 4972
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4995; ORIGINAL_PRECURSOR_SCAN_NO 4994
CONFIDENCE standard compound; INTERNAL_ID 1238; DATASET 20200303_ENTACT_RP_MIX504; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4973; ORIGINAL_PRECURSOR_SCAN_NO 4969
Phthalic acid mono-2-ethylhexyl ester (MEHP) is a major bioactive metabolite of diethylhexyl phthalate (DEHP), which inhibits the 17, 20 lyase activity of CYP17[1].
Phthalic acid mono-2-ethylhexyl ester (MEHP) is a major bioactive metabolite of diethylhexyl phthalate (DEHP), which inhibits the 17, 20 lyase activity of CYP17[1].
同义名列表
46 个代谢物同义名
1,2-Benzenedicarboxylic acid, mono(2-ethylhexyl) ester; 1,2-Benzenedicarboxylicacid,mono(2-ethylhexyl)ester; 1,2-Benzenedicarboxylate, mono(2-ethylhexyl) ester; Phthalic acid 1-hydrogen 2-(2-ethylhexyl) ester; Phthalic acid hydrogen 1-(2-ethylhexyl) ester; 2-([(2-Ethylhexyl)oxy]carbonyl)benzoic acid; 2-{[(2-ethylhexyl)oxy]carbonyl}benzoic acid; 2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid; mono-(2-Ethylhexyl)phthalate, sodium salt; 2-([(2-Ethylhexyl)oxy]carbonyl)benzoate; (2-Ethylhexyl) hydrogen phthalic acid; PHTHALIC ACID mono-2-ethylhexyl ester; 2-Ethylhexyl hydrogen phthalic acid; (2-Ethylhexyl) hydrogen phthalate; Phthalic acid, 2-ethylhexyl ester; phthalicacidmono-2-ETHYLEXYLESTER; mono-(2-Ethylhexyl)phthalic acid; mono(2-Ethylhexyl) phthalic acid; mono-2-Ethylhexyl phthalic acid; Phthalicacidmonoethylhexylester; Monoethylhexyl phthalate (mehp); 2-Ethylhexyl hydrogen phthalate; mono(2-Ethylhexyl)phthalic acid; Phthalicacid,2-ethylhexylester; PHTHALIC ACID monooctyl ester; Phthalate, 2-ethylhexyl ester; Monoethylhexyl phthalic acid; mono-(2-Ethylhexyl)phthalate; mono(2-Ethylhexyl)phthalate; mono-2-Ethylhexyl phthalate; 2-Ethylhexyl phthalic acid; mono(Ethylhexyl) phthalate; PHTHALICACIDMONOETHYLHEXYL; mono-Ethylhexylphthalate; Monoethylhexyl phthalate; Monoethylhexylphthalate; 2-Ethylhexyl phthalate; Monooctyl phthalate; mono-Ethylhexyl; UNII:FU2EWB60RT; MEHP CPD; bar 1; MEHP; MEHPA; Mono-(2-ethylhexyl)phthalate; 2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid
数据库引用编号
30 个数据库交叉引用编号
- ChEBI: CHEBI:17243
- KEGG: C03343
- PubChem: 20393
- HMDB: HMDB0013248
- Metlin: METLIN44802
- ChEMBL: CHEMBL1867438
- foodb: FDB029358
- chemspider: 19208
- CAS: 1276197-22-8
- CAS: 4376-20-9
- MoNA: LU123805
- MoNA: LU123803
- MoNA: LU123853
- MoNA: LU123801
- MoNA: LU123855
- MoNA: LU123854
- MoNA: LU123804
- MoNA: LU123802
- MoNA: LU123852
- MoNA: LU123851
- MoNA: LU123856
- PMhub: MS000002300
- PubChem: 6186
- NIKKAJI: J28.572B
- RefMet: Monoethylhexyl phthalic acid
- medchemexpress: HY-W018392
- KNApSAcK: 17243
- HERB: HBIN000733
- LOTUS: LTS0047134
- wikidata: Q26841225
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
4 个相关的物种来源信息
- 16906 - Cornus Officinalis Sieb. Et Zucc.: -
- 9606 - Homo sapiens: -
- 48386 - Perilla Frutescens: -
- 44947 - Pontederia crassipes: 10.1186/1472-6882-14-397
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Yu Hao, Xuan'en Tian, Fengmei Yan, Xiuqin Wang, Jing Huang, Ling Li. Effect of MEHP on testosterone synthesis via Sirt1/Foxo1/Rab7 signaling pathway inhibition of lipophagy in TM3 cells.
Ecotoxicology and environmental safety.
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10.1016/j.ecoenv.2024.116394
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Environmental toxicology.
2024 Mar; 39(3):1747-1758. doi:
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The Science of the total environment.
2024 Feb; 912(?):168949. doi:
10.1016/j.scitotenv.2023.168949
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Toxicology.
2024 Jan; 501(?):153695. doi:
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Placenta.
2024 Jan; 145(?):117-125. doi:
10.1016/j.placenta.2023.12.016
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The Science of the total environment.
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Chemical research in toxicology.
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Environmental toxicology.
2023 Mar; ?(?):. doi:
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Redox biology.
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Environmental science and pollution research international.
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The Science of the total environment.
2022 Feb; 808(?):152054. doi:
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Environmental health perspectives.
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Toxicology and applied pharmacology.
2022 01; 434(?):115814. doi:
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Frontiers in cell and developmental biology.
2022; 10(?):1014243. doi:
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Cell reports.
2021 04; 35(4):109040. doi:
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Journal of developmental origins of health and disease.
2021 02; 12(1):132-140. doi:
10.1017/s2040174420000057
. [PMID: 32063256] - Wen Qi, Qi Xu, Yixuan Xu, Zheng Wang, Liwei Yang, Shuangyu Guo, Yanbin Shi, Tianyang Zhao, Liting Zhou, Lin Ye. Effect of Notch pathway on lipid accumulation induced by mono-2-ethylhexyl phthalate on 3T3-L1 cells.
Ecotoxicology and environmental safety.
2021 Jan; 208(?):111472. doi:
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. [PMID: 33091777] - Chun-Yu Lin, Chung-Hao Huang, Wen-Hung Wang, Jyrki Tenhunen, Ling-Chien Hung, Chi-Chou Lin, Yu-Cheng Chen, Yen-Hsu Chen, Wei-Ting Liao. Mono-(2-ethylhexyl) phthalate Promotes Dengue Virus Infection by Decreasing IL-23-Mediated Antiviral Responses.
Frontiers in immunology.
2021; 12(?):599345. doi:
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Frontiers in endocrinology.
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Journal of clinical research in pediatric endocrinology.
2020 11; 12(4):393-400. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
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Toxicology mechanisms and methods.
2020 Jul; 30(6):427-437. doi:
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Colloids and surfaces. B, Biointerfaces.
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Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
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Chemosphere.
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Reproductive toxicology (Elmsford, N.Y.).
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Ecotoxicology and environmental safety.
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Molecular pharmacology.
2019 11; 96(5):629-640. doi:
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Archives of environmental contamination and toxicology.
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. [PMID: 31214748] - Jhih-Wei Hsu, Szu-Ching Yeh, Feng-Yuan Tsai, Hsin-Wei Chen, Tsui-Chun Tsou. Fibroblast growth factor 21 secretion enhances glucose uptake in mono(2-ethylhexyl)phthalate-treated adipocytes.
Toxicology in vitro : an international journal published in association with BIBRA.
2019 Sep; 59(?):246-254. doi:
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. [PMID: 31009676] - Fei Wang, Chong Chang, Ruobi Li, Zhen Zhang, Hongmei Jiang, Ni Zeng, Daochuan Li, Liping Chen, Yongmei Xiao, Wen Chen, Qing Wang. Retinol binding protein 4 mediates MEHP-induced glucometabolic abnormalities in HepG2 cells.
Toxicology.
2019 08; 424(?):152236. doi:
10.1016/j.tox.2019.06.007
. [PMID: 31228551] - Jianying Bai, Zhen He, Yaofu Li, Xuexia Jiang, Hongmei Yu, Qing Tan. Mono-2-ethylhexyl phthalate induces the expression of genes involved in fatty acid synthesis in HepG2 cells.
Environmental toxicology and pharmacology.
2019 Jul; 69(?):104-111. doi:
10.1016/j.etap.2019.04.004
. [PMID: 31004931] - Isabel Kratochvil, Tommy Hofmann, Sandra Rother, Rita Schlichting, Rocco Moretti, Dieter Scharnweber, Vera Hintze, Beate I Escher, Jens Meiler, Stefan Kalkhof, Martin von Bergen. Mono(2-ethylhexyl) phthalate (MEHP) and mono(2-ethyl-5-oxohexyl) phthalate (MEOHP) but not di(2-ethylhexyl) phthalate (DEHP) bind productively to the peroxisome proliferator-activated receptor γ.
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