Mono-(2-ethyl-5-hydroxyhexyl) phthalate (BioDeep_00000087097)
human metabolite
代谢物信息卡片
1,2-Benzenedicarboxylic acid, mono(2-ethyl-5-hydroxyhexyl) ester
化学式: C16H22O5 (294.1467162)
中文名称: 单(2-乙基-5-羟基己基)邻苯二甲酸酯
谱图信息:
最多检出来源 Homo sapiens(urine) 66.67%
分子结构信息
SMILES: CCC(CCC(C)O)COC(=O)C1=CC=CC=C1C(=O)O
InChI: InChI=1S/C16H22O5/c1-3-12(9-8-11(2)17)10-21-16(20)14-7-5-4-6-13(14)15(18)19/h4-7,11-12,17H,3,8-10H2,1-2H3,(H,18,19)
描述信息
Mono-(2-ethyl-5-hydroxyhexyl) phthalate, also known as 40321-99-1 or phthalic acid mono(2-ethyl-5-hydroxyhexyl) ester, is classified as a member of the benzoic acid esters. Benzoic acid esters are ester derivatives of benzoic acid. 40321-99-1 is considered to be practically insoluble (in water) and acidic. (ChemoSummarizer) Mono-(2-ethyl-5-hydroxyhexyl) phthalate is a metabolite of mono(2-ethylhexyl) phthalate (MEHP) and a secondary metabolite of di(2-ethylhexyl) phthalate (DEHP) [Exposome-Explorer]. Di(2-ethylhexyl) phthalate (DEHP) is added to polyvinyl chloride (PVC) plastics used widely in medical devices and toys to impart flexibility and durability (Pubmed: 16332407).
同义名列表
13 个代谢物同义名
1,2-Benzenedicarboxylic acid, mono(2-ethyl-5-hydroxyhexyl) ester; 1,2-Benzenedicarboxylate, mono(2-ethyl-5-hydroxyhexyl) ester; mono(2-Ethyl-5-hydroxyhexyl) 1,2-benzenedicarboxylic acid; 2-{[(2-ethyl-5-hydroxyhexyl)oxy]carbonyl}benzoic acid; mono(2-Ethyl-5-hydroxyhexyl) 1,2-benzenedicarboxylate; Phthalic acid mono(2-ethyl-5-hydroxyhexyl) ester; Phthalate mono(2-ethyl-5-hydroxyhexyl) ester; mono-(2-Ethyl-5-hydroxyhexyl) phthalic acid; mono(2-Ethyl-5-hydroxyhexyl) phthalic acid; Mono-(2-ethyl-5-hydroxyhexyl) phthalate; MONO(2-ETHYL-5-HYDROXYHEXYL) PHTHALATE; mono(2-Ethyl-5-hydroxyhexyl)phthalate; MEHHP CPD
数据库引用编号
5 个数据库交叉引用编号
- ChEBI: CHEBI:132607
- PubChem: 170295
- HMDB: HMDB0094679
- CAS: 40321-99-1
- RefMet: Mono-(2-ethyl-5-hydroxyhexyl) phthalate
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)
1 个相关的物种来源信息
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
- Qi Xu, Shuang Ding, Wen Qi, Xueting Zhang, Meng Zhang, Jiqiang Xing, Aipeng Ju, Liting Zhou, Lin Ye. JAK3/STAT5b/PPARγ Pathway Mediates the Association between Di(2-ethylhexyl) Phthalate Exposure and Lipid Metabolic Disorder in Chinese Adolescent Students.
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10.1289/ehp.1002231. [PMID: 20797930] - Malene Boas, Hanne Frederiksen, Ulla Feldt-Rasmussen, Niels E Skakkebæk, Laszlo Hegedüs, Linda Hilsted, Anders Juul, Katharina M Main. Childhood exposure to phthalates: associations with thyroid function, insulin-like growth factor I, and growth.
Environmental health perspectives.
2010 Oct; 118(10):1458-64. doi:
10.1289/ehp.0901331. [PMID: 20621847] - Yayoi Suzuki, Mayu Niwa, Jun Yoshinaga, Yoshifumi Mizumoto, Shigeko Serizawa, Hiroaki Shiraishi. Prenatal exposure to phthalate esters and PAHs and birth outcomes.
Environment international.
2010 Oct; 36(7):699-704. doi:
10.1016/j.envint.2010.05.003. [PMID: 20605637] - Moon-seo Park, Yun-jung Yang, Yeon-pyo Hong, Sang-yon Kim, Yong-pil Lee. Assessment of di (2-ethylhexyl) phthalate exposure by urinary metabolites as a function of sampling time.
Journal of preventive medicine and public health = Yebang Uihakhoe chi.
2010 Jul; 43(4):301-8. doi:
10.3961/jpmph.2010.43.4.301. [PMID: 20689356] - Mary S Wolff, Susan L Teitelbaum, Susan M Pinney, Gayle Windham, Laura Liao, Frank Biro, Lawrence H Kushi, Chris Erdmann, Robert A Hiatt, Michael E Rybak, Antonia M Calafat. Investigation of relationships between urinary biomarkers of phytoestrogens, phthalates, and phenols and pubertal stages in girls.
Environmental health perspectives.
2010 Jul; 118(7):1039-46. doi:
10.1289/ehp.0901690. [PMID: 20308033] - Jennifer Weuve, Russ Hauser, Antonia M Calafat, Stacey A Missmer, Lauren A Wise. Association of exposure to phthalates with endometriosis and uterine leiomyomata: findings from NHANES, 1999-2004.
Environmental health perspectives.
2010 Jun; 118(6):825-32. doi:
10.1289/ehp.0901543. [PMID: 20185384] - Lizbeth López-Carrillo, Raúl U Hernández-Ramírez, Antonia M Calafat, Luisa Torres-Sánchez, Marcia Galván-Portillo, Larry L Needham, Rubén Ruiz-Ramos, Mariano E Cebrián. Exposure to phthalates and breast cancer risk in northern Mexico.
Environmental health perspectives.
2010 Apr; 118(4):539-44. doi:
10.1289/ehp.0901091. [PMID: 20368132] - S H Swan, F Liu, M Hines, R L Kruse, C Wang, J B Redmon, A Sparks, B Weiss. Prenatal phthalate exposure and reduced masculine play in boys.
International journal of andrology.
2010 Apr; 33(2):259-69. doi:
10.1111/j.1365-2605.2009.01019.x. [PMID: 19919614] - Jennifer J Adibi, Robin M Whyatt, Russ Hauser, Hari K Bhat, Barbara J Davis, Antonia M Calafat, Lori A Hoepner, Frederica P Perera, Deliang Tang, Paige L Williams. Transcriptional biomarkers of steroidogenesis and trophoblast differentiation in the placenta in relation to prenatal phthalate exposure.
Environmental health perspectives.
2010 Feb; 118(2):291-6. doi:
10.1289/ehp.0900788. [PMID: 20123604] - Núria Monfort, Rosa Ventura, Ana Latorre, Viviana Belalcazar, Mercè López, Jordi Segura. Urinary di-(2-ethylhexyl)phthalate metabolites in athletes as screening measure for illicit blood doping: a comparison study with patients receiving blood transfusion.
Transfusion.
2010 Jan; 50(1):145-9. doi:
10.1111/j.1537-2995.2009.02352.x. [PMID: 19694994] - Hiroaki Itoh, Motoki Iwasaki, Tomoyuki Hanaoka, Hiroshi Sasaki, Tadao Tanaka, Shoichiro Tsugane. Urinary phthalate monoesters and endometriosis in infertile Japanese women.
The Science of the total environment.
2009 Dec; 408(1):37-42. doi:
10.1016/j.scitotenv.2009.09.012. [PMID: 19811803] - Bung-Nyun Kim, Soo-Churl Cho, Yeni Kim, Min-Sup Shin, Hee-Jeong Yoo, Jae-Won Kim, Young Hee Yang, Hyo-Won Kim, Soo-Young Bhang, Yun-Chul Hong. Phthalates exposure and attention-deficit/hyperactivity disorder in school-age children.
Biological psychiatry.
2009 Nov; 66(10):958-63. doi:
10.1016/j.biopsych.2009.07.034. [PMID: 19748073] - Sibylle Hildenbrand, Roman Wodarz, Thomas Gabrio, Gerhard Volland. Biomonitoring of the di(2-ethylhexyl) phthalate metabolites mono(2-ethyl-5-hydroxyhexyl) phthalate and mono(2-ethyl-5-oxohexyl) phthalate in children and adults during the course of time and seasons.
International journal of hygiene and environmental health.
2009 Nov; 212(6):679-84. doi:
10.1016/j.ijheh.2009.06.003. [PMID: 19615938] - Antonia M Calafat, Jennifer Weuve, Xiaoyun Ye, Lily T Jia, Howard Hu, Steven Ringer, Ken Huttner, Russ Hauser. Exposure to bisphenol A and other phenols in neonatal intensive care unit premature infants.
Environmental health perspectives.
2009 Apr; 117(4):639-44. doi:
10.1289/ehp.0800265. [PMID: 19440505] - Tamar Berman, Drorit Hochner-Celnikier, Antonia M Calafat, Larry L Needham, Yona Amitai, Uri Wormser, Elihu Richter. Phthalate exposure among pregnant women in Jerusalem, Israel: results of a pilot study.
Environment international.
2009 Feb; 35(2):353-7. doi:
10.1016/j.envint.2008.08.010. [PMID: 18824263] - Sonia Hernández-Díaz, Allen A Mitchell, Katherine E Kelley, Antonia M Calafat, Russ Hauser. Medications as a potential source of exposure to phthalates in the U.S. population.
Environmental health perspectives.
2009 Feb; 117(2):185-9. doi:
10.1289/ehp.11766. [PMID: 19270786] - Yun-Chul Hong, Eun-Young Park, Min-Seon Park, Jeong Ah Ko, Se-Young Oh, Ho Kim, Kwan-Hee Lee, Jong-Han Leem, Eun-Hee Ha. Community level exposure to chemicals and oxidative stress in adult population.
Toxicology letters.
2009 Jan; 184(2):139-44. doi:
10.1016/j.toxlet.2008.11.001. [PMID: 19049859] - Erin P Hines, Antonia M Calafat, Manori J Silva, Pauline Mendola, Suzanne E Fenton. Concentrations of phthalate metabolites in milk, urine, saliva, and Serum of lactating North Carolina women.
Environmental health perspectives.
2009 Jan; 117(1):86-92. doi:
10.1289/ehp.11610. [PMID: 19165392] - S Sathyanarayana, A M Calafat, F Liu, S H Swan. Maternal and infant urinary phthalate metabolite concentrations: are they related?.
Environmental research.
2008 Nov; 108(3):413-8. doi:
10.1016/j.envres.2008.07.002. [PMID: 18715556] - Elizabeth E Hatch, Jessica W Nelson, M Mustafa Qureshi, Janice Weinberg, Lynn L Moore, Martha Singer, Thomas F Webster. Association of urinary phthalate metabolite concentrations with body mass index and waist circumference: a cross-sectional study of NHANES data, 1999-2002.
Environmental health : a global access science source.
2008 Jun; 7(?):27. doi:
10.1186/1476-069x-7-27. [PMID: 18522739] - Jennifer J Adibi, Robin M Whyatt, Paige L Williams, Antonia M Calafat, David Camann, Robert Herrick, Heather Nelson, Hari K Bhat, Frederica P Perera, Manori J Silva, Russ Hauser. Characterization of phthalate exposure among pregnant women assessed by repeat air and urine samples.
Environmental health perspectives.
2008 Apr; 116(4):467-73. doi:
10.1289/ehp.10749. [PMID: 18414628] - Russ Hauser. Urinary phthalate metabolites and semen quality: a review of a potential biomarker of susceptibility.
International journal of andrology.
2008 Apr; 31(2):112-7. doi:
10.1111/j.1365-2605.2007.00844.x. [PMID: 18067563] - Johan Högberg, Annika Hanberg, Marika Berglund, Staffan Skerfving, Mikael Remberger, Antonia M Calafat, Agneta Falk Filipsson, Bo Jansson, Niklas Johansson, Malin Appelgren, Helen Håkansson. Phthalate diesters and their metabolites in human breast milk, blood or serum, and urine as biomarkers of exposure in vulnerable populations.
Environmental health perspectives.
2008 Mar; 116(3):334-9. doi:
10.1289/ehp.10788. [PMID: 18335100] - John D Meeker, Antonia M Calafat, Russ Hauser. Di(2-ethylhexyl) phthalate metabolites may alter thyroid hormone levels in men.
Environmental health perspectives.
2007 Jul; 115(7):1029-34. doi:
10.1289/ehp.9852. [PMID: 17637918] - Richard W Stahlhut, Edwin van Wijngaarden, Timothy D Dye, Stephen Cook, Shanna H Swan. Concentrations of urinary phthalate metabolites are associated with increased waist circumference and insulin resistance in adult U.S. males.
Environmental health perspectives.
2007 Jun; 115(6):876-82. doi:
10.1289/ehp.9882. [PMID: 17589594] - R Hauser, J D Meeker, N P Singh, M J Silva, L Ryan, S Duty, A M Calafat. DNA damage in human sperm is related to urinary levels of phthalate monoester and oxidative metabolites.
Human reproduction (Oxford, England).
2007 Mar; 22(3):688-95. doi:
10.1093/humrep/del428. [PMID: 17090632] - Matthias Wittassek, Wolfgang Heger, Holger M Koch, Kerstin Becker, Jürgen Angerer, Marike Kolossa-Gehring. Daily intake of di(2-ethylhexyl)phthalate (DEHP) by German children -- A comparison of two estimation models based on urinary DEHP metabolite levels.
International journal of hygiene and environmental health.
2007 Jan; 210(1):35-42. doi:
10.1016/j.ijheh.2006.11.009. [PMID: 17185035] - Hermann Fromme, Gabriele Bolte, Holger M Koch, Jürgen Angerer, Sigrun Boehmer, Hans Drexler, Richard Mayer, Bernhard Liebl. Occurrence and daily variation of phthalate metabolites in the urine of an adult population.
International journal of hygiene and environmental health.
2007 Jan; 210(1):21-33. doi:
10.1016/j.ijheh.2006.09.005. [PMID: 17182278] - Antonia M Calafat, Richard H McKee. Integrating biomonitoring exposure data into the risk assessment process: phthalates [diethyl phthalate and di(2-ethylhexyl) phthalate] as a case study.
Environmental health perspectives.
2006 Nov; 114(11):1783-9. doi:
10.1289/ehp.9059. [PMID: 17107868] - Jennifer Weuve, Brisa N Sánchez, Antonia M Calafat, Ted Schettler, Ronald A Green, Howard Hu, Russ Hauser. Exposure to phthalates in neonatal intensive care unit infants: urinary concentrations of monoesters and oxidative metabolites.
Environmental health perspectives.
2006 Sep; 114(9):1424-31. doi:
10.1289/ehp.8926. [PMID: 16966100] - Manori J Silva, John A Reidy, James L Preau, Larry L Needham, Antonia M Calafat. Oxidative metabolites of diisononyl phthalate as biomarkers for human exposure assessment.
Environmental health perspectives.
2006 Aug; 114(8):1158-61. doi:
10.1289/ehp.8865. [PMID: 16882519] - Kayumi Fujimaki, Jun Yoshinaga, Chiho Watanabe, Shigeko Serizawa, Hiroaki Shiraishi, Yoshifumi Mizumoto. [Estimation of intake level of di (2-ethyhexyl) phthalate (DEHP) in Japanese pregnant women based on measurement of concentrations of three urinary metabolites].
Nihon eiseigaku zasshi. Japanese journal of hygiene.
2006 May; 61(3):340-7. doi:
10.1265/jjh.61.340. [PMID: 16768165] - Manori J Silva, Ella Samandar, James L Preau, Larry L Needham, Antonia M Calafat. Urinary oxidative metabolites of di(2-ethylhexyl) phthalate in humans.
Toxicology.
2006 Feb; 219(1-3):22-32. doi:
10.1016/j.tox.2005.10.018. [PMID: 16332407] - M J Silva, J A Reidy, J L Preau, E Samandar, L L Needham, A M Calafat. Measurement of eight urinary metabolites of di(2-ethylhexyl) phthalate as biomarkers for human exposure assessment.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals.
2006 Jan; 11(1):1-13. doi:
10.1080/13547500500382868. [PMID: 16484133] - Manori J Silva, Ella Samandar, James L Preau, John A Reidy, Larry L Needham, Antonia Calafat. Automated solid-phase extraction and quantitative analysis of 14 phthalate metabolites in human serum using isotope dilution-high-performance liquid chromatography-tandem mass spectrometry.
Journal of analytical toxicology.
2005 Nov; 29(8):819-24. doi:
10.1093/jat/29.8.819. [PMID: 16374941] - Ronald Green, Russ Hauser, Antonia M Calafat, Jennifer Weuve, Ted Schettler, Steven Ringer, Kenneth Huttner, Howard Hu. Use of di(2-ethylhexyl) phthalate-containing medical products and urinary levels of mono(2-ethylhexyl) phthalate in neonatal intensive care unit infants.
Environmental health perspectives.
2005 Sep; 113(9):1222-5. doi:
10.1289/ehp.7932. [PMID: 16140631] - Shanna H Swan, Katharina M Main, Fan Liu, Sara L Stewart, Robin L Kruse, Antonia M Calafat, Catherine S Mao, J Bruce Redmon, Christine L Ternand, Shannon Sullivan, J Lynn Teague. Decrease in anogenital distance among male infants with prenatal phthalate exposure.
Environmental health perspectives.
2005 Aug; 113(8):1056-61. doi:
10.1289/ehp.8100. [PMID: 16079079] - Antonia M Calafat, Larry L Needham, Manori J Silva, George Lambert. Exposure to di-(2-ethylhexyl) phthalate among premature neonates in a neonatal intensive care unit.
Pediatrics.
2004 May; 113(5):e429-34. doi:
10.1542/peds.113.5.e429. [PMID: 15121985] - Holger M Koch, Hermann M Bolt, Jürgen Angerer. Di(2-ethylhexyl)phthalate (DEHP) metabolites in human urine and serum after a single oral dose of deuterium-labelled DEHP.
Archives of toxicology.
2004 Mar; 78(3):123-30. doi:
10.1007/s00204-003-0522-3. [PMID: 14576974] - Kayoko Kato, Manori J Silva, John A Reidy, Donald Hurtz, Nicole A Malek, Larry L Needham, Hiroyuki Nakazawa, Dana B Barr, Antonia M Calafat. Mono(2-ethyl-5-hydroxyhexyl) phthalate and mono-(2-ethyl-5-oxohexyl) phthalate as biomarkers for human exposure assessment to di-(2-ethylhexyl) phthalate.
Environmental health perspectives.
2004 Mar; 112(3):327-30. doi:
10.1289/ehp.6663. [PMID: 14998748] - Dana B Barr, Manori J Silva, Kayoko Kato, John A Reidy, Nicole A Malek, Donald Hurtz, Melissa Sadowski, Larry L Needham, Antonia M Calafat. Assessing human exposure to phthalates using monoesters and their oxidized metabolites as biomarkers.
Environmental health perspectives.
2003 Jul; 111(9):1148-51. doi:
10.1289/ehp.6074. [PMID: 12842765] - H J Hilderson, M J De Wolf, A R Lagrou, W S Dierick. Subcellular structure of bovine thyroid gland. A study on bovine thyroid membranes by buoyant-density-gradient centrifugation in a B-XIV zonal rotor.
The Biochemical journal.
1975 Dec; 152(3):601-7. doi:
10.1042/bj1520601. [PMID: 5997]