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MedKoo Cat#: 534055 | Name: MEHHP

Description:

WARNING: This product is for research use only, not for human or veterinary use.

MEHHP, also known as Mono(2-ethyl-5-hydroxyhexyl) phthalate is an oxidative metabolite of di-(2-ethylhexyl) phthalate (DEHP) . Research showed that Chinese women who were exposed to phthalates during early pregnancy had an increased risk of clin. pregnancy loss, especially embryonic loss. MEHHP promotes uterine leiomyoma cell survival through tryptophan-kynurenine-AHR pathway activation. MEHHP may be used as a biomarker for human exposure assessment to di-(2-ethylhexyl) phthalate.

Chemical Structure

MEHHP
MEHHP
CAS#40321-99-1

Theoretical Analysis

MedKoo Cat#: 534055

Name: MEHHP

CAS#: 40321-99-1

Chemical Formula: C16H21O5-

Exact Mass: 293.1394

Molecular Weight: 293.34

Elemental Analysis: C, 65.51; H, 7.22; O, 27.27

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Mono(2-ethyl-5-hydroxyhexyl) phthalate; MEHHP.
IUPAC/Chemical Name
Mono(2-ethyl-5-hydroxyhexyl) phthalate
InChi Key
RYPQSGURZSTFSX-UHFFFAOYSA-M
InChi Code
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)/p-1
SMILES Code
O=C(OCC(CC)CCC(O)C)C1=CC=CC=C1C([O-])=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Di-2-ethylhexyl phthalate (DEHP) is primarily used to produce flexibility in plastics, mainly polyvinyl chloride, which is used for many consumer products, toys, packaging film, and blood product storage and intravenous delivery systems. Concentrations in plastic materials may reach 40% by weight. DEHP has been removed from or replaced in most toys and food packaging in the United States. Following ingestion, DEHP is metabolized to more than 30 metabolites which are rapidly eliminated in urine, and in humans, as glucuronide conjugates (Albro et al., 1982; Albro and Lavenhar, 1989; ATSDR, 2002; Peck and Albro, 1982). Four metabolites have been measured in the National Report on Human Exposure to Environmental Chemicals:mono-(2-ethyl-5-hexyl) phthalate (MEHP), mono-(2-ethyl-5-oxohexyl) phthalate (MEOHP), mono-(2-ethyl-5-hydroxyhexyl) phthalate (MEHHP) and mono-(2-ethyl-5-carboxypentyl) phthalate (MECPP). https://www.cdc.gov/biomonitoring/DEHP_BiomonitoringSummary.html

Preparing Stock Solutions

The following data is based on the product molecular weight 293.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Abdo N, Al-Khalaileh H, Alajlouni M, Hamadneh J, Alajlouni AM. Screening for phthalates biomarkers and its potential role in infertility outcomes in Jordan. J Expo Sci Environ Epidemiol. 2023 Jan 2:1–10. doi: 10.1038/s41370-022-00517-7. Epub ahead of print. PMID: 36593351; PMCID: PMC9807094. 2: Weng KP, Chang WH, Lee CC, Chien KJ, Hsieh KS, Huang SH. The Potential Biomarker of Di(2-ethylhexyl) Phthalate Exposure during Catheterization. Acta Cardiol Sin. 2022 Nov;38(6):691-699. doi: 10.6515/ACS.202211_38(6).20220606A. PMID: 36440241; PMCID: PMC9692216. 3: Zhang M, Liu C, Yuan XQ, Yao W, Yao QY, Huang Y, Li NJ, Deng YL, Chen PP, Miao Y, Cui FP, Li YF, Zeng Q. Urinary phthalate metabolites and the risk of endometrial polyp: A pilot study from the TREE cohort. Environ Pollut. 2023 Jan 15;317:120711. doi: 10.1016/j.envpol.2022.120711. Epub 2022 Nov 22. PMID: 36427821. 4: Tan Y, Fu Y, Yao H, Wu X, Yang Z, Zeng H, Zeng Z, Liang H, Li Y, Jing C. Relationship between phthalates exposures and hyperuricemia in U.S. general population, a multi-cycle study of NHANES 2007-2016. Sci Total Environ. 2023 Feb 10;859(Pt 1):160208. doi: 10.1016/j.scitotenv.2022.160208. Epub 2022 Nov 15. PMID: 36400295. 5: Iizuka T, Yin P, Zuberi A, Kujawa S, Coon JS 5th, Björvang RD, Damdimopoulou P, Pacyga DC, Strakovsky RS, Flaws JA, Bulun SE. Mono-(2-ethyl-5-hydroxyhexyl) phthalate promotes uterine leiomyoma cell survival through tryptophan- kynurenine-AHR pathway activation. Proc Natl Acad Sci U S A. 2022 Nov 22;119(47):e2208886119. doi: 10.1073/pnas.2208886119. Epub 2022 Nov 14. PMID: 36375056; PMCID: PMC9704719. 6: Zhao Y, Sun Y, Zhu C, Zhang Y, Hou J, Zhang Q, Ataei Y. Phthalate Metabolites in Urine of Chinese Children and Their Association with Asthma and Allergic Symptoms. Int J Environ Res Public Health. 2022 Oct 28;19(21):14083. doi: 10.3390/ijerph192114083. PMID: 36360961; PMCID: PMC9654528. 7: Wang X, He C, Wu N, Tian Y, Wang L, Liao J, Fang D, Liu X, An S, Chen W, Xiong S, Liu Y, Xie Y, Tian K, Huang J, Yuan H, Chen X, Zhang L, Li Q, Shen X, Zhou Y. Maternal urine phthalate metabolite exposure and miscarriage risk: a nested case-control study of the Zunyi Birth Cohort. Environ Sci Pollut Res Int. 2022 Nov 1. doi: 10.1007/s11356-022-23717-y. Epub ahead of print. PMID: 36318415. 8: Wang JQ, Li ZJ, Gao H, Sheng J, Liang CM, Hu YB, Xia X, Huang K, Wang SF, Zhu P, Hao JH, Tao FB. Mediation Effects of Placental Inflammatory Transcriptional Biomarkers on the Sex-Dependent Associations between Maternal Phthalate Exposure and Infant Allergic Rhinitis: A Population-Based Cohort Study. Biomed Environ Sci. 2022 Aug 20;35(8):711-721. doi: 10.3967/bes2022.093. PMID: 36127783. 9: Liang HW, Snyder N, Wang J, Xun X, Yin Q, LeWinn K, Carroll KN, Bush NR, Kannan K, Barrett ES, Mitchell RT, Tylavsky F, Adibi JJ. A study on the association of placental and maternal urinary phthalate metabolites. J Expo Sci Environ Epidemiol. 2022 Sep 16. doi: 10.1038/s41370-022-00478-x. Epub ahead of print. PMID: 36114292. 10: Lee CW, Cathey AL, Watkins DJ, Rosario-Pabón ZY, Vélez-Vega CM, Alshawabkeh AN, Cordero JF, Meeker JD. Associations of urinary phthalate metabolites and inflammatory biomarkers among pregnant women in Puerto Rico. Sci Total Environ. 2022 Sep 13;854:158773. doi: 10.1016/j.scitotenv.2022.158773. Epub ahead of print. PMID: 36113809. 11: Gao H, Geng ML, Gan H, Huang K, Zhang C, Zhu BB, Sun L, Wu X, Zhu P, Tao FB; Ma’anshan Birth Cohort. Prenatal single and combined exposure to phthalates associated with girls' BMI trajectory in the first six years. Ecotoxicol Environ Saf. 2022 Aug;241:113837. doi: 10.1016/j.ecoenv.2022.113837. Epub 2022 Jul 4. PMID: 36068761. 12: Liu ZH, Yang LC, Song P, Chen JH, Peng ZF, Dong Q. The relationship between exposure to phthalate metabolites and adult-onset hypogonadism. Front Endocrinol (Lausanne). 2022 Aug 18;13:991497. doi: 10.3389/fendo.2022.991497. PMID: 36060982; PMCID: PMC9433870. 13: Zhan W, Yang H, Zhang J, Chen Q. Association between co-exposure to phenols and phthalates mixture and infertility risk in women. Environ Res. 2022 Dec;215(Pt 1):114244. doi: 10.1016/j.envres.2022.114244. Epub 2022 Sep 2. PMID: 36058272. 14: Goodrich JM, Tang L, Carmona YR, Meijer JL, Perng W, Watkins DJ, Meeker JD, Mercado-García A, Cantoral A, Song PX, Téllez-Rojo MM, Peterson KE. Trimester- specific phthalate exposures in pregnancy are associated with circulating metabolites in children. PLoS One. 2022 Aug 30;17(8):e0272794. doi: 10.1371/journal.pone.0272794. PMID: 36040907; PMCID: PMC9426875. 15: Li Y, Yao Y, Xiao N, Liu Y, Du Y, Liu M, Zhang Q, Zhao H, Zhang T, Zhang H, Wang L, Luo H, Zhang Y, Sun H. The association of serum phthalate metabolites with biomarkers of ovarian reserve in women of childbearing age. Ecotoxicol Environ Saf. 2022 Sep 1;242:113909. doi: 10.1016/j.ecoenv.2022.113909. Epub 2022 Aug 8. PMID: 35999756. 16: Oluwayiose OA, Houle E, Wu H, Whitcomb BW, Mumford SL, Schisterman EF, Suvorov A, Balzer LB, Pilsner JR. Urinary phthalate metabolites and their mixtures are associated with advanced sperm epigenetic aging in a general population. Environ Res. 2022 Nov;214(Pt 4):114115. doi: 10.1016/j.envres.2022.114115. Epub 2022 Aug 19. PMID: 35988832. 17: Busgang SA, Spear EA, Andra SS, Narasimhan S, Bragg JB, Renzetti S, Curtin P, Bates M, Arora M, Gennings C, Stroustrup A. Application of growth modeling to assess the impact of hospital-based phthalate exposure on preterm infant growth parameters during the neonatal intensive care unit hospitalization. Sci Total Environ. 2022 Dec 1;850:157830. doi: 10.1016/j.scitotenv.2022.157830. Epub 2022 Aug 6. PMID: 35944631. 18: Jia LL, Luan YL, Shen HM, Guo Y. Long-term stability of several endocrine disruptors in the first morning urine samples and their associations with lifestyle characteristics. Sci Total Environ. 2022 Dec 1;850:157873. doi: 10.1016/j.scitotenv.2022.157873. Epub 2022 Aug 6. PMID: 35940260. 19: Bosch de Basea M, Carsin AE, Abellan A, Cobo I, Lertxundi A, Marin N, Soler- Blasco R, Ibarluzea J, Vrijheid M, Sunyer J, Casas M, Garcia-Aymerich J. Gestational phthalate exposure and lung function during childhood: A prospective population-based study. Environ Pollut. 2022 Nov 1;312:119833. doi: 10.1016/j.envpol.2022.119833. Epub 2022 Aug 2. PMID: 35931390. 20: Ma S, Hu X, Tang J, Cui J, Lin M, Wang F, Yang Y, Yu Y. Urinary metabolites and handwipe phthalate levels among adults and children in southern China: Implication for dermal exposure. J Hazard Mater. 2022 Oct 5;439:129639. doi: 10.1016/j.jhazmat.2022.129639. Epub 2022 Jul 19. PMID: 35908399.