A metabolite of DEHP and a PPARγ agonist
Related Products
Metabolite(s)
46076MECPP
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

rac-Mono(ethylhexyl) Phthalate

Item No. 35605

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2-benzenedicarboxylic acid, 1-(2-ethylhexyl) ester
CAS Number
4376-20-9
Synonyms
  • MEHP
  • Mono-2-ethylhexyl Phthalate
Molecular Formula
C16H22O4
Formula Weight
278.3
Purity
≥90%
Formulation (Request formulation change)
A low melting solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 15 mg/mlEthanol: 15 mg/mlPBS (pH 7.2): insol
SMILES
O=C(C1=C(C(OCC(CCCC)CC)=O)C=CC=C1)O
InChi Code
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)
InChi Key
DJDSLBVSSOQSLW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    100 mg

    $37

    Add

    500 mg

    $118

    Add

    1 g

    $216

    Add
    Cayman Chemical
    Visit Our Environmental Toxicology Resource Center

    Explore additional resources to study natural toxins, pollutants including PFAS and 6-PPD-Q, and their biological effects.

    ENVIRONMENTAL TOXICOLOGY TOOLS & SERVICES
    Product Description

    rac-Mono(ethylhexyl) phthalate (MEHP) is a metabolite of di(2-ethylhexyl) phthalate (DEHP), commonly used as a plasticizer and an identified environmental contaminant, and an agonist of peroxisome proliferator-activated receptor γ (PPARγ).1 It binds to PPARγ when used at concentrations of 50 and 100 µM and activates PPARγ in a reporter assay using HEK293H cells (EC10 = 1.2 µM). MEHP (30, 100, and 300 µM) accumulates in 3T3-L1 adipocytes and increases lipolysis, glucose uptake, and energy metabolism, as well as reduces the size of lipid droplets when used at concentrations of 100 and 300 µM.2 It also increases the expression of the thermogenesis-related genes Usp1, Cidea, Prdm16, and Trpv1 in 3T3-L1 adipocytes.3 Urinary levels of MEHP in women positively correlate with the risk of unexplained recurrent spontaneous abortion (URSA).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kratochvil, I., Hofmann, T., Rother, S., et al. 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. Rapid Commun Mass Spectrom. 33 Suppl. 1(Suppl. 1), 75-85 (2019).

    2. Chiang, H.-c., Kuo, Y.-T., Shen, C.-C., et al. Mono(2-ethylhexyl)phthalate accumulation disturbs energy metabolism of fat cells. Arch. Toxicol. 90(3), 589-601 (2016).

    3. Hsu, J.-W., Nien, C.-Y., Yeh, S.-C., et al. Phthalate exposure causes browning-like effects on adipocytes in vitro and in vivo. Food Chem. Toxicol. 142, 111487 (2020).

    4. Aimuzi, R., Huang, S., Luo, K., et al. Levels and health risks of urinary phthalate metabolites and the association between phthalate exposure and unexplained recurrent spontaneous abortion: a large case-control study from China. Environ. Res. 212(Pt. C), 113393 (2022).