Details
Stereochemistry | RACEMIC |
Molecular Formula | C16H22O4 |
Molecular Weight | 278.3435 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCC(CC)COC(=O)C1=CC=CC=C1C(O)=O
InChI
InChIKey=DJDSLBVSSOQSLW-UHFFFAOYSA-N
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)
Mono(ethylhexyl) phthalate (MEHP) is an active metabolite of Bis(2-ethylhexyl)phthalate (DEHP). DEHP is a widely used plasticizer. MEHP has been shown to be moderately toxic. Studies involving orally administered MEHP revealed the mild hepatic changes occurred but there was no bioaccumulation of the monoester. Studies of the rat and rabbit indicated that MEHP has no teratogenic effects. This compound was readily absorbed from the gastrointestinal tract. Radioactivity following intravenous administration of 14C-MEHP was rapidly distributed in tissues, with the highest levels occurring in the liver, kidney, and urinary bladder. Mono(ethylhexyl) phthalate is a member of a class of chemical compounds with known adverse effects on the male reproductive system.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL4430 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22087261 |
|||
Target ID: CHEMBL3514 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3203637 |
37.0 mM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22087261
The direct mechanisms of action of mono(ethylhexyl) phthalate (MEHP) on the rat fetal testis, focusing on Leydig cell steroidogenesis in particular was investigated. the production of 5 alpha-dihydrotestosterone (5α-DHT) (-68%) and androstenedione (-54%) was also inhibited by 10 µM MEHP, whereas 17 alpha-hydroxyprogesterone (17α-OHP) production was found to increase (+41%).
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SUBSTANCE RECORD