Home Endocrinology & Hormones Estrogen/progestogen Receptor agonist Ethynodiol diacetate

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Ethynodiol diacetate Estrogen/progestogen Receptor agonist

Cat.No.S3160

Ethynodiol diacetate (8080 CB,Ethynodiol acetate) is one of the first synthetic progestogens used in contraceptive pills.
Ethynodiol diacetate Estrogen/progestogen Receptor agonist Chemical Structure

Chemical Structure

Molecular Weight: 384.51

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Quality Control

Batch: S316001 DMSO]77 mg/mL]false]Water]77 mg/mL]false]Ethanol]Insoluble]false Purity: 99.22%
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99.22

Solubility

In vitro
Batch:

DMSO : 77 mg/mL (200.25 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Water : 77 mg/mL

Ethanol : Insoluble

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In vivo
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Chemical Information, Storage & Stability

Molecular Weight 384.51 Formula

C24H32O4

 Storage (From the date of receipt)
CAS No. 297-76-7 Download SDF Storage of Stock Solutions

Synonyms 8080 CB,Ethynodiol acetate Smiles CC(=O)OC1CCC2C3CCC4(C(C3CCC2=C1)CCC4(C#C)OC(=O)C)C

Mechanism of Action

Targets/IC50/Ki
Progesterone receptor
In vitro

Nordihydroguaiaretic acid (NDGA) (< 1.5 μM) decreases the percentage of sister chronnatid exchanges (SCEs) in human lymphocyte culture treated with ethynodiol diacetate (150 μg/mL). Since the NDGA treatment, in the presence of S9 mix, reduce the genotoxic damage by ethynodiol diacetate, the reduction may be due to the inhibition of cytochrome P450s which prevents the metabolic activation of ethynodiol diacetate or NDGA may act as a free radical scavenger. Ethynodiol diacetate (150 μg/mL) increases sister chromatid exchanges (SCEs) and chromosomal aberrations (CAs) frequencies and inhibits lymphocyte proliferation in the presence of S9 mix in human lymphocyte.

In vivo

Ethynodiol diacetate (6 mg/kg b.w. daily) significantly increases the amounts of excreted 3alpha-hydroxy-5alpha-pregnan-20-one and A-homo-3-oxa-5alpha-pregnane-4,20-dione in urine in female rats. Significant increase in the weights of pituitary, liver and kidneys are noted in rats treated with ethynodiol diacetate (6 mg/kg b.w. daily). Norgestrel (75 μg/day) and ethynodiol diacetate (150 μg/day), co-administered with ethinyl estradiol (7.5 μg/day), lowers the plasma concentrations of HDL cholesterol in cynomolgus monkeys.

References
  • [4] https://pubmed.ncbi.nlm.nih.gov/2300348/

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