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Ethynodiol diacetate

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InvivoChem Cat #: V1749

CAS #: 297-76-7Purity ≥98%

Description: Ethynodiol diacetate (Luteonorm, Luto-Metrodiol, Metrodiol, Continuin, Femulen, norethindrol diacetate), the diacetate ester form of ethynodiol, is one of the first synthetic steroidal progestogens used as a contraceptive drug.

References: J Environ Biol. 2007 Apr;28(2):279-82; Endocr Regul. 1998 Sep;32(3):125-131.

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Molecular Weight (MW)	384.51
Formula	C₂₄H₃₂O₄
CAS No.	297-76-7
Storage	-20℃ for 3 years in powder form
Storage	-80℃ for 2 years in solvent
Solubility (In vitro)	DMSO : ≥ 39 mg/mL (101.43 mM)
	Ethanol: N/A
	H2O: N/A
Other info	Synonyms: Luteonorm, Luto-Metrodiol, Metrodiol, Continuin, Femulen, norethindrol diacetate, ethynodiol diacetate Chemical Name: (3S,8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diyl diacetate InChi Key: ONKUMRGIYFNPJW-KIEAKMPYSA-N InChi Code: InChI=1S/C24H32O4/c1-5-24(28-16(3)26)13-11-22-21-8-6-17-14-18(27-15(2)25)7-9-19(17)20(21)10-12-23(22,24)4/h1,14,18-22H,6-13H2,2-4H3/t18-,19-,20+,21+,22-,23-,24-/m0/s1 SMILES Code: CC(O[[email protected]]1CC[[email protected]@H]2[[email protected]]3CC[[email protected]@]4(C)[[email protected]@H](CC[[email protected]@]4(OC(C)=O)C#C)[[email protected]@H]3CCC2=C1)=O
SMILES	C#C[[email protected]]1(OC(C)=O)CC[[email protected]@]2([H])[[email protected]]3([H])CCC4=C[[email protected]@H](OC(C)=O)CC[[email protected]]4([H])[[email protected]@]3([H])CC[[email protected]]12C

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In Vitro	In vitro activity: 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.
Animal model	Monkeys
Formulation & Dosage	150 μg/day
References	J Environ Biol. 2007 Apr;28(2):279-82; Endocr Regul. 1998 Sep;32(3):125-131.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Purity ≥98%
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