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    Ethynodiol diacetate
    Ethynodiol diacetate

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    This product is for research use only, not for human use. We do not sell to patients.
    Number: - + Pieces(InventoryPieces)
    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
    FormulaC₂₄H₃₂O₄
    CAS No.297-76-7
    Storage-20℃ for 3 years in powder form
    -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           

    SMILESC#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 VivoEthynodiol 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 modelMonkeys
    Formulation & Dosage150 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.

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