An internal standard for the quantification of gestodene
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Unlabeled Version(s)
18217Gestodene
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Gestodene-d6

Item No. 33819

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
13-ethyl-17α-hydroxy-18,19-dinorpregna-4,15-dien-20-yn-3-one-2,2,4,6,6,10-d6
CAS Number
1542211-40-4
Molecular Formula
C21H20D6O2
Formula Weight
316.5
Purity
≥99% deuterated forms (d1-d6)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
SMILES
CC[C@@]12[C@](C=C[C@@]2(O)C#C)([H])[C@@]3([H])[C@]([C@]4([2H])C(C([2H])([2H])C3)=C([2H])C(C([2H])([2H])C4)=O)([H])CC1
InChi Code
InChI=1S/C21H26O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1/i5D2,6D2,13D,16D
InChi Key
SIGSPDASOTUPFS-PWFLSJGKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Gestodene-d6 is intended for use as an internal standard for the quantification of gestodene (Item No. 18217) by GC- or LC-MS. Gestodene is a progestin.1 It selectively binds to the progesterone receptor over the estrogen receptor.2 Gestodene induces transcriptional activity mediated by the progesterone receptor, and, weakly, the androgen receptor in reporter assays.3 It increases the growth of MCF-7 cells when used at concentrations ranging from 0.1 to 1 µM.4 In contrast, gestodene (0.1 mg/kg) reduces tumor growth in an estrogen-dependent model of rat mammary tumors induced by DMBA (Item No. 30383). Formulations containing gestodene, in combination with ethynyl estradiol have been used as oral contraceptives.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stanczyk, F.Z. All progestins are not created equal. Steroids 68(10-13), 879-890 (2003).

    2. Pollow, K., Juchem, M., Grill, H.J., et al. Lack of binding of gestodene to estrogen receptor in human breast cancer tissue. Eur. J. Cancer 26(5), 608-610 (1990).

    3. Fuhrmann, U., Slater, E.P., and Fritzemeier, K.H. Characterization of the novel progestin gestodene by receptor binding studies and transactivation assays. Contraception 51(1), 45-52 (1995).

    4. Kloosterboer, H.J., Schoonen, W.G., Deckers, G.H.J., et al. Effects of progestagens and Org OD14 in in vitro and in vivo tumor models. J. Steroid Biochem. Mol. Biol. 49(4-6), 311-318 (1994).