A maturation-inducing hormone
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17α,20β-Dihydroxy-4-pregnen-3-one

Item No. 16146

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
17,20R-dihydroxy-pregn-4-en-3-one
CAS Number
1662-06-2
Synonyms
  • 17α,20β-DHP
  • 17α,20β-Dihydroxyprogesterone
Molecular Formula
C21H32O3
Formula Weight
332.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: 1 mg/mlEthanol: 1 mg/mlMethanol: 1 mg/ml
λmax
241 nm
SMILES
C[C@@H](O)[C@@]1(O)CC[C@@]2([H])[C@]3([H])CCC4=CC(CC[C@]4(C)[C@@]3([H])CC[C@@]21C)=O
InChi Code
InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,16-18,22,24H,4-11H2,1-3H3/t13-,16-,17+,18+,19+,20+,21+/m1/s1
InChi Key
MASCESDECGBIBB-FSHQYNQFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    17α,20β-Dihydroxy-4-pregnen-3-one (17α,20β-DHP) is an endogenous, maturation-inducing steroid that stimulates oocyte maturation in females of several teleost species. For example, 1 µg/ml of 17α,20β-DHP applied to Persian sturgeon oocytes has been shown to effectively induce germinal vesicle breakdown, an essential step during oocyte maturation.1 Gonadotropin-releasing hormone and the gonadotropins, follicle-stimulating hormone and luteinizing hormone, have been shown to stimulate the production of 17α,20β-DHP either in vivo or in vitro.2 17α,20β-DHP has also been reported to influence spermiation by stimulating milt production when administered at 5 mg/kg to various male teleosts.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Milla, S., Terrien, X., Sturm, A., et al. Plasma 11-deoxycorticosterone (DOC) and mineralocorticoid receptor testicular expression during rainbow trout Oncorhynchus mykiss spermiation: Implication with 17alpha, 20beta-dihydroxyprogesterone on the milt fluidity? Reprod. Biol. Endocrinol. 6, 19 (2008).

    2. Planas, J.V., and Swanson, P. Maturation-associated changes in the response of the salmon testis to the steroidogenic actions of gonadotropins (GTH I and GTH II) in vitro. Biol. Reprod. 52(3), 697-704 (1995).