A metabolite of pregnenolone
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17α-hydroxy Pregnenolone

Item No. 29181

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3β,17-dihydroxy-pregn-5-en-20-one
CAS Number
387-79-1
Synonyms
  • NSC 63853
  • 17-α-OH Pregnenolone
Molecular Formula
C21H32O3
Formula Weight
332.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 0.5 mg/mlDMF:PBS (7.2) (1:1.5): 0.4 mg/ml
SMILES
O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4(O)C(C)=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/h4,15-18,23-24H,5-12H2,1-3H3/t15-,16+,17-,18-,19-,20-,21-/m0/s1
InChi Key
JERGUCIJOXJXHF-TVWVXWENSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    Product Description

    17α-hydroxy Pregnenolone is a metabolite of pregnenolone (Item No. 19864) and a precursor in the biosynthesis of dehydroepiandrosterone (DHEA; Item No. 15728).1 It is formed from pregnenolone by cytochrome P450 (CYP) isoform CYP17A1 hydroxylase activity and then converted to dehydroepiandrosterone by CYP17A1-mediated 17,20-lyase activity. Plasma levels of 17α-hydroxy pregnenolone are elevated in patients with type II 3β-hydroxysteroid dehydrogenase deficiency, a form of congenital adrenal hyperplasia.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Petrunak, E.M., DeVore, N.M., Porubsky, P.R., et al. Structures of human steroidogenic cytochrome P450 17A1 with substrates. The Journal of Biological Chemisty 289(47), 32952-32964 (2014).

    2. Fiet, J., Giton, F., Boudi, A., et al. Plasma 17-OH pregnenolone: Comparison of a time-resolved fluoroimmunoassay using a new tracer 17-OH pregnenolone-3-oxyacetyl-biotine with a radioimmunoassay using 125I 17-OH pregnenolone-3-hemisuccinate-histamine. Steroids 66(2), 81-86 (2001).