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H5002

17α-Hydroxypregnenolone

Name: 17&#945;-Hydroxypregnenolone
Brand: SIGMA

coritsol precursor

Synonym(s):

3β,17α-Dihydroxy-5-pregnen-20-one, 5-Pregnene-3β,17α-diol-20-one

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₃₂O₃

CAS Number:

387-79-1

Molecular Weight:

332.48

NACRES:

NA.77

PubChem Substance ID:

24895665

UNSPSC Code:

41116107

EC Number:

206-862-6

MDL number:

MFCD00021129

Quality level:

100

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Properties

Product Name

17α-Hydroxypregnenolone,

Quality Level

100

SMILES string

C[C@]1(CC[C@H](O)C2)C2=CC[C@]3([H])[C@]1([H])CC[C@@]4(C)[C@@]3([H])CC[C@@]4(C(C)=O)O

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

InChI key

JERGUCIJOXJXHF-UHFFFAOYSA-N

Description

General description

17α-hydroxypregnenolone is a derived from pregnenolone.

Application

17α-hydroxypregnenolone has been used as a substrate for the enzyme 3β‐hydroxysteroid dehydrogenase (3β‐HSD) expressed in COS1 cells.

Biochem/physiol Actions

17α-hydroxypregnenolone acts as a precursor for cortisol and sex steroids.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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A case of 17 alpha-hydroxylase deficiency.

Sung Mee Kim et al.

Clinical and experimental reproductive medicine, 42(2), 72-76 (2015-07-15)

17α-hydroxylase and 17,20-lyase are enzymes encoded by the CYP17A1 gene and are required for the synthesis of sex steroids and cortisol. In 17α-hydroxylase deficiency, there are low blood levels of estrogens, androgens, and cortisol, and resultant compensatory increases in adrenocorticotrophic

Identification, biosynthesis, and function of 7alpha-hydroxypregnenolone, a new key neurosteroid controlling locomotor activity, in nonmammalian vertebrates.

Kazuyoshi Tsutsui et al.

Annals of the New York Academy of Sciences, 1163, 308-315 (2009-05-22)

It is now clearly established that steroids can be synthesized de novo by the brain and the peripheral nervous systems. Such steroids are called neurosteroids, and de novo neurosteroidogenesis from cholesterol is a conserved property of vertebrate brains. Our studies

Two novel HSD3B2 missense mutations with diverse residual enzymatic activities for Delta 5-steroids

TakasawaK, et al.

Clin. Endocrinol., 80(6), 782-789 (2014)

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Global Trade Item Number

SKU	GTIN
H5002-5G	04061832850429