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H5002

Sigma-Aldrich

17α-Hydroxypregnenolone

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Synonym(s):
3β,17α-Dihydroxy-5-pregnen-20-one, 5-Pregnene-3β,17α-diol-20-one
Empirical Formula (Hill Notation):
C21H32O3
CAS Number:
Molecular Weight:
332.48
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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This Item
E4875P2016P9129
17α-Hydroxypregnenolone

H5002

17α-Hydroxypregnenolone

16α,17α-Epoxypregnenolone

E4875

16α,17α-Epoxypregnenolone

3α,21-Dihydroxy-5α-pregnan-20-one ≥95%

P2016

3α,21-Dihydroxy-5α-pregnan-20-one

5-Pregnen-3β-ol-20-one ≥98%

P9129

5-Pregnen-3β-ol-20-one

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Customers Also Viewed

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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
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TakasawaK, et al.
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Akihiro Takemura et al.
General and comparative endocrinology, 175(1), 173-179 (2011-12-03)
Most wrasse species in tropical waters exhibit daily spawning synchrony with a preference for high tide. Fish perceive tidal rhythm cues through sensory organs and activate the brain-pituitary-gonadal endocrine axis for synchronous gonadal maturation, although how the tidal-related spawning cycle
Toshiro Niwa et al.
Biological & pharmaceutical bulletin, 35(9), 1594-1597 (2012-09-15)
The effects of 21-hydroxypregnenolone and related steroids such as deoxycorticosterone (DOC; 21-hydroxyprogesterone), cortisol, and corticosterone on progesterone 17α-hydroxylase activity by steroidogenic cytochrome P450 c17 (CYP17) were investigated. 21-Hydroxypregnenolone contains a hydroxyl group at C3 in the A cyclic hydrocarbon ring
Shogo Haraguchi et al.
Endocrinology, 151(5), 2211-2222 (2010-03-12)
We recently found that the Japanese red-bellied newt, Cynops pyrrhogaster, actively produces 7alpha-hydroxypregnenolone, a previously undescribed amphibian neurosteroid. 7alpha-Hydroxypregnenolone stimulates locomotor activity of male newts. Locomotor activity of male newts increases during the breeding period as in other wild animals

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