H5002
17α-Hydroxypregnenolone
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:
Molecular Weight:
332.48
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.77
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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
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Kazuyoshi Tsutsui et al.
General and comparative endocrinology, 176(3), 440-447 (2011-12-06)
Seasonally-breeding amphibians have served as excellent animal models to investigate the biosynthesis and biological actions of neurosteroids. Previous studies have demonstrated that the brain of amphibians possesses key steroidogenic enzymes and produces pregnenolone, a precursor of steroid hormones, and other
Teppei Koyama et al.
Annals of the New York Academy of Sciences, 1163, 444-447 (2009-05-22)
We recently identified 7alpha-hydroxypregnenolone as a novel amphibian neurosteroid stimulating locomotor activity in newts. Because male newts show marked diurnal changes in locomotor activity, we hypothesized that 7alpha-hydroxypregnenolone may be a key factor for the induction of diurnal changes in
Kazuyoshi Tsutsui et al.
General and comparative endocrinology, 163(1-2), 117-122 (2009-04-14)
The discovery of two novel avian neurosteroids in the quail brain, 7alpha- and 7beta-hydroxypregnenolone is described. Intracerebroventricular administration of 7alpha-hydroxypregnenolone, but not 7beta-hydroxypregnenolone was found to stimulate locomotor activity of male quail when spontaneous nocturnal activity is low. Diurnal changes
Fumiyo Toyoda et al.
Hormones and behavior, 62(4), 375-380 (2012-07-17)
Reproductive behavior in amphibians, as in other vertebrate animals, is controlled by multiple hormones. A neurosteroid, 7α-hydroxypregnenolone, has recently been found to enhance locomotor activity in the male newt, Cynops pyrrhogaster. Here, we show that this neurosteroid is also involved
[17alpha-Hydroxypregnenolone].
Yukiko Shimizu
Nihon rinsho. Japanese journal of clinical medicine, 68 Suppl 7, 367-370 (2010-10-22)
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