H5002
17α-Hydroxypregnenolone
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:
Molecular Weight:
332.48
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
206-862-6
MDL number:
Product Name
17α-Hydroxypregnenolone,
InChI key
JERGUCIJOXJXHF-UHFFFAOYSA-N
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
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
Quality Level
Related Categories
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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Shogo Haraguchi et al.
Endocrinology, 153(2), 794-805 (2011-12-01)
7α-Hydroxypregnenolone (7α-OH PREG) is a newly identified bioactive neurosteroid stimulating locomotor activity in the brain of newt, a wild animal, which serves as an excellent model to investigate the biosynthesis and biological action of neurosteroids. Here, we show that acute
Tamara S Hannon et al.
Journal of pediatric and adolescent gynecology, 25(1), 82-85 (2011-11-18)
Little is known about racial differences in androgen levels among obese children. The objective of this pilot study was to compare basal and stimulated androgen levels in a cross-sectional sample of obese black and white pubertal females. STUDY DESIGN, SETTING
[17alpha-Hydroxypregnenolone].
Yukiko Shimizu
Nihon rinsho. Japanese journal of clinical medicine, 68 Suppl 7, 367-370 (2010-10-22)
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, 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
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