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
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.77
Product Name
17α-Hydroxypregnenolone,
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
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 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
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
[17alpha-Hydroxypregnenolone].
Yukiko Shimizu
Nihon rinsho. Japanese journal of clinical medicine, 68 Suppl 7, 367-370 (2010-10-22)
Kazuyoshi Tsutsui et al.
General and comparative endocrinology, 168(2), 275-279 (2010-02-09)
We now know that steroids can be synthesized de novo by the brain and the peripheral nervous system. Such steroids are called neurosteroids and de novo neurosteroidogenesis from cholesterol is a conserved property of vertebrate brains. Our studies over the
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
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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