17α-Hydroxypregnenolone

17α-Hydroxypregnenolone
Pharmacokinetic data
Metabolism	Adrenal, Gonads
Identifiers
	IUPAC name 3β,17α-dihydroxypregn-5-en-20-one;
CAS Number	387-79-1 ;
PubChem CID	3032570;
ChemSpider	17215939 ;
UNII	77ME40334S;
ChEBI	CHEBI:28750 ;
CompTox Dashboard (EPA)	DTXSID20894988 ;
ECHA InfoCard	100.006.239
Chemical and physical data
Formula	C21H32O3
Molar mass	332.484 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	268 °C (514 °F)
	SMILES CC[C@@]2(O)CC[C@H]1[C@@H]3CCC4CC(O)C(=O)C[C@]4(C)[C@H]3CC[C@@]12C;
	InChI InChI=1S/C21H34O3/c1-4-21(24)10-8-16-14-6-5-13-11-17(22)18(23)12-19(13,2)15(14)7-9-20(16,21)3/h13-17,22,24H,4-12H2,1-3H3/t13?,14-,15+,16+,17?,19+,20+,21-/m1/s1 ; Key:QPLFSAZMHUAMKE-FOCOMJRBSA-N ;
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17α-Hydroxypregnenolone is a pregnane (C21) steroid that is obtained by hydroxylation of pregnenolone at the C17α position. This step is performed by the mitochondrial cytochrome P450 enzyme 17α-hydroxylase (CYP17A1) that is present in the adrenal and gonads. Peak levels are reached in humans at the end of puberty and then decline. High levels are also achieved during pregnancy. It is also a known neuromodulator.

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