7α-Hydroxyepiandrosterone

7α-Hydroxyepiandrosterone
Names
	IUPAC name 3β,7α-Dihydroxy-5α-androstan-17-one
	Systematic IUPAC name (3aS,3bR,4R,5aR,7S,9aS,9bS,11aS)-4,7-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-one
	Other names 7α-OH-EPIA; 5α-Androstan-3β,7α-diol-17-one
Identifiers
CAS Number	25848-68-4 [GSRS];
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:85816;
ChEMBL	ChEMBL3391767;
ChemSpider	7990794;
PubChem CID	9815044;
UNII	VB5FN8PDH4;
CompTox Dashboard (EPA)	DTXSID601336991 ;
	InChI InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12+,13+,14+,15-,17+,18+,19+/m1/s1 Key: VFPMCLQMAUVEHD-KMQZSKAMSA-N;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)[C@H](O)C[C@H]1C[C@@H](O)CC[C@]31C;
Properties
Chemical formula	C19H30O3
Molar mass	306.446 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

7α-Hydroxyepiandrosterone (7α-OH-EPIA), also known as 3β,7α-dihydroxy-5α-androstan-17-one, is an endogenous, naturally occurring metabolite of epiandrosterone and dehydroepiandrosterone (DHEA) that is formed by the enzyme CYP7B1 in tissues such as the liver and brain.^[1]^[2]^[3]

References

^ Neurosteroids and Brain Function. Academic Press. 12 December 2001. pp. 90–. ISBN 978-0-08-054423-6.
^ MORFIN Robert (20 December 2010). Les stéroïdes naturels de A à Z. Lavoisier. pp. 427–. ISBN 978-2-7430-1918-1.
^ Hennebert O, Pernelle C, Ferroud C, Morfin R (2007). "7alpha- and 7beta-hydroxy-epiandrosterone as substrates and inhibitors for the human 11beta-hydroxysteroid dehydrogenase type 1". J. Steroid Biochem. Mol. Biol. 105 (1–5): 159–65. doi:10.1016/j.jsbmb.2006.11.021. PMID 17624766. S2CID 54408683.

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Names

IUPAC name 3β,7α-Dihydroxy-5α-androstan-17-one
Systematic IUPAC name (3aS,3bR,4R,5aR,7S,9aS,9bS,11aS)-4,7-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-one
Other names 7α-OH-EPIA; 5α-Androstan-3β,7α-diol-17-one
Identifiers
CAS Number	25848-68-4^N[GSRS]
3D model (JSmol)	Interactive image
ChEBI	CHEBI:85816
ChEMBL	ChEMBL3391767
ChemSpider	7990794
PubChem CID	9815044
UNII	VB5FN8PDH4
CompTox Dashboard (EPA)	DTXSID601336991
InChI InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12+,13+,14+,15-,17+,18+,19+/m1/s1 Key: VFPMCLQMAUVEHD-KMQZSKAMSA-N
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)[C@H](O)C[C@H]1C[C@@H](O)CC[C@]31C
Properties
Chemical formula	C₁₉H₃₀O₃
Molar mass	306.446 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references