16β-Hydroxyestrone

16β-Hydroxyestrone
Names
	IUPAC name 3,16β-Dihydroxyestra-1,3,5(10)-trien-17-one
	Systematic IUPAC name (2S,3aS,3bR,9bS,11aS)-2,7-Dihydroxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthren-1-one
	Other names 16β-OH-E1
Identifiers
CAS Number	966-06-3;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87628;
ChEMBL	ChEMBL1908079;
ChemSpider	17215934;
PubChem CID	22833517;
	InChI InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,18+/m1/s1 Key: WPOCIZJTELRQMF-LFRCEIEQSA-N;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@@H](C2=O)O)CCC4=C3C=CC(=C4)O;
Properties
Chemical formula	C18H22O3
Molar mass	286.371 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

16β-Hydroxyestrone (16β-OH-E1) is an endogenous estrogen which serves as a metabolite of estrone as well as a metabolic intermediate in the transformation of estrone into epiestriol (16β-hydroxyestradiol).^[1]^[2] 16β-Hydroxyestrone has similar estrogenic activity to that of 16α-hydroxyestrone.^[2] It is less potent than estradiol or estrone but can produce similar maximal uterotrophy at sufficiently high doses, suggesting a fully estrogenic profile.^[2]

References[edit]

^ "16beta-Hydroxyestrone". PubChem.
^ ^a ^b ^c Velardo, Joseph Thomas (1964). The Actions of Steroid Hormones on Estradiol-17β in Uterine Growth and Enzymorphology. Hormonal Steroids Biochemistry, Pharmacology, and Therapeutics. pp. 463–490. doi:10.1016/B978-0-12-395506-7.50065-0.

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Names

IUPAC name 3,16β-Dihydroxyestra-1,3,5(10)-trien-17-one
Systematic IUPAC name (2S,3aS,3bR,9bS,11aS)-2,7-Dihydroxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthren-1-one
Other names 16β-OH-E1
Identifiers
CAS Number	966-06-3
3D model (JSmol)	Interactive image
ChEBI	CHEBI:87628
ChEMBL	ChEMBL1908079
ChemSpider	17215934
PubChem CID	22833517
InChI InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,18+/m1/s1 Key: WPOCIZJTELRQMF-LFRCEIEQSA-N
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@@H](C2=O)O)CCC4=C3C=CC(=C4)O
Properties
Chemical formula	C₁₈H₂₂O₃
Molar mass	286.371 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