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16α-Hydroxy-DHEA
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changed 477209093 16-hydroxydehydroepiandrosterone.png skin-invert-image 250 16-Hidroxidehidroepiandrosterona3D.png bg-transparent 250 3β,16α-Dihydroxyandrost-5-en-17-one (2R,3aS,3bR,7S,9aR,9bS,11aS)-3,7-Dihydroxy-9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-one 1/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-16,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,18-,19-/m0/s1 QQIVKFZWLZJXJT-DNKQKWOHBQ correct chemspider 1S/C19H28O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-16,20-21H,4-10H2,1-2H3/t12-,13+,14-,15-,16+,18-,19-/m0/s1 correct chemspider QQIVKFZWLZJXJT-DNKQKWOHSA-N correct CAS 1232-73-1 correct FDA WU2DU6GA72 102030 correct chemspider correct EBI 27771 92168 O=C3[C@]2(CC[C@@H]1[C@@]4(C(=C/C[C@H]1[C@@H]2C[C@H]3O)\C[C@@H](O)CC4)C)C C19H28O3 304.42 g/mol
16α-Hydroxydehydroepiandrosterone (16α-hydroxy-DHEA or 16α-OH-DHEA) is an endogenous metabolite of dehydroepiandrosterone (DHEA). Both 16α-OH-DHEA and its 3β-sulfate ester, 16α-OH-DHEA-S, are intermediates in the biosynthesis of estriol from dehydroepiandrosterone (DHEA).Raju U, Bradlow HL, Levitz M Estriol-3-sulfate in human breast cyst fluid. Concentrations, possible origin, and physiologic implications Ann. N. Y. Acad. Sci. 586 83–7 1990 2141460 10.1111/j.1749-6632.1990.tb17793.x 16α-OH-DHEA has estrogenic activity. Miller KK, Al-Rayyan N, Ivanova MM, Mattingly KA, Ripp SL, Klinge CM, Prough RA DHEA metabolites activate estrogen receptors alpha and beta Steroids 78 1 15–25 2013 23123738 3529809 10.1016/j.steroids.2012.10.002
See also
15α-Hydroxydehydroepiandrosterone
16α-Hydroxyandrostenedione
16α-Hydroxyestrone
Cetadiol
References
2
Category:Androstanes
Category:Estrogens