15α-Hydroxyestradiol
{{Chembox
| ImageFile = 15alpha-hydroxyestradiol.svg
| ImageSize = 200px
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| IUPACName = Estra-1,3,5(10)-triene-3,15α,17β-triol
| SystematicName = (1S,3S,3aS,3bR,9bS,11aS)-11a-Methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthrene-1,3,7-triol
| OtherNames = 15α-OH-E2; 15α-Hydroxy-17β-estradiol; 3,15α,17β-Trihydroxyestra-1,3,5(10)-triene
| Section1 = {{Chembox Identifiers
| CASNo = 570-30-9
| ChEBI = 87593
| ChemSpiderID = 59792
| InChI = 1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)17(18)15(20)9-16(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,17-,18-/m1/s1
| InChIKey = QVQMPLATUBCZMQ-GVLSGGHMSA-N
| PubChem = 66418
| SMILES = C[C@]12CC[C@H]3[C@H]([C@@H]1[C@H](C[C@@H]2O)O)CCC4=C3C=CC(=C4)O
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| Section2 = {{Chembox Properties
| C=18 | H=24 | O=3
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| Section3 = {{Chembox Hazards
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15α-Hydroxyestradiol (15α-OH-E2) is an endogenous estrogen which occurs during pregnancy.{{cite journal | vauthors = Lisboa BP, Goebelsmann U, Diczfalusy E | title = Isolation of 15-alpha-hydroxyoestradiol from human pregnancy urine | journal = Acta Endocrinol. | volume = 54 | issue = 3 | pages = 467–72 | date = March 1967 | pmid = 6071364 | doi = 10.1530/acta.0.0540467 }}{{cite journal | vauthors = Jirku H, Kadner S, Levitz M | title = Metabolism of 15alpha-hydroxyestradiol in human pregnancy | journal = J. Clin. Endocrinol. Metab. | volume = 35 | issue = 4 | pages = 522–34 | date = October 1972 | pmid = 4559652 | doi = 10.1210/jcem-35-4-522 }}{{cite journal | vauthors = Lee AJ, Kosh JW, Conney AH, Zhu BT | title = Characterization of the NADPH-dependent metabolism of 17beta-estradiol to multiple metabolites by human liver microsomes and selectively expressed human cytochrome P450 3A4 and 3A5 | journal = J. Pharmacol. Exp. Ther. | volume = 298 | issue = 2 | pages = 420–32 | date = August 2001 | doi = 10.1016/S0022-3565(24)29399-X | pmid = 11454902 }} It is structurally related to estriol (16α-hydroxyestradiol) and estetrol (15α-hydroxyestriol or 15α,16α-dihydroxyestradiol).
References
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{{Endogenous steroids}}
{{Estrogen receptor modulators}}
{{DEFAULTSORT:Hydroxyestradiol, 15α-}}
Category:Hormones of the hypothalamus-pituitary-gonad axis
Category:Hormones of the pregnant female
{{Steroid-stub}}