15α-Hydroxyestradiol
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IUPAC name Estra-1,3,5(10)-triene-3,15α,17β-triol | |
Systematic IUPAC name (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 | |
Other names 15α-OH-E2; 15α-Hydroxy-17β-estradiol; 3,15α,17β-Trihydroxyestra-1,3,5(10)-triene | |
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Properties | |
Chemical formula | C18H24O3 |
Molar mass | 288.387 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 |
Chemical compound
15α-Hydroxyestradiol (15α-OH-E2) is an endogenous estrogen which occurs during pregnancy.[1][2][3] It is structurally related to estriol (16α-hydroxyestradiol) and estetrol (15α-hydroxyestriol or 15α,16α-dihydroxyestradiol).
References
- ^ Lisboa BP, Goebelsmann U, Diczfalusy E (March 1967). "Isolation of 15-alpha-hydroxyoestradiol from human pregnancy urine". Acta Endocrinol. 54 (3): 467–72. doi:10.1530/acta.0.0540467. PMID 6071364.
- ^ Jirku H, Kadner S, Levitz M (October 1972). "Metabolism of 15alpha-hydroxyestradiol in human pregnancy". J. Clin. Endocrinol. Metab. 35 (4): 522–34. doi:10.1210/jcem-35-4-522. PMID 4559652.
- ^ Lee AJ, Kosh JW, Conney AH, Zhu BT (August 2001). "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". J. Pharmacol. Exp. Ther. 298 (2): 420–32. PMID 11454902.
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Endogenous steroids
- Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 11β-Hydroxypregnenolone
- 17α-Hydroxypregnenolone
- 21-Hydroxypregnenolone
- 17α,21-Dihydroxypregnenolone
- 11β,17α,21-Trihydroxypregnenolone
- Cholestanes: 24S-Hydroxycholesterol
- Cholesterol
- Pregnanes: 3α-Dihydroprogesterone
- 3β-Dihydroprogesterone
- 5α-Dihydrocorticosterone
- 5α-Dihydroprogesterone
- 5β-Dihydroprogesterone
- Allopregnanolone
- Corticosterone
- DHC
- DHDOC
- 11-Deoxycorticosterone
- Epipregnanolone
- Isopregnanolone
- Pregnanolone
- Pregnenolone
- Pregnenolone sulfate
- Progesterone
- THB
- THDOC
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