4-Hydroxyestrone

4-Hydroxyestrone
Names
	IUPAC name 3,4-Dihydroxyestra-1,3,5(10)-trien-17-one
	Systematic IUPAC name (3aS,3bR,9bS,11aS)-6,7-Dihydroxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopenta[a]phenanthren-1-one
	Other names 4-OHE1; Estra-1,3,5(10)-triene-3,4-diol-17-one
Identifiers
CAS Number	3131-23-5;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87602;
ChEMBL	ChEMBL1743300;
ChemSpider	8146843;
PubChem CID	9971251;
UNII	3MN57C55S2;
	InChI InChI=1S/C18H22O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,19,21H,2-3,5,7-9H2,1H3/t11-,12-,14+,18+/m1/s1 Key: XQZVQQZZOVBNLU-QDTBLXIISA-N;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=C3C=CC(=C4O)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

4-Hydroxyestrone (4-OHE1), also known as estra-1,3,5(10)-triene-3,4-diol-17-one, is an endogenous, naturally occurring catechol estrogen and a minor metabolite of estrone and estradiol.^[1]^[2]^[3] It is estrogenic, similarly to many other hydroxylated estrogen metabolites such as 2-hydroxyestradiol, 16α-hydroxyestrone, estriol (16α-hydroxyestradiol), and 4-hydroxyestradiol but unlike 2-hydroxyestrone.^[1]^[4]

References

↑ ^1.0 ^1.1 Oettel, Michael; Schillinger, Ekkehard (6 December 2012). Estrogens and Antiestrogens I: Physiology and Mechanisms of Action of Estrogens and Antiestrogens. Springer Science & Business Media. pp. 224, 232, 244–245, 249. ISBN 978-3-642-58616-3. https://books.google.com/books?id=0BfrCAAAQBAJ&pg=PA232.
↑ Rakel, David (2012). Integrative Medicine. Elsevier Health Sciences. pp. 338–. ISBN 978-1-4377-1793-8. https://books.google.com/books?id=jlVtJzBwAcEC&pg=PA338.
↑ The Menopause. Springer Science & Business Media. 6 December 2012. pp. 64–65. ISBN 978-1-4612-5525-3. https://books.google.com/books?id=z0LuBwAAQBAJ&pg=PA65.
↑ "Comparison of pharmacokinetics of a conjugated equine estrogen preparation (premarin) and a synthetic mixture of estrogens (C.E.S.) in postmenopausal women". Journal of the Society for Gynecologic Investigation 7 (3): 175–83. 2000. doi:10.1016/s1071-5576(00)00049-6. PMID 10865186.

External links

Metabocard for 4-Hydroxyestrone - Human Metabolome Database

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[OettelSchillinger2012-1] 1.0 ^1.1 Oettel, Michael; Schillinger, Ekkehard (6 December 2012). Estrogens and Antiestrogens I: Physiology and Mechanisms of Action of Estrogens and Antiestrogens. Springer Science & Business Media. pp. 224, 232, 244–245, 249. ISBN 978-3-642-58616-3. https://books.google.com/books?id=0BfrCAAAQBAJ&pg=PA232.

[Rakel2012-2] Rakel, David (2012). Integrative Medicine. Elsevier Health Sciences. pp. 338–. ISBN 978-1-4377-1793-8. https://books.google.com/books?id=jlVtJzBwAcEC&pg=PA338.

[Buchsbaum2012-3] The Menopause. Springer Science & Business Media. 6 December 2012. pp. 64–65. ISBN 978-1-4612-5525-3. https://books.google.com/books?id=z0LuBwAAQBAJ&pg=PA65.

[pmid10865186-4] "Comparison of pharmacokinetics of a conjugated equine estrogen preparation (premarin) and a synthetic mixture of estrogens (C.E.S.) in postmenopausal women". Journal of the Society for Gynecologic Investigation 7 (3): 175–83. 2000. doi:10.1016/s1071-5576(00)00049-6. PMID 10865186.

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4-Hydroxyestrone

Topic: Chemistry

See also

References

External links