8,9-Dehydroestrone

8,9-Dehydroestrone
	ファイル:8,9-Dehydroestrone.svg
Clinical data
Other names	Δ8-Estrone; Estra-1,3,5(10),8-tetraen-3-ol-17-one
Routes of; administration	By mouth
Drug class	Estrogen
Identifiers
	IUPAC name (13S,14S)-3-Hydroxy-13-methyl-7,11,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-17-one;
CAS Number	474-87-3;
PubChem CID	6451472;
ChemSpider	4953937;
UNII	7C1N8RKG9F;
Chemical and physical data
Formula	C18H20O2
Molar mass	268.356 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CCC3=C([C@@H]1CCC2=O)CCC4=C3C=CC(=C4)O;
	InChI InChI=1S/C18H20O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,16,19H,2,4,6-9H2,1H3/t16-,18-/m0/s1; Key:OUGSRCWSHMWPQE-WMZOPIPTSA-N;

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8,9-Dehydroestrone, or Δ⁸-estrone, also known as estra-1,3,5(10),8-tetraen-3-ol-17-one, is a naturally occurring estrogen found in horses which is closely related to equilin, equilenin, and estrone, and, as the 3-sulfate ester sodium salt, is a minor constituent (3.5%) of conjugated estrogens (Premarin).^[1]^[2]^[3]^[4] It produces 8,9-dehydro-17β-estradiol as an important active metabolite, analogously to conversion of estrone or estrone sulfate into estradiol.^[2]^[4]^[5]^[3] The compound was first described in 1997.^[6]^[3] In addition to 8,9-dehydroestrone and 8,9-dehydro-17β-estradiol, 8,9-dehydro-17α-estradiol is likely also to be present in conjugated estrogens, but has not been identified at this time.^[2]

References

↑ Fritz MA, Speroff L (28 March 2012). "Postmenopausal Hormone Therapy". Clinical Gynecologic Endocrinology and Infertility. Lippincott Williams & Wilkins. pp. 751–. ISBN 978-1-4511-4847-3.
↑ ^{以下の位置に戻る: 2.0} ^2.1 ^2.2 Bhavnani BR (January 1998). "Pharmacokinetics and pharmacodynamics of conjugated equine estrogens: chemistry and metabolism". Proceedings of the Society for Experimental Biology and Medicine. 217 (1): 6–16. doi:10.3181/00379727-217-44199. PMID 9421201. S2CID 45177839.
↑ ^{以下の位置に戻る: 3.0} ^3.1 ^3.2 Bhavnani BR, Cecutti A, Gerulath A (October 1998). "Pharmacokinetics and pharmacodynamics of a novel estrogen delta8-estrone in postmenopausal women and men". The Journal of Steroid Biochemistry and Molecular Biology. 67 (2): 119–131. doi:10.1016/s0960-0760(98)00082-x. PMID 9877212. S2CID 54352249.
↑ ^{以下の位置に戻る: 4.0} ^4.1 Baracat E, Haidar M, Lopez FJ, Pickar J, Dey M, Negro-Vilar A (June 1999). "Estrogen activity and novel tissue selectivity of delta8,9-dehydroestrone sulfate in postmenopausal women". The Journal of Clinical Endocrinology and Metabolism. 84 (6): 2020–2027. doi:10.1210/jcem.84.6.5800. PMID 10372704.
↑ Kuhl H (August 2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration". Climacteric. 8 (Suppl 1): 3–63. doi:10.1080/13697130500148875. PMID 16112947. S2CID 24616324.
↑ Bhavnani BR, Cecutti A, Dey MS (1997). "Effects in postmenopausal women of delta-8-estrone sulfate: A novel estrogen component of Premarin". Journal Society Gynecologic Investigation. 4 (1 (Suppl): 392.

テンプレート:Steroid-stub テンプレート:Genito-urinary-drug-stub

[FritzSperoff2012-1] Fritz MA, Speroff L (28 March 2012). "Postmenopausal Hormone Therapy". Clinical Gynecologic Endocrinology and Infertility. Lippincott Williams & Wilkins. pp. 751–. ISBN 978-1-4511-4847-3.

[pmid9421201-2] {以下の位置に戻る: 2.0} ^2.1 ^2.2 Bhavnani BR (January 1998). "Pharmacokinetics and pharmacodynamics of conjugated equine estrogens: chemistry and metabolism". Proceedings of the Society for Experimental Biology and Medicine. 217 (1): 6–16. doi:10.3181/00379727-217-44199. PMID 9421201. S2CID 45177839.

[pmid9877212-3] {以下の位置に戻る: 3.0} ^3.1 ^3.2 Bhavnani BR, Cecutti A, Gerulath A (October 1998). "Pharmacokinetics and pharmacodynamics of a novel estrogen delta8-estrone in postmenopausal women and men". The Journal of Steroid Biochemistry and Molecular Biology. 67 (2): 119–131. doi:10.1016/s0960-0760(98)00082-x. PMID 9877212. S2CID 54352249.

[pmid10372704-4] {以下の位置に戻る: 4.0} ^4.1 Baracat E, Haidar M, Lopez FJ, Pickar J, Dey M, Negro-Vilar A (June 1999). "Estrogen activity and novel tissue selectivity of delta8,9-dehydroestrone sulfate in postmenopausal women". The Journal of Clinical Endocrinology and Metabolism. 84 (6): 2020–2027. doi:10.1210/jcem.84.6.5800. PMID 10372704.

[pmid16112947-5] Kuhl H (August 2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration". Climacteric. 8 (Suppl 1): 3–63. doi:10.1080/13697130500148875. PMID 16112947. S2CID 24616324.

[BhavnaniCecutti1997-6] Bhavnani BR, Cecutti A, Dey MS (1997). "Effects in postmenopausal women of delta-8-estrone sulfate: A novel estrogen component of Premarin". Journal Society Gynecologic Investigation. 4 (1 (Suppl): 392.

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8,9-Dehydroestrone

See also

References

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8,9-Dehydroestrone

See also

References

案内メニュー

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