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8,9-Dehydroestradiol

8,9-Dehydroestradiol, or Δ8-17β-estradiol, also known as estra-1,3,5(10),8-tetraen-17β-ol-3-one, is a naturally occurring steroidal estrogen found in horses which is closely related to equilin, equilenin, and estradiol, and, as the 3-sulfate ester sodium salt, is a minor constituent of conjugated estrogens (Premarin).[1] It is also an important active metabolite of 8,9-dehydroestrone, analogously to conversion of estrone or estrone sulfate into estradiol.[2][3]

8,9-Dehydroestradiol
Clinical data
Other namesΔ8-Estradiol; Δ8-17β-Estradiol; Estra-1,3,5(10),8-tetraen-17β-ol-3-one
Routes of
administration
By mouth
Drug classEstrogen
Identifiers
  • (13S,14S,17S)-13-methyl-6,7,11,12,14,15,16,17-octahydrocyclopenta[a]phenanthrene-3,17-diol
CAS Number
  • 23392-54-3
ChemSpider
  • 8014038
Chemical and physical data
FormulaC18H22O2
Molar mass270.372 g·mol−1
3D model (JSmol)
  • Interactive image
  • Oc4cc3c(/C1=C(/[C@@H]2CC[C@H](O)[C@]2(CC1)C)CC3)cc4
  • InChI=InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,16-17,19-20H,2,4,6-9H2,1H3/t16-,17-,18-/m0/s1
  • Key:UWYDUSMQFLTKBQ-BZSNNMDCSA-N

See also edit

References edit

  1. ^ Fritz MA, Speroff L (28 March 2012). Clinical Gynecologic Endocrinology and Infertility. Lippincott Williams & Wilkins. pp. 751–. ISBN 978-1-4511-4847-3.
  2. ^ 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.
  3. ^ Bhavnani BR, Nisker JA, Martin J, Aletebi F, Watson L, Milne JK (2000). "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): 175–183. doi:10.1016/s1071-5576(00)00049-6. PMID 10865186.


dehydroestradiol, 17β, estradiol, also, known, estra, tetraen, 17β, naturally, occurring, steroidal, estrogen, found, horses, which, closely, related, equilin, equilenin, estradiol, sulfate, ester, sodium, salt, minor, constituent, conjugated, estrogens, prema. 8 9 Dehydroestradiol or D8 17b estradiol also known as estra 1 3 5 10 8 tetraen 17b ol 3 one is a naturally occurring steroidal estrogen found in horses which is closely related to equilin equilenin and estradiol and as the 3 sulfate ester sodium salt is a minor constituent of conjugated estrogens Premarin 1 It is also an important active metabolite of 8 9 dehydroestrone analogously to conversion of estrone or estrone sulfate into estradiol 2 3 8 9 DehydroestradiolClinical dataOther namesD8 Estradiol D8 17b Estradiol Estra 1 3 5 10 8 tetraen 17b ol 3 oneRoutes ofadministrationBy mouthDrug classEstrogenIdentifiersIUPAC name 13S 14S 17S 13 methyl 6 7 11 12 14 15 16 17 octahydrocyclopenta a phenanthrene 3 17 diolCAS Number23392 54 3ChemSpider8014038Chemical and physical dataFormulaC 18H 22O 2Molar mass270 372 g mol 13D model JSmol Interactive imageSMILES Oc4cc3c C1 C C H 2CC C H O C 2 CC1 C CC3 cc4InChI InChI InChI 1S C18H22O2 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 17 19 20H 2 4 6 9H2 1H3 t16 17 18 m0 s1Key UWYDUSMQFLTKBQ BZSNNMDCSA NSee also editList of estrogens Equine estrogensReferences edit Fritz MA Speroff L 28 March 2012 Clinical Gynecologic Endocrinology and Infertility Lippincott Williams amp Wilkins pp 751 ISBN 978 1 4511 4847 3 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 Nisker JA Martin J Aletebi F Watson L Milne JK 2000 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 3 175 183 doi 10 1016 s1071 5576 00 00049 6 PMID 10865186 nbsp This article about a steroid is a stub You can help Wikipedia by expanding it vte nbsp This drug article relating to the genito urinary system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title 8 9 Dehydroestradiol amp oldid 1210253357, wikipedia, wiki, book, books, library,

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