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Desmethylchlorotrianisene

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Desmethylchlorotrianisene
Clinical data
Other namesDMCTA
Drug classNonsteroidal estrogen
Identifiers
  • (EZ)-4-[2-Chloro-1,2-bis(4-hydroxyphenyl)ethenyl]phenol
CAS Number
  • 80525-45-7 checkY (E)-isomer: 80525-45-7
    (Z)-isomer: 80525-44-6
PubChemCID
ChemSpider
Chemical and physical data
FormulaC20H15ClO3
Molar mass338.79 g·mol−1
3D model (JSmol)
  • OC1=CC=C(/C(C2=CC=C(OC)C=C2)=C(Cl)/C3=CC=C(OC)C=C3)C=C1
  • InChI=1S/C20H15ClO3/c21-20(15-5-11-18(24)12-6-15)19(13-1-7-16(22)8-2-13)14-3-9-17(23)10-4-14/h1-12,22-24H
  • Key:XQRLRQNJWROVPF-UHFFFAOYSA-N

Desmethylchlorotrianisene (DMCTA) is anonsteroidal estrogen which is thought to be the majoractive metabolite ofchlorotrianisene (CTA; TACE).[1][2] It is a 1:1mixture ofcis and transisomers.[1][2] DMCTA is produced from CTA via mono-O-demethylation catalyzed bycytochrome P450enzymes in theliver.[1][2] CTA is thought to act as a long-lastingprodrug of DMCTA.[1]

References

[edit]
  1. ^abcdRuenitz PC, Toledo MM (August 1981). "Chemical and biochemical characteristics of O-demethylation of chlorotrianisene in the rat".Biochem. Pharmacol.30 (16):2203–7.doi:10.1016/0006-2952(81)90088-5.PMID 7295335.
  2. ^abcVirgil Craig Jordan (1986).Estrogen/antiestrogen Action and Breast Cancer Therapy. Univ of Wisconsin Press. p. 212.ISBN 978-0-299-10480-1.
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown


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