RetroSearch Browse

Showing content from https://en.wikipedia.org/wiki/Cyclodiol below:

From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

Cyclodiol Other names ZK-115194; Cycloestradiol; 14α,17α-Ethano-17β-estradiol; 14α,17α-Ethanoestra-1,3,5(10)-triene-3,17β-diol; 14,21-Cyclo-19-norpregna-1,3,5(10)-triene-3,17α-diol Routes of
administration By mouth^[1] Drug class Estrogen Bioavailability 33 ± 19%^[1] Elimination half-life 28.7 hours^[1] IUPAC name

(8R,9S,13S)-13-Methyl-7,8,9,11,12,13,15,16-octahydro-14,17-ethanocyclopenta[a]phenanthrene-3,17(6H)-diol

Formula C₂₀H₂₆O₂ Molar mass 298.426 g·mol⁻¹ 3D model (JSmol)

InChI=1S/C20H26O2/c1-18-7-6-16-15-4-3-14(21)12-13(15)2-5-17(16)19(18)8-10-20(18,22)11-9-19/h3-4,12,16-17,21-22H,2,5-11H2,1H3/t16-,17-,18+,19?,20?/m1/s1
Key:YGXXZMDWSWSCSI-UYUJGIFYSA-N

Cyclodiol (developmental code name ZK-115194; also known as 14α,17α-ethano-17β-estradiol) is a synthetic estrogen which was studied in the 1990s and was never marketed.^[2]^[1]^[3] It is a derivative of estradiol with a bridge between the C14α and C17α positions.^[2]^[1]^[3]^[4] Cyclodiol has 100% of the relative binding affinity of estradiol for the human ERα and similar transactivational capacity as estradiol at the receptor.^[2] It has comparable potency to estradiol when administered by subcutaneous injection.^[2] The drug shows genotoxicity similarly to estradiol.^[2]^[4] Cyclodiol showed an absolute bioavailability of 33 ± 19% and an elimination half-life of 28.7 hours in pharmacokinetic studies in women.^[1]

^ ^a ^b ^c ^d ^e ^f Baumann A, Fuhrmeister A, Brudny-Klöppel M, Draeger C, Bunte T, Kuhnz W (October 1996). "Comparative pharmacokinetics of two new steroidal estrogens and ethinylestradiol in postmenopausal women". Contraception. 54 (4): 235–242. doi:10.1016/S0010-7824(96)00194-1. PMID 8922877.
^ ^a ^b ^c ^d ^e Oettel M, Schillinger E (6 December 2012). Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen. Springer Science & Business Media. pp. 10, 15, 76, 329, 332. ISBN 978-3-642-60107-1.
^ ^a ^b Lang R, Reimann R (1993). "Studies for a genotoxic potential of some endogenous and exogenous sex steroids. I. Communication: examination for the induction of gene mutations using the Ames Salmonella/microsome test and the HGPRT test in V79 cells". Environmental and Molecular Mutagenesis. 21 (3): 272–304. Bibcode:1993EnvMM..21..272L. doi:10.1002/em.2850210311. PMID 8462531. S2CID 39049586.
^ ^a ^b Hundal BS, Dhillon VS, Sidhu IS (March 1997). "Genotoxic potential of estrogens". Mutation Research. 389 (2–3): 173–181. Bibcode:1997MRGTE.389..173H. doi:10.1016/S1383-5718(96)00144-1. PMID 9093381.

Estrogen receptor modulators ERTooltip Estrogen receptor Agonists

Mixed
(SERMsTooltip Selective estrogen receptor modulators)

Antagonists

GPERTooltip G protein-coupled estrogen receptor Agonists

Antagonists

Unknown

See also: Receptor/signaling modulators; Estrogens and antiestrogens; Androgen receptor modulators; Progesterone receptor modulators; List of estrogens

RetroSearch is an open source project built by @garambo | Open a GitHub Issue

Search and Browse the WWW like it's 1997 | Search results from DuckDuckGo

HTML: 3.2 | Encoding: UTF-8 | Version: 0.7.4