Zuclomiphene (citrete)

Names

[ Name ]:
Zuclomiphene (citrete)

[Synonym ]:
cis-6,cis-11-Methyl-octadecadienoat
cis-clomiphene citrate
clomphencitrate
cis-cis-6,11-Octadecadiensaeuremethylester
Methyl-cis,cis-octadeca-6,11-dienoat
cis,cis-Octadeca-6,11-diensaeure-methylester
clomifen citrate
I-Dihydrocitrat
zuclomiphene citrate

Biological Activity

[Description]:

Zuclomiphene citrate is a cis isomer of Clomiphene citrate. Zuclomiphene citrate has an antiestrogenic effect and can inhibit the secretion of luteinizing hormone (LH) more than the trans isomer. Zuclomiphene citrate is also an orally active hypocholesterolemic agent[1][2][3][4].

[Related Catalog]:

Signaling Pathways >> Others >> Estrogen Receptor/ERR

Research Areas >> Endocrinology

Research Areas >> Metabolic Disease

[Target]

Estrogen Receptor/ERR

[References]

[1]. Fontenot GK, et al. Differential effects of isomers of clomiphene citrate on reproductive tissues in male mice. BJU Int. 2016 Feb;117(2):344-50.

[2]. Mikkelson TJ, et al. Single-dose pharmacokinetics of clomiphene citrate in normal volunteers. Fertil Steril. 1986 Sep;46(3):392-6.

[3]. Sutherland RL. Estrogen antagonists in chick oviduct: antagonist activity of eight synthetic triphenylethylene derivatives and their interactions with cytoplasmic and nuclear estrogen receptors. Endocrinology. 1981 Dec;109(6):2061-8.

[4]. Ramsey RB, et al. The biochemical and morphological response of hydrolytic enzymes in the developing brain to hypocholesterolemic agents. Acta Neuropathol. 1980;49(2):89-94.

Chemical & Physical Properties

[ Molecular Formula ]:
C₃₂H₃₆ClNO₈

[ Molecular Weight ]:
598.08300

[ Exact Mass ]:
597.21300

[ PSA ]:
144.60000

[ LogP ]:
5.31410

[ Storage condition ]:
2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YE0930000

CAS REGISTRY NUMBER :: 7619-53-6

LAST UPDATED :: 198910

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C26-H28-Cl-N-O.C6-H8-O7

MOLECULAR WEIGHT :: 598.14

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 30 mg/kg

SEX/DURATION :: male 60 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

REFERENCE :: IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 11,23,1973