1,4,6-androstatrien-3,17-dione

Names

[ CAS No. ]:
633-35-2

[ Name ]:
1,4,6-androstatrien-3,17-dione

[Synonym ]:
Conchinin
1,4,6-androstatrien-3,17-dione
QUINDINE
Androsta-1,4,6-triene-3,17-dione
Chinidin
androst-1,4,6-triene-3,17-dione
Kinidin
Cin-quin
Coccinine
Quinidex
QUNIDINE
PITAYINE
Pitayin
1,4,6-Androstatriene-3,17-dione
Androsta-1,4,6-trien-3,17-dion

Biological Activity

[Description]:

Androsta-1,4,6-triene-3,17-dione is a lipophilic and specific aromatase inhibitor with a Ki of 0.18 μM. Androsta-1,4,6-triene-3,17-dione inhibits estrogen biosynthesis and shows antifertility effects. Androsta-1,4,6-triene-3,17-dione induces impairment of spatial memory[1][2].

[Related Catalog]:

Research Areas >> Endocrinology

Research Areas >> Neurological Disease

Signaling Pathways >> Others >> Aromatase

[Target]

Ki: 0.18 μM (aromatase)[1]

[In Vivo]

Androsta-1,4,6-triene-3,17-dione (25-100 mg/kg; s.c.) prevents the normal rise in ovarian estradiol concentrations[2]. Androsta-1,4,6-triene-3,17-dione may act in vivo to inhibit fertility by inhibition of estrogen biosynthesis [1]. Animal Model: Rats (220-250 g)[2] Dosage: 25 mg/kg, 100 mg/kg Administration: Subcutaneous injection Result: Prevented the normal rise in ovarian estradiol concentrations with a single injection 3 hours before the time of the estrogen surge on proestrus.

[References]

[1]. Covey DF, et al. Enzyme-generated intermediates derived from 4-androstene-3,6,17-trione and 1,4,6-androstatriene-3,17-dione cause a time-dependent decrease in human placental aromatase activity. Endocrinology. 1981 Apr;108(4):1597-9.

[2]. Brodie AM, et al. Antifertility effects of an aromatase inhibitor, 1,4,6-androstatriene-3, 17-dione. Endocrinology. 1979 Jan;104(1):118-21.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
452.8±45.0 °C at 760 mmHg

[ Melting Point ]:
164-165ºC

[ Molecular Formula ]:
C₁₉H₂₂O₂

[ Molecular Weight ]:
282.377

[ Flash Point ]:
168.7±25.7 °C

[ Exact Mass ]:
282.161987

[ PSA ]:
34.14000

[ LogP ]:
2.52

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.587

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BV8082250

CHEMICAL NAME :: Androsta-1,4,6-triene-3,17-dione

CAS REGISTRY NUMBER :: 633-35-2

LAST UPDATED :: 199606

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C19-H22-O2

MOLECULAR WEIGHT :: 282.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 260 mg/kg

SEX/DURATION :: female 30-55 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - other effects to embryo Reproductive - Effects on Newborn - biochemical and metabolic Reproductive - Effects on Newborn - behavioral

REFERENCE :: BIREBV Biology of Reproduction. (Soc. for the Study of Reproduction, 309 W. Clark St., Champaign, IL 61820) V.1- 1969- Volume(issue)/page/year: 51,1273,1994

Safety Information

[ Safety Phrases ]:
22-24/25

Precursor & DownStream

Precursor

DownStream

Related Compounds

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