Anagyrine

Names

[ CAS No. ]:
486-89-5

[ Name ]:
Anagyrine

[Synonym ]:
Anagyrin
Monolupine
3,4,5,6-Tetradehydrospartein-2-one
RHOMBININE
Alkaloid III
Rhombinin
Monolupin

Biological Activity

[Description]:

Anagyrine is an alkaloid that has been found in L. albus and has nematocidal and anticancer activities[1].It binds to muscarinic and nicotinic acetylcholine receptors (AChRs) with IC50 values of 132 and 2096 µM respectively[2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Neuronal Signaling >> mAChR

Signaling Pathways >> GPCR/G Protein >> mAChR

Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR

Signaling Pathways >> Neuronal Signaling >> nAChR

[References]

[1]. Schmeller T, Sauerwein M, Sporer F, Wink M, Müller WE. Binding of quinolizidine alkaloids to nicotinic and muscarinic acetylcholine receptors. J Nat Prod. 1994 Sep;57(9):1316-9.

[2]. Matsuda, K., et al. Nematicidal activities of (–)-N-methylcytisine and (–)-anagyrine from Sophora flavescens against pine wood nematodes. Agr. BioI. Chem. 53(8), 2287-2288 (1989).

Chemical & Physical Properties

[ Density]:
1.22 g/cm3

[ Boiling Point ]:
455.6ºC at 760 mmHg

[ Molecular Formula ]:
C₁₅H₂₀N₂O

[ Molecular Weight ]:
244.33200

[ Flash Point ]:
216.3ºC

[ Exact Mass ]:
244.15800

[ PSA ]:
25.24000

[ LogP ]:
1.75780

[ Vapour Pressure ]:
1.73E-08mmHg at 25°C

[ Index of Refraction ]:
1.628

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BV5620000

CHEMICAL NAME :: Anagyrine

CAS REGISTRY NUMBER :: 486-89-5

BEILSTEIN REFERENCE NO. :: 0086776

LAST UPDATED :: 199709

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C15-H20-N2-O

MOLECULAR WEIGHT :: 244.37

WISWESSER LINE NOTATION :: T C66 K66 A GVN PN&TTTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 816 mg/kg

SEX/DURATION :: female 50-75 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - musculoskeletal system

REFERENCE :: JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 1,887,1976