Cyclobuxine D

Names

[ Name ]:
Cyclobuxine D

[Synonym ]:
cyclobuxine
cyclobuxine D
(3beta,5alpha,16alpha,20S)-14-Methyl-3,20-bis(methylamino)-4-methylene-9,19-cyclopregnan-16-ol

Biological Activity

[Description]:

Cyclobuxine D is a steroidal alkaloid extracted from Buxus microphylla. Cyclobuxine D has a significant bradycardic effect in the rat heart and an inhibitory action on acetylcholine and Ba++−induced contraction of the longitudinal muscle isolated from the rabbit jejunum[1][2].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> mAChR

Signaling Pathways >> GPCR/G Protein >> mAChR

Research Areas >> Inflammation/Immunology

[References]

[1]. . A. Eshonov, et al. Alkaloids of Buxus sempervirens, Crystal and Molecular Structure of Cyclobuxine-D and Imperialine. Chemistry of Natural Compounds. 12 January 2014. 49:11791182.

[2]. Kwon, Jun-Tack, et al. Effects of Cyclobuxine D on Drug-Induced Contractions of the Isolated Rat Uterine Muscle and Potassium-Activated Calcium Channels in an Intestinal Smooth Muscle. The Korean Journal of Pharmacology. 1988. 24 (1): 103-109.

Chemical & Physical Properties

[ Density]:
1.08g/cm3

[ Boiling Point ]:
494.2ºC at 760mmHg

[ Melting Point ]:
236-238ºC

[ Molecular Formula ]:
C₂₅H₄₂N₂O

[ Molecular Weight ]:
386.61400

[ Flash Point ]:
53.5ºC

[ Exact Mass ]:
386.33000

[ PSA ]:
44.29000

[ LogP ]:
4.90400

[ Vapour Pressure ]:
7.7E-12mmHg at 25°C

[ Index of Refraction ]:
1.561

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GZ0590020

CHEMICAL NAME :: 9,19-Cyclo-5-alpha,9-beta-pregnan-16-alpha-ol, 14-methyl-3-beta,20-alpha-bis(methylamino)-4- methylene-

CAS REGISTRY NUMBER :: 2241-90-9

LAST UPDATED :: 198909

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C25-H42-N2-O

MOLECULAR WEIGHT :: 386.69

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 300 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 8(2),217,1982