b-Yohimbine

Names

[ CAS No. ]:
549-84-8

[ Name ]:
b-Yohimbine

[Synonym ]:
Methyl (16α,17β)-17-hydroxyyohimban-16-carboxylate
Yohimban-16α-carboxylic acid, 17β-hydroxy-, methyl ester
Yohimban-16-α-carboxylic acid, 17-β-hydroxy-, methyl ester
.beta.-Yohimbine
Amsonin
Yohimban-16α-carboxylic acid, 17β-hydroxy-, methyl ester (8CI)
Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16α,17β)-
Amsonine
b-Yohimbine
β-Yohimbine

Biological Activity

[Description]:

β-Yohimbine (Amsonin) is an indole alkaloid that can be isolated from Aspidosperma ulei Markgr. β-Yohimbine shows antiplasmodial activity against the Chloroquine (HY-17589A)-resistant Fc M29-Cameroon strain (IC50: > 1 μg/mL)[1].

[Related Catalog]:

Research Areas >> Infection

[References]

[1]. dos Santos Torres ZE, et al. Chemical composition of Aspidosperma ulei Markgr. and antiplasmodial activity of selected indole alkaloids. Molecules. 2013 May 29;18(6):6281-97.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
543.0±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₁H₂₆N₂O₃

[ Molecular Weight ]:
354.443

[ Flash Point ]:
282.2±30.1 °C

[ Exact Mass ]:
354.194336

[ PSA ]:
65.56000

[ LogP ]:
2.20

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.661

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ZG1000030

CHEMICAL NAME :: Yohimban-16-alpha-carboxylic acid, 17-beta-hydroxy-, methyl ester

CAS REGISTRY NUMBER :: 549-84-8

LAST UPDATED :: 199007

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C21-H26-N2-O3

MOLECULAR WEIGHT :: 354.49

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1 gm/kg

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

REFERENCE :: 85IXA4 "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948 Volume(issue)/page/year: -,317,1948

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 68 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 94,17,1989

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5400 ug/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 94,17,1989

Safety Information

[ Hazard Codes ]:
Xi

Precursor & DownStream

Precursor

DownStream

Related Compounds

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