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Substance Name: alpha-Yohimbine
RN: 131-03-3
UNII: T4LJ7LU45W
InChIKey: BLGXFZZNTVWLAY-DIRVCLHFSA-N

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C21-H26-N2-O3

Molecular Weight

  • 354.4474
 
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Names and Synonyms

Name of Substance

  • alpha-Yohimbine

Synonyms

  • 17-alpha-Hydroxy-20-alpha-yohimban-16-beta-carboxylic acid methyl ester
  • alpha-Yohimbine
  • Corynanthidine
  • EINECS 205-006-9
  • Isoyohimbine
  • Mesoyohimbine
  • Rauwolscine
  • UNII-T4LJ7LU45W

Systematic Names

  • 20-alpha-Yohimban-16-beta-carboxylic acid, 17-alpha-hydroxy-, methyl ester
  • Methyl (16beta,17alpha,20alpha)-17-hydroxyyohimban-16-carboxylate
  • Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16-beta,17-alpha,20-alpha)- (9CI)

Registry Numbers

CAS Registry Number

  • 131-03-3

FDA UNII

  • T4LJ7LU45W

System Generated Number

  • 0000131033

Structure Descriptors

InChI

1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15+,17+,18+,19+/m1/s1

InChIKey

BLGXFZZNTVWLAY-DIRVCLHFSA-N

Smiles

COC(=O)[C@@H]1[C@@H](O)CC[C@@H]2CN3CCc4c([nH]c5ccccc45)[C@@H]3C[C@H]12

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 80mg/kg (80mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 134, Pg. 447, 1961.
mouse LDLo oral 2500mg/kg (2500mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 317, 1948.
rat LD50 intraperitoneal 50mg/kg (50mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 134, Pg. 447, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 243.5 deg C   EXP
pKa Dissociation Constant 6.34 (none)   EXP
log P (octanol-water) 2.54 (none)   EXP

Physical property data is provided to ChemIDplus by SRC, Inc.