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Substance Name: Brucine
RN: 357-57-3
UNII: 6NG17YCK6H
InChIKey: RRKTZKIUPZVBMF-IBTVXLQLSA-N

Note

  • Very toxic alkaloid from Nux vomica similar to strychnine; used as reagent in analytical chemistry.

Molecular Formula

  • C23-H26-N2-O4

Molecular Weight

  • 394.4684
 

Classification Codes

Classification Codes

  • Adjuvants, Immunologic
  • Analgesics
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Immunologic Factors
  • Indicators and Reagents
  • Natural Product
  • Peripheral Nervous System Agents
  • Sensory System Agents

Superlist Classification Code

  • Reportable Quantity (RQ) = 100 lb

Names and Synonyms

Name of Substance

  • Brucine

Synonyms

  • (-)-Brucine
  • 10,11-Dimethoxystrychnine
  • 10,11-Dimethystrychnine
  • 2,3-Dimethoxy-strychnine
  • 2,3-Dimethoxystrychnidin-10-one
  • 2,3-Dimethoxystrychnine
  • Brucin
  • Brucin [German]
  • Brucina
  • Brucina [Italian]
  • Brucine
  • Brucine alkaloid
  • Brucinum
  • Bruzin
  • CCRIS 4754
  • Dimethoxy strychnine
  • EINECS 206-614-7
  • HSDB 307
  • l-Brucine
  • RCRA waste number P018
  • Strychnidin-10-one, 2,3-dimethoxy-
  • Strychnine, 2,3-dimethoxy-
  • UNII-6NG17YCK6H

Systematic Names

  • Brucine
  • Strychnidin-10-one, 2,3-dimethoxy-

Superlist Names

  • Brucine
  • Brucine [UN1570] [Poison]
  • RCRA waste no. P018
  • Strychnidin-10-one, 2,3-dimethoxy-
  • UN1570

Registry Numbers

CAS Registry Number

  • 357-57-3

FDA UNII

  • 6NG17YCK6H

Other Registry Numbers

  • 101324-32-7
  • 1087723-67-8
  • 1195340-33-0
  • 1195623-19-8
  • 193198-03-7
  • 462651-43-0
  • 54193-32-7
  • 70206-61-0

System Generated Number

  • 0000357573

Structure Descriptors

InChI

1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+/m0/s1

InChIKey

RRKTZKIUPZVBMF-IBTVXLQLSA-N

Smiles

COc1cc2c(cc1OC)N3[C@@H]4[C@]25CC[N@@]6[C@H]5C[C@@H]7[C@H]4[C@H](CC3=O)OCC=C7C6

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 8mg/kg (8mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
guinea pig LDLo intravenous 120mg/kg (120mg/kg)   National Technical Information Service. Vol. PB214-270,
mouse LD50 intraperitoneal 62mg/kg (62mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Ethnopharmacology. Vol. 35, Pg. 295, 1992.
mouse LD50 intravenous 12mg/kg (12mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Ethnopharmacology. Vol. 35, Pg. 295, 1992.
mouse LD50 oral 150mg/kg (150mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Ethnopharmacology. Vol. 35, Pg. 295, 1992.
mouse LD50 subcutaneous 60mg/kg (60mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Acta Pharmaceutica Suecica. Vol. 7, Pg. 329, 1970.
pigeon LDLo subcutaneous 58mg/kg (58mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
rabbit LDLo intravenous 30mg/kg (30mg/kg)   National Technical Information Service. Vol. PB214-270,
rat LD50 intraperitoneal 91mg/kg (91mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: REGIDITY

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 131, Pg. 185, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 178 deg C   EXP
pKa Dissociation Constant 8.28 (none) 25 EXP
log P (octanol-water) 0.98 (none)   EXP
Water Solubility 3200 mg/L 15 EXP
Vapor Pressure 3.13E-10 mm Hg 25 EST
Henry's Law Constant 2.09E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.50E-10 cm3/molecule-sec 25 EST

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