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Substance Name: Colchiceine
RN: 477-27-0
UNII: HJ30158L57
InChIKey: PRGILOMAMBLWNG-HNNXBMFYSA-N

Classification Codes

  • Agricultural Chemical
  • Growth Regulator / Fertilizer
  • Human Data
  • Mutation Data
  • Natural Product

Molecular Formula

  • C21-H23-N-O6

Molecular Weight

  • 385.4137
 
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Names and Synonyms

Name of Substance

  • Colchiceine

Synonyms

  • 4-14-00-00943 (Beilstein Handbook Reference)
  • 7-Acetamido-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo(a)heptalen-9(5H)-one
  • Benzo(a)heptalen-10(5H)-one, 7-acetamido-6,7-dihydro-9-hydroxy-1,2,3-trimethoxy-
  • Benzo(a)heptalen-9(5H)-one, 7-acetamido-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy-
  • BRN 2824078
  • Colchiceine
  • EINECS 207-512-5
  • N-Acetyl trimethylcolchicinic acid
  • NSC 123396
  • NSC 33411
  • O(sup 10)-Demethylcolchicine
  • O10-Demethylcolchicine
  • UNII-HJ30158L57

Systematic Names

  • Acetamide, N-(5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)- (9CI)
  • Colchiceine
  • Colchiceine (VAN) (8CI)
  • O-Demethylcolchicine

Registry Numbers

CAS Registry Number

  • 477-27-0

FDA UNII

  • HJ30158L57

System Generated Number

  • 0000477270

Structure Descriptors

InChI

1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/t15-/m0/s1

InChIKey

PRGILOMAMBLWNG-HNNXBMFYSA-N

Smiles

COc1cc2CC[C@H](NC(=O)C)C3=CC(=O)C(=CC=C3c2c(OC)c1OC)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human LDLo oral 43ug/kg (0.043mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 250, 1966.
man LDLo oral 714mg/kg (714mg/kg) BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE

KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Medical Journal of Australia. Vol. 158, Pg. 28, 1993.
mouse LD50 intraperitoneal 84mg/kg (84mg/kg) BLOOD: HEMORRHAGE Cancer Vol. 3, Pg. 124, 1950.
mouse LD50 intravenous 1mg/kg (1mg/kg)   Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 241, Pg. 1889, 1955.
rat LD50 intravenous 2500ug/kg (2.5mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS
Pharmacology and Toxicology. English translation of FATOAO. Vol. 20, Pg. 284, 1957.
rat LDLo subcutaneous 75mg/kg (75mg/kg)   Helvetica Chimica Acta. Vol. 33, Pg. 1606, 1950.
rat LDLo unreported 30mg/kg (30mg/kg)   Cancer Vol. 3, Pg. 124, 1950.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 178.5 deg C   EXP
log P (octanol-water) 1.2 (none)   EXP
Water Solubility 6000 mg/L 20 EXP
Vapor Pressure 8.88E-16 mm Hg 25 EST
Henry's Law Constant 3.37E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.24E-10 cm3/molecule-sec 25 EST

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