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Substance Name: Vincristine [INN:BAN]
RN: 57-22-7
UNII: 5J49Q6B70F
InChIKey: OGWKCGZFUXNPDA-CFWMRBGOSA-N

Note

  • An antitumor alkaloid isolated from VINCA ROSEA. (Merck, 11th ed.)

Molecular Formula

  • C46-H56-N4-O10

Molecular Weight

  • 824.9664
 

Classification Codes

  • Antimitotic Agents
  • Antineoplastic Agents
  • Antineoplastic Agents, Phytogenic
  • Drug / Therapeutic Agent
  • Human Data
  • Mitosis Modulators
  • Mutation Data
  • Natural Product
  • Reproductive Effect
  • Skin / Eye Irritant
  • Tubulin Modulators
  • Tumor Data

Names and Synonyms

Name of Substance

  • Vincristine
  • Vincristine [INN:BAN]

MeSH Heading

  • Vincristine

Synonyms

  • 22-Oxovincaleukoblastine
  • CCRIS 5763
  • Citomid
  • EINECS 200-318-1
  • Farmistin
  • HSDB 3199
  • LCR
  • Leurocristine
  • NCI-C04864
  • NSC 67574
  • NSC-67574
  • Onco TCS
  • Oncovine
  • Onkocristin
  • UNII-5J49Q6B70F
  • VCR
  • Vincaleukoblastine, 22-oxo-
  • Vincristina
  • Vincristina [DCIT]
  • Vincristine
  • Vincristinum
  • Vincristinum [INN-Latin]
  • Vincrystine
  • Vinkristin

Systematic Names

  • Leurocristine
  • Vincaleukoblastine, 22-oxo-
  • Vincristine

Registry Numbers

CAS Registry Number

  • 57-22-7

FDA UNII

  • 5J49Q6B70F

Other Registry Number

  • 28379-27-3

System Generated Number

  • 0000057227

Structure Descriptors

InChI

InChI=1S/C46H56N4O10/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3/t28-,37-,38+,39+,42-,43+,44+,45-,46-/m0/s1

InChIKey

OGWKCGZFUXNPDA-CFWMRBGOSA-N

Smiles

CC[C@]1(O)C[C@@H]2CN(CCc3c([nH]c4ccccc34)[C@@](C2)(C(=O)OC)c5cc6c(cc5OC)N(C=O)[C@H]7[C@](O)([C@H](OC(=O)C)[C@]8(CC)C=CCN9CC[C@]67[C@H]89)C(=O)OC)C1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo parenteral 8290ug/kg (8.29mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION

BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED)		 Archives of Disease in Childhood. Vol. 51, Pg. 289, 1976.
child TDLo intravenous 500ug/kg (0.5mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ANOREXIA (HUMAN

GASTROINTESTINAL: NAUSEA OR VOMITING		 Journal of Pediatrics. Vol. 81, Pg. 90, 1972.
hamster LD10 parenteral 350ug/kg (0.35mg/kg)   Journal of Surgical Oncology. Vol. 15, Pg. 355, 1980.
human TDLo intravenous 120ug/kg/8W (0.12mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)		 British Medical Journal. Vol. 1, Pg. 1251, 1977.
mouse LD50 intraperitoneal 1300ug/kg (1.3mg/kg)   Cancer Treatment Reports. Vol. 65, Pg. 1049, 1981.
mouse LD50 intravenous 3mg/kg (3mg/kg)   United States Patent Document. Vol. #4279915,
mouse LD50 unreported 5800ug/kg (5.8mg/kg)   Cancer Research. Vol. 46, Pg. 2703, 1986.
mouse LDLo intratracheal 1200ug/kg (1.2mg/kg)   Toxicology Letters. Vol. 30, Pg. 63, 1986.
rat LD50 intraperitoneal 1250ug/kg (1.25mg/kg)   Advances in Teratology. Vol. 3, Pg. 181, 1968.
rat LD50 intravenous 1mg/kg (1mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Journal of Medicinal Chemistry. Vol. 28, Pg. 1079, 1985.
women TDLo intravenous 40ug/kg (0.04mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Medical Journal of Australia. Vol. 143, Pg. 305, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 220 deg C   EXP
pKa Dissociation Constant 5 (none)   EXP
log P (octanol-water) 2.82 (none)   EXP
Atmospheric OH Rate Constant 6.73E-10 cm3/molecule-sec 25 EST

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