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Substance Name: Vinorelbine [INN:BAN]
RN: 71486-22-1
UNII: Q6C979R91Y
InChIKey: GBABOYUKABKIAF-IELIFDKJSA-N

Note

  • A vinca alkaloid related to VINBLASTINE that is used as a first-line treatment for NON-SMALL CELL LUNG CANCER, or for advanced or metastatic BREAST CANCER refractory to treatment with ANTHRACYCLINES.

Molecular Formula

  • C45-H54-N4-O8

Molecular Weight

  • 778.9416
 

Classification Codes

  • Antimitotic Agents
  • Antineoplastic Agents
  • Antineoplastic Agents, Phytogenic
  • Drug / Therapeutic Agent
  • Tubulin Modulators

Names and Synonyms

Name of Substance

  • Vinorelbine
  • Vinorelbine [INN:BAN]

MeSH Heading

  • Vinorelbine

Synonyms

  • Exelbine
  • HSDB 7665
  • KW 2307 base
  • Navelbine base
  • Nor-5'-anhydrovinblastine
  • UNII-Q6C979R91Y
  • Vinorelbina
  • Vinorelbina [Spanish]
  • Vinorelbine
  • Vinorelbinum
  • Vinorelbinum [Latin]

Systematic Names

  • Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-((2R,6R,8S)-4-ethyl-1,3,6,7,8,9-hexahydro-8-(methoxycarbonyl)-2,6-methano-2H-azecino(4,3-b)indol-8-yl)-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-
  • Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-((2R,6R,8S)-4-ethyl-1,3,6,7,8,9-hexahydro-8-(methoxycarbonyl)-2,6-methano-2H-azecino(4,3-b)indol-8-yl)-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12R,19alpha)-
  • C'-Norvincaleukoblastine, 3',4'-didehydro-4'-deoxy-

Registry Numbers

CAS Registry Number

  • 71486-22-1

FDA UNII

  • Q6C979R91Y

System Generated Number

  • 0071486221

Structure Descriptors

InChI

1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1

InChIKey

GBABOYUKABKIAF-IELIFDKJSA-N

Smiles

CCC1=C[C@H]2C[C@@](c3c(c4ccccc4[nH]3)CN(C2)C1)(c5cc6c(cc5OC)N([C@@H]7[C@]68CCN9[C@H]8[C@@](C=CC9)([C@H]([C@@]7(C(=O)OC)O)OC(=O)C)CC)C)C(=O)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 26mg/kg (26mg/kg)   Gan to Kagaku Ryoho. Cancer and Chemotherapy. Vol. 10, Pg. 1050, 1983.