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Substance Name: Vindoline
RN: 2182-14-1
UNII: 571PJ1LW03
InChIKey: CXBGOBGJHGGWIE-ACSXSLCXSA-N

Note

  • Major alkaloid from Vinca rosea L.; pentacyclic moiety in both vinblastin & vincristine.

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C25-H32-N2-O6

Molecular Weight

  • 456.5358
 
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Names and Synonyms

Name of Substance

  • Vindoline

Synonyms

  • (-)-Vindoline
  • EINECS 218-558-0
  • NSC 628056
  • NSC 91994
  • UNII-571PJ1LW03
  • Vindolin
  • Vindoline

Systematic Names

  • (2beta,3beta,4beta,5alpha,12beta,19alpha)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic acid
  • Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-
  • Vindoline (8CI)

Registry Numbers

CAS Registry Number

  • 2182-14-1

FDA UNII

  • 571PJ1LW03

Other Registry Number

  • 7616-06-0

System Generated Number

  • 0002182141

Structure Descriptors

InChI

1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1

InChIKey

CXBGOBGJHGGWIE-ACSXSLCXSA-N

Smiles

CC[C@@]12C=CCN3CC[C@@]4([C@H]13)[C@@H](N(C)c5cc(OC)ccc45)[C@](O)([C@@H]2OC(=O)C)C(=O)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 400mg/kg (400mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
"Catharanthus Alkaloids," Taylor, W.I., and N.R. Farnsworth, eds., New York, Marcel Dekker, 1975Vol. -, Pg. 73, 1975.