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Substance Name: Gentianine
RN: 439-89-4
UNII: C2PD310UXB
InChIKey: DFNZYFAJQPLJFI-UHFFFAOYSA-N

Note

  • From Gentiana macrophylla.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C10-H9-N-O2

Molecular Weight

  • 175.1861
 
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Names and Synonyms

Name of Substance

  • Gentianine

Synonyms

  • 4-27-00-02817 (Beilstein Handbook Reference)
  • 5-Ethenyl-3,4-dihydro-1H-pyrano(3,4-c)pyridin-1-one
  • BRN 0137011
  • Gentianine
  • Nicotinic acid, 4-(2-hydroxyethyl)-5-vinyl-, gamma-lactone
  • UNII-C2PD310UXB

Systematic Names

  • 1H-Pyrano(3,4-c)pyridin-1-one, 3,4-dihydro-5-vinyl-
  • 1H-Pyrano(3,4-c)pyridin-1-one, 5-ethenyl-3,4-dihydro- (9CI)

Registry Numbers

CAS Registry Number

  • 439-89-4

FDA UNII

  • C2PD310UXB

System Generated Number

  • 0000439894

Structure Descriptors

InChI

1S/C10H9NO2/c1-2-7-5-11-6-9-8(7)3-4-13-10(9)12/h2,5-6H,1,3-4H2

InChIKey

DFNZYFAJQPLJFI-UHFFFAOYSA-N

Smiles

C=Cc1cncc2c1CCOC2=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 250mg/kg (250mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Pharmaceutica Acta Helvetiae. Vol. 26, Pg. 333, 1951.
mouse LD50 oral 500mg/kg (500mg/kg)   Journal of Ethnopharmacology. Vol. 7, Pg. 1, 1983.
mouse LD50 subcutaneous 500mg/kg (500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Pharmaceutica Acta Helvetiae. Vol. 26, Pg. 333, 1951.
mouse LDLo intraperitoneal 400mg/kg (400mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Planta Medica. Vol. 25, Pg. 258, 1974.
rat LD50 intraperitoneal 276mg/kg (276mg/kg)   Journal of Pharmaceutical Sciences. Vol. 63, Pg. 1341, 1974.