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Substance Name: Hirsutine
RN: 7729-23-9
UNII: W596OF93C7
InChIKey: NMLUOJBSAYAYEM-AZQGJTAVSA-N

Note

  • Isolated from Uncaria rhynchophylla.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C22-H28-N2-O3

Molecular Weight

  • 368.4742
 
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Names and Synonyms

Name of Substance

  • Hirsutine

Synonyms

  • (E)-16,17-Didehydro-17-methoxy-17,18-seco-3-beta-yohimban-16-carboxylic acid methyl ester
  • Hirsutine
  • UNII-W596OF93C7

Systematic Names

  • 17,18-Seco-3-beta-yohimban-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (E)-
  • Corynan-16-carboxylic acid, 16,17-didehydro-17-methoxy-, methyl ester, (3-beta,16E)- (9CI)

Registry Numbers

CAS Registry Number

  • 7729-23-9

FDA UNII

  • W596OF93C7

System Generated Number

  • 0007729239

Structure Descriptors

InChI

1S/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17-,20+/m0/s1

InChIKey

NMLUOJBSAYAYEM-AZQGJTAVSA-N

Smiles

CC[C@H]1CN2CCc3c4ccccc4[nH]c3[C@H]2C[C@@H]1/C(=C\OC)/C(=O)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 110mg/kg (110mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 94, Pg. 17, 1989.
mouse LD50 intravenous 35mg/kg (35mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 94, Pg. 17, 1989.