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Substance Name: Geissospermine
RN: 427-01-0
UNII: 8QA0HO25M6
InChIKey: ISDWYSGTYITCHG-FDOUXRQQSA-N

Note

  • Cholinesterase Inhibitor from the bark extract of Brazilian Geissospermum vellosii.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C40-H48-N4-O3

Molecular Weight

  • 632.8442
 
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Names and Synonyms

Name of Substance

  • Geissospermine

Synonyms

  • 4-27-00-09620 (Beilstein Handbook Reference)
  • BRN 0076217
  • Geissospermine
  • UNII-8QA0HO25M6

Systematic Name

  • Corynan-17-oic acid, 19,20-didehydro-16-((10-beta,13-beta,21-beta)-23-deoxy-21,22-dihydro-11-oxa-12,24-secostrychnidin-10-yl)-, methyl ester, (16R,19E)-

Registry Numbers

CAS Registry Number

  • 427-01-0

FDA UNII

  • 8QA0HO25M6

System Generated Number

  • 0000427010

Structure Descriptors

InChI

1S/C40H48N4O3/c1-4-23-21-43-17-15-40-30-11-7-9-13-32(30)44-37(40)29(27(23)19-34(40)43)22-47-38(44)35(39(45)46-3)28-18-33-36-26(14-16-42(33)20-24(28)5-2)25-10-6-8-12-31(25)41-36/h5-13,23,27-29,33-35,37-38,41H,4,14-22H2,1-3H3/b24-5-/t23-,27+,28-,29+,33+,34+,35-,37+,38+,40-/m1/s1

InChIKey

ISDWYSGTYITCHG-FDOUXRQQSA-N

Smiles

CC[C@@H]1CN2CC[C@@]34[C@@H]2C[C@@H]1[C@@H]5CO[C@@H]([C@@H]([C@@H]6C[C@@H]7N(CCc8c7[nH]c9ccccc89)C/C/6=C/C)C(=O)OC)N([C@H]35)c%10ccccc4%10

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 125mg/kg (125mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Annales Pharmaceutiques Francaises. Vol. 19, Pg. 104, 1961.
mouse LD50 intravenous 20mg/kg (20mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Annales Pharmaceutiques Francaises. Vol. 19, Pg. 104, 1961.
mouse LD50 oral 450mg/kg (450mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Annales Pharmaceutiques Francaises. Vol. 19, Pg. 104, 1961.
mouse LD50 subcutaneous 150mg/kg (150mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Annales Pharmaceutiques Francaises. Vol. 19, Pg. 104, 1961.