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Substance Name: (+-)-Noscapine
RN: 6035-40-1
UNII: A4C6WE7BZN
InChIKey: AKNNEGZIBPJZJG-MSOLQXFVSA-N

Classification Code

  • Natural Product

Molecular Formula

  • C22-H23-N-O7

Molecular Weight

  • 413.4237
 
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Names and Synonyms

Results Name

  • (+-)-Noscapine

Name of Substance

  • Noscapine dl-form

Synonyms

  • (+-)-alpha-Narcotine
  • (+-)-Noscapine
  • 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-((5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (3S)-rel-
  • 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R*,S*)-
  • alpha-Gnoscopine
  • dl-Narcotine
  • Gnoscopine
  • NSC 96350
  • NSC-5366
  • UNII-A4C6WE7BZN

Systematic Names

  • 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R*,S*)-(+-)-
  • Narcotine, (+-)-

Registry Numbers

CAS Registry Number

  • 6035-40-1

FDA UNII

  • A4C6WE7BZN

System Generated Number

  • 0006035401

Structure Descriptors

InChI

1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1

InChIKey

AKNNEGZIBPJZJG-MSOLQXFVSA-N

Smiles

CN1CCc2cc3c(c(c2[C@@H]1[C@@H]4c5ccc(c(c5C(=O)O4)OC)OC)OC)OCO3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 73mg/kg (73mg/kg)   Chemical and Pharmaceutical Bulletin. Vol. 7, Pg. 372, 1959.
mouse LD50 intravenous 83mg/kg (83mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 8(1), Pg. 206, 1982.
mouse LD50 oral 2784mg/kg (2784mg/kg)   Annales Pharmaceutiques Francaises. Vol. 15, Pg. 640, 1957.
mouse LD50 subcutaneous 491mg/kg (491mg/kg)   Annales Pharmaceutiques Francaises. Vol. 15, Pg. 640, 1957.
rat LD50 intraperitoneal 750mg/kg (750mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 235, 1950.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 176 deg C   EXP
log P (octanol-water) 1.970 (none)   EST
Water Solubility 44 mg/L 20 EXP
Vapor Pressure 1.10E-11 mm Hg 25 EST
Henry's Law Constant 7.92E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.08E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.