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Substance Name: Protopine
RN: 130-86-9
UNII: UIW569HT35
InChIKey: GPTFURBXHJWNHR-UHFFFAOYSA-N

Molecular Formula

  • C20-H19-N-O5

Molecular Weight

  • 353.372
 

Classification Codes

  • Agricultural Chemical
  • Analgesics
  • Analgesics, Opioid
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Experimental Pesticide
  • Hematologic Agents
  • Histamine Agents
  • Histamine Antagonists
  • Histamine H1 Antagonists
  • Narcotics
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Platelet Aggregation Inhibitors
  • Sensory System Agents
  • Unspecified / Unclassified Pesticide
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Names and Synonyms

Name of Substance

  • Protopine

Synonyms

  • 4,6,7,14-Tetrahydro-5-methyl-bis(1,3)benzodioxolo(4,5-c-5',6'-g)azecin-13(5H)-one
  • 7,13a-Secoberbin-13a-one, 7-methyl-2,3:9,10-bis(methylenedioxy)-
  • 7-Methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-one
  • AI3-62909
  • Biflorine
  • Bis(1,3)benzodioxolo(4,5-c:5',6'-g)azecin-13(5H)-one, 4,6,7,14-tetrahydro-5-methyl-
  • Corydinine
  • EINECS 204-999-6
  • Fumarine
  • HSDB 3527
  • Macleyine
  • Protopine
  • UNII-UIW569HT35

Systematic Names

  • 7,13a-Secoberbin-13a-one, 7-methyl-2,3:9,10-bis(methylenedioxy)-
  • Bis(1,3)benzodioxolo(4,5-c:5',6'-g)azecin-13(5H)-one, 4,6,7,14-tetrahydro-5-methyl-
  • Protopine

Registry Numbers

CAS Registry Number

  • 130-86-9

FDA UNII

  • UIW569HT35

Related Registry Number

  • 6164-47-2 (hydrochloride)

System Generated Number

  • 0000130869

Structure Descriptors

InChI

1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3

InChIKey

GPTFURBXHJWNHR-UHFFFAOYSA-N

Smiles

c12c3c(ccc1CC(c1c(cc4OCOc4c1)CC[N@@](C2)C)=O)OCO3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 116mg/kg (116mg/kg)   Therapie. Vol. 28, Pg. 767, 1973.
guinea pig LD50 oral 237mg/kg (237mg/kg)   Therapie. Vol. 28, Pg. 767, 1973.
mouse LD50 intraperitoneal 482mg/kg (482mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 16(6), Pg. 7, 1981.
mouse LD50 intravenous 31mg/kg (31mg/kg)   Pharmaceutical Chemistry Journal Vol. 11, Pg. 640, 1977.
rat LDLo intraperitoneal 100mg/kg (100mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 24, 1953.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 208 deg C   EXP
log P (octanol-water) 3.470 (none)   EST
Atmospheric OH Rate Constant 1.91E-10 cm3/molecule-sec 25 EST

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