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Substance Name: Securinine [INN]
RN: 5610-40-2
UNII: G4VS580P5E
InChIKey: SWZMSZQQJRKFBP-WZRBSPASSA-N

Note

  • A quinolizine pseudoalkaloid (not from amino acid) from Securinega suffurutiosa or Securinini nitras.

Molecular Formula

  • C13-H15-N-O2

Molecular Weight

  • 217.2665
 

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Securinine
  • Securinine [INN]

Synonyms

  • (6S,11aR,11bS)-9,10,11,11a-Tetrahydro-8H-6,11b-methanofuro(2,3-c)pyrido(1,2-a)azepin-2(6H)-one
  • 2-Oxo-2,6,9,10,11,11a-hexahydro-8H-6,11b-methanofuro(2,3-c)pyrido(1,2-a)azepin
  • NSC 107413
  • NSC 107414
  • Securinin
  • Securinina
  • Securinina [INN-Spanish]
  • Securinine
  • Securininum
  • Securininum [INN-Latin]
  • UNII-G4VS580P5E

Systematic Names

  • (6S,11aR,11bS)-9,10,11,11a-Tetrahydro-8H-6,11b-methanofuro(2,3-c)pyrido(1,2-a)azepin-2(6H)-one
  • Securinan-11-one (9CI)
  • Securinine, (-)-

Registry Numbers

CAS Registry Number

  • 5610-40-2

FDA UNII

  • G4VS580P5E

Related Registry Number

  • 7104-26-9 (nitrate)

System Generated Number

  • 0005610402

Structure Descriptors

InChI

1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1

InChIKey

SWZMSZQQJRKFBP-WZRBSPASSA-N

Smiles

O=C1O[C@@]23C[C@@H](C=CC2=C1)N4CCCC[C@H]34

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 500mg/kg (500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
cat LDLo subcutaneous 10mg/kg (10mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
dog LD intramuscular > 10mg/kg (10mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
frog LD unreported > 100mg/kg (100mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES

SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
monkey LD oral > 54mg/kg (54mg/kg)   Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
monkey LDLo intramuscular 8mg/kg (8mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
mouse LD50 intramuscular 19320ug/kg (19.32mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
mouse LD50 intraperitoneal 31800ug/kg (31.8mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
mouse LD50 intravenous 6230ug/kg (6.23mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
mouse LD50 oral 270mg/kg (270mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
mouse LD50 subcutaneous 20420ug/kg (20.42mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
rabbit LDLo intravenous 10mg/kg (10mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
rat LD50 intramuscular 17400ug/kg (17.4mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
rat LD50 intraperitoneal 41mg/kg (41mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
rat LD50 intravenous 15100ug/kg (15.1mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
rat LD50 oral > 800mg/kg (800mg/kg)   Zhonghua Yixue Zazhi. Chinese Medical Journal. Vol. 54, Pg. 234, 1974.
rat LD50 unreported 4300ug/kg (4.3mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 83, Pg. 800, 1963.