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Substance Name: Lasiocarpine
RN: 303-34-4
UNII: S770100Q96
InChIKey: QHOZSLCIKHUPSU-LPLKQDONSA-N

Molecular Formula

  • C21-H33-N-O7

Molecular Weight

  • 411.4917
 

Classification Codes

Classification Codes

  • Mutation Data
  • Natural Product
  • Tumor Data

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 2B
  • Reportable Quantity (RQ) = 10 lb
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Names and Synonyms

Name of Substance

  • Lasiocarpine

Synonyms

  • (-)-Lasiocarpine
  • (7alpha-Angelyloxy-5,6,7,8alpha-tetrahydro-3H-pyrrolizin-1-yl)methyl-2,3-dihydroxy-2-(1'-methoxyethyl)-3-methylbutyrate
  • (Z)-2-Methylcrotonic acid, 2,3-dihydroxy-2-(1-methoxyethyl)-3-methylbutyrate (ester)
  • 2,3,5,7alphabeta-Tetrahydro-1-hydroxy-1H-pyrrolizine-7-methanol-1-angelate-7-(2,3-dihydroxy-2(1-methoxyethyl))-3-methyl-butyrate
  • 2-Butenoic acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (1S-(1alpha(Z),7(2S*,3R*),7aalpha))-
  • 7-Angelyleuropine
  • AI3-51770
  • CCRIS 355
  • Europine 7-angelate
  • Heliotridine ester with lasiocarpum and angelic acid
  • HSDB 6062
  • Lasiocarpine
  • NCI-C01478
  • NSC 30625
  • RCRA waste number U143
  • UNII-S770100Q96

Systematic Names

  • 2-Butenoic acid, 2-methy-,(1S,7aR)-7-(((2R)-2,3-dihydroxy-2-((1S)-1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-ester, (2Z)-
  • 2-Butenoic acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (1S-(1alpha(Z),7(2S*,3R*),7a alpha))-
  • Lasiocarpine

Superlist Names

  • 2-Butenoic acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (1S-(1alpha(Z),7(2S*,3R*),7aalpha))-
  • Lasiocarpine
  • RCRA waste no. U143

Registry Numbers

CAS Registry Number

  • 303-34-4

FDA UNII

  • S770100Q96

System Generated Number

  • 0000303344

Structure Descriptors

InChI

1S/C21H33NO7/c1-7-13(2)18(23)29-16-9-11-22-10-8-15(17(16)22)12-28-19(24)21(26,14(3)27-6)20(4,5)25/h7-8,14,16-17,25-26H,9-12H2,1-6H3/b13-7-/t14-,16-,17+,21-/m0/s1

InChIKey

QHOZSLCIKHUPSU-LPLKQDONSA-N

Smiles

[C@@H]12N(CC[C@@H]2OC(=O)/C(=C\C)C)CC=C1COC(=O)[C@@]([C@@H](OC)C)(C(C)(C)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intravenous 50mg/kg (50mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 68, Pg. 123, 1940.
guinea pig LDLo intravenous 50mg/kg (50mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 68, Pg. 123, 1940.
hamster LD50 intravenous 67500ug/kg (67.5mg/kg) LIVER: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 126, Pg. 179, 1959.
monkey LDLo intravenous 20mg/kg (20mg/kg) LIVER: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 126, Pg. 179, 1959.
mouse LD50 intravenous 85mg/kg (85mg/kg) LIVER: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 126, Pg. 179, 1959.
rat LD50 intraperitoneal 78mg/kg (78mg/kg)   Cancer Research. Vol. 32, Pg. 908, 1972.
rat LD50 intravenous 88mg/kg (88mg/kg) LIVER: OTHER CHANGES Journal of Pharmacology and Experimental Therapeutics. Vol. 126, Pg. 179, 1959.
rat LD50 oral 110mg/kg (110mg/kg)   Toxicology and Applied Pharmacology. Vol. 17, Pg. 290, 1970.
rat LD50 parenteral 80mg/kg (80mg/kg)   Nature. Vol. 223, Pg. 1269, 1969.
rat LD50 unreported 72mg/kg (72mg/kg)   Pharmacological Reviews. Vol. 22, Pg. 429, 1970.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 95 deg C   EXP
log P (octanol-water) 1.28 (none)   EXP
Water Solubility 2140 mg/L 25 EST
Vapor Pressure 5.58E-11 mm Hg 25 EST
Henry's Law Constant 6.14E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.98E-10 cm3/molecule-sec 25 EST

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