Home > Name List By 3 > 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)...

CAS No 17617-45-7 , 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-,(1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-

  • Name: 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-,(1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-
  • Synonyms: 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-, [1aR-(1aa,2ab,3b,6b,6ab,8aS*,8bb,9R*)]-; (-)-Picrotoxinin;3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-,(1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-; NSC 129537; Picrotoxinin (6CI,7CI);
  • CAS Registry Number:
  • Transport: 3172
  • Melting Point: 203-205°C
  • Flash Point: 214°C
  • Boiling Point: 551.6°Cat760mmHg
  • Density: 1.52g/cm3
  • Refractive index: 1.625
  • Safety Statements: Poison by subcutaneous, intracerebral, and intramuscular routes. When heated to decomposition it emits acrid smoke and irritating fumes.
  • Hazard Symbols: T+: Very toxic;
  • Flash Point: 214°C
  • Molecular Weight: 292.28
  • InChI: InChI=1/C15H16O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h6-10,18H,1,4H2,2-3H3/t6-,7+,8+,9+,10?,13-,14-,15+/m1/s1
  • Risk Statements: 25-28
  • Molecular Formula: C15H16O6
  • Molecular Structure:CAS No:17617-45-7 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-,(1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-

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References of 3,6-Methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione,hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-,(1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-
Title: Picrotoxinin
CAS Registry Number: 17617-45-7
CAS Name: (1aR,2aR,3S,6R,6aS,8aS,8bR,9R)-Hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl)-3,6-methano-8H-1,5,7-trioxacyclopenta[ij]cycloprop[a]azulene-4,8(3H)-dione
Molecular Formula: C15H16O6
Molecular Weight: 292.28
Percent Composition: C 61.64%, H 5.52%, O 32.84%
Literature References: Toxic component of picrotoxin, q.v. Prepn from picrotoxin: Horrmann, Ber. 45, 2090 (1912). Structure: Conroy, J. Am. Chem. Soc. 73, 1889 (1951); 79, 5550 (1957); Craven, Tetrahedron Lett. no. 19, 21 (1960). Total synthesis: E. J. Corey, H. L. Pearce, J. Am. Chem. Soc. 101, 5841 (1979). Structure-activity relationship: C. H. Jarboe et al., J. Med. Chem. 11, 729 (1968). Review: Porter, Chem. Rev. 67, 441 (1967).
Properties: Very bitter large prisms or small crystals contg water, mp 209.5°. [a]D17 +4.4° (c = 4.28 in abs alc), +3.49° (c = 7.57 in acetone). Soluble in hot common organic solvents, in cold alcohol and chloroform. LD50 i.p. in mice: 3 mg/kg (Jarboe).
Melting point: mp 209.5°
Optical Rotation: [a]D17 +4.4° (c = 4.28 in abs alc), +3.49° (c = 7.57 in acetone)
Toxicity data: LD50 i.p. in mice: 3 mg/kg (Jarboe)