1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1^{9,12}.0^{3,5}.0^{5,13}]tetradecane-6,11-dione; 1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^{9,12}.0^{3,5}.0^{5,13}]tetradecane-6,11-dione

• ChemBase ID: 103480
• Molecular Formular: C30H34O13
• Molecular Mass: 602.58316
• Monoisotopic Mass: 602.19994115
• SMILES: CC(=C)C1C2OC(=O)C1C1(O)CC3OC43C(=O)OC2C14C.CC(C)(O)C1C2OC(=O)C1C1(O)CC3OC43C(=O)OC2C14C
• Canonical SMILES: CC(=C)C1C2OC(=O)C1C1(C3(C2OC(=O)C23C(C1)O2)C)O.O=C1OC2C(C1C1(O)CC3C4(C1(C2OC4=O)C)O3)C(O)(C)C
• InChI: InChI=1S/C15H18O7.C15H16O6/c1-12(2,18)6-7-10(16)20-8(6)9-13(3)14(7,19)4-5-15(13,22-5)11(17)21-9;1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h5-9,18-19H,4H2,1-3H3;6-10,18H,1,4H2,2-3H3
• InChIKey: VJKUPQSHOVKBCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1^{9,12}.0^{3,5}.0^{5,13}]tetradecane-6,11-dione; 1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^{9,12}.0^{3,5}.0^{5,13}]tetradecane-6,11-dione
• IUPAC Traditional name: 1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1^{9,12}.0^{3,5}.0^{5,13}]tetradecane-6,11-dione; 1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-4,7,10-trioxapentacyclo[6.4.1.1^{9,12}.0^{3,5}.0^{5,13}]tetradecane-6,11-dione
• Synonyms: Cocculin; PICROTOXIN

Database IDs

• CAS Number: 124-87-8
• EC Number: 204-716-6
• PubChem SID: 162090687
• PubChem CID: 518601

CALCULATED PROPERTIES

• Acid pKa: 13.596322
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.0787522
• LogD (pH = 7.4): -1.0787524
• Log P: -1.0787522
• Molar Refractivity: 68.2899 cm^3
• Polarizability: 28.414474 Å^3
• Polar Surface Area: 105.59 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Purity: >98%

DETAILS

MP Biomedicals - 02151889

Purity: >98%
A GABA-receptor antagonist.

REFERENCES

• Soubrie, P., et al., Pharmacol. Biochem., 10: 463 (1979).