(1R,3R,5S,8S,9R,12S,13R,14R)-1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione; (1R,4S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-3,7,10-trioxapentacyclo[6.4.1.19,12.02,4.05,13]tetradecane-6,11-dione

• ChemBase ID: 217008
• Molecular Formular: C30H34O13
• Molecular Mass: 602.58316
• Monoisotopic Mass: 602.19994115
• SMILES: [C@@]123[C@]4([C@]([C@@H]5C(=O)O[C@H]([C@H]4OC3=O)[C@H]5C(=C)C)(C[C@H]2O1)O)C.[C@@]12([C@@]3(C([C@H]4C1O4)C(=O)O[C@@H]3[C@@H]1[C@H]([C@H]2C(=O)O1)C(O)(C)C)C)O
• Canonical SMILES: CC(=C)[C@@H]1[C@@H]2OC(=O)[C@H]1[C@]1([C@]3([C@@H]2OC(=O)[C@]23[C@@H](C1)O2)C)O.O=C1O[C@H]2[C@]3(C1[C@@H]1OC1[C@@]3(O)[C@H]1[C@@H]([C@@H]2OC1=O)C(O)(C)C)C
• InChI: InChI=1S/C15H18O7.C15H16O6/c1-13(2,18)4-5-11(16)21-7(4)9-14(3)6(12(17)22-9)8-10(20-8)15(5,14)19;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/h4-10,18-19H,1-3H3;6-10,18H,1,4H2,2-3H3/t4-,5+,6?,7+,8-,9+,10?,14+,15-;6-,7+,8-,9-,10-,13-,14-,15+/m01/s1
• InChIKey: LSKRUGMZYJYCSW-ZFMLQGSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,5S,8S,9R,12S,13R,14R)-1-hydroxy-13-methyl-14-(prop-1-en-2-yl)-4,7,10-trioxapentacyclo[6.4.1.1^9,^1^2.0^3,^5.0^5,^1^3]tetradecane-6,11-dione; (1R,4S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-3,7,10-trioxapentacyclo[6.4.1.1^9,^1^2.0^2,^4.0^5,^1^3]tetradecane-6,11-dione
• IUPAC Traditional name: (1R,4S,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-3,7,10-trioxapentacyclo[6.4.1.1^9,^1^2.0^2,^4.0^5,^1^3]tetradecane-6,11-dione; picrotoxinin

Database IDs

• PubChem SID: 164272918
• PubChem CID: 16407151

CALCULATED PROPERTIES

• Acid pKa: 12.828876
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.94419587
• LogD (pH = 7.4): -0.9441975
• Log P: -1.1775292
• Molar Refractivity: 68.141 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

• Description: Isomers 1:1
• Classification: Genuine Natural Compounds