(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-[(2-methylbut-2-enoyl)oxy]-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-azuleno[4,5-b]furan-7-yl octanoate

• ChemBase ID: 129837
• Molecular Formular: C34H50O12
• Molecular Mass: 650.7536
• Monoisotopic Mass: 650.33022704
• SMILES: O=C1O[C@H]2C3=C([C@H](OC(=O)/C(=C/C)/C)[C@@H](OC(=O)CCCCCCC)[C@@H]3[C@@](OC(=O)C)(C[C@H](OC(=O)CCC)[C@]2(O)[C@@]1(O)C)C)C
• Canonical SMILES: CCCCCCCC(=O)O[C@@H]1[C@@H](OC(=O)/C(=C/C)/C)C(=C2[C@H]1[C@@](C)(OC(=O)C)C[C@@H]([C@]1([C@H]2OC(=O)[C@@]1(C)O)O)OC(=O)CCC)C
• InChI: InChI=1S/C34H50O12/c1-9-12-13-14-15-17-24(37)43-28-26-25(20(5)27(28)44-30(38)19(4)11-3)29-34(41,33(8,40)31(39)45-29)22(42-23(36)16-10-2)18-32(26,7)46-21(6)35/h11,22,26-29,40-41H,9-10,12-18H2,1-8H3/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1
• InChIKey: IXFPJGBNCFXKPI-LGJGSQFISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-[(2-methylbut-2-enoyl)oxy]-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-azuleno[4,5-b]furan-7-yl octanoate
• IUPAC Traditional name: (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-[(2-methylbut-2-enoyl)oxy]-2-oxo-4H,5H,6aH,7H,8H,9bH-azuleno[4,5-b]furan-7-yl octanoate
• Synonyms: Thapsigargin

Database IDs

• CAS Number: 67526-95-8
• PubChem SID: 162224123
• PubChem CID: 446378; 5321923
• CHEBI ID: 9516
• CHEMBL: 96926
• Chemspider ID: 393753
• Wikipedia Title: Thapsigargin

CALCULATED PROPERTIES

• Acid pKa: 11.135566
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 4.3845243
• LogD (pH = 7.4): 4.3844457
• Log P: 4.3845253
• Molar Refractivity: 163.8158 cm^3
• Polarizability: 65.89336 Å^3
• Polar Surface Area: 171.96 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false