(2S,4aS,6aS,7R,9R,10aR,10bS)-2-(furan-3-yl)-9-hydroxy-10b-methyl-4,6-dioxo-dodecahydro-1H-naphtho[2,1-c]pyran-7-carboxylic acid

• ChemBase ID: 304936
• Molecular Formular: C19H22O7
• Molecular Mass: 362.37378
• Monoisotopic Mass: 362.13655304
• SMILES: [C@@H]1(C[C@H]([C@@H]2[C@@H](C1)[C@]1([C@H](CC2=O)C(=O)O[C@@H](C1)c1cocc1)C)C(=O)O)O
• Canonical SMILES: O[C@H]1C[C@@H](C(=O)O)[C@@H]2[C@@H](C1)[C@]1(C)C[C@H](OC(=O)[C@H]1CC2=O)c1cocc1
• InChI: InChI=1S/C19H22O7/c1-19-7-15(9-2-3-25-8-9)26-18(24)13(19)6-14(21)16-11(17(22)23)4-10(20)5-12(16)19/h2-3,8,10-13,15-16,20H,4-7H2,1H3,(H,22,23)/t10-,11+,12+,13+,15-,16+,19-/m0/s1
• InChIKey: PESWLPIIHLYDJT-OXIVVSFQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4aS,6aS,7R,9R,10aR,10bS)-2-(furan-3-yl)-9-hydroxy-10b-methyl-4,6-dioxo-dodecahydro-1H-naphtho[2,1-c]pyran-7-carboxylic acid
• IUPAC Traditional name: (2S,4aS,6aS,7R,9R,10aR,10bS)-2-(furan-3-yl)-9-hydroxy-10b-methyl-4,6-dioxo-decahydronaphtho[2,1-c]pyran-7-carboxylic acid
• Synonyms: 15,16-Epoxy-2-hydroxy-19-nor-6-oxo -13(16),14-clerodadien-17,12-olid-18-oic acid; 18-O-Demethyldiosbulbin F

Database IDs

• CAS Number: N

CALCULATED PROPERTIES

• Acid pKa: 4.3385687
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.20223933
• LogD (pH = 7.4): -1.9482857
• Log P: 0.9862947
• Molar Refractivity: 87.777 cm^3
• Polarizability: 34.753128 Å^3
• Polar Surface Area: 114.04 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder