3-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5,8a-dimethyl-2-methylidene-5-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-decahydronaphthalen-1-yl]ethenyl]-2,5-dihydrofuran-2-one

• ChemBase ID: 305763
• Molecular Formular: C26H38O9
• Molecular Mass: 494.57452
• Monoisotopic Mass: 494.2515828
• SMILES: C1[C@H]([C@]([C@@H]2[C@@](C1)([C@@H](C(=C)CC2)/C=C/C1=CCOC1=O)C)(CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)O
• Canonical SMILES: OC[C@H]1O[C@@H](OC[C@]2(C)[C@H](O)CC[C@@]3([C@@H]2CCC(=C)[C@H]3/C=C/C2=CCOC2=O)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H38O9/c1-14-4-7-18-25(2,16(14)6-5-15-9-11-33-23(15)32)10-8-19(28)26(18,3)13-34-24-22(31)21(30)20(29)17(12-27)35-24/h5-6,9,16-22,24,27-31H,1,4,7-8,10-13H2,2-3H3/b6-5+/t16-,17-,18+,19-,20-,21+,22-,24-,25+,26+/m1/s1
• InChIKey: MWGVWTQBNFFGTG-XCMZMCRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5,8a-dimethyl-2-methylidene-5-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-decahydronaphthalen-1-yl]ethenyl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 3-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5,8a-dimethyl-2-methylidene-5-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-hexahydro-1H-naphthalen-1-yl]ethenyl]-5H-furan-2-one
• Synonyms: 14-Deoxy-11,12-didehydroandrographoside; 14-Deoxy-11,12-didehydroandrographiside

Database IDs

• CAS Number: 141973-41-3

CALCULATED PROPERTIES

• Acid pKa: 12.208771
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.60446787
• LogD (pH = 7.4): 0.60446125
• Log P: 0.604468
• Molar Refractivity: 127.0989 cm^3
• Polarizability: 50.32515 Å^3
• Polar Surface Area: 145.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder