(3E,4S)-3-{2-[(1R,4aS,5R,6R,8aS)-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]ethylidene}-4-hydroxyoxolan-2-one

• ChemBase ID: 305880
• Molecular Formular: C26H40O10
• Molecular Mass: 512.5898
• Monoisotopic Mass: 512.26214748
• SMILES: C1[C@H]([C@]([C@@H]2[C@@](C1)([C@@H](C(=C)CC2)C/C=C\1/C(=O)OC[C@H]1O)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]3C/C=C/2\[C@H](O)COC2=O)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H40O10/c1-13-4-7-18-25(2,15(13)6-5-14-16(28)11-34-23(14)33)9-8-19(29)26(18,3)12-35-24-22(32)21(31)20(30)17(10-27)36-24/h5,15-22,24,27-32H,1,4,6-12H2,2-3H3/b14-5+/t15-,16-,17-,18+,19-,20-,21+,22-,24-,25+,26+/m1/s1
• InChIKey: VUEPOIYXKZTLMD-ANZZXSATSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3E,4S)-3-{2-[(1R,4aS,5R,6R,8aS)-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]ethylidene}-4-hydroxyoxolan-2-one
• IUPAC Traditional name: (3E,4S)-3-{2-[(1R,4aS,5R,6R,8aS)-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]ethylidene}-4-hydroxyoxolan-2-one
• Synonyms: Andrographiside; Andrographoside

Database IDs

• CAS Number: 82209-76-5

CALCULATED PROPERTIES

• Rotatable Bonds: 6
• Lipinski's Rule of Five: false
• Acid pKa: 12.1887045
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -0.10851406
• LogD (pH = 7.4): -0.10852103
• Log P: -0.10851397
• Molar Refractivity: 127.3438 cm^3
• Polarizability: 51.23901 Å^3
• Polar Surface Area: 166.14 Å^2

PROPERTIES

Physical Property

• Apperance: Powder