3-[(1S)-2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]-1-hydroxyethyl]-2,5-dihydrofuran-2-one

• ChemBase ID: 305720
• Molecular Formular: C20H30O5
• Molecular Mass: 350.4492
• Monoisotopic Mass: 350.20932406
• SMILES: C1[C@H]([C@@]([C@@H]2[C@@](C1)([C@@H](C(=C)CC2)C[C@@H](C1=CCOC1=O)O)C)(C)CO)O
• Canonical SMILES: OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2C[C@@H](C1=CCOC1=O)O)C
• InChI: InChI=1S/C20H30O5/c1-12-4-5-16-19(2,8-6-17(23)20(16,3)11-21)14(12)10-15(22)13-7-9-25-18(13)24/h7,14-17,21-23H,1,4-6,8-11H2,2-3H3/t14-,15+,16+,17-,19+,20+/m1/s1
• InChIKey: KHQNSSJNIXVKMK-XWIHJEQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1S)-2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]-1-hydroxyethyl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 3-[(1S)-2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]-5H-furan-2-one
• Synonyms: 14-Deoxy-12-hydroxyandrographolide

Database IDs

• CAS Number: 219721-33-2

CALCULATED PROPERTIES

• Acid pKa: 14.012745
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.5064142
• LogD (pH = 7.4): 1.506414
• Log P: 1.5064142
• Molar Refractivity: 95.0845 cm^3
• Polarizability: 37.537582 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Solid