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

• ChemBase ID: 305562
• Molecular Formular: C20H28O4
• Molecular Mass: 332.43392
• Monoisotopic Mass: 332.19875938
• SMILES: C1[C@H]([C@]([C@@H]2[C@@](C1)([C@@H](C(=C)CC2)/C=C/C1=CCOC1=O)C)(CO)C)O
• Canonical SMILES: OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2/C=C/C1=CCOC1=O)C
• InChI: InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-17,21-22H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16+,17-,19+,20+/m1/s1
• InChIKey: XMJAJFVLHDIEHF-CRBRZBHVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethenyl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: 3-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethenyl]-5H-furan-2-one
• Synonyms: 3,19-Dihydroxylabda-8(17),11,13-trien-16,15-olide; 14-Deoxy-11,12-didehydroandrographolide

Database IDs

• CAS Number: 42895-58-9

CALCULATED PROPERTIES

• Acid pKa: 14.394146
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.3753035
• LogD (pH = 7.4): 2.3753035
• Log P: 2.3753035
• Molar Refractivity: 94.6856 cm^3
• Polarizability: 36.6591 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder