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

• ChemBase ID: 305725
• Molecular Formular: C40H56O8
• Molecular Mass: 664.86784
• Monoisotopic Mass: 664.39751875
• SMILES: C1[C@H]([C@@]([C@@H]2[C@@](C1)([C@@H](C(=C)CC2)CC(C1=CCOC1=O)C1OC(=O)C(=C1)/C=C/[C@H]1[C@]2([C@@H]([C@]([C@@H](CC2)O)(C)CO)CCC1=C)C)C)(C)CO)O
• Canonical SMILES: OC[C@]1(C)[C@H](O)CC[C@@]2([C@@H]1CCC(=C)[C@H]2/C=C/C1=CC(OC1=O)C(C1=CCOC1=O)C[C@@H]1C(=C)CC[C@H]2[C@@]1(C)CC[C@H]([C@@]2(C)CO)O)C
• InChI: InChI=1S/C40H56O8/c1-23-7-11-31-37(3,16-13-33(43)39(31,5)21-41)28(23)10-9-25-19-30(48-35(25)45)27(26-15-18-47-36(26)46)20-29-24(2)8-12-32-38(29,4)17-14-34(44)40(32,6)22-42/h9-10,15,19,27-34,41-44H,1-2,7-8,11-14,16-18,20-22H2,3-6H3/b10-9+/t27?,28-,29-,30?,31+,32+,33-,34-,37+,38+,39+,40+/m1/s1
• InChIKey: WQHWOZANSOUSAY-LZBAHHAZSA-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]-5-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]-1-(2-oxo-2,5-dihydrofuran-3-yl)ethyl}-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]-5-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]-1-(2-oxo-5H-furan-3-yl)ethyl}-5H-furan-2-one
• Synonyms: Bisandrographolide A; Bisandrographolide C

Database IDs

• CAS Number: 160498-00-0; 160498-02-2

CALCULATED PROPERTIES

• Acid pKa: 13.994761
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 4.6191673
• LogD (pH = 7.4): 4.6191673
• Log P: 4.6191673
• Molar Refractivity: 186.0638 cm^3
• Polarizability: 72.83521 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder