(3aR,4S,5R,8R,8aR,9aS)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-dodecahydronaphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

• ChemBase ID: 204723
• Molecular Formular: C20H28O6
• Molecular Mass: 364.43272
• Monoisotopic Mass: 364.18858862
• SMILES: [C@@]12(C([C@H]([C@@H]3C(=C)C(=O)O[C@H]3C1)OC(=O)/C(=C/C)/C)[C@@](CC[C@H]2O)(O)C)C
• Canonical SMILES: C/C=C(/C(=O)O[C@H]1[C@H]2[C@@H](OC(=O)C2=C)C[C@@]2(C1[C@](C)(O)CC[C@H]2O)C)\C
• InChI: InChI=1S/C20H28O6/c1-6-10(2)17(22)26-15-14-11(3)18(23)25-12(14)9-19(4)13(21)7-8-20(5,24)16(15)19/h6,12-16,21,24H,3,7-9H2,1-2,4-5H3/b10-6+/t12-,13+,14+,15-,16?,19-,20+/m0/s1
• InChIKey: RDPOODRUMBKGIJ-MKPZGSCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,5R,8R,8aR,9aS)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-dodecahydronaphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate
• IUPAC Traditional name: (3aR,4S,5R,8R,8aR,9aS)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

Database IDs

• PubChem SID: 164260633
• PubChem CID: 16401197

CALCULATED PROPERTIES

• Acid pKa: 14.381345
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.068935
• LogD (pH = 7.4): 2.068935
• Log P: 2.068935
• Molar Refractivity: 94.9192 cm^3
• Polarizability: 37.713634 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Genuine Natural Compounds