(4R)-3,5,5-trimethyl-4-[(3S)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]cyclohex-2-en-1-one

• ChemBase ID: 304189
• Molecular Formular: C19H32O7
• Molecular Mass: 372.45318
• Monoisotopic Mass: 372.21480336
• SMILES: C1C(=O)C=C([C@@H](C1(C)C)CC[C@H](C)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H](CC[C@H]2C(=CC(=O)CC2(C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C19H32O7/c1-10-7-12(21)8-19(3,4)13(10)6-5-11(2)25-18-17(24)16(23)15(22)14(9-20)26-18/h7,11,13-18,20,22-24H,5-6,8-9H2,1-4H3/t11-,13-,14+,15+,16-,17+,18+/m0/s1
• InChIKey: NYLNHNDMNOPWAZ-CODAKJSOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-3,5,5-trimethyl-4-[(3S)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]cyclohex-2-en-1-one
• IUPAC Traditional name: (4R)-3,5,5-trimethyl-4-[(3S)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]cyclohex-2-en-1-one
• Synonyms: Blumenol C glucoside

Database IDs

• CAS Number: 135820-80-3

CALCULATED PROPERTIES

• Acid pKa: 12.21059
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.70166236
• LogD (pH = 7.4): 0.70165575
• Log P: 0.7016624
• Molar Refractivity: 95.1578 cm^3
• Polarizability: 38.04444 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil