(4S,5R)-4-[(1E)-3,4-dihydroxybut-1-en-1-yl]-4-hydroxy-3,3,5-trimethylcyclohexan-1-one

• ChemBase ID: 305298
• Molecular Formular: C13H22O4
• Molecular Mass: 242.31138
• Monoisotopic Mass: 242.15180918
• SMILES: C1C(=O)C[C@H]([C@@](C1(C)C)(/C=C/C(CO)O)O)C
• Canonical SMILES: OCC(/C=C/[C@@]1(O)[C@H](C)CC(=O)CC1(C)C)O
• InChI: InChI=1S/C13H22O4/c1-9-6-11(16)7-12(2,3)13(9,17)5-4-10(15)8-14/h4-5,9-10,14-15,17H,6-8H2,1-3H3/b5-4+/t9-,10?,13-/m1/s1
• InChIKey: NPIIJTPCHBVBJO-GKKQKQIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5R)-4-[(1E)-3,4-dihydroxybut-1-en-1-yl]-4-hydroxy-3,3,5-trimethylcyclohexan-1-one
• IUPAC Traditional name: (4S,5R)-4-[(1E)-3,4-dihydroxybut-1-en-1-yl]-4-hydroxy-3,3,5-trimethylcyclohexan-1-one
• Synonyms: 6,9,10-Trihydroxy-7-megastigmen-3-one

Database IDs

• CAS Number: 476682-97-0

CALCULATED PROPERTIES

• Acid pKa: 13.576009
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.33996966
• LogD (pH = 7.4): 0.3399694
• Log P: 0.33996966
• Molar Refractivity: 65.7212 cm^3
• Polarizability: 25.657381 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil