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

• ChemBase ID: 304103
• Molecular Formular: C19H30O8
• Molecular Mass: 386.4367
• Monoisotopic Mass: 386.19406792
• SMILES: C1C(=O)C=C([C@@](C1(C)C)(/C=C/[C@@H](C)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)O)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H](/C=C/[C@@]2(O)C(=CC(=O)CC2(C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C19H30O8/c1-10-7-12(21)8-18(3,4)19(10,25)6-5-11(2)26-17-16(24)15(23)14(22)13(9-20)27-17/h5-7,11,13-17,20,22-25H,8-9H2,1-4H3/b6-5+/t11-,13-,14-,15+,16-,17-,19-/m1/s1
• InChIKey: SWYRVCGNMNAFEK-MHXFFUGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E,3R)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-1-en-1-yl]cyclohex-2-en-1-one
• IUPAC Traditional name: (4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E,3R)-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-1-en-1-yl]cyclohex-2-en-1-one
• Synonyms: Roseoside

Database IDs

• CAS Number: 54835-70-0

CALCULATED PROPERTIES

• Acid pKa: 12.18345
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.3518367
• LogD (pH = 7.4): -0.35184374
• Log P: -0.35183662
• Molar Refractivity: 97.3405 cm^3
• Polarizability: 38.46264 Å^3
• Polar Surface Area: 136.68 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil