(4S)-4-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)cyclohex-1-ene-1-carboxylic acid

• ChemBase ID: 306148
• Molecular Formular: C16H26O8
• Molecular Mass: 346.37284
• Monoisotopic Mass: 346.16276779
• SMILES: O([C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C(C)(C)[C@@H]1CC=C(CC1)C(=O)O
• Canonical SMILES: OC[C@H]1O[C@@H](OC([C@H]2CCC(=CC2)C(=O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H26O8/c1-16(2,9-5-3-8(4-6-9)14(21)22)24-15-13(20)12(19)11(18)10(7-17)23-15/h3,9-13,15,17-20H,4-7H2,1-2H3,(H,21,22)/t9-,10-,11-,12+,13-,15+/m1/s1
• InChIKey: RQEWNDZNKBUWDH-LREAXHOUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)cyclohex-1-ene-1-carboxylic acid
• IUPAC Traditional name: (4S)-4-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)cyclohex-1-ene-1-carboxylic acid
• Synonyms: Oleuropeic acid 8-O-glucoside

Database IDs

• CAS Number: 865887-46-3

CALCULATED PROPERTIES

• Acid pKa: 4.2603297
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.6666094
• LogD (pH = 7.4): -3.396367
• Log P: -0.40484554
• Molar Refractivity: 82.5924 cm^3
• Polarizability: 33.073 Å^3
• Polar Surface Area: 136.68 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder