(2S,3E,4S)-4-(carboxymethyl)-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

• ChemBase ID: 305259
• Molecular Formular: C16H22O11
• Molecular Mass: 390.33928
• Monoisotopic Mass: 390.11621152
• SMILES: [C@@H]1(/C(=C\C)/[C@@H](OC=C1C(=O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)CC(=O)O
• Canonical SMILES: C/C=C\1/[C@@H](OC=C([C@H]1CC(=O)O)C(=O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C16H22O11/c1-2-6-7(3-10(18)19)8(14(23)24)5-25-15(6)27-16-13(22)12(21)11(20)9(4-17)26-16/h2,5,7,9,11-13,15-17,20-22H,3-4H2,1H3,(H,18,19)(H,23,24)/b6-2+/t7-,9+,11+,12-,13+,15-,16-/m0/s1
• InChIKey: PNMNSRMFRJNZFD-IPEIANHJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3E,4S)-4-(carboxymethyl)-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid
• IUPAC Traditional name: (4S,5E,6S)-4-(carboxymethyl)-5-ethylidene-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylic acid
• Synonyms: NPD; Oleoside

Database IDs

• CAS Number: 178600-68-5

CALCULATED PROPERTIES

• Acid pKa: 3.6409504
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -4.822864
• LogD (pH = 7.4): -8.092155
• Log P: -1.8198494
• Molar Refractivity: 85.3506 cm^3
• Polarizability: 34.28179 Å^3
• Polar Surface Area: 183.21 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder