(1S,4aS,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid

• ChemBase ID: 126876
• Molecular Formular: C16H22O11
• Molecular Mass: 390.33928
• Monoisotopic Mass: 390.11621152
• SMILES: O=C(O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]2[C@@H]1[C@@H](O)C=C2CO
• Canonical SMILES: OCC1=C[C@@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
• InChI: InChI=1S/C16H22O11/c17-2-5-1-7(19)10-6(14(23)24)4-25-15(9(5)10)27-16-13(22)12(21)11(20)8(3-18)26-16/h1,4,7-13,15-22H,2-3H2,(H,23,24)/t7-,8+,9+,10-,11+,12-,13+,15-,16-/m0/s1
• InChIKey: ZVXWFPTVHBWJOU-YYFGDFGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aS,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylic acid
• IUPAC Traditional name: deacetylasperulosidic acid
• Synonyms: 10-Deacetylasperulosidic acid; 10-Desacetylasperulosidic acid; Deacetylasperulosidic acid

Database IDs

• CAS Number: 14259-55-3
• PubChem SID: 162221203
• PubChem CID: 12315350; 44153559
• Chemspider ID: 10232875
• Wikipedia Title: Deacetylasperulosidic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.147839
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -5.114986
• LogD (pH = 7.4): -6.815083
• Log P: -3.746816
• Molar Refractivity: 85.176 cm^3
• Polarizability: 34.28179 Å^3
• Polar Surface Area: 186.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false