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

• ChemBase ID: 305244
• Molecular Formular: C16H24O11
• Molecular Mass: 392.35516
• Monoisotopic Mass: 392.13186159
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@](C[C@H]2O)(O)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@](C)(O)C[C@H]3O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H24O11/c1-16(24)2-6(18)8-5(13(22)23)4-25-14(9(8)16)27-15-12(21)11(20)10(19)7(3-17)26-15/h4,6-12,14-15,17-21,24H,2-3H2,1H3,(H,22,23)/t6-,7-,8+,9-,10-,11+,12-,14+,15+,16+/m1/s1
• InChIKey: YSIFYNVXJOGADM-KDYWOABDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 29836-27-9

CALCULATED PROPERTIES

• Acid pKa: 4.181435
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -4.7575197
• LogD (pH = 7.4): -6.4672575
• Log P: -3.4212487
• Molar Refractivity: 84.06 cm^3
• Polarizability: 34.53644 Å^3
• Polar Surface Area: 186.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder