(1S,4aS,7R,7aR)-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: 306351
• Molecular Formular: C16H24O9
• Molecular Mass: 360.35636
• Monoisotopic Mass: 360.14203235
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)[C@@H](CC2)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@H](C)CC3)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H24O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h5-7,9-13,15-20H,2-4H2,1H3,(H,21,22)/t6-,7-,9-,10-,11-,12+,13-,15+,16+/m1/s1
• InChIKey: DSXFHNSGLYXPNG-PKUPRILXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aS,7R,7aR)-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: 8-epideoxyloganic acid
• Synonyms: 8-Epideoxyloganic acid

Database IDs

• CAS Number: 88668-99-9

CALCULATED PROPERTIES

• Acid pKa: 4.334426
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -2.1000013
• LogD (pH = 7.4): -3.8452787
• Log P: -0.90760803
• Molar Refractivity: 81.1128 cm^3
• Polarizability: 33.13031 Å^3
• Polar Surface Area: 145.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder