(1S,4aS,6S,7R,7aS)-6-hydroxy-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: 304008
• Molecular Formular: C16H24O10
• Molecular Mass: 376.35576
• Monoisotopic Mass: 376.13694697
• 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@H]([C@H](C2)O)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)[C@H](C3)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1
• InChIKey: JNNGEAWILNVFFD-CDJYTOATSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aS,6S,7R,7aS)-6-hydroxy-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: loganic acid
• Synonyms: Loganic acid

Database IDs

• CAS Number: 22255-40-9

CALCULATED PROPERTIES

• Acid pKa: 4.2573094
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -3.480978
• LogD (pH = 7.4): -5.210036
• Log P: -2.216373
• Molar Refractivity: 82.7053 cm^3
• Polarizability: 33.830246 Å^3
• Polar Surface Area: 166.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Oil