methyl (1S,4aR,5R,7S,7aS)-7-(acetyloxy)-4a,5-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-carboxylate

• ChemBase ID: 304647
• Molecular Formular: C19H28O13
• Molecular Mass: 464.41782
• Monoisotopic Mass: 464.15299096
• SMILES: [C@@]12([C@H]([C@@H](OC=C1C(=O)OC)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@](C[C@H]2O)(OC(=O)C)C)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@H]2[C@@](C)(OC(=O)C)C[C@H]3O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C19H28O13/c1-7(21)32-18(2)4-10(22)19(27)8(15(26)28-3)6-29-17(14(18)19)31-16-13(25)12(24)11(23)9(5-20)30-16/h6,9-14,16-17,20,22-25,27H,4-5H2,1-3H3/t9-,10-,11-,12+,13-,14-,16+,17+,18+,19-/m1/s1
• InChIKey: HTOSOQRDFDYOGW-OKJPHAGLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,4aR,5R,7S,7aS)-7-(acetyloxy)-4a,5-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-carboxylate
• IUPAC Traditional name: methyl (1S,4aR,5R,7S,7aS)-7-(acetyloxy)-4a,5-dihydroxy-7-methyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,5H,6H,7aH-cyclopenta[c]pyran-4-carboxylate
• Synonyms: Phlorigidoside B

Database IDs

• CAS Number: 288248-46-4

CALCULATED PROPERTIES

• Acid pKa: 12.014679
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -3.8193946
• LogD (pH = 7.4): -3.819405
• Log P: -3.8193946
• Molar Refractivity: 99.1237 cm^3
• Polarizability: 41.133133 Å^3
• Polar Surface Area: 201.67 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder