methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-{[(2E)-3-phenylprop-2-enoyl]oxy}-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: 305740
• Molecular Formular: C26H32O13
• Molecular Mass: 552.52448
• Monoisotopic Mass: 552.18429108
• 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@H](C2)OC(=O)/C=C/c1ccccc1)(O)C)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@H]2[C@@](C)(O)[C@H](C3)OC(=O)/C=C/c2ccccc2)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H32O13/c1-25(33)16(38-17(28)9-8-13-6-4-3-5-7-13)10-26(34)14(22(32)35-2)12-36-24(21(25)26)39-23-20(31)19(30)18(29)15(11-27)37-23/h3-9,12,15-16,18-21,23-24,27,29-31,33-34H,10-11H2,1-2H3/b9-8+/t15-,16+,18-,19+,20-,21-,23+,24+,25+,26+/m1/s1
• InChIKey: YRARGBWFOYODHQ-IQHUSNMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-{[(2E)-3-phenylprop-2-enoyl]oxy}-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,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-{[(2E)-3-phenylprop-2-enoyl]oxy}-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: Durantoside I

Database IDs

• CAS Number: 53526-67-3

CALCULATED PROPERTIES

• Acid pKa: 12.153335
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -0.91594976
• LogD (pH = 7.4): -0.91595733
• Log P: -0.9159497
• Molar Refractivity: 129.5399 cm^3
• Polarizability: 52.1835 Å^3
• Polar Surface Area: 201.67 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder