methyl (1S,4aS,5R,7S,7aS)-7-hydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-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: 304730
• Molecular Formular: C26H32O13
• Molecular Mass: 552.52448
• Monoisotopic Mass: 552.18429108
• SMILES: [C@H]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]2OC(=O)/C=C/c1ccc(cc1)O)(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]3OC(=O)/C=C/c2ccc(cc2)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H32O13/c1-26(34)9-15(37-17(29)8-5-12-3-6-13(28)7-4-12)18-14(23(33)35-2)11-36-24(19(18)26)39-25-22(32)21(31)20(30)16(10-27)38-25/h3-8,11,15-16,18-22,24-25,27-28,30-32,34H,9-10H2,1-2H3/b8-5+/t15-,16-,18+,19-,20-,21+,22-,24+,25+,26+/m1/s1
• InChIKey: ZGUUHRZMAAUFHL-OKHNFGPGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,4aS,5R,7S,7aS)-7-hydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-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,4aS,5R,7S,7aS)-7-hydroxy-5-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-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-carboxylate
• Synonyms: 6-O-trans-p-Coumaroylshanzhiside methyl ester

Database IDs

• CAS Number: 1246012-26-9

CALCULATED PROPERTIES

• Acid pKa: 9.397936
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -0.31175047
• LogD (pH = 7.4): -0.3160121
• Log P: -0.31169587
• Molar Refractivity: 130.3777 cm^3
• Polarizability: 52.168083 Å^3
• Polar Surface Area: 201.67 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder