methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]-2-{[(2S,3R,4S,5S,6S)-3,4,5-tris(acetyloxy)-6-(methoxycarbonyl)oxan-2-yl]oxy}phenoxy}oxane-2-carboxylate

• ChemBase ID: 163533
• Molecular Formular: C36H42O22
• Molecular Mass: 826.70548
• Monoisotopic Mass: 826.21677298
• SMILES: c1(c(ccc(c1)/C=C/C(=O)OC)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)/C=C/c1ccc(c(c1)O[C@@H]1O[C@@H](C(=O)OC)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)O[C@@H]1O[C@@H](C(=O)OC)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H42O22/c1-15(37)49-25-27(51-17(3)39)31(53-19(5)41)35(57-29(25)33(44)47-8)55-22-12-10-21(11-13-24(43)46-7)14-23(22)56-36-32(54-20(6)42)28(52-18(4)40)26(50-16(2)38)30(58-36)34(45)48-9/h10-14,25-32,35-36H,1-9H3/b13-11+/t25-,26-,27-,28-,29-,30-,31+,32+,35+,36+/m0/s1
• InChIKey: GWCQTCAQXBSHNJ-AQGICBGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]-2-{[(2S,3R,4S,5S,6S)-3,4,5-tris(acetyloxy)-6-(methoxycarbonyl)oxan-2-yl]oxy}phenoxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]-2-{[(2S,3R,4S,5S,6S)-3,4,5-tris(acetyloxy)-6-(methoxycarbonyl)oxan-2-yl]oxy}phenoxy}oxane-2-carboxylate
• Synonyms: Caffeic Acid Methyl Ester 3,4-Di-O-(tri-O-acetyl-β-D-glucuronic Acid Methyl Ester)

Database IDs

• PubChem SID: 162257668
• PubChem CID: 71314474

CALCULATED PROPERTIES

• Log P: 0.95113647
• Molar Refractivity: 180.2616 cm^3
• Polarizability: 74.29417 Å^3
• Polar Surface Area: 273.62 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false
• H Acceptors: 13
• H Donor: 0
• LogD (pH = 5.5): 0.95113647
• LogD (pH = 7.4): 0.95113647

DETAILS

Toronto Research Chemicals - C080045

A byproduct formed in the preparation of Caffeic Acid metabolite.