methyl (2S,3R,4S)-3-ethenyl-4-[(2E)-3-[(2S,3R,4R)-3-ethenyl-5-(methoxycarbonyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl]-4-oxobut-2-en-1-yl]-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

• ChemBase ID: 305797
• Molecular Formular: C34H46O19
• Molecular Mass: 758.71764
• Monoisotopic Mass: 758.26332925
• SMILES: [C@@H]1([C@H]([C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C=C)C/C=C(/C=O)\[C@H]1[C@H]([C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C=C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H]([C@H]2C=C)C/C=C(\[C@H]2[C@@H](C=C)[C@@H](OC=C2C(=O)OC)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)/C=O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C34H46O19/c1-5-15-17(18(29(44)46-3)12-48-31(15)52-33-27(42)25(40)23(38)20(10-36)50-33)8-7-14(9-35)22-16(6-2)32(49-13-19(22)30(45)47-4)53-34-28(43)26(41)24(39)21(11-37)51-34/h5-7,9,12-13,15-17,20-28,31-34,36-43H,1-2,8,10-11H2,3-4H3/b14-7-/t15-,16-,17+,20-,21-,22+,23-,24-,25+,26+,27-,28-,31+,32+,33+,34+/m1/s1
• InChIKey: MWLKXILGJPSPKZ-YAKFNBHDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3R,4S)-3-ethenyl-4-[(2E)-3-[(2S,3R,4R)-3-ethenyl-5-(methoxycarbonyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl]-4-oxobut-2-en-1-yl]-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
• IUPAC Traditional name: methyl (4S,5R,6S)-5-ethenyl-4-[(2E)-3-[(2S,3R,4R)-3-ethenyl-5-(methoxycarbonyl)-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl]-4-oxobut-2-en-1-yl]-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4H-pyran-3-carboxylate
• Synonyms: (E)-Aldosecologanin

Database IDs

• CAS Number: 471271-55-3

CALCULATED PROPERTIES

• Acid pKa: 11.9069
• H Acceptors: 17
• H Donor: 8
• LogD (pH = 5.5): -2.415965
• LogD (pH = 7.4): -2.4159784
• Log P: -2.415965
• Molar Refractivity: 175.3484 cm^3
• Polarizability: 70.45992 Å^3
• Polar Surface Area: 286.89 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder