methyl (2S,3R,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-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: 305704
• Molecular Formular: C19H30O11
• Molecular Mass: 434.4349
• Monoisotopic Mass: 434.17881178
• SMILES: [C@@H]1([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)CC(OC)OC
• Canonical SMILES: COC(C[C@H]1[C@@H](C=C)[C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)OC
• InChI: InChI=1S/C19H30O11/c1-5-9-10(6-13(25-2)26-3)11(17(24)27-4)8-28-18(9)30-19-16(23)15(22)14(21)12(7-20)29-19/h5,8-10,12-16,18-23H,1,6-7H2,2-4H3/t9-,10+,12-,14-,15+,16-,18+,19+/m1/s1
• InChIKey: HUVIXLWRQSMCLN-PXRCHJMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3R,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-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)-4-(2,2-dimethoxyethyl)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4H-pyran-3-carboxylate
• Synonyms: Secologanin dimethyl acetal

Database IDs

• CAS Number: 77988-07-9

CALCULATED PROPERTIES

• Acid pKa: 12.207016
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -0.9544443
• LogD (pH = 7.4): -0.95445096
• Log P: -0.95444417
• Molar Refractivity: 100.352 cm^3
• Polarizability: 40.777092 Å^3
• Polar Surface Area: 153.37 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder