2H-Pyran-5-carboxylic acid, 4-(2,2-dimethoxyethyl)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-, methyl ester, (2S,3R,4S)-
Completing data — refresh the page later to see the latest
Basic information
- CAS
77988-07-9- Standard SMILES
C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CC(OC)OC- InChIKey
HUVIXLWRQSMCLN-PXRCHJMLSA-N- Molecular formula
- C19H30O11
- Average molar mass
- 434.4 g/mol
- Monoisotopic mass
- 434.17881177
Overview
Secologanin dimethyl acetal has been reported in Hydrangea serrata, Sinoadina racemosa, and other organisms with data available.
Names & identifiers
- Preferred name
- 2H-Pyran-5-carboxylic acid, 4-(2,2-dimethoxyethyl)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-, methyl ester, (2S,3R,4S)-
- IUPAC
- 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
- English name
- Secologanin diMethyl acetal
- Molecular formula
- C19H30O11
- Molecular weight
- 434.44
Names & synonyms
77988-07-9DTXSID602286422H-Pyran-5-carboxylic acid, 4-(2,2-dimethoxyethyl)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-, methyl ester, (2S,3R,4S)-RefChem:1065299DTXCID10151133Secologanin dimethyl acetalmethyl (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-carboxylatesecologanin dimethylacetalCHEMBL464473orb1681721TN4981AKOS040762323
Show more names
Secologanin acetal2H-Pyran-5-carboxylic acid, 4-(2,2-dimethoxyethyl)-3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-, methyl ester, (2S,3R,4S)-
FS-9260DA-57771HY-126407CS-0103571Methyl (2S,3R,4S)-4-(2,2-dimethoxyethyl)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate
Properties
Computed structural propertiesFilling in
- XLogP
- -0.8
- Topological polar surface area
- 153 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 10
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 605
Physicochemical properties
- Boiling point
- 578.177 · 578.177±50.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.356 · 1.356±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 12.813 · 12.813±0.70(predicted)
Chemistry & industry
Applications
UsesSecologanin Acetal is obtained from the leaves of Davidia involucrata and displays neuritogenic activity in PC12h cells.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…