Acanthoside D
Basic information
- CAS
66791-77-3- Standard SMILES
COc1cc([C@@H]2OC[C@@H]3[C@H]2CO[C@H]3c2cc(OC)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(OC)c2)cc(OC)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
FFDULTAFAQRACT-NYYYOYJKSA-N- Molecular formula
- C34H46O18
- Average molar mass
- 742.7 g/mol
- Monoisotopic mass
- 742.26841461
Overview
(-)-syringaresinol O,O'-bis(beta-D-glucoside) is a beta-D-glucoside that is the 4,4'-bis(beta-D-glucosyl) derivative of ()-syringaresinol. It has a role as an antioxidant, an anti-inflammatory agent and a plant metabolite. It is functionally related to a (-)-syringaresinol.
Names & identifiers
- Preferred name
- Acanthoside D
- IUPAC
- (2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
- English name
- Syringaresinol-di-O-glucoside
- Molecular formula
- C34H46O18
- Molecular weight
- 742.72
Names & synonyms
Acanthoside D(-)-Syringaresinol di-beta-D-glucoside(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-6-[3,5-dimethoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol(2S,3R,4S,5S,6R)-2-(4-((3R,3aS,6R,6aS)-6-(3,5-dimethoxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro(3,4-c)furan-3-yl)-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triolRefChem:914934Syringaresinol-di-O-glucoside66791-77-3(-)-Syringaresinol di-O-glucosideSyringaresinol diglucoside(-)-Syringaresinol diglucoside(-)-syringaresinol O,O'-bis(beta-D-glucoside)MFCD24369676
Show more names
()-Syringaresinol di-O-glucosideSyringaresinol diglucoside (Standard)Syringaresinol 4,4`-di-O-β-D-glucoside(-)-syringaresinolO,O'-bis(β-D-glucoside)(-)-Syringaresinol 4,4-di-O-β-D-glucoside
Properties
Computed structural properties
- XLogP
- -1.4
- Topological polar surface area
- 254 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 18
- Rotatable bonds
- 12
- Heavy atoms
- 52
- Formal charge
- 0
- Complexity
- 1,010
Physicochemical properties
- Boiling point
- 935.7 · 935.7±65.0 °C(Predicted)
- Density
- 1.474 · 1.474±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Soluble in methanol and water
- form
- powder
- pka
- 12.45 · 12.45±0.70(Predicted)
- color
- White
- InChIKey
- FFDULTAFAQRACT-NYYYOYJKSA-N
- SMILES
- O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)Oc2c(cc(cc2OC)[C@@H]3OC[C@@H]4[C@H]3CO[C@H]4c5cc(c(c(c5)OC)O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6O)O)O)CO)OC)OC
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesSyringaresinol diglucoside is a natural compound from bamboo leaves[1].
Additional notes
DefinitionChEBI: (-)-syringaresinol O,O'-bis(beta-D-glucoside) is a beta-D-glucoside that is the 4,4'-bis(beta-D-glucosyl) derivative of (-)-syringaresinol. It has a role as a plant metabolite, an antioxidant and an anti-inflammatory agent. It is functionally related to a (-)-syringaresinol.
Related reactions
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Compound notes
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