Chrysophanol triglucoside
Basic information
- CAS
120181-07-9- Standard SMILES
Cc1cc(O[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)c2c(c1)C(=O)c1cccc(O)c1C2=O- InChIKey
SOWISUOFXLRAML-VULFOYAMSA-N- Molecular formula
- C33H40O19
- Average molar mass
- 740.7 g/mol
- Monoisotopic mass
- 740.21637904
Overview
Chrysophanol triglucoside has been reported in Senna obtusifolia and Senna tora with data available.
Names & identifiers
- Preferred name
- Chrysophanol triglucoside
- IUPAC
- 1-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-8-hydroxy-3-methylanthracene-9,10-dione
- English name
- Chrysophanol triglucoside
- Molecular formula
- C33H40O19
- Molecular weight
- 740.66
Names & synonyms
Chrysophanol triglucoside120181-07-91-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-8-hydroxy-3-methylanthracene-9,10-dione1-[(O-beta-D-Glucopyranosyl-(1-->3)-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-9,10-anthracenedioneorb1691905DTXSID401104805HY-N7599AKOS040756540DA-51887CS-0134743D85142T38587
Show more names
Chrysophanol 1-O-β-D-Glucopyranosyl-(1→3)-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside9,10-Anthracenedione, 1-[(O-β-D-glucopyranosyl-(1→3)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-
1-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxymethyl]-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-8-hydroxy-3-methyl-anthracene-9,10-dione1-[(O-|A-D-Glucopyranosyl-(1 inverted exclamation marku3)-O-|A-D-glucopyranosyl-(1 inverted exclamation marku6)-|A-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-9,10-anthracenedione1-[(O-I(2)-D-Glucopyranosyl-(1a3)-O-I(2)-D-glucopyranosyl-(1a6)-I(2)-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-9,10-anthracenedione9,10-Anthracenedione, 1-[(O-|A-D-glucopyranosyl-(1 inverted exclamation marku3)-O-|A-D-glucopyranosyl-(1 inverted exclamation marku6)-|A-D-glucopyranosyl)oxy]-8-hydroxy-3-methyl-chrysophanol-1-O-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside
Properties
Computed structural properties
- XLogP
- -2.5
- Topological polar surface area
- 312 Ų
- Hydrogen bond donors
- 11
- Hydrogen bond acceptors
- 19
- Rotatable bonds
- 9
- Heavy atoms
- 52
- Formal charge
- 0
- Complexity
- 1,240
Physicochemical properties
- Boiling point
- 1112.5 · 1112.5±65.0 °C(Predicted)
- Density
- 1.75 · 1.75±0.1 g/cm3(Predicted)
- pka
- 6.71 · 6.71±0.20(Predicted)
Chemistry & industry
Applications
UsesChrysophanol triglucoside is an anthraquinone isolated from Cassia obtusifolia, inhibits protein tyrosine phosphatases 1B (PTP1B) and α-glucosidase with IC50s of 80.17 and 197.06 μM, respectively. Chrysophanol triglucoside has the potential for diabetes research[1].
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Compound notes
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