Xanthen-9-one, 5,8-dihydroxy-1-(beta-D-glucopyranosyloxy)-3-methoxy-
Basic information
- CAS
23445-00-3- Standard SMILES
COc1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2c(=O)c3c(O)ccc(O)c3oc2c1- InChIKey
CYNUMZCJGCZYTD-DIKOWXHZSA-N- Molecular formula
- C20H20O11
- Average molar mass
- 436.4 g/mol
- Monoisotopic mass
- 436.10056145
Overview
Xanthen-9-one, 5,8-dihydroxy-1-(beta-D-glucopyranosyloxy)-3-methoxy- has been reported in Swertia japonica with data available.
Names & identifiers
- Preferred name
- Xanthen-9-one, 5,8-dihydroxy-1-(beta-D-glucopyranosyloxy)-3-methoxy-
- IUPAC
- 5,8-dihydroxy-3-methoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
- English name
- Swertianolin
- Molecular formula
- C20H20O11
- Molecular weight
- 436.37
Names & synonyms
Xanthen-9-one, 5,8-dihydroxy-1-(beta-D-glucopyranosyloxy)-3-methoxy-5,8-dihydroxy-3-methoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one5,8-dihydroxy-3-methoxy-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyxanthen-9-oneRefChem:1101074IpuronCCRIS 54749H-Xanthen-9-one, 8-(beta-D-glucopyranosyloxy)-1,5-dihydroxy-3-methoxy-SCHEMBL21060607MFCD017415195,8-dihydroxy-3-methoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-xanthen-9-oneSwetrianolinSwertianolin
Show more names
Bellidifolin 8-glucosideBellidifolin-8-O-glucosideSwertianolin, 10 mM in DMSO5,8-Dihydroxy-3-methoxyxanthone-1-o-glucoside8-(β-D-Glucopyranosyloxy)-1,5-dihydroxy-3-methoxyxanthone(1,5-Dihydroxy-3-methoxy-9-oxo-9H-xanthen-8-yl)β-D-glucopyranoside
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 175 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 4
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 647
Physicochemical properties
- Melting point
- 198 · 198-200℃
- Boiling point
- 812.7 · 812.7±65.0 °C(Predicted)
- Density
- 1.668 · 1.668
- storage temp.
- 4 °C, · 4°C, protect from light
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 6.57 · 6.57±0.20(Predicted)
- color
- White to yellow
- Stability
- Hygroscopic
- InChIKey
- XMVBNLMKPMPWAX-DIKOWXHZSA-N
- SMILES
- O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)Oc2c3c([o]c4c([c]3=O)c(cc(c4)OC)O)c(cc2)O
- EWG's Food Scores
- 1 · 1
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Applications
UsesNatural product.
UsesSwertianolin is a xanthone isolated from Gentianella amarella ssp. acuta plant with some acetylcholinesterase and monoamine oxidase inhibitory activities.
Upstream & downstream products
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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