Hesperetin 7-O-glucoside
Basic information
- CAS
31712-49-9- Standard SMILES
COc1ccc([C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc3O2)cc1O- InChIKey
ADSYMQORONDIDD-ZJHVPRRPSA-N- Molecular formula
- C22H24O11
- Average molar mass
- 464.4 g/mol
- Monoisotopic mass
- 464.13186158
Overview
Hesperetin 7-O-beta-D-glucoside is a flavanone 7-O-beta-D-glucoside having hesperetin as the flavanone component. It has a role as a metabolite. It is a flavanone 7-O-beta-D-glucoside, a member of 4'-methoxyflavanones, a monomethoxyflavanone, a dihydroxyflavanone, a member of 3'-hydroxyflavanones and a monosaccharide derivative. It is functionally related to a hesperetin.
Names & identifiers
- Preferred name
- Hesperetin 7-O-glucoside
- IUPAC
- (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
- English name
- Eriodictiol-7-glucoside
- Molecular formula
- C22H24O11
- Molecular weight
- 464.42
Names & synonyms
Hesperetin 7-O-glucoside(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-2,3-dihydrochromen-4-oneRefChem:10483102500-68-731712-49-9Eriodictiol-7-glucosidehesperetin 7-O-beta-D-glucoside(S)-5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-oneCHEMBL4460302(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-
Show more names
Hesperitin-7-O-β-D-glucosidehesperetin7-O-β-D-glucosideSpinneret7-O-glucoside18:1 Cardiolipin disodiumHesperetin 7-O-glucoside, 10 mM in DMSO(2S)-7-(beta-D-Glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-4H-chromen-4-one4H-1-Benzopyran-4-one,7-(b-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-,(2S)-
C22H24O11Hesperetin 7-O-|A-D-glucopyranosidehesperetin-7-O-glucosideHesperitin-7-beta-D-glucosideorb1220090orb1297341SCHEMBL14167583SCHEMBL41982033
Database identifiers
- CAS
31712-49-9- PubChem CID
- 147394
- DTXSID
DTXSID80953661- ChEMBL
CHEMBL4460302- ChEBI
CHEBI:59015- Nikkaji
- J667.152G
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 175 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 5
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 677
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214]
Physicochemical properties
- Melting point
- 206 · 206-207 °C
- Boiling point
- 807.1 · 807.1±65.0 °C(Predicted)
- Density
- 1.569 · 1.569±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 7.16 · 7.16±0.40(Predicted)
- color
- White to off-white
- InChIKey
- ADSYMQORONDIDD-QENDSQSDNA-N
- SMILES
- O=C1C[C@@H](C2C=CC(OC)=C(O)C=2)OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)=CC(O)=C12 |&1:3,18,19,20,22,24,r|
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
Chemistry & industry
Applications
UsesHesperetin 7-O-glucoside can be used to treat osteoporosis, scavenging free radicals, varicose veins, reducing blood lipid and decreasing blood pressure. It can also be used to promote plant growth and treat plant anti-bacterial infections.
Additional notes
DefinitionChEBI: A flavanone 7-O-beta-D-glucoside having hesperetin as the flavanone component.
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