Basic information
- CAS
60767-80-8- Standard SMILES
O=c1cc(-c2ccc(O)cc2)oc2cc(O)c(C3OC(CO)C(O)C(O)C3OC3OC(CO)C(O)C(O)C3O)c(O)c12- InChIKey
RQTTXGQDIROLTQ-UHFFFAOYSA-N- Molecular formula
- C27H30O15
- Average molar mass
- 594.5 g/mol
- Monoisotopic mass
- 594.15847025
Overview
Glucoisovitexin has been reported in Gentiana macrophylla, Secale cereale, and other organisms with data available.
Names & identifiers
- Preferred name
- Glucoisovitexin
- IUPAC
- 6-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
- English name
- Meloside A
- Molecular formula
- C27H30O15
- Molecular weight
- 594.52
Names & synonyms
GLUCOISOVITEXIN2''-GlucoisovitexinKCA76780NSC287464NSC-287464Isovitexin 2''-O-glucosideMeloside AMeloside A (NSC-287464)Meloside A, 10 mM in DMSOIsovitexin 2''-O-β-glucosidesovitexin 2''-O-beta-D-glucoside2''-O-(beta-D-glucosyl)isovitexin
Show more names
isovitexin 2''-O-beta-D-glucosideMeloside A,Inhibitor,radiation,UV-B,pathogens,antioxidant,inhibit4H-1-Benzopyran-4-one, 6-(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
Database identifiers
- CAS
60767-80-8- PubChem CID
- 323971
Properties
Computed structural properties
- XLogP
- -1.4
- Topological polar surface area
- 256 Ų
- Hydrogen bond donors
- 10
- Hydrogen bond acceptors
- 15
- Rotatable bonds
- 6
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 971
Physicochemical properties
- Melting point
- 201 · 201-203 °C
- Boiling point
- 981.1 · 981.1±65.0 °C(Predicted)
- Density
- 1.81 · 1.81±0.1 g/cm3(Predicted)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- powder
- pka
- 5.87 · 5.87±0.40(Predicted)
- color
- Yellow
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesMeloside A (Isovitexin 2''-O-glucoside) is a phenylpropanoid isolated from barley with antioxidant activity. In barley, phenylpropanoids have been described as having protective properties against excess UV-B radiation and have been linked to resistance to pathogens[1][2].
Suppliers54 total
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Related reactions
0 records
No reaction records under the current filter.
Compound notes
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