Vitexin
Basic information
- CAS
3681-93-4- Standard SMILES
O=c1cc(-c2ccc(O)cc2)oc2c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(O)cc(O)c12- InChIKey
SGEWCQFRYRRZDC-VPRICQMDSA-N- Molecular formula
- C21H20O10
- Average molar mass
- 432.4 g/mol
- Monoisotopic mass
- 432.10564683
Overview
Vitexin is an apigenin flavone glycoside, which is found in the passion flower, bamboo leaves and pearl millet. It has a role as an antineoplastic agent, a platelet aggregation inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor and a plant metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a vitexin-7-olate.
Names & identifiers
- Preferred name
- Vitexin
- IUPAC
- 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
- English name
- Vitexin
- Molecular formula
- C21H20O10
- Molecular weight
- 432.38
Names & synonyms
Vitexin3681-93-4Apigenin 8-C-glucoside9VP70K75OKDTXSID901902875,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-oneCHEBI:16954DTXCID001127784H-1-Benzopyran-4-one, 8-beta-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-glycosylapigenin(1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-D-glucitol8-glycosyl-apigenin
Show more names
VitexinaApigenin 8-glucosideApigenin-8-O-glucosideC01460VitxeinViterxinVITEXIN(P)Vitexin 5%
(1S)-1,5-anhydro-1-(5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl)-D-glucitol5,7-dihydroxy-2-(4-hydroxyphenyl)-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)chromen-4-oneRefChem:53003apigenin-8-c-beta-d-glucopyranoside222-963-8Apigenin-8-C-glucoside8-beta-D-Glucopyranosyl-apigenin5,7-dihydroxy-2-(4-hydroxyphenyl)-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 177 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 3
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 690
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 256 · 256-257°C
- Boiling point
- 767.7 · 767.7±60.0 °C(Predicted)
- Density
- 1.686 · 1.686±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly), Pyridine (Slightly)
- pka
- 6.27 · 6.27±0.40(Predicted)
- form
- Solid
- color
- Yellow
- BRN
- 67796 · 67796
- Stability
- Hygroscopic
- Major Application
- food and beverages
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.
Not Classified
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- F
- 10-21
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- DJ2984000
- hs_code
- 29389090
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesVitexin is a phenolic glycoside drug that shows anti-stress activity. It also shows possible application as an anti-diabetic.
Additional notes
DefinitionChEBI: Vitexin is an apigenin flavone glycoside, which is found in the passion flower, bamboo leaves and pearl millet It has a role as a platelet aggregation inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, an antineoplastic agent and a plant metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a vitexin-7-olate.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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