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Vitexin

CAT: 0013-GTR19159544-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159544-02Size:500 mg
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Description
Vitexin has antinociceptive and antispasmodic activities.Vitexin exhibits a prominent first-pass effect. Vitexin has antioxidant, antimyeloperoxidase, and α-glucosidase inhibitory activities. Vitexin can either inhibit or induce activities of CYP2C11 and CYP3A1. Vitexin induces the novel p53-dependent metastatic and apoptotic pathway. Vitexin protects brain against cerebral I/R injury, and this effect may be regulated by mitogen-activated protein kinase (MAPK) and apoptosis signaling pathways.
CAS Number
3681-93-4
Product Name Alternative
Vitexin, Apigenin 8-C-glucoside
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 62.5 mg/mL (144.55 mM)
Smiles
C1=CC (=CC=C1C2=CC (=O) C3=C (O2) C (=C (C=C3O) O) C4C (C (C (C (O4) CO) O) O) O) O
Molecular Formula
C21H20O10
Molecular Weight
432.38
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-beta-D-glucopyranosyl-2- (4-hydroxyphenyl) -

Chemical Information

Vitexin

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.

CAS Number3681-93-4
PubChem CID5280441
IUPAC Name5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Molecular FormulaC21H20O10
Molecular Weight432.4
XLogP0.2
Topological Polar Surface Area177
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Heavy Atom Count31
Formal Charge0
Complexity690
SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
InChI
InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1
InChIKey
SGEWCQFRYRRZDC-VPRICQMDSA-N
Chemical Structure
2D Structure
2D structure of Vitexin
CAS: 3681-93-4
CID: 5280441
Formula: C21H20O10
MW: 432.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight432.4
XLogP30.2
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Exact Mass432.10564683
Monoisotopic Mass432.10564683
Topological Polar Surface Area177 Ų
Heavy Atom Count31
Formal Charge0
Complexity690
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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