vitexin

vitexin
Compound Structure:
Synonyms: Vitexin; 3681-93-4 ;Apigenin ;8-C-glucoside ;Apigenin-8-C-glucoside; 8-beta-D-Glucopyranosyl-apigenin
Compound ID: NMPC-1593
PubChem ID:

5280441

Molecular Formula: C21H20O10
Canonical 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
InChIKey: SGEWCQFRYRRZDC-VPRICQMDSA-N
About the compound:

Vitexin is a naturally occurring compound classified as an apigenin flavone glucoside. This chemical compound is found in a variety of plants, including the passion flower, Vitexagnus-castus (commonly known as chaste tree or chasteberry), in the leaves of Phyllostachysnigra (a species of bamboo), in pearl millet (Pennisetum millet), and in Hawthorn. As an apigenin flavone glycoside, vitexin plays several roles in biological systems. It acts as a platelet aggregation inhibitor, which can be significant in preventing blood clots. Additionally, it functions as an alpha-glucosidase inhibitor, which has implications in managing conditions like diabetes by influencing the breakdown of carbohydrates. Vitexin also exhibits antineoplastic properties, indicating potential utility in cancer treatment. As a plant metabolite, vitexin contributes to various physiological processes within these plants. Chemically, vitexin is a C-glycosyl compound and a trihydroxyflavone, related functionally to apigenin. It exists as a conjugate acid of a vitexin-7-olate. The presence of vitexin in various plants underscores the diverse nature of phytochemicals and their potential applications in medicine, particularly in the development of natural-based therapeutic agents. The ability of vitexin to inhibit platelet aggregation and alpha-glucosidase highlights its potential in developing treatments for conditions related to blood coagulation and carbohydrate metabolism.

GHS Hazard Statements

Not Classified

Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website.


Properties:

Chemical and Physical Properties

Computed Properties

Property Name

Property Value

Molecular Weight

432.4 g/mol

XLogP3-AA

0.2

Hydrogen Bond Donor Count

7

Hydrogen Bond Acceptor Count

10

Rotatable Bond Count

3

Exact Mass

432.10564683 g/mol

Monoisotopic Mass

432.10564683 g/mol

Topological Polar Surface Area

177Ų

Heavy Atom Count

31

Formal Charge

0

Complexity

690

Isotope Atom Count

0

Defined Atom Stereocenter Count

5

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source:PubChem

Source Species: Eleusine indica
Vitex grandifolia
Ficus thonningii
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