Apigenin-6-C-glucopyranoside
| Compound Structure: |
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| Synonyms: | Isovitexin38953-85-4;Saponaretin;Homovitexin;29702-25-8;6-Glucosylapigenin;Apigenin-6-C-glucoside;6-C-Glucosylapigenin;Isoavroside;Avroside;Apigenin 6-C-glucoside;beta-D-isovitexin;Apigenin 6-C-beta-glucopyranoside | ||||||||||||||||||||||||||||||||||||||
| Compound ID: | NMPC-590 | ||||||||||||||||||||||||||||||||||||||
| PubChem ID: | |||||||||||||||||||||||||||||||||||||||
| Molecular Formula: | C21H20O10 | ||||||||||||||||||||||||||||||||||||||
| Canonical SMILES: | C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)O)O)O | ||||||||||||||||||||||||||||||||||||||
| InChIKey: | MYXNWGACZJSMBT-VJXVFPJBSA-N | ||||||||||||||||||||||||||||||||||||||
| About the compound: | Isovitexin, also known as homovitexin or saponaretin, is a flavone compound that is derived from apigenin. It is characterized by the substitution of apigenin at position 6 with a 1,5-anhydro-D-glucitol moiety. Here are some key points about isovitexin: Chemical Structure: Isovitexin is classified as a C-glycosyl compound. It consists of the flavone apigenin, which is a trihydroxyflavone, with a glucose molecule (1,5-anhydro-D-glucitol) attached at position 6 of the flavone ring. Role as an Inhibitor: Isovitexin has been identified as an inhibitor of the enzyme alpha-glucosidase (EC 3.2.1.20). This enzyme is involved in the breakdown of carbohydrates, particularly the hydrolysis of alpha-glucosidic linkages, and its inhibition can be relevant in the context of carbohydrate metabolism and diabetes. Metabolite: Isovitexin is considered a metabolite, indicating that it is a compound produced as a result of metabolic processes in living organisms. Flavone Family: Isovitexin belongs to the flavone family of compounds. Flavones are a class of flavonoids, which are a group of naturally occurring compounds known for their antioxidant properties and potential health benefits. Position of Glucoside: The "iso" in the name does not refer to an isoflavonoid. Instead, it denotes the position of the glucoside (glucose) attachment on the flavone structure. In the case of isovitexin, the glucoside is attached at position 6 of apigenin. Isovitexin is found in various plant sources and has been of interest for its potential health-related properties, particularly its role as an alpha-glucosidase inhibitor, which may have implications for managing blood sugar levels. GHS Hazard Statements • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
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| Properties: |
Chemical
and Physical Properties Computed
Properties
Source: PubChem |
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| Source Species: |
Croton zambesicus Newbouldia laevis Treculia africana Croton gratissimus. Ficus thonningii |