apigenin

Also known as 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone, 2-(p-hydroxyphenyl)-5,7-dihydroxychromone, chamomile, C.I. Natural Yellow 1, versulin, spigenin, 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Apigenin (4′,5,7-trihydroxyflavone), found in many plants, is a flavone compound that is the aglycone of several naturally occurring glycosides. It is a yellow crystalline solid that has been used to dye wool.

Chemical data

Formula: C15H10O5
Molecular weight: 270.24 g/mol
IUPAC name: 5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
InChIKey: KZNIFHPLKGYRTM-UHFFFAOYSA-N
XLogP: 1.7
Polar surface area: 87 Å²
H-bond donors: 3
H-bond acceptors: 5
Formal charge: 0

via PubChem

Research

8,145 papers

The Therapeutic Potential of Apigenin.International journal of molecular sciences · 2019
Apigenin's Therapeutic Potential Against Viral Infection.Frontiers in bioscience (Landmark edition) · 2023
Apigenin as an anticancer agent.Phytotherapy research : PTR · 2020
Apigenin and its dermatological applications: A comprehensive review.Phytochemistry · 2022
Apigenin enhances apoptosis induction by 5-fluorouracil through regulation of thymidylate synthase in colorectal cancer cells.Redox biology · 2021

via PubMed

Wikidata facts

Mass: 270.053

Show 3 more facts

chemical formula: C₁₅H₁₀O₅
canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
Commons category: Apigenin

Sources (3)

via Wikidata · CC0

~4 min read

Article

7 sections

Contents

Sources in nature
Pharmacology
Biosynthesis
Glycosides
In diet
See also
References

Apigenin is abundant in parsley, celery, celeriac, and chamomile flowers. It occurs in many fruits and vegetables, with the highest concentrations in dried and fresh parsley.