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Apigenin

CAT: 0804-HY-N1201-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N1201-02Size:10 mg
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Description
Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.
CAS Number
520-36-5
Product Name Alternative
4',5,7-Trihydroxyflavone; Apigenol; C.I. Natural Yellow 1
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; Cytochrome P450; Endogenous Metabolite
Type
Natural Products
Related Pathways
Autophagy; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cancer
Assay Protocol
https://www.medchemexpress.com/Apigenin.html
Purity
99.58
Solubility
DMSO : 80 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL
Smiles
OC1=C2C(OC(C3=CC=C(O)C=C3)=CC2=O)=CC(O)=C1
Molecular Formula
C15H10O5
Molecular Weight
270.24
Precautions
H302, H315, H319, H335
References & Citations
[1]Si D, et al. Mechanism of CYP2C9 inhibition by flavones and flavonols. Drug Metab Dispos. 2009 Mar;37 (3) :629-34.|[2]Wu K, et al. Inhibitory effects of apigenin on the growth of gastric carcinoma SGC-7901 cells. World J Gastroenterol. 2005 Aug 7;11 (29) :4461-4.|[3]Yu W, et al. Apigenin Attenuates Adriamycin-Induced Cardiomyocyte Apoptosis via the PI3K/AKT/mTOR Pathway. Evid Based Complement Alternat Med. 2017;2017:2590676.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Phase 2
Isoform
CYP2

Chemical Information

Apigenin

Apigenin is a trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4', 5 and 7. It induces autophagy in leukaemia cells. It has a role as a metabolite and an antineoplastic agent. It is a conjugate acid of an apigenin-7-olate.

CAS Number520-36-5
PubChem CID5280443
IUPAC Name5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Molecular FormulaC15H10O5
Molecular Weight270.24
XLogP1.7
Topological Polar Surface Area87
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count20
Formal Charge0
Complexity410
SMILES
C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
InChI
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H
InChIKey
KZNIFHPLKGYRTM-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Apigenin
CAS: 520-36-5
CID: 5280443
Formula: C15H10O5
MW: 270.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight270.24
XLogP31.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass270.05282342
Monoisotopic Mass270.05282342
Topological Polar Surface Area87 Ų
Heavy Atom Count20
Formal Charge0
Complexity410
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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