Apigenin CAS: 520-36-5
MF: C15H10O5
MW: 270.24
An antiinflammatory casein kinase II inhibitor.

Apigenin (CAS 520-36-5)

Apigenin | CAS 520-36-5 is rated 5.0 out of 5 by 1.
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Alternate Names: 4',5,7-Trihydroxyflavone
Application: Apigenin is an antiinflammatory casein kinase II inhibitor
CAS Number: 520-36-5
Purity: ≥98%
Molecular Weight: 270.24
Molecular Formula: C15H10O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

Apigenin is an antioxidant plant flavonoid which contains antiinflammatory and anticancer properties. It may induce apoptosis and inhibit proliferation of tumor cells by arresting the cell cycle at the G2/M phase. Apigenin is also known to be a MAP kinase inhibitor and a selective inhibitor of casein kinase II (CK2). Apigenin is capable of exerting diverse effects on a vast variety of molecular targets. Most effects appear to be mediated via the suppression of nitric oxide synthase-2 (NOS2), Hypoxia-inducible factor 1 α (HIF-1α), lipoxygenase, cyclooxygenase-2 (COX-2) and vascular endothelial growth factor (VEGF) expression. Apigenin blocks proliferation of Wnt-1 transfected cells, dephosphorylates β-catenin and lowers levels of β-catenin and Dvi. Additionally, apigenin is an inhibitor of CYP19, CYP2C9, and ERK.


References

1. Shen, J., et al. J. 2001. Immunol. 167: 4919-4925. PMID: 1167349
2. Song D.H., et al. 2000. J. Biol. Chem. 275: 23790-23797. PMID: 10806215
3. Yamada, M., et al. 2005. Proc. Natl. Acad. Sci. U.S.A. 102: 7736-7741. PMID: 15897466
4. Ujiki, M.B., et al. 2006. Molecular Cancer. 5: 76. PMID: 17196098
5. Fang, J., et al. 2006. Carcinogenesis. 28: 858-864. PMID: 17071632
6. Shukla, S., et al. 2006. Mol Cancer Ther. 5: 843-852. PMID: 16648554
7. Liang YC., et al. 1999. Carcinogenesis. 20: 1945-1952. PMID: 10506109
8. Fang, J., et al. 2005. FASEB J. 19: 342-353. PMID: 15746177

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO (27 mg/mL) or 1M KOH (50mg/ml)
Storage :
Store at -20° C
Melting Point :
>300° C (lit.)
Boiling Point :
~555.51° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.73
IC50 :
TPA: IC50 = 59.44 M (human breast cancer cells); TPA: IC50 = 31.15 M (human breast cancer cells); ATP: IC50 = 10 ± 0.5 M (protein kinase C); yrosine kinases fibroblast growth factor receptor: IC50 = 20 M (protein kinase C); pp60v-src: IC50 = >200 M (protein kinase C)
Ki Data :
Adenosine A2a receptor: Ki= 7580 nM (Rattus norvegicus); Butyrylcholinesterase: Ki= 37400 nM (Homo sapiens); Cytochrome P450 1A1: Ki= 390 nM (Homo sapiens); Cytochrome P450 1B1: Ki= 64 nM (Homo ); Casein kinase II alpha: Ki= 740 nM (Homo ); Multidrug resistance-associated protein 1: Ki= 2400 nM (Homo ); GABA-A receptor; anion channel: Ki= 770 nM (Rattus norvegicus); Adenosine A1 receptor: Ki= 3000 nM (Rattus norvegicus); Acetylcholinesterase: Ki= 12160 nM (Homo sapiens)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
LK9276000
PubChem CID :
5280443
Merck Index :
14: 730
MDL Number :
MFCD00006831
EC Number :
208-292-3
Beilstein Registry :
262620
SMILES :
C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O

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Certificate of Analysis

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Apigenin (CAS 520-36-5)  Product Citations

See how others have used Apigenin (CAS 520-36-5). Click on the entry to view the PubMed entry .

Citations 1 to 10 of 16 total

PMID: # 28630312  2017. Proc. Natl. Acad. Sci. U.S.A. 114: E5352-E5361.

PMID: # 28684421  Perez-Leal, O. et al. 2017. J. Biol. Chem.

PMID: # 28443590  Soyman, Z. et al. 2017. Balkan Med J. 34: 444-449.

PMID: # 28603085  Fernández-Del-Río, L. et al. 2017. Free Radic. Biol. Med. 110: 176-187.

PMID: # 24669768  Solmaz, S. et al. 2014. Nutrition and cancer. 66: 599-612.

PMID: # 24139463  Das, S. et al. 2013. J Acupunct Meridian Stud. 6: 252-62.

PMID: # 18779328  Zhang, Y. et al. 2008. J. Biol. Chem. 283: 30689-30698.

PMID: # 16672224  Gao, Y. et al. 2006. J. Biol. Chem. 281: 18394-18400.

PMID: # 14602723  Way, TD. et al. 2004. J. Biol. Chem. 279: 4479-4489.

PMID: # 12700239  Song, DH. et al. 2003. J. Biol. Chem. 278: 24018-24025.

Citations 1 to 10 of 16 total
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Rated 5 out of 5 by from Ha Ha, et. al. (PubMed ID 18037535) used Apigenin in their study on the flavonoids' neuroprotective effects. -SCBT Publication Review
Date published: 2015-07-14
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