Apigenin CAS: 520-36-5
MF: C15H10O5
MW: 270.24

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: Apigenin is also known as 4′,5,7-Trihydroxyflavone.
Application: Apigenin is an antiinflammatory flavonoid compound casein kinase II inhibitor found in many fruits and vegetables.
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).
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Apigenin is an antioxidant plant flavanoid which contains anti-inflammatory and anticancer properties. Apigenin may induce apoptosis and may 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 Protein Kinase 2 (CK2). Apigenin is capable of exerting diverse effects on a vast variety of molecular targets. Most effects of Apigenin appear to be mostly mediated through suppressing nitric oxide synthase-2 (NOS2), Hypoxia-inducible factor 1 alpha (HIF-1α), lipoxygenase, cyclooxygenase-2 (COX-2) and vascular endothelial growth factor (VEGF) expression. Apigenin blocks proliferation of Wnt-1 transfected cells, dephosphorylates beta-catenin and lowers levels of beta-catenin and Dvi.


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), 1M KOH (50 mg/mL), water (Immiscible), alcohol, and Ethanol (<1 mg/mL ).
Storage :
Store at -20° C
Melting Point :
>300° C (lit.)
Boiling Point :
~555.5° C at 760 mmHg (Predicted)
Density :
~1.5 g/cm3 (Predicted)
Refractive Index :
n20D 1.73
IC50 :
TPA: IC50 = 59.44 µ M (human breast cancer cells); TPA: IC50 = 31.15 µ M (human breast cancer cells); ATP: IC50 = 10 ± 0.5 µ M (protein kinase C); yrosine kinases fibroblast growth factor receptor: IC50 = 20 µ M (protein kinase C); pp60v-src: IC50 = >200 µ 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 :
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 20 total

PMID: # 34350768  Xu, T.|Gilliam, M.|Sayler, G.|Ripp, S.|Close, D.| et al. 2021. Biotechniques. 71: 403-415.

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.

Citations 1 to 10 of 20 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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