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Tricin (Standard)

CAT: 0804-HY-N1127R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N1127R-01Size:5 mg
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Description
Tricin (Standard) is the analytical standard of Tricin. This product is intended for research and analytical applications. Tricin is a natural flavonoid found in large amounts in wheat. Tricin inhibits HCMV replication by inhibiting CDK9. Tricin inhibits the proliferation and invasion of C6 glioma cells by upregulating the expression of FAK-targeting microRNA-7 [1][2][3][1][2][3][4][5].
CAS Number
520-32-1
UNSPSC
12352005
Target
CMV; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Others
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/tricin-standard.html
Smiles
O=C1C=C(C2=CC(OC)=C(O)C(OC)=C2)OC3=CC(O)=CC(O)=C13
Molecular Formula
C17H14O7
Molecular Weight
330.29
References & Citations
[1]Itoh A, et al. Tricin inhibits the CCL5 induction required for efficient growth of human cytomegalovirus. Microbiol Immunol. 2018 May;62 (5) :341-347.|[2]Sadanari H, et al. The anti-human cytomegalovirus drug tricin inhibits cyclin-dependent kinase 9. FEBS Open Bio. 2018 Feb 20;8 (4) :646-654.|[3]Chung DJ, et al. Inhibition of the Proliferation and Invasion of C6 Glioma Cells by Tricin via the Upregulation of Focal-Adhesion-Kinase-Targeting MicroRNA-7. J Agric Food Chem. 2018 Jul 5;66 (26) :6708-6716.|[4]Yazawa K, et al. Anti-influenza virus activity of tricin, 4',5,7-trihydroxy-3',5'-dimethoxyflavone. Antivir Chem Chemother. 2011 Aug 23;22 (1) :1-11.|[5]Oyama T, et al. Dietary tricin suppresses inflammation-related colon carcinogenesis in male Crj: CD-1 mice. Cancer Prev Res (Phila) . 2009 Dec;2 (12) :1031-8.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Tricin

3',5'-di-O-methyltricetin is the 3',5'-di-O-methyl ether of tricetin. Known commonly as tricin, it is a constituent of rice bran and has been found to potently inhibit colon cancer cell growth. It has a role as a metabolite and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a member of 3'-methoxyflavones, a dimethoxyflavone and a trihydroxyflavone. It is functionally related to a tricetin. It is a conjugate acid of a 3',5'-di-O-methyltricetin(1-).

CAS Number520-32-1
PubChem CID5281702
IUPAC Name5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
Molecular FormulaC17H14O7
Molecular Weight330.29
XLogP1.7
Topological Polar Surface Area105
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Heavy Atom Count24
Formal Charge0
Complexity491
SMILES
COC1=CC(=CC(=C1O)OC)C2=CC(=O)C3=C(C=C(C=C3O2)O)O
InChI
InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)17(14)21)12-7-11(20)16-10(19)5-9(18)6-13(16)24-12/h3-7,18-19,21H,1-2H3
InChIKey
HRGUSFBJBOKSML-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Tricin
CAS: 520-32-1
CID: 5281702
Formula: C17H14O7
MW: 330.29
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight330.29
XLogP31.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass330.07395278
Monoisotopic Mass330.07395278
Topological Polar Surface Area105 Ų
Heavy Atom Count24
Formal Charge0
Complexity491
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