Structure Database (LMSD)
Common Name
Tricin
Systematic Name
5,7,4'-Trihydroxy-3',5'-dimethoxyflavone
Synonyms
3D model of Tricin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Tricin is a flavone that has been found in O. sativa and has diverse biological activities.1,2,3,4 It scavenges ABTS radicals in a cell-free assay (IC50 = 0.312 mg/ml).1 Tricin (0.1-10 µM) reduces virus titer and expression of the human cytomegalovirus (HCMV) genes IE1 and UL54 in HCMV-infected human embryonic lung fibroblast (HEL) cells, an effect that can be reversed by overexpression of chemokine (C-C motif) ligand 2 (CCL2).2 It inhibits IgE-induced degranulation of RBL-2H3 cells (IC50 = 4.83 µM).3 In vivo, tricin (37.5 mg/kg per day) reduces tumor growth and the number of lung metastases in a CT26 murine colon carcinoma model.4
This information has been provided by Cayman Chemical
References
1. Akai, Y., Sadanari, H., Takemoto, M., et al. Inhibition of human cytomegalovirus replication by tricin is associated with depressed CCL2 expression. Antiviral Res. 148, 15-19 (2017).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
HRGUSFBJBOKSML-UHFFFAOYSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C12C(=O)C=C(C3C=C(OC)C(O)=C(OC)C=3)OC=1C=C(O)C=C2O
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
3
Aromatic Rings
3
Rotatable Bonds
3
Van der Waals Molecular Volume
273.29
Topological Polar Surface Area
109.36
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
7
logP
3.49
Molar Refractivity
86.13
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Updated at
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