Tricin

  • GreenMolBD CID : 2540
  • Molecular Formula : C17H14O7
  • Molecular Weight : 330.292
  • Exact Molecular Mass : 330.074
  • IUPAC Name : 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
  • 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
  • InChI Key : HRGUSFBJBOKSML-UHFFFAOYSA-N
  • Canonical SMILES : COC1=CC(=CC(=C1O)OC)C2=CC(=O)C3=C(C=C(C=C3O2)O)O
  • Isomeric SMILES : COc1cc(cc(c1O)OC)c2cc(=O)c3c(cc(cc3o2)O)O
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

1.2. Taxonomy Tree

1.3. Alternative Parent

4'-hydroxyflavonoids; 5-hydroxyflavonoids; 7-hydroxyflavonoids; Flavones; Chromones; Methoxyphenols; Dimethoxybenzenes; Anisoles; Phenoxy compounds; 1-hydroxy-4-unsubstituted benzenoids; Alkyl aryl ethers; 1-hydroxy-2-unsubstituted benzenoids; Pyranones and derivatives; Heteroaromatic compounds; Vinylogous acids; Oxacyclic compounds; Organic oxides; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic heteropolycyclic compounds

1.5. Substituents

3p-methoxyflavonoid-skeleton; 4'-hydroxyflavonoid; 5-hydroxyflavonoid; 7-hydroxyflavonoid; Flavone; Hydroxyflavonoid; Chromone; Benzopyran; Methoxyphenol; M-dimethoxybenzene; Dimethoxybenzene; 1-benzopyran; Phenoxy compound; Anisole; Methoxybenzene; Phenol ether; Alkyl aryl ether; 1-hydroxy-4-unsubstituted benzenoid; 1-hydroxy-2-unsubstituted benzenoid; Phenol; Pyranone; Monocyclic benzene moiety; Benzenoid; Pyran; Heteroaromatic compound; Vinylogous acid; Oxacycle; Ether; Organoheterocyclic compound; Hydrocarbon derivative; Organic oxide; Organooxygen compound; Organic oxygen compound; Aromatic heteropolycyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
2.4368 105.45 3 7 24 3 12 12 8.39179 404.922 305.628 0.815694

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-207.825137 0.78 -4.783 -8.88845 -0.67843 4.105

4. Compound Reactivity

DLP nRFG nLMR
0 0 5

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Non-Carcinogen Non-Mutagen Toxic 0.534205 3606.23 0.0537161 None Strong Mild Non-Degradable 0.00303535 1.96082

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes Yes Yes Yes Yes Yes

7. Synonyms

Name
Tricin
520-32-1
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one
5,7,4'-trihydroxy-3',5'-dimethoxyflavone
UNII-D51JZL38TQ
D51JZL38TQ
CHEBI:59979
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxy-phenyl)chromen-4-one
3',5'-DIMETHOXY-4',5,7-TRIHYDROXYFLAVONE
AK307306
3',5'-O-dimethyltricetin
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
3',5'-di-O-methyltricetin
5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-1-benzopyran-4-one
AC1NQYXG
SCHEMBL44475
CHEMBL454320
Tricetin 3',5'-dimethyl ether
CTK4J5298
DTXSID20199965
HRGUSFBJBOKSML-UHFFFAOYSA-N
MolPort-005-310-458
Tricetin 3',5'-di-methyl ether
LE023
ZINC5998961
LMPK12110873
NSC294579
STK694538
AKOS005606119
MCULE-9557900866
NSC 294579
NSC-294579
3,5-Dimethoxy-4,5,7-trihydroxyflavone
AN-45519
EN000606
HE005344
HE348003
AX8341558
ST4145989
ST24044113
W1630
C10193
520D321
F0001-1352
4H-1-Benzopyran-4-one,5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-
5,7,4′-Trihydroxy-3′,5′-dimethoxyflavone

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Tricin
Cyperus rotundus L Aerial 7 , 24
Echinochloa cruss-galli Grain 1 , 2
Oryza sativa L. Hull 5

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
2 aldo-keto reductase family 1 member B AKR1B1 Homo sapiens 2.03 1096075

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
319545539Oakwood ProductsSource URLSource Detail101019Source Record URL
117928119Vitas-M LaboratorySource URLSource DetailSTK694538Source Record URL
254778619Boc SciencesSource URLSource Detail520-32-1Source Record URL
3569680411717 CheMall CorporationSource URLSource DetailBG01618772Source Record URL
3610210691717 CheMall CorporationSource URLSource DetailBG07832781Source Record URL
3610211331717 CheMall CorporationSource URLSource DetailBG07832845Source Record URL
322056792Achemo Scientific LimitedSource URLSource DetailAC-62701Source Record URL
169682653MculeSource URLSource DetailMCULE-9557900866Source Record URL
126688962ChemMolSource URLSource Detail49427612Source Record URL
162224269Chembase.cnSource URLSource Detail129983Source Record URL
371305547AmbinterSource URLSource DetailAmb19804527Source Record URL
341842560OChemSource URLSource Detail12432Source Record URL
318158130BePharm Ltd.Source URLSource DetailB341558Source Record URL
318047323iChemical Technology USA IncSource URLSource DetailEBD49237Source Record URL
355431510MuseChemSource URLSource DetailR031511Source Record URL
318017808OXCHEM CORPORATIONSource URLSource DetailAX8341558Source Record URL
348357142AbMole BioscienceSource URLSource DetailM5206Source Record URL
92955848MolPortSource URLSource DetailMolPort-005-310-458Source Record URL
249863414SyntreeSource URLSource DetailST24044113Source Record URL
57358321NovoSeekSource URLSource Detail5281702Source Record URL
223734419SelectLab Chemicals GmbHSource URLSource DetailLE023Source Record URL
347263348LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN01357763Source Record URL
257895425ZINCSource URLSource DetailZINC5998961Source Record URL
252550983AK Scientific, Inc. (AKSCI)Source URLSource DetailW1630Source Record URL
319060107Chem-Space.com DatabaseSource URLSource DetailCSC020641507Source Record URL
252301923AEchem Scientific Corporation, USASource URLSource DetailAE1-000973Source Record URL
223672308AN PharmaTechSource URLSource DetailAN-45519Source Record URL
252406183MolepediaSource URLSource DetailM90011801PSource Record URL
131888746AKos Consulting & SolutionsSource URLSource DetailAKOS005606119Source Record URL
252363100AHH Chemical co.,ltdSource URLSource DetailMT-06741Source Record URL
162863615ChemTikSource URLSource DetailCTK4J5298Source Record URL
252075575Bide Pharmatech Ltd.Source URLSource DetailBD82720Source Record URL
113855727ABI ChemSource URLSource DetailAC1NQYXGSource Record URL
347753729Alfa ChemistrySource URLSource Detail520-32-1Source Record URL
347811862Life ChemicalsSource URLSource DetailF0001-1352Source Record URL
355044543Yuhao ChemicalSource URLSource DetailYH04970Source Record URL
349096069Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0614215Source Record URL
93578866EnnopharmSource URLSource DetailEN000606Source Record URL
348350092Pi ChemicalsSource URLSource DetailPI-41671Source Record URL
329971030CambridgeChemSource URLSource DetailP0868Source Record URL
274951664ChemFacesSource URLSource DetailCFN98841Source Record URL