3WL

5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one

Created:	2014-11-27
Last modified:	2020-06-05

Find Related PDB Entry
6 entries where 3WL is found as a standalone ligand1 entries where 3WL is covalently linked to polymer or other heterogen groups

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	30
Chiral Atom Count	0
Bond Count	32
Aromatic Bond Count	12

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
Synonyms	Baicalein
Systematic Name (OpenEye OEToolkits)	5,6,7-tris(oxidanyl)-2-phenyl-chromen-4-one
Formula	C₁₅ H₁₀ O₅
Molecular Weight	270.237
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C1c3c(O)c(O)c(O)cc3OC(=C1)c2ccccc2
SMILES	CACTVS	3.385	Oc1cc2OC(=CC(=O)c2c(O)c1O)c3ccccc3
SMILES	OpenEye OEToolkits	1.9.2	c1ccc(cc1)C2=CC(=O)c3c(cc(c(c3O)O)O)O2
Canonical SMILES	CACTVS	3.385	Oc1cc2OC(=CC(=O)c2c(O)c1O)c3ccccc3
Canonical SMILES	OpenEye OEToolkits	1.9.2	c1ccc(cc1)C2=CC(=O)c3c(cc(c(c3O)O)O)O2
InChI	InChI	1.03	InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H
InChIKey	InChI	1.03	FXNFHKRTJBSTCS-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB16101
Name	Baicalein
Groups	investigational
Description	Baicalein is under investigation in clinical trial NCT03830684 (A Randomized, Double-blind, Placebo-controlled, Multicenter and Phase ⅡA Clinical Trial for the Effectiveness and Safety of Baicalein Tablets in the Treatment of Improve Other Aspects of Healthy Adult With Influenza Fever).
Synonyms	Baicalein Noroxylin
Categories	Antioxidants Benzopyrans Biological Factors Chromones Compounds used in a research, industrial, or household setting Enzyme Inhibitors Flavonoids Heterocyclic Compounds, Fused-Ring Hormone Antagonists Hormones, Hormone Substitutes, and Hormone Antagonists Prostaglandin Antagonists Protective Agents Pyrans Tumor Necrosis Factor Blockers
CAS number	491-67-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Lactoylglutathione lyase	MAEPQPPSGGLTDEAALSCCSDADPSTKDFLLQQTMLRVKDPKKSLDFYT...	unknown	inhibitor
Tumor necrosis factor	MSTESMIRDVELAEEALPKKTGGPQGSRRCLFLSLFSFLIVAGATTLFCL...	unknown	inhibitor
Xanthine dehydrogenase/oxidase	MTADKLVFFVNGRKVVEKNADPETTLLAYLRRKLGLSGTKLGCGEGGCGA...	unknown	inhibitor
L-selectin	MIFPWKCQSTQRDLWNIFKLWGWTMLCCDFLAHHGTDCWTYHYSEKPMNW...	unknown	inhibitor
Prolyl endopeptidase	MLSLQYPDVYRDETAVQDYHGHKICDPYAWLEDPDSEQTKAFVEAQNKIT...	unknown	inhibitor
P-selectin	MANCQIAILYQRFQRVVFGISQLLCFSALISELTNQKEVAAWTYHYSTKA...	unknown	inhibitor
Polyunsaturated fatty acid 5-lipoxygenase	MPSYTVTVATGSQWFAGTDDYIYLSLVGSAGCSEKHLLDKPFYNDFERGA...	unknown	inhibitor
View More

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource Name	Reference
Pharos	CHEMBL8260
PubChem	5281605
ChEMBL	CHEMBL8260
ChEBI	CHEBI:2979
CCDC/CSD	RAMGOB01, JIJWIL, ZUNHOH01, KAMRAU, TOHZIC, GAZWUB, RAMGOB, KAMQOH, ZUNHIB, KAMQIB, ZUNHOH, KAMQUN, RAMGOB02, OQOGIN, ETATOL, LAYTOY, LAYTOY01, KAMQIB01, ODAJOW
COD	4513681, 2018531, 4513555, 4513554