General Information of the Compound
Compound ID
CP0006392
Compound Name
5,7-Dihydroxy-8-methoxy-2-phenyl-chromen-4-one
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Synonyms
4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-methoxy-2-phenyl-
5,7-Dihydroxy-8-methoxy-2-phenyl-chromen-4-one
5,7-Dihydroxy-8-methoxyflavone
5,7-dihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one
5,7-dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
5,7-dihydroxy-8-methoxy-2-phenylchromen-4-one
632-85-9
BRN 0287152
CHEBI:10043
CHEMBL16171
FLAVONE, 5,7-DIHYDROXY-8-METHOXY-
Norwogonin 8-methyl ether
POK93PO28W
Q-100730
ST077088
UNII-POK93PO28W
Vogonin
Wogonin
XLTFNNCXVBYBSX-UHFFFAOYSA-N
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Structure
Formula
C16H12O5
Molecular Weight
284.267
Canonical SMILES
COc1c(O)cc(O)c2c1oc(cc2=O)-c1ccccc1
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InChI
InChI=1S/C16H12O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-8,17,19H,1H3
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InChIKey
XLTFNNCXVBYBSX-UHFFFAOYSA-N
CAS
632-85-9
10-29-7
Physicochemical Property
logP
2.8798
Rotatable Bonds
2
Heavy Atom Count
21
Polar Areas
79.9
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Complexity
21

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5281703
SID: 14848873
ChEMBL ID
CHEMBL16171
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01718, Nitric oxide synthase, inducible
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000214 BV-2 Mus musculus (Mouse)  1
1
IC50 = 7800 nM
   TI
   LI
   LO
   TS
Protein ID: PT01062, Prostaglandin G/H synthase 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000014 RAW 264.7 Mus musculus (Mouse)  1
1
IC50 = 1070 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Wogonin )
Drug Name Wogonin
Target(s)
Prostaglandin G/H synthase 2 (COX-2)
Inhibitor
Xanthine dehydrogenase/oxidase (XDH)
Inhibitor