J8D

5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

Created:	2018-08-22
Last modified:	2021-03-01

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Chemical Details
Formal Charge	0
Atom Count	34
Chiral Atom Count	0
Bond Count	36
Aromatic Bond Count	12

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Chemical Component Summary
Name	5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
Synonyms	diosmetin
Systematic Name (OpenEye OEToolkits)	2-(4-methoxy-3-oxidanyl-phenyl)-5,7-bis(oxidanyl)chromen-4-one
Formula	C₁₆ H₁₂ O₆
Molecular Weight	300.263
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	COc1c(O)cc(cc1)C=3Oc2cc(O)cc(c2C(C=3)=O)O
SMILES	CACTVS	3.385	COc1ccc(cc1O)C2=CC(=O)c3c(O)cc(O)cc3O2
SMILES	OpenEye OEToolkits	2.0.6	COc1ccc(cc1O)C2=CC(=O)c3c(cc(cc3O2)O)O
Canonical SMILES	CACTVS	3.385	COc1ccc(cc1O)C2=CC(=O)c3c(O)cc(O)cc3O2
Canonical SMILES	OpenEye OEToolkits	2.0.6	COc1ccc(cc1O)C2=CC(=O)c3c(cc(cc3O2)O)O
InChI	InChI	1.03	InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3
InChIKey	InChI	1.03	MBNGWHIJMBWFHU-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB11259
Name	Diosmetin
Groups	experimental
Description	Diosmetin is an O-methylated flavone and the aglycone part of the flavonoid glycosides diosmin that occurs naturally in citrus fruits [A27231]. Pharmacologically, diosmetin is reported to exhibit anticancer, antimicrobial, antioxidant, oestrogenic and anti-inflamatory activities [A27231]. It also acts as a weak TrkB receptor agonist [A27230].
Synonyms	Diosmetin Luteolin 4'-methyl ether Salinigricoflavonol 3',5,7-trihydroxy-4'-methoxyflavone 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone
Brand Names	Gongjinhyang Seol Whitening Essence Isaknox X202 Whitening Secret Essence Gongjinhyang Seol Whitening Isa Knox Wxii Plus Whitening Revolution Serum Gingjinhyang Seol Whitening Whoo Gongjinhyang Seol Whitening Jin Essence
Categories	Benzopyrans Chromones Heterocyclic Compounds, Fused-Ring Pyrans
CAS number	520-34-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cytochrome P450 1B1	MGTSLSPNDPWPLNPLSIQQTTLLLLLSVLATVHVGQRLLRQRRRQLRSA...	unknown	inhibitor
Signal transducer and activator of transcription 3	MAQWNQLQQLDTRYLEQLHQLYSDSFPMELRQFLAPWIESQDWAYAASKE...	unknown	inhibitor

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