3-Hydroxy-3',4',5,7-tetramethoxyflavone

Details

• Internal ID: 915c6186-f805-46af-8734-534b4f9c5572
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(O2)C=C(C=C3OC)OC)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(O2)C=C(C=C3OC)OC)O)OC
• InChI: InChI=1S/C19H18O7/c1-22-11-8-14(25-4)16-15(9-11)26-19(18(21)17(16)20)10-5-6-12(23-2)13(7-10)24-3/h5-9,21H,1-4H3
• InChI Key: AAASNKNLMQBKFV-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.10525291 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 2.90

Synonyms

• 3-Hydroxy-3',4',5,7-tetramethoxyflavone
• Averionol
• Quercetin 5,7,3',4'-tetramethyl ether
• 3',4',5,7-Tetramethylquercetin
• 5-hydroxy-7,3',4',5'-tetramethoxyflavone
• UUX3TU2JXT
• Flavone, 3-hydroxy-3',4',5,7-tetramethoxy-
• NSC102049
• NSC-102049
• 2-(3,4-Dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-chromen-4-one
• 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxychromen-4-one
• CHEBI:85124
• QUERCETIN TETRAMETHYL (5,7,3',4') ETHER
• NSC 102049
• 4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-
• Spectrum_000784
• 3-Hydroxy-3,4, 5,7-tetramethoxyflavone
• SpecPlus_000312
• UNII-UUX3TU2JXT
• Spectrum2_000711
• Spectrum3_001253
• Spectrum4_001473
• Spectrum5_000145
• BSPBio_002786
• KBioGR_002045
• KBioSS_001264
• SPECTRUM300538
• CHEMBL74675
• DivK1c_006408
• SPBio_000921
• SCHEMBL3135319
• Flavone,4',5,7-tetramethoxy-
• KBio1_001352
• KBio2_001264
• KBio2_003832
• KBio2_006400
• KBio3_002286
• DTXSID40154319
• CCG-38364
• LMPK12112771
• AKOS005145745
• 3-Hydroxy-3',5,7-tetramethoxyflavone
• SDCCGMLS-0066515.P001
• NCGC00095598-01
• NCGC00095598-02
• NCGC00178472-01
• NCI60_000056
• 3-hydroxy-5,7,3',4'-tetramethoxyflavone
• Quercetin tetramethyl(3',4',5,7) ether
• 3-Hydroxy-3',4', 5,7-tetramethoxyflavone
• 3-Hydroxy-3/',4/',5,7-tetramethoxyflavone
• F87819
• QUERCETIN 3',4',5,7-TETRAMETHYL ETHER
• A805642
• SR-05000002615
• SR-05000002615-1
• BRD-K08825053-001-02-9
• Q27158341
• 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-chromen-4-one
• 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3-oxidanyl-chromen-4-one
• 4H-1-Benzopyran-4-one,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-
• 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-1-benzopyran-4-one
• 2-(3,4-Dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-4H-1-benzopyran-4-one
• 4H-1-Benzopyran-4-one, 2-(3, 4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy-
• 4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,7-dimethoxy- (9CI)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4801	P29466	Caspase-1	31622.8 nM	Potency	via CMAUP
CHEMBL3468	P55210	Caspase-7	25118.9 nM	Potency	via CMAUP
CHEMBL4096	P04637	Cellular tumor antigen p53	15848.9 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	2511.9 nM; 2511.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	28183.8 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	7079.5 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	11220.2 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.81%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.14%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.92%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.64%	99.15%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.31%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.30%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.25%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.25%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.13%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.92%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.09%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.02%	86.92%

Plants that contains it

• Centella asiatica

Cross-Links

• PubChem: 97142
• NPASS: NPC261548
• ChEMBL: CHEMBL74675