Azaleatin

Details

• Internal ID: 8ba8305c-d45c-41e4-ba08-f0be6939299a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)O)O
• InChI: InChI=1S/C16H12O7/c1-22-11-5-8(17)6-12-13(11)14(20)15(21)16(23-12)7-2-3-9(18)10(19)4-7/h2-6,17-19,21H,1H3
• InChI Key: RJBAXROZAXAEEM-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.30

Synonyms

• 529-51-1
• 5-O-Methylquercetin
• Quercetin 5-methyl ether
• 3,3',4',7-Tetrahydroxy-5-methoxyflavone
• 5-O-Methyl Quercetin
• 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one
• CHEBI:2945
• CHEMBL470848
• 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxy-4H-chromen-4-one
• SO52512D8G
• 2-(3,4-Dihydroxyphenyl)-3,7-dihydroxy-5-methoxy-4H-1-benzopyran-4-one
• 5-METHOXY-3,3',4',7-TETRAHYDROXYFLAVONE
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxy-
• SCHEMBL890990
• UNII-SO52512D8G
• O-METHYLQUERCETIN, 5-
• DTXSID80200945
• HY-N7653
• BDBM50326483
• LMPK12112546
• MFCD00017427
• AKOS040760285
• MS-24650
• 5-O-MethylquercetinQuercetin 5-methyl ether
• LS-185205
• CS-0134981
• FT-0632310
• Q-100928
• Q2875086
• FLAVONE, 3,3',4',7-TETRAHYDROXY-5-METHOXY-
• 2-(3,4-DIHYDROXYPHENYL)-3,7-DIHYDROXY-5-METHOXY-4H-1-BENZOPYRAN-4-ONE 5-O-METHYLQUERCETIN

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
CHEMBL1250375	Q9NPH5	NADPH oxidase 4	740 nM	IC50	PMID: 20731357

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.25%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.44%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.17%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.66%	99.15%
CHEMBL3194	P02766	Transthyretin	91.83%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.09%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.08%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.91%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.24%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	84.14%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.89%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.18%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.09%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.01%	85.14%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.41%	94.42%
CHEMBL2424	Q04760	Glyoxalase I	80.91%	91.67%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.06%	95.78%

Plants that contains it

• Alpinia officinarum
• Carya illinoinensis
• Catunaregam spinosa
• Endiandra xanthocarpa
• Helichrysum harveyanum
• Hemsleya graciliflora
• Medicago sativa
• Pentanema britannicum
• Rhododendron bagobonum
• Rhododendron dauricum
• Rhododendron luteum
• Rhododendron mucronatum
• Rhododendron mucronulatum
• Senna lindheimeriana
• Tephrosia watsoniana
• Tetracera sarmentosa

Cross-Links

• PubChem: 5281604
• NPASS: NPC270465
• ChEMBL: CHEMBL470848
• LOTUS: LTS0108572
• wikiData: Q2875086