3-Methoxyluteolin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	d1dcd6bf-2054-446c-a184-99922e454348
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
IUPAC Name	2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxychromen-4-one
SMILES (Canonical)	COC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
SMILES (Isomeric)	COC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
InChI	InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3
InChI Key	WEPBGSIAWZTEJR-UHFFFAOYSA-N
Popularity	760 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₆H₁₂O₇
Molecular Weight	316.26 g/mol
Exact Mass	316.05830272 g/mol
Topological Polar Surface Area (TPSA)	116.00 Å²
XlogP	2.50
Atomic LogP (AlogP)	2.29
H-Bond Acceptor	7
H-Bond Donor	4
Rotatable Bonds	2

Synonyms

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1486-70-0

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-chromen-4-one

3',4',5,7-Tetrahydroxy-3-methoxyflavone

3-Methylquercetol

Quercetin-3-O-methyl ether

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-1-benzopyran-4-one

3-methoxyluteolin

NSC-154016

CHEBI:16860

3-Methoxy-5,7,3',4'-tetrahydroxyflavone

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	+	0.5751	57.51%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	+	0.5846	58.46%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.9904	99.04%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6302	63.02%
P-glycoprotein inhibitior	-	0.7092	70.92%
P-glycoprotein substrate	-	0.8650	86.50%
CYP3A4 substrate	+	0.5593	55.93%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	+	0.6330	63.30%
CYP2C9 inhibition	-	0.7982	79.82%
CYP2C19 inhibition	-	0.6361	63.61%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	+	0.9091	90.91%
CYP2C8 inhibition	+	0.9449	94.49%
CYP inhibitory promiscuity	+	0.7089	70.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9790	97.90%
Eye irritation	+	0.8151	81.51%
Skin irritation	-	0.6006	60.06%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7583	75.83%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6572	65.72%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7151	71.51%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	+	0.8927	89.27%
Androgen receptor binding	+	0.8913	89.13%
Thyroid receptor binding	-	0.4871	48.71%
Glucocorticoid receptor binding	+	0.8631	86.31%
Aromatase binding	+	0.7713	77.13%
PPAR gamma	+	0.8085	80.85%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8562	85.62%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	17782.8 nM	Potency	via CMAUP
CHEMBL1293237	P54132	Bloom syndrome protein	11220.2 nM	Potency	via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	4466.8 nM	Potency	via CMAUP
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	10000 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	10000 nM	Potency	via CMAUP
CHEMBL5514	P42858	Huntingtin	3548.1 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	19952.6 nM 14125.4 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	35481.3 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	14125.4 nM 15848.9 nM	Potency Potency	via CMAUP via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.68%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.46%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.07%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.18%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.10%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.05%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL3194	P02766	Transthyretin	87.88%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.91%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.75%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.52%	80.78%
CHEMBL1951	P21397	Monoamine oxidase A	83.71%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.62%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.26%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.61%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.65%	96.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Achyrocline satureioides

Achyrocline tomentosa

Adenocarpus foliolosus

Aeonium decorum

Afrocarpus falcatus

Ageratina saltillensis

Agnorhiza bolanderi

Agrimonia pilosa