3,7-Dimethoxyflavone

Details

• Internal ID: 1e132551-22f5-4221-9dd7-45bc29f17849
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 3,7-dimethoxy-2-phenylchromen-4-one
• SMILES (Canonical): COC1=CC2=C(C=C1)C(=O)C(=C(O2)C3=CC=CC=C3)OC
• SMILES (Isomeric): COC1=CC2=C(C=C1)C(=O)C(=C(O2)C3=CC=CC=C3)OC
• InChI: InChI=1S/C17H14O4/c1-19-12-8-9-13-14(10-12)21-16(17(20-2)15(13)18)11-6-4-3-5-7-11/h3-10H,1-2H3
• InChI Key: CNDZOPXQZSXGSK-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 20950-52-1
• 3,7-dimethoxy-2-phenylchromen-4-one
• Flavone, 3,7-dimethoxy-
• 4H-1-Benzopyran-4-one, 3,7-dimethoxy-2-phenyl-
• 3,7-dimethoxy-2-phenyl-4H-chromen-4-one
• 3,7-DMF
• 3,7-dimethoxy-2-phenyl-4H-1-benzopyran-4-one
• KBio3_001216
• Spectrum_001067
• ST057646
• SpecPlus_000507
• Spectrum2_000327
• Spectrum3_000268
• Spectrum4_001718
• Spectrum5_000456
• BSPBio_001716
• KBioGR_002076
• KBioSS_001547
• DivK1c_006603
• SPECTRUM1500737
• SPBio_000333
• SCHEMBL4278796
• CHEMBL1449187
• KBio1_001547
• KBio2_001547
• KBio2_004115
• KBio2_006683
• 3,7-dimethoxyflavone, AldrichCPR
• CHEBI:114184
• CNDZOPXQZSXGSK-UHFFFAOYSA-N
• DTXSID401347356
• CCG-38603
• LMPK12111546
• AKOS024282703
• SDCCGMLS-0066628.P001
• 3,7-dimethoxy-2-phenyl-chromen-4-one
• NCGC00095630-01
• NCGC00095630-02
• NCGC00179064-01
• PD118968
• HY-155786
• 3,7-dimethoxy-2-phenyl-1-benzopyran-4-one
• CS-0886854
• SR-05000002532
• SR-05000002532-1
• BRD-K75745696-001-03-8
• Q27195245

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.8775	87.75%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7084	70.84%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9743	97.43%
OATP1B3 inhibitior	+	0.9941	99.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7190	71.90%
P-glycoprotein inhibitior	+	0.8801	88.01%
P-glycoprotein substrate	-	0.8839	88.39%
CYP3A4 substrate	-	0.5085	50.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.7725	77.25%
CYP2C9 inhibition	+	0.7254	72.54%
CYP2C19 inhibition	+	0.9410	94.10%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9711	97.11%
CYP2C8 inhibition	+	0.5082	50.82%
CYP inhibitory promiscuity	+	0.8566	85.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5823	58.23%
Eye corrosion	-	0.9571	95.71%
Eye irritation	-	0.4904	49.04%
Skin irritation	-	0.6684	66.84%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4809	48.09%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	-	0.5350	53.50%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6481	64.81%
Acute Oral Toxicity (c)	II	0.5367	53.67%
Estrogen receptor binding	+	0.8941	89.41%
Androgen receptor binding	+	0.9440	94.40%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.8128	81.28%
Aromatase binding	+	0.8697	86.97%
PPAR gamma	+	0.6382	63.82%
Honey bee toxicity	-	0.9023	90.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.9143	91.43%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	631 nM	Potency	via Super-PRED
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	398.1 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.97%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	93.61%	93.31%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.37%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.63%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.43%	95.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	88.99%	92.67%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.29%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.07%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.04%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.02%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.78%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.64%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.55%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.57%	99.17%
CHEMBL2039	P27338	Monoamine oxidase B	80.97%	92.51%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.26%	97.14%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 688664
• LOTUS: LTS0221156
• wikiData: Q27195245