6,7-Dimethoxy-4H-1-benzopyran-4-one

Details

• Internal ID: c36fc5e3-f64c-425c-87b0-aece618c8383
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 6,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=O)C=CO2)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=O)C=CO2)OC
• InChI: InChI=1S/C11H10O4/c1-13-10-5-7-8(12)3-4-15-9(7)6-11(10)14-2/h3-6H,1-2H3
• InChI Key: AVEFEKKVKSUABY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 6,7-dimethoxychromen-4-one
• 6,7-Dimethoxy-4H-1-benzopyran-4-one
• 6,7-Dimethoxy-4H-chromen-4-one
• 6,7-Dimethoxychromone
• 6,7-Dimethoxychromon
• SCHEMBL17237782
• DTXSID00618785

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.8924	89.24%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6070	60.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9567	95.67%
OATP1B3 inhibitior	+	0.9967	99.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8475	84.75%
P-glycoprotein inhibitior	-	0.8586	85.86%
P-glycoprotein substrate	-	0.9275	92.75%
CYP3A4 substrate	-	0.5677	56.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.6578	65.78%
CYP2C9 inhibition	-	0.7417	74.17%
CYP2C19 inhibition	+	0.8734	87.34%
CYP2D6 inhibition	-	0.8484	84.84%
CYP1A2 inhibition	+	0.9928	99.28%
CYP2C8 inhibition	-	0.8026	80.26%
CYP inhibitory promiscuity	+	0.7674	76.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6036	60.36%
Eye corrosion	-	0.9255	92.55%
Eye irritation	+	0.9725	97.25%
Skin irritation	-	0.6268	62.68%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5058	50.58%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4845	48.45%
Acute Oral Toxicity (c)	II	0.6195	61.95%
Estrogen receptor binding	-	0.6105	61.05%
Androgen receptor binding	-	0.5653	56.53%
Thyroid receptor binding	-	0.7749	77.49%
Glucocorticoid receptor binding	-	0.6575	65.75%
Aromatase binding	+	0.7532	75.32%
PPAR gamma	-	0.7607	76.07%
Honey bee toxicity	-	0.9022	90.22%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8888	88.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.00%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.26%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.70%	94.03%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.51%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.83%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.71%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.62%	89.00%

Plants that contains it

• Acicarpha tribuloides
• Salicornia depressa

Cross-Links

• PubChem: 21853370
• NPASS: NPC140776
• LOTUS: LTS0176012
• wikiData: Q82521427