5,7-Dimethoxychromone

Details

• Internal ID: a0f4414b-6ae2-4f8a-9276-224015b2a492
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dimethoxychromen-4-one
• SMILES (Canonical): COC1=CC2=C(C(=O)C=CO2)C(=C1)OC
• SMILES (Isomeric): COC1=CC2=C(C(=O)C=CO2)C(=C1)OC
• InChI: InChI=1S/C11H10O4/c1-13-7-5-9(14-2)11-8(12)3-4-15-10(11)6-7/h3-6H,1-2H3
• InChI Key: KTYBWRXYZHFNSL-UHFFFAOYSA-N
• Popularity: 2 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: 1.50
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 5,7-dimethoxychromen-4-one
• 59887-91-1
• 5,7-Dimethoxy-4H-chromen-4-one
• 5,7-dimethoxy-4-chromenone
• SCHEMBL1472177
• DTXSID70495247
• 5,7-Dimethoxy-4H-1-benzopyran-4-one
• EN300-7356591
• Z1551916016

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6413	64.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5614	56.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9607	96.07%
OATP1B3 inhibitior	+	0.9933	99.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9013	90.13%
P-glycoprotein inhibitior	-	0.8996	89.96%
P-glycoprotein substrate	-	0.9572	95.72%
CYP3A4 substrate	-	0.5755	57.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.7999	79.99%
CYP2C9 inhibition	+	0.5397	53.97%
CYP2C19 inhibition	+	0.8268	82.68%
CYP2D6 inhibition	-	0.7818	78.18%
CYP1A2 inhibition	+	0.9880	98.80%
CYP2C8 inhibition	-	0.8270	82.70%
CYP inhibitory promiscuity	+	0.7079	70.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.8266	82.66%
Eye irritation	+	0.9625	96.25%
Skin irritation	-	0.6536	65.36%
Skin corrosion	-	0.9908	99.08%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6538	65.38%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9385	93.85%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.7460	74.60%
Estrogen receptor binding	-	0.5770	57.70%
Androgen receptor binding	+	0.5927	59.27%
Thyroid receptor binding	-	0.6827	68.27%
Glucocorticoid receptor binding	-	0.6909	69.09%
Aromatase binding	+	0.7588	75.88%
PPAR gamma	-	0.6187	61.87%
Honey bee toxicity	-	0.8970	89.70%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8129	81.29%

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	94.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.40%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.28%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.22%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.72%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.42%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.97%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.74%	94.03%
CHEMBL2581	P07339	Cathepsin D	83.28%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.87%	90.00%
CHEMBL2535	P11166	Glucose transporter	81.77%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.56%	96.09%

Plants that contains it

• Artemisia campestris

Cross-Links

• PubChem: 12378005
• LOTUS: LTS0156187
• wikiData: Q82343225