8-methoxy-2-methyl-4H-1-benzopyran-4-one

Details

• Internal ID: c43a5a07-f739-4b3f-b4c5-1ec3acd27d3d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 8-methoxy-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C(=CC=C2)OC
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C(=CC=C2)OC
• InChI: InChI=1S/C11H10O3/c1-7-6-9(12)8-4-3-5-10(13-2)11(8)14-7/h3-6H,1-2H3
• InChI Key: RVXGAXDFQGTRMH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.19 g/mol
• Exact Mass: 190.062994177 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 8-methoxy-2-methyl-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5860	58.60%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9656	96.56%
OATP1B3 inhibitior	+	0.9820	98.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6505	65.05%
P-glycoprotein inhibitior	-	0.9071	90.71%
P-glycoprotein substrate	-	0.8686	86.86%
CYP3A4 substrate	+	0.5477	54.77%
CYP2C9 substrate	-	0.8494	84.94%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.5939	59.39%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	+	0.8232	82.32%
CYP2D6 inhibition	-	0.8315	83.15%
CYP1A2 inhibition	+	0.9886	98.86%
CYP2C8 inhibition	-	0.7759	77.59%
CYP inhibitory promiscuity	+	0.6095	60.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5171	51.71%
Eye corrosion	-	0.7561	75.61%
Eye irritation	+	0.9296	92.96%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5103	51.03%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8622	86.22%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4640	46.40%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	-	0.6121	61.21%
Androgen receptor binding	+	0.7331	73.31%
Thyroid receptor binding	-	0.7287	72.87%
Glucocorticoid receptor binding	-	0.7522	75.22%
Aromatase binding	-	0.6053	60.53%
PPAR gamma	-	0.7185	71.85%
Honey bee toxicity	-	0.9372	93.72%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7083	70.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.43%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.17%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.57%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.21%	94.73%
CHEMBL2535	P11166	Glucose transporter	89.65%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	88.96%	94.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.21%	93.99%
CHEMBL1907	P15144	Aminopeptidase N	84.69%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.36%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.78%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.85%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.69%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	80.39%	90.20%

Plants that contains it

• Halenia elliptica

Cross-Links

• PubChem: 12407421
• LOTUS: LTS0204859
• wikiData: Q105246372