methyl 5,7-dimethoxy-6-methyl-1-oxo-3H-2-benzofuran-4-carboxylate

Details

• Internal ID: c43b3f58-1129-4034-8a48-488465e72eaa
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Phthalate esters > m-Phthalate esters
• IUPAC Name: methyl 5,7-dimethoxy-6-methyl-1-oxo-3H-2-benzofuran-4-carboxylate
• SMILES (Canonical): CC1=C(C2=C(COC2=O)C(=C1OC)C(=O)OC)OC
• SMILES (Isomeric): CC1=C(C2=C(COC2=O)C(=C1OC)C(=O)OC)OC
• InChI: InChI=1S/C13H14O6/c1-6-10(16-2)8(12(14)18-4)7-5-19-13(15)9(7)11(6)17-3/h5H2,1-4H3
• InChI Key: PNCHCGZPCUVWGD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.07903816 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.6001	60.01%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6590	65.90%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8197	81.97%
P-glycoprotein inhibitior	-	0.8613	86.13%
P-glycoprotein substrate	-	0.9392	93.92%
CYP3A4 substrate	+	0.5093	50.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.8922	89.22%
CYP2C9 inhibition	+	0.6956	69.56%
CYP2C19 inhibition	-	0.6852	68.52%
CYP2D6 inhibition	-	0.9592	95.92%
CYP1A2 inhibition	+	0.8785	87.85%
CYP2C8 inhibition	-	0.8384	83.84%
CYP inhibitory promiscuity	-	0.5701	57.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9135	91.35%
Eye irritation	+	0.9010	90.10%
Skin irritation	-	0.8343	83.43%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6997	69.97%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7430	74.30%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5133	51.33%
Acute Oral Toxicity (c)	II	0.4120	41.20%
Estrogen receptor binding	-	0.5150	51.50%
Androgen receptor binding	-	0.6488	64.88%
Thyroid receptor binding	-	0.7193	71.93%
Glucocorticoid receptor binding	-	0.5496	54.96%
Aromatase binding	-	0.6591	65.91%
PPAR gamma	-	0.6397	63.97%
Honey bee toxicity	-	0.9625	96.25%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9440	94.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	90.95%	98.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.06%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.05%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.29%	85.14%
CHEMBL2535	P11166	Glucose transporter	84.79%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.30%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.58%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.09%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.27%	81.11%

Plants that contains it

• Anthocleista djalonensis

Cross-Links

• PubChem: 101316749
• LOTUS: LTS0167461
• wikiData: Q105211868