Methyl 2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylate

Details

• Internal ID: 6e25dfa6-5662-499a-a220-186367212854
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: methyl 2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylate
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC(=C2)C(=O)OC)O
• SMILES (Isomeric): CC(C)(C1CC2=C(O1)C=CC(=C2)C(=O)OC)O
• InChI: InChI=1S/C13H16O4/c1-13(2,15)11-7-9-6-8(12(14)16-3)4-5-10(9)17-11/h4-6,11,15H,7H2,1-3H3
• InChI Key: CJZUDRXGDOHXKY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.5565	55.65%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7692	76.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9101	91.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9351	93.51%
P-glycoprotein inhibitior	-	0.9395	93.95%
P-glycoprotein substrate	-	0.8850	88.50%
CYP3A4 substrate	+	0.5226	52.26%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.7597	75.97%
CYP3A4 inhibition	-	0.7585	75.85%
CYP2C9 inhibition	-	0.7781	77.81%
CYP2C19 inhibition	-	0.7780	77.80%
CYP2D6 inhibition	-	0.9063	90.63%
CYP1A2 inhibition	+	0.5333	53.33%
CYP2C8 inhibition	+	0.5122	51.22%
CYP inhibitory promiscuity	-	0.8512	85.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8519	85.19%
Carcinogenicity (trinary)	Non-required	0.5091	50.91%
Eye corrosion	-	0.9665	96.65%
Eye irritation	+	0.6556	65.56%
Skin irritation	-	0.7469	74.69%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	+	0.5087	50.87%
skin sensitisation	-	0.7164	71.64%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7061	70.61%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	-	0.5886	58.86%
Androgen receptor binding	-	0.7637	76.37%
Thyroid receptor binding	-	0.7741	77.41%
Glucocorticoid receptor binding	-	0.8035	80.35%
Aromatase binding	-	0.5494	54.94%
PPAR gamma	+	0.5286	52.86%
Honey bee toxicity	-	0.9395	93.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8747	87.47%

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	96.26%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.73%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.07%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.12%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.63%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.16%	96.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.44%	95.71%
CHEMBL2581	P07339	Cathepsin D	83.58%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.00%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.85%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.86%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.52%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.50%	93.99%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.58%	87.67%
CHEMBL5028	O14672	ADAM10	80.44%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.19%	85.14%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 75069512
• LOTUS: LTS0170341
• wikiData: Q104961988