Methyl 7-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylate

Details

• Internal ID: 80058dce-0496-4555-8388-01729c63b1d1
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: methyl 7-hydroxy-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)O
• SMILES (Isomeric): CC(C)(C1CC2=C(O1)C(=CC(=C2)C(=O)OC)O)O
• InChI: InChI=1S/C13H16O5/c1-13(2,16)10-6-7-4-8(12(15)17-3)5-9(14)11(7)18-10/h4-5,10,14,16H,6H2,1-3H3
• InChI Key: GWIWUNNGBFPKEN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.5357	53.57%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7578	75.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8354	83.54%
OATP1B3 inhibitior	+	0.8775	87.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9397	93.97%
P-glycoprotein inhibitior	-	0.9369	93.69%
P-glycoprotein substrate	-	0.8577	85.77%
CYP3A4 substrate	+	0.5724	57.24%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.7566	75.66%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.7792	77.92%
CYP2C19 inhibition	-	0.7133	71.33%
CYP2D6 inhibition	-	0.8288	82.88%
CYP1A2 inhibition	+	0.5598	55.98%
CYP2C8 inhibition	-	0.7006	70.06%
CYP inhibitory promiscuity	-	0.7759	77.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9119	91.19%
Carcinogenicity (trinary)	Non-required	0.4862	48.62%
Eye corrosion	-	0.9781	97.81%
Eye irritation	+	0.5753	57.53%
Skin irritation	-	0.7310	73.10%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5679	56.79%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.5200	52.00%
skin sensitisation	-	0.8340	83.40%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7984	79.84%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.5698	56.98%
Androgen receptor binding	-	0.7265	72.65%
Thyroid receptor binding	-	0.5858	58.58%
Glucocorticoid receptor binding	-	0.7167	71.67%
Aromatase binding	-	0.5671	56.71%
PPAR gamma	+	0.6336	63.36%
Honey bee toxicity	-	0.9080	90.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8840	88.40%

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	98.08%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.86%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.41%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.24%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.10%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.88%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.57%	96.95%
CHEMBL2581	P07339	Cathepsin D	83.13%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.09%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.86%	95.71%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 162878970
• LOTUS: LTS0226687
• wikiData: Q105022428