2alpha-Methyl-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester

Details

• Internal ID: d4afe093-16d2-4e27-aab0-939824a96c82
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: methyl (2R)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylate
• SMILES (Canonical): CC1CC2=C(O1)C(=CC=C2)C(=O)OC
• SMILES (Isomeric): C[C@@H]1CC2=C(O1)C(=CC=C2)C(=O)OC
• InChI: InChI=1S/C11H12O3/c1-7-6-8-4-3-5-9(10(8)14-7)11(12)13-2/h3-5,7H,6H2,1-2H3/t7-/m1/s1
• InChI Key: IDJNUGNMQBIGAJ-SSDOTTSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7594	75.94%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5839	58.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9416	94.16%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7954	79.54%
P-glycoprotein inhibitior	-	0.9646	96.46%
P-glycoprotein substrate	-	0.8698	86.98%
CYP3A4 substrate	-	0.5087	50.87%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.7672	76.72%
CYP3A4 inhibition	-	0.9072	90.72%
CYP2C9 inhibition	-	0.7223	72.23%
CYP2C19 inhibition	-	0.5999	59.99%
CYP2D6 inhibition	-	0.8988	89.88%
CYP1A2 inhibition	+	0.8693	86.93%
CYP2C8 inhibition	-	0.7192	71.92%
CYP inhibitory promiscuity	-	0.5570	55.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7919	79.19%
Carcinogenicity (trinary)	Non-required	0.4981	49.81%
Eye corrosion	-	0.7542	75.42%
Eye irritation	+	0.8670	86.70%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9779	97.79%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4813	48.13%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.5038	50.38%
skin sensitisation	+	0.5532	55.32%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5702	57.02%
Acute Oral Toxicity (c)	III	0.5477	54.77%
Estrogen receptor binding	-	0.8587	85.87%
Androgen receptor binding	-	0.7001	70.01%
Thyroid receptor binding	-	0.8435	84.35%
Glucocorticoid receptor binding	-	0.9305	93.05%
Aromatase binding	-	0.9034	90.34%
PPAR gamma	-	0.8821	88.21%
Honey bee toxicity	-	0.9276	92.76%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8480	84.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.51%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.51%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.26%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	86.04%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.90%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.54%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.39%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.96%	91.19%
CHEMBL5028	O14672	ADAM10	82.62%	97.50%
CHEMBL2535	P11166	Glucose transporter	81.36%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.95%	99.17%

Plants that contains it

• Berberis koreana
• Murraya koenigii

Cross-Links

• PubChem: 92449358
• NPASS: NPC178101