methyl 2-[3-oxo-5-(1,3,3-trimethylcyclohexyl)-1H-2-benzofuran-4-yl]propanoate

Details

• Internal ID: 76f178f7-5fda-4a11-9d85-cba997857881
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: methyl 2-[3-oxo-5-(1,3,3-trimethylcyclohexyl)-1H-2-benzofuran-4-yl]propanoate
• InChI: InChI=1S/C21H28O4/c1-13(18(22)24-5)16-15(8-7-14-11-25-19(23)17(14)16)21(4)10-6-9-20(2,3)12-21/h7-8,13H,6,9-12H2,1-5H3
• InChI Key: YWRLUOURIMRHED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 4
• 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	+	0.9939	99.39%
Caco-2	+	0.8462	84.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8102	81.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4904	49.04%
P-glycoprotein inhibitior	-	0.5627	56.27%
P-glycoprotein substrate	-	0.7084	70.84%
CYP3A4 substrate	+	0.6312	63.12%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.5160	51.60%
CYP2C9 inhibition	+	0.6594	65.94%
CYP2C19 inhibition	-	0.5172	51.72%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.7464	74.64%
CYP2C8 inhibition	-	0.8284	82.84%
CYP inhibitory promiscuity	-	0.7416	74.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6325	63.25%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8571	85.71%
Skin irritation	-	0.8260	82.60%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3725	37.25%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8883	88.83%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5984	59.84%
Acute Oral Toxicity (c)	III	0.4993	49.93%
Estrogen receptor binding	+	0.6512	65.12%
Androgen receptor binding	+	0.8731	87.31%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	+	0.7143	71.43%
Aromatase binding	+	0.6740	67.40%
PPAR gamma	+	0.6793	67.93%
Honey bee toxicity	-	0.8812	88.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.79%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.51%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.04%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.78%	91.49%
CHEMBL2535	P11166	Glucose transporter	86.72%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.04%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.51%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.49%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.20%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.09%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14706907
• LOTUS: LTS0127628
• wikiData: Q105367106