(3-hydroxy-6-methyl-4-oxo-6,7-dihydro-5H-1-benzofuran-5-yl) acetate

Details

• Internal ID: 601eef11-a1ed-4d1f-b9fb-cb0c53548c76
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3-hydroxy-6-methyl-4-oxo-6,7-dihydro-5H-1-benzofuran-5-yl) acetate
• SMILES (Canonical): CC1CC2=C(C(=CO2)O)C(=O)C1OC(=O)C
• SMILES (Isomeric): CC1CC2=C(C(=CO2)O)C(=O)C1OC(=O)C
• InChI: InChI=1S/C11H12O5/c1-5-3-8-9(7(13)4-15-8)10(14)11(5)16-6(2)12/h4-5,11,13H,3H2,1-2H3
• InChI Key: ASYWVBBBOMJYAC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	-	0.6593	65.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7122	71.22%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9594	95.94%
P-glycoprotein inhibitior	-	0.8902	89.02%
P-glycoprotein substrate	-	0.9128	91.28%
CYP3A4 substrate	+	0.5157	51.57%
CYP2C9 substrate	+	0.8175	81.75%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.9247	92.47%
CYP2C9 inhibition	-	0.6493	64.93%
CYP2C19 inhibition	-	0.7523	75.23%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	+	0.6189	61.89%
CYP2C8 inhibition	-	0.8890	88.90%
CYP inhibitory promiscuity	-	0.8389	83.89%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4950	49.50%
Eye corrosion	-	0.9607	96.07%
Eye irritation	-	0.8171	81.71%
Skin irritation	-	0.7184	71.84%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6510	65.10%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.6339	63.39%
skin sensitisation	-	0.7183	71.83%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5238	52.38%
Acute Oral Toxicity (c)	I	0.3433	34.33%
Estrogen receptor binding	-	0.8011	80.11%
Androgen receptor binding	+	0.5615	56.15%
Thyroid receptor binding	-	0.6354	63.54%
Glucocorticoid receptor binding	-	0.7604	76.04%
Aromatase binding	-	0.8247	82.47%
PPAR gamma	-	0.5195	51.95%
Honey bee toxicity	-	0.8765	87.65%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9532	95.32%

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	98.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.12%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.50%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.67%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.06%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.19%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.28%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	82.48%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.14%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.26%	94.00%

Plants that contains it

• Clinopodium ashei

Cross-Links

• PubChem: 163103408
• LOTUS: LTS0015689
• wikiData: Q104918205