2-(1-hydroxyethyl)-4,4,7a-trimethyl-5,7-dihydro-2H-1-benzofuran-6-one

Details

• Internal ID: f5a86ba9-889e-4714-9fa1-1b4fb1be68a9
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2-(1-hydroxyethyl)-4,4,7a-trimethyl-5,7-dihydro-2H-1-benzofuran-6-one
• SMILES (Canonical): CC(C1C=C2C(CC(=O)CC2(O1)C)(C)C)O
• SMILES (Isomeric): CC(C1C=C2C(CC(=O)CC2(O1)C)(C)C)O
• InChI: InChI=1S/C13H20O3/c1-8(14)10-5-11-12(2,3)6-9(15)7-13(11,4)16-10/h5,8,10,14H,6-7H2,1-4H3
• InChI Key: GQMVJMPTJNNDRV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.30 g/mol
• Exact Mass: 224.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 3
• 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	+	0.9963	99.63%
Caco-2	+	0.8051	80.51%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6023	60.23%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8134	81.34%
P-glycoprotein inhibitior	-	0.9428	94.28%
P-glycoprotein substrate	-	0.9259	92.59%
CYP3A4 substrate	-	0.5204	52.04%
CYP2C9 substrate	-	0.8226	82.26%
CYP2D6 substrate	-	0.7647	76.47%
CYP3A4 inhibition	-	0.8842	88.42%
CYP2C9 inhibition	-	0.8182	81.82%
CYP2C19 inhibition	-	0.7899	78.99%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.6974	69.74%
CYP2C8 inhibition	-	0.9654	96.54%
CYP inhibitory promiscuity	-	0.7969	79.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9019	90.19%
Carcinogenicity (trinary)	Non-required	0.4154	41.54%
Eye corrosion	-	0.9633	96.33%
Eye irritation	+	0.5939	59.39%
Skin irritation	-	0.5741	57.41%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8207	82.07%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5302	53.02%
skin sensitisation	+	0.5384	53.84%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4622	46.22%
Acute Oral Toxicity (c)	III	0.5910	59.10%
Estrogen receptor binding	-	0.8882	88.82%
Androgen receptor binding	-	0.6812	68.12%
Thyroid receptor binding	-	0.5115	51.15%
Glucocorticoid receptor binding	-	0.6239	62.39%
Aromatase binding	-	0.6879	68.79%
PPAR gamma	-	0.7462	74.62%
Honey bee toxicity	-	0.8133	81.33%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8409	84.09%

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	95.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.01%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.40%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.00%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.43%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.61%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.24%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	83.07%	94.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.35%	85.11%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 13857518
• LOTUS: LTS0021251
• wikiData: Q105015465