4,4,7a-trimethyl-5H-1-benzofuran-2-one

Details

• Internal ID: ee751b0e-ca2b-43f8-ad61-73bd39163f70
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4,4,7a-trimethyl-5H-1-benzofuran-2-one
• SMILES (Canonical): CC1(CC=CC2(C1=CC(=O)O2)C)C
• SMILES (Isomeric): CC1(CC=CC2(C1=CC(=O)O2)C)C
• InChI: InChI=1S/C11H14O2/c1-10(2)5-4-6-11(3)8(10)7-9(12)13-11/h4,6-7H,5H2,1-3H3
• InChI Key: VGQSMHFBCKKQHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23 g/mol
• Exact Mass: 178.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.9276	92.76%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4909	49.09%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9369	93.69%
P-glycoprotein inhibitior	-	0.9703	97.03%
P-glycoprotein substrate	-	0.9629	96.29%
CYP3A4 substrate	-	0.5163	51.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.8891	88.91%
CYP2C9 inhibition	-	0.8514	85.14%
CYP2C19 inhibition	-	0.7113	71.13%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.5352	53.52%
CYP2C8 inhibition	-	0.9501	95.01%
CYP inhibitory promiscuity	-	0.6089	60.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9036	90.36%
Carcinogenicity (trinary)	Warning	0.4424	44.24%
Eye corrosion	-	0.9010	90.10%
Eye irritation	+	0.8671	86.71%
Skin irritation	+	0.4905	49.05%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8124	81.24%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.7230	72.30%
skin sensitisation	+	0.7910	79.10%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.8447	84.47%
Acute Oral Toxicity (c)	III	0.7537	75.37%
Estrogen receptor binding	-	0.9456	94.56%
Androgen receptor binding	-	0.6699	66.99%
Thyroid receptor binding	-	0.8892	88.92%
Glucocorticoid receptor binding	-	0.8767	87.67%
Aromatase binding	-	0.7382	73.82%
PPAR gamma	-	0.8494	84.94%
Honey bee toxicity	-	0.9129	91.29%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9409	94.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.09%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.83%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.38%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.90%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.39%	85.30%
CHEMBL2581	P07339	Cathepsin D	83.69%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.03%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.23%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.05%	99.23%

Plants that contains it

• Actinidia polygama

Cross-Links

• PubChem: 15558330
• NPASS: NPC241619