5-Acetyl-6-methoxy-2-propan-2-ylidene-1-benzofuran-3-one

Details

• Internal ID: d8add541-8d5f-4635-8e74-df4e74aaece1
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5-acetyl-6-methoxy-2-propan-2-ylidene-1-benzofuran-3-one
• SMILES (Canonical): CC(=C1C(=O)C2=CC(=C(C=C2O1)OC)C(=O)C)C
• SMILES (Isomeric): CC(=C1C(=O)C2=CC(=C(C=C2O1)OC)C(=O)C)C
• InChI: InChI=1S/C14H14O4/c1-7(2)14-13(16)10-5-9(8(3)15)11(17-4)6-12(10)18-14/h5-6H,1-4H3
• InChI Key: KNXZOFBAPOFQHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7873	78.73%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7151	71.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9511	95.11%
OATP1B3 inhibitior	+	0.9726	97.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8411	84.11%
P-glycoprotein inhibitior	-	0.8861	88.61%
P-glycoprotein substrate	-	0.9136	91.36%
CYP3A4 substrate	-	0.5591	55.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	-	0.5928	59.28%
CYP2C9 inhibition	-	0.6008	60.08%
CYP2C19 inhibition	+	0.8001	80.01%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	+	0.9321	93.21%
CYP2C8 inhibition	-	0.7955	79.55%
CYP inhibitory promiscuity	+	0.8642	86.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4696	46.96%
Eye corrosion	-	0.9469	94.69%
Eye irritation	+	0.9331	93.31%
Skin irritation	-	0.7648	76.48%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6461	64.61%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6470	64.70%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5950	59.50%
Acute Oral Toxicity (c)	III	0.4448	44.48%
Estrogen receptor binding	+	0.5801	58.01%
Androgen receptor binding	-	0.6967	69.67%
Thyroid receptor binding	-	0.7003	70.03%
Glucocorticoid receptor binding	-	0.8565	85.65%
Aromatase binding	+	0.5752	57.52%
PPAR gamma	-	0.7118	71.18%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7449	74.49%
Fish aquatic toxicity	+	0.9783	97.83%

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	92.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.30%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.34%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.32%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.41%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.80%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.86%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.63%	94.42%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.59%	89.50%

Plants that contains it

• Heliopsis helianthoides

Cross-Links

• PubChem: 14138879
• LOTUS: LTS0086372
• wikiData: Q105143669