5-Acetyl-3-methyl-7-carboxybenzofuran

Details

• Internal ID: ff83ee3b-72f6-48df-9677-6d60661af748
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 5-acetyl-3-methyl-1-benzofuran-7-carboxylic acid
• InChI: InChI=1S/C12H10O4/c1-6-5-16-11-9(6)3-8(7(2)13)4-10(11)12(14)15/h3-5H,1-2H3,(H,14,15)
• InChI Key: GHSYWBBAFXWZIP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.20 g/mol
• Exact Mass: 218.05790880 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	-	0.5807	58.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5851	58.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8771	87.71%
P-glycoprotein inhibitior	-	0.9043	90.43%
P-glycoprotein substrate	-	0.9381	93.81%
CYP3A4 substrate	-	0.7157	71.57%
CYP2C9 substrate	+	0.6257	62.57%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.9465	94.65%
CYP2C19 inhibition	-	0.9603	96.03%
CYP2D6 inhibition	-	0.9740	97.40%
CYP1A2 inhibition	-	0.6133	61.33%
CYP2C8 inhibition	-	0.7519	75.19%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8062	80.62%
Carcinogenicity (trinary)	Non-required	0.6046	60.46%
Eye corrosion	-	0.9250	92.50%
Eye irritation	+	0.9743	97.43%
Skin irritation	-	0.6084	60.84%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8452	84.52%
Micronuclear	+	0.5701	57.01%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8349	83.49%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6231	62.31%
Acute Oral Toxicity (c)	III	0.6108	61.08%
Estrogen receptor binding	-	0.5169	51.69%
Androgen receptor binding	+	0.6018	60.18%
Thyroid receptor binding	-	0.7180	71.80%
Glucocorticoid receptor binding	+	0.5595	55.95%
Aromatase binding	-	0.5315	53.15%
PPAR gamma	-	0.7135	71.35%
Honey bee toxicity	-	0.9586	95.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.9310	93.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	97.60%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.03%	81.11%
CHEMBL1811	P34995	Prostanoid EP1 receptor	90.18%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	86.81%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.39%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.14%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.26%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.15%	95.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.15%	94.42%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.00%	95.56%

Plants that contains it

• Petasites albus

Cross-Links

• PubChem: 129882197
• LOTUS: LTS0001754
• wikiData: Q105008714