2-(1-Methylethenyl)-5-benzofurancarboxylic acid

Details

• Internal ID: e97e2be1-8fcf-4dcc-99fb-dbc6f21551c5
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2-prop-1-en-2-yl-1-benzofuran-5-carboxylic acid
• InChI: InChI=1S/C12H10O3/c1-7(2)11-6-9-5-8(12(13)14)3-4-10(9)15-11/h3-6H,1H2,2H3,(H,13,14)
• InChI Key: WYGCMTYFEIRAJD-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.062994177 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 2
• 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	+	0.9969	99.69%
Caco-2	+	0.6814	68.14%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Plasma membrane	0.5406	54.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8140	81.40%
P-glycoprotein inhibitior	-	0.9196	91.96%
P-glycoprotein substrate	-	0.9358	93.58%
CYP3A4 substrate	-	0.6996	69.96%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.8132	81.32%
CYP2C9 inhibition	-	0.8349	83.49%
CYP2C19 inhibition	-	0.7276	72.76%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	+	0.5418	54.18%
CYP2C8 inhibition	-	0.6920	69.20%
CYP inhibitory promiscuity	-	0.6878	68.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7836	78.36%
Carcinogenicity (trinary)	Non-required	0.4910	49.10%
Eye corrosion	-	0.8704	87.04%
Eye irritation	+	0.9397	93.97%
Skin irritation	+	0.5662	56.62%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8444	84.44%
Micronuclear	+	0.5601	56.01%
Hepatotoxicity	+	0.7284	72.84%
skin sensitisation	+	0.6538	65.38%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.7924	79.24%
Estrogen receptor binding	-	0.5179	51.79%
Androgen receptor binding	-	0.5727	57.27%
Thyroid receptor binding	-	0.5678	56.78%
Glucocorticoid receptor binding	-	0.7480	74.80%
Aromatase binding	+	0.5796	57.96%
PPAR gamma	+	0.5447	54.47%
Honey bee toxicity	-	0.9365	93.65%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.9840	98.40%

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	91.48%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.89%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.74%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.14%	94.42%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.73%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.10%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.35%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.68%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.03%	90.24%

Plants that contains it

• Bhesa paniculata

Cross-Links

• PubChem: 14704564
• LOTUS: LTS0214122
• wikiData: Q105322189