3-(2-Hydroxy-3-methoxy-1-benzofuran-5-yl)prop-2-enoic acid

Details

• Internal ID: ebbe65a9-a6e1-45a9-933e-4cd3627f2789
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3-(2-hydroxy-3-methoxy-1-benzofuran-5-yl)prop-2-enoic acid
• SMILES (Canonical): COC1=C(OC2=C1C=C(C=C2)C=CC(=O)O)O
• SMILES (Isomeric): COC1=C(OC2=C1C=C(C=C2)C=CC(=O)O)O
• InChI: InChI=1S/C12H10O5/c1-16-11-8-6-7(3-5-10(13)14)2-4-9(8)17-12(11)15/h2-6,15H,1H3,(H,13,14)
• InChI Key: AGFJNBHJAVOETC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₅
• Molecular Weight: 234.20 g/mol
• Exact Mass: 234.05282342 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.8091	80.91%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6497	64.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6096	60.96%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	-	0.5527	55.27%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.7290	72.90%
CYP2C9 inhibition	-	0.5476	54.76%
CYP2C19 inhibition	+	0.6836	68.36%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	+	0.7185	71.85%
CYP2C8 inhibition	+	0.6935	69.35%
CYP inhibitory promiscuity	+	0.6408	64.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9340	93.40%
Carcinogenicity (trinary)	Warning	0.3549	35.49%
Eye corrosion	-	0.9465	94.65%
Eye irritation	+	0.7817	78.17%
Skin irritation	-	0.5627	56.27%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6551	65.51%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7631	76.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9229	92.29%
Acute Oral Toxicity (c)	III	0.4303	43.03%
Estrogen receptor binding	-	0.5656	56.56%
Androgen receptor binding	+	0.8314	83.14%
Thyroid receptor binding	-	0.6819	68.19%
Glucocorticoid receptor binding	-	0.6053	60.53%
Aromatase binding	-	0.5719	57.19%
PPAR gamma	+	0.6333	63.33%
Honey bee toxicity	-	0.9044	90.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.9696	96.96%

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	98.46%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.04%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.49%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.23%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.59%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.52%	99.17%
CHEMBL3194	P02766	Transthyretin	87.17%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	83.13%	91.49%
CHEMBL2535	P11166	Glucose transporter	80.19%	98.75%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 85543954
• LOTUS: LTS0237948
• wikiData: Q104911731