(E)-3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid

Details

• Internal ID: 7bab5c3f-156d-4600-8abc-822cf68ea79b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives > Coumaric acids
• IUPAC Name: (E)-3-(5-methoxy-1-benzofuran-6-yl)prop-2-enoic acid
• SMILES (Canonical): COC1=C(C=C2C(=C1)C=CO2)C=CC(=O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C=CO2)/C=C/C(=O)O
• InChI: InChI=1S/C12H10O4/c1-15-10-6-9-4-5-16-11(9)7-8(10)2-3-12(13)14/h2-7H,1H3,(H,13,14)/b3-2+
• InChI Key: OGPPYEWGUGMXAG-NSCUHMNNSA-N
• Popularity: 0 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): 59.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.5972	59.72%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6976	69.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.9796	97.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7733	77.33%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.9227	92.27%
CYP3A4 substrate	-	0.5832	58.32%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.6876	68.76%
CYP2C9 inhibition	+	0.6060	60.60%
CYP2C19 inhibition	+	0.5212	52.12%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	+	0.8536	85.36%
CYP2C8 inhibition	+	0.5465	54.65%
CYP inhibitory promiscuity	+	0.5452	54.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8950	89.50%
Carcinogenicity (trinary)	Danger	0.3816	38.16%
Eye corrosion	-	0.9399	93.99%
Eye irritation	+	0.8517	85.17%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9748	97.48%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6130	61.30%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8253	82.53%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6515	65.15%
Acute Oral Toxicity (c)	III	0.4802	48.02%
Estrogen receptor binding	+	0.8055	80.55%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	-	0.7026	70.26%
Glucocorticoid receptor binding	-	0.5383	53.83%
Aromatase binding	+	0.8279	82.79%
PPAR gamma	+	0.7776	77.76%
Honey bee toxicity	-	0.9330	93.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9792	97.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.46%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.57%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.19%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.41%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.75%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.19%	95.50%

Plants that contains it

• Codonopsis lanceolata

Cross-Links

• PubChem: 56964356
• LOTUS: LTS0126801
• wikiData: Q105191763