2-(4-Hydroxyphenyl)-5-(1-propenyl)benzofuran-3-carbaldehyde

Details

• Internal ID: 32c637d0-7978-4cb1-ad83-27f9fc46eb5a
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(4-hydroxyphenyl)-5-[(E)-prop-1-enyl]-1-benzofuran-3-carbaldehyde
• SMILES (Canonical): CC=CC1=CC2=C(C=C1)OC(=C2C=O)C3=CC=C(C=C3)O
• SMILES (Isomeric): C/C=C/C1=CC2=C(C=C1)OC(=C2C=O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C18H14O3/c1-2-3-12-4-9-17-15(10-12)16(11-19)18(21-17)13-5-7-14(20)8-6-13/h2-11,20H,1H3/b3-2+
• InChI Key: ARTAZCYFMYXCAG-NSCUHMNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₃
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.094294304 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.65
• 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	+	1.0000	100.00%
Caco-2	-	0.7622	76.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6759	67.59%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.7702	77.02%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7183	71.83%
P-glycoprotein inhibitior	-	0.6912	69.12%
P-glycoprotein substrate	-	0.7309	73.09%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	0.6274	62.74%
CYP2D6 substrate	-	0.8101	81.01%
CYP3A4 inhibition	-	0.7841	78.41%
CYP2C9 inhibition	+	0.8463	84.63%
CYP2C19 inhibition	+	0.8753	87.53%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	+	0.9549	95.49%
CYP2C8 inhibition	+	0.8345	83.45%
CYP inhibitory promiscuity	+	0.8956	89.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.3984	39.84%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.6082	60.82%
Skin irritation	+	0.5400	54.00%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6684	66.84%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.6149	61.49%
skin sensitisation	-	0.7025	70.25%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7524	75.24%
Acute Oral Toxicity (c)	III	0.4870	48.70%
Estrogen receptor binding	+	0.9578	95.78%
Androgen receptor binding	+	0.9355	93.55%
Thyroid receptor binding	+	0.7063	70.63%
Glucocorticoid receptor binding	+	0.9302	93.02%
Aromatase binding	+	0.8789	87.89%
PPAR gamma	+	0.8760	87.60%
Honey bee toxicity	-	0.8778	87.78%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.84%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.14%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	95.90%	98.35%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.53%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.58%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.30%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.66%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.51%	91.71%
CHEMBL3194	P02766	Transthyretin	88.50%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.51%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.12%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.23%	90.71%

Plants that contains it

• Krameria erecta

Cross-Links

• PubChem: 14213216
• NPASS: NPC77293
• LOTUS: LTS0164952
• wikiData: Q104917560