4-[5-(3-Hydroxyprop-1-enyl)-1-benzofuran-2-yl]-3-methoxyphenol

Details

• Internal ID: b864ce0a-f572-4a85-9a79-b95ae59b594b
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[5-(3-hydroxyprop-1-enyl)-1-benzofuran-2-yl]-3-methoxyphenol
• SMILES (Canonical): COC1=C(C=CC(=C1)O)C2=CC3=C(O2)C=CC(=C3)C=CCO
• SMILES (Isomeric): COC1=C(C=CC(=C1)O)C2=CC3=C(O2)C=CC(=C3)C=CCO
• InChI: InChI=1S/C18H16O4/c1-21-17-11-14(20)5-6-15(17)18-10-13-9-12(3-2-8-19)4-7-16(13)22-18/h2-7,9-11,19-20H,8H2,1H3
• InChI Key: ULJHNHGYZYFAIG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.5136	51.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7410	74.10%
OATP2B1 inhibitior	-	0.5829	58.29%
OATP1B1 inhibitior	+	0.8060	80.60%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5320	53.20%
P-glycoprotein inhibitior	-	0.5053	50.53%
P-glycoprotein substrate	-	0.6325	63.25%
CYP3A4 substrate	+	0.5488	54.88%
CYP2C9 substrate	+	0.6085	60.85%
CYP2D6 substrate	-	0.7096	70.96%
CYP3A4 inhibition	-	0.5950	59.50%
CYP2C9 inhibition	+	0.9127	91.27%
CYP2C19 inhibition	+	0.9086	90.86%
CYP2D6 inhibition	-	0.7790	77.90%
CYP1A2 inhibition	+	0.8409	84.09%
CYP2C8 inhibition	+	0.8135	81.35%
CYP inhibitory promiscuity	+	0.9788	97.88%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9108	91.08%
Carcinogenicity (trinary)	Non-required	0.4197	41.97%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.6398	63.98%
Skin irritation	-	0.7746	77.46%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4601	46.01%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5589	55.89%
skin sensitisation	-	0.7956	79.56%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6174	61.74%
Acute Oral Toxicity (c)	III	0.5688	56.88%
Estrogen receptor binding	+	0.9458	94.58%
Androgen receptor binding	+	0.9423	94.23%
Thyroid receptor binding	+	0.7671	76.71%
Glucocorticoid receptor binding	+	0.9138	91.38%
Aromatase binding	+	0.9178	91.78%
PPAR gamma	+	0.8801	88.01%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9518	95.18%

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	97.62%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	96.45%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.86%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.07%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.33%	99.17%
CHEMBL3194	P02766	Transthyretin	90.38%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.35%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.95%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.85%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.05%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.25%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.92%	90.24%
CHEMBL4208	P20618	Proteasome component C5	83.99%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.94%	96.09%

Plants that contains it

• Krameria bicolor
• Krameria erecta

Cross-Links

• PubChem: 163070512
• LOTUS: LTS0066990
• wikiData: Q105275167