5-methoxy-2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]benzene-1,3-diol

Details

• Internal ID: cfd57adc-1def-4ee4-a7c8-44bcb7af7537
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-methoxy-2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]benzene-1,3-diol
• SMILES (Canonical): CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3O)OC)O
• SMILES (Isomeric): C/C=C/C1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3O)OC)O
• InChI: InChI=1S/C18H16O4/c1-3-4-11-5-6-16-12(7-11)8-17(22-16)18-14(19)9-13(21-2)10-15(18)20/h3-10,19-20H,1-2H3/b4-3+
• InChI Key: JJQWFDZKSXTGII-ONEGZZNKSA-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: 4.30
• Atomic LogP (AlogP): 4.55
• 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	+	0.9885	98.85%
Caco-2	+	0.7259	72.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6260	62.60%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5567	55.67%
P-glycoprotein inhibitior	+	0.7125	71.25%
P-glycoprotein substrate	-	0.8933	89.33%
CYP3A4 substrate	-	0.5251	52.51%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.7174	71.74%
CYP3A4 inhibition	+	0.7721	77.21%
CYP2C9 inhibition	+	0.9189	91.89%
CYP2C19 inhibition	+	0.9163	91.63%
CYP2D6 inhibition	-	0.6269	62.69%
CYP1A2 inhibition	+	0.9290	92.90%
CYP2C8 inhibition	+	0.7502	75.02%
CYP inhibitory promiscuity	+	0.9846	98.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Danger	0.5498	54.98%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.6178	61.78%
Skin irritation	-	0.7557	75.57%
Skin corrosion	-	0.9132	91.32%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6748	67.48%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8207	82.07%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6400	64.00%
Acute Oral Toxicity (c)	III	0.5397	53.97%
Estrogen receptor binding	+	0.9434	94.34%
Androgen receptor binding	+	0.8988	89.88%
Thyroid receptor binding	+	0.7685	76.85%
Glucocorticoid receptor binding	+	0.8850	88.50%
Aromatase binding	+	0.8857	88.57%
PPAR gamma	+	0.8280	82.80%
Honey bee toxicity	-	0.8748	87.48%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9776	97.76%

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	98.97%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.95%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL3194	P02766	Transthyretin	90.87%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.47%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.18%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.48%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.96%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.54%	85.14%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.32%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.76%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.87%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.77%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%

Plants that contains it

• Krameria ramosissima

Cross-Links

• PubChem: 13834120
• LOTUS: LTS0006301
• wikiData: Q105129843