5-[6-Methoxy-7-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol

Details

• Internal ID: 8c4deda6-9f1f-4453-8dfa-fa09e31d3b26
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[6-methoxy-7-(3-methylbut-2-enyl)-1-benzofuran-2-yl]benzene-1,3-diol
• SMILES (Canonical): CC(=CCC1=C(C=CC2=C1OC(=C2)C3=CC(=CC(=C3)O)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC2=C1OC(=C2)C3=CC(=CC(=C3)O)O)OC)C
• InChI: InChI=1S/C20H20O4/c1-12(2)4-6-17-18(23-3)7-5-13-10-19(24-20(13)17)14-8-15(21)11-16(22)9-14/h4-5,7-11,21-22H,6H2,1-3H3
• InChI Key: OVGNGKKFMLXWSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 62.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.03
• 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	+	0.9922	99.22%
Caco-2	+	0.8534	85.34%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6263	62.63%
OATP2B1 inhibitior	+	0.5679	56.79%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.8827	88.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8346	83.46%
P-glycoprotein inhibitior	+	0.6101	61.01%
P-glycoprotein substrate	-	0.7599	75.99%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4182	41.82%
CYP3A4 inhibition	+	0.5738	57.38%
CYP2C9 inhibition	+	0.8857	88.57%
CYP2C19 inhibition	+	0.8953	89.53%
CYP2D6 inhibition	-	0.6585	65.85%
CYP1A2 inhibition	+	0.8882	88.82%
CYP2C8 inhibition	+	0.7257	72.57%
CYP inhibitory promiscuity	+	0.9873	98.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4477	44.77%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7937	79.37%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7297	72.97%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5917	59.17%
skin sensitisation	-	0.7788	77.88%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7112	71.12%
Acute Oral Toxicity (c)	III	0.6102	61.02%
Estrogen receptor binding	+	0.9102	91.02%
Androgen receptor binding	+	0.7889	78.89%
Thyroid receptor binding	+	0.6826	68.26%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	+	0.7168	71.68%
PPAR gamma	+	0.8984	89.84%
Honey bee toxicity	-	0.8504	85.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	97.24%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.22%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.74%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.37%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.57%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.80%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL3194	P02766	Transthyretin	87.71%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	86.66%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.54%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.96%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.12%	97.21%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.52%	98.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.88%	96.00%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 162941757
• LOTUS: LTS0062449
• wikiData: Q105200701