5-[6-Hydroxy-5-methoxy-4-(3-methylbut-2-enyl)-1-benzofuran-2-yl]-4-(3-methylbut-2-enyl)benzene-1,3-diol

Details

• Internal ID: 60673719-e88d-494d-bd5d-d659de23279a
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[6-hydroxy-5-methoxy-4-(3-methylbut-2-enyl)-1-benzofuran-2-yl]-4-(3-methylbut-2-enyl)benzene-1,3-diol
• SMILES (Canonical): CC(=CCC1=C(C=C(C=C1O)O)C2=CC3=C(O2)C=C(C(=C3CC=C(C)C)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C=C1O)O)C2=CC3=C(O2)C=C(C(=C3CC=C(C)C)OC)O)C
• InChI: InChI=1S/C25H28O5/c1-14(2)6-8-17-19(10-16(26)11-21(17)27)23-12-20-18(9-7-15(3)4)25(29-5)22(28)13-24(20)30-23/h6-7,10-13,26-28H,8-9H2,1-5H3
• InChI Key: UJCIOTXRGXFZMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.10 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.24
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.6761	67.61%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5239	52.39%
OATP2B1 inhibitior	+	0.5741	57.41%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7651	76.51%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	-	0.6501	65.01%
CYP3A4 substrate	+	0.5648	56.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4182	41.82%
CYP3A4 inhibition	+	0.5503	55.03%
CYP2C9 inhibition	+	0.8840	88.40%
CYP2C19 inhibition	+	0.8772	87.72%
CYP2D6 inhibition	+	0.5422	54.22%
CYP1A2 inhibition	+	0.8303	83.03%
CYP2C8 inhibition	+	0.6705	67.05%
CYP inhibitory promiscuity	+	0.9785	97.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5011	50.11%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.6432	64.32%
Skin irritation	-	0.7784	77.84%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8947	89.47%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.7953	79.53%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8459	84.59%
Acute Oral Toxicity (c)	III	0.5063	50.63%
Estrogen receptor binding	+	0.9097	90.97%
Androgen receptor binding	+	0.7298	72.98%
Thyroid receptor binding	+	0.6759	67.59%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.7146	71.46%
PPAR gamma	+	0.8270	82.70%
Honey bee toxicity	-	0.7875	78.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	99.17%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.46%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.33%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.27%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.02%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.62%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.51%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.46%	94.45%
CHEMBL3194	P02766	Transthyretin	85.05%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.89%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.94%	96.95%

Plants that contains it

• Artocarpus heterophyllus

Cross-Links

• PubChem: 44226790
• LOTUS: LTS0094987
• wikiData: Q105273854