2-(5-Methoxy-2,2-dimethylchromen-6-yl)-1-benzofuran-6-ol

Details

• Internal ID: 6c3bb265-a6d9-4ce1-a478-8746f4784ce1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(5-methoxy-2,2-dimethylchromen-6-yl)-1-benzofuran-6-ol
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC(=C2OC)C3=CC4=C(O3)C=C(C=C4)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC(=C2OC)C3=CC4=C(O3)C=C(C=C4)O)C
• InChI: InChI=1S/C20H18O4/c1-20(2)9-8-15-16(24-20)7-6-14(19(15)22-3)18-10-12-4-5-13(21)11-17(12)23-18/h4-11,21H,1-3H3
• InChI Key: SKQWLLPHJSFHNA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₄
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.12050905 g/mol
• Topological Polar Surface Area (TPSA): 51.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.00
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.8058	80.58%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7842	78.42%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.7539	75.39%
OATP1B3 inhibitior	+	0.9674	96.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8471	84.71%
P-glycoprotein inhibitior	+	0.7095	70.95%
P-glycoprotein substrate	+	0.6284	62.84%
CYP3A4 substrate	+	0.6102	61.02%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.7174	71.74%
CYP3A4 inhibition	+	0.7760	77.60%
CYP2C9 inhibition	+	0.7185	71.85%
CYP2C19 inhibition	+	0.8594	85.94%
CYP2D6 inhibition	-	0.6688	66.88%
CYP1A2 inhibition	+	0.5621	56.21%
CYP2C8 inhibition	+	0.7497	74.97%
CYP inhibitory promiscuity	+	0.8836	88.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.6421	64.21%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.5479	54.79%
Skin irritation	-	0.8003	80.03%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7892	78.92%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6237	62.37%
skin sensitisation	-	0.8527	85.27%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7074	70.74%
Acute Oral Toxicity (c)	II	0.4442	44.42%
Estrogen receptor binding	+	0.9755	97.55%
Androgen receptor binding	+	0.8879	88.79%
Thyroid receptor binding	+	0.8634	86.34%
Glucocorticoid receptor binding	+	0.8369	83.69%
Aromatase binding	+	0.8660	86.60%
PPAR gamma	+	0.9041	90.41%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9694	96.94%

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	98.53%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	95.90%	98.35%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.43%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.77%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.10%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.51%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.50%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.92%	89.00%
CHEMBL2535	P11166	Glucose transporter	82.79%	98.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.34%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.05%	94.45%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	80.82%	93.24%
CHEMBL1255126	O15151	Protein Mdm4	80.24%	90.20%

Plants that contains it

• Erythrina variegata

Cross-Links

• PubChem: 11232496
• LOTUS: LTS0226156
• wikiData: Q105254998