5-Prop-1-enyl-2-(2,3,4,6-tetramethoxyphenyl)-1-benzofuran

Details

• Internal ID: 0d125ee0-2003-47ef-9c15-ee22e4c10fbb
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-prop-1-enyl-2-(2,3,4,6-tetramethoxyphenyl)-1-benzofuran
• SMILES (Canonical): CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C(=C(C=C3OC)OC)OC)OC
• SMILES (Isomeric): CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C(=C(C=C3OC)OC)OC)OC
• InChI: InChI=1S/C21H22O5/c1-6-7-13-8-9-15-14(10-13)11-17(26-15)19-16(22-2)12-18(23-3)20(24-4)21(19)25-5/h6-12H,1-5H3
• InChI Key: DPMJPJLSSHPBNQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₅
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.14672380 g/mol
• Topological Polar Surface Area (TPSA): 50.10 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8991	89.91%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5942	59.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7823	78.23%
P-glycoprotein inhibitior	+	0.9418	94.18%
P-glycoprotein substrate	-	0.7718	77.18%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	0.5960	59.60%
CYP2D6 substrate	-	0.7145	71.45%
CYP3A4 inhibition	+	0.7385	73.85%
CYP2C9 inhibition	-	0.5460	54.60%
CYP2C19 inhibition	+	0.8340	83.40%
CYP2D6 inhibition	-	0.8550	85.50%
CYP1A2 inhibition	+	0.9033	90.33%
CYP2C8 inhibition	+	0.8528	85.28%
CYP inhibitory promiscuity	+	0.9717	97.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Danger	0.4852	48.52%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.6805	68.05%
Skin irritation	-	0.8078	80.78%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8956	89.56%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	+	0.6784	67.84%
skin sensitisation	-	0.7996	79.96%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	II	0.4899	48.99%
Estrogen receptor binding	+	0.9109	91.09%
Androgen receptor binding	+	0.8724	87.24%
Thyroid receptor binding	+	0.7930	79.30%
Glucocorticoid receptor binding	+	0.8481	84.81%
Aromatase binding	+	0.6349	63.49%
PPAR gamma	+	0.6294	62.94%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.52%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.75%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.18%	91.11%
CHEMBL2487	P05067	Beta amyloid A4 protein	89.35%	96.74%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.90%	90.24%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	88.17%	94.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.44%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.91%	89.00%
CHEMBL2535	P11166	Glucose transporter	83.38%	98.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.85%	85.30%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.27%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.21%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	82.08%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.23%	94.00%

Plants that contains it

• Krameria ramosissima

Cross-Links

• PubChem: 162898656
• LOTUS: LTS0211162
• wikiData: Q104986585