2-(2,3,4,5,6-pentamethoxyphenyl)-5-[(E)-prop-1-enyl]-1-benzofuran

Details

• Internal ID: 768a7491-2733-4f1e-8b4d-87d0f20f1018
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(2,3,4,5,6-pentamethoxyphenyl)-5-[(E)-prop-1-enyl]-1-benzofuran
• SMILES (Canonical): CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C(=C(C(=C3OC)OC)OC)OC)OC
• SMILES (Isomeric): C/C=C/C1=CC2=C(C=C1)OC(=C2)C3=C(C(=C(C(=C3OC)OC)OC)OC)OC
• InChI: InChI=1S/C22H24O6/c1-7-8-13-9-10-15-14(11-13)12-16(28-15)17-18(23-2)20(25-4)22(27-6)21(26-5)19(17)24-3/h7-12H,1-6H3/b8-7+
• InChI Key: LUKRWRHJNKKHML-BQYQJAHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₆
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.15728848 g/mol
• Topological Polar Surface Area (TPSA): 59.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 7

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	+	0.8857	88.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5942	59.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9785	97.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7851	78.51%
P-glycoprotein inhibitior	+	0.9231	92.31%
P-glycoprotein substrate	-	0.8769	87.69%
CYP3A4 substrate	-	0.5498	54.98%
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	+	0.6632	66.32%
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	-	0.6030	60.30%
Skin irritation	-	0.8078	80.78%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8270	82.70%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	+	0.6659	66.59%
skin sensitisation	-	0.7996	79.96%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7620	76.20%
Acute Oral Toxicity (c)	II	0.4899	48.99%
Estrogen receptor binding	+	0.8601	86.01%
Androgen receptor binding	+	0.8682	86.82%
Thyroid receptor binding	+	0.7689	76.89%
Glucocorticoid receptor binding	+	0.7673	76.73%
Aromatase binding	+	0.5827	58.27%
PPAR gamma	+	0.6678	66.78%
Honey bee toxicity	-	0.8776	87.76%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.97%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.97%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.81%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.09%	85.30%
CHEMBL2487	P05067	Beta amyloid A4 protein	90.86%	96.74%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.12%	90.24%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.73%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.79%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.00%	94.45%

Plants that contains it

• Krameria ramosissima

Cross-Links

• PubChem: 13834116
• LOTUS: LTS0168500
• wikiData: Q105157514