Benzofuran deriv (herz)

Details

• Internal ID: 037834cc-0703-42c4-95ca-742afc2a3897
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-(6-hydroxy-7-methoxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)ethanone
• SMILES (Canonical): CC(=C)C1CC2=CC(=C(C(=C2O1)OC)O)C(=O)C
• SMILES (Isomeric): CC(=C)C1CC2=CC(=C(C(=C2O1)OC)O)C(=O)C
• InChI: InChI=1S/C14H16O4/c1-7(2)11-6-9-5-10(8(3)15)12(16)14(17-4)13(9)18-11/h5,11,16H,1,6H2,2-4H3
• InChI Key: IRBPQIXYOCSHLL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 35817-13-1
• NSC363790
• NSC 363790
• NSC-363790

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7558	75.58%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6052	60.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8855	88.55%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8179	81.79%
P-glycoprotein inhibitior	-	0.8797	87.97%
P-glycoprotein substrate	-	0.8333	83.33%
CYP3A4 substrate	+	0.5218	52.18%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.5857	58.57%
CYP2C9 inhibition	-	0.8844	88.44%
CYP2C19 inhibition	+	0.6663	66.63%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	+	0.8126	81.26%
CYP2C8 inhibition	-	0.8128	81.28%
CYP inhibitory promiscuity	+	0.5914	59.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9665	96.65%
Eye irritation	+	0.8432	84.32%
Skin irritation	-	0.6792	67.92%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4858	48.58%
Micronuclear	+	0.5118	51.18%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.6370	63.70%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7822	78.22%
Acute Oral Toxicity (c)	II	0.5905	59.05%
Estrogen receptor binding	-	0.7751	77.51%
Androgen receptor binding	-	0.6510	65.10%
Thyroid receptor binding	+	0.5330	53.30%
Glucocorticoid receptor binding	-	0.6701	67.01%
Aromatase binding	-	0.6645	66.45%
PPAR gamma	-	0.5404	54.04%
Honey bee toxicity	-	0.8087	80.87%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9650	96.50%

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	97.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.71%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.33%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.86%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	87.44%	91.49%
CHEMBL217	P14416	Dopamine D2 receptor	85.81%	95.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.34%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.79%	95.89%
CHEMBL2535	P11166	Glucose transporter	84.57%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.24%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.05%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.02%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%

Plants that contains it

• Symphyopappus reticulatus

Cross-Links

• PubChem: 142033
• LOTUS: LTS0045971
• wikiData: Q105118756