1-[6-Hydroxy-2-(3-hydroxyprop-1-en-2-yl)-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 499d8ff8-7a11-4fe6-be8c-d0b271343bda
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-[6-hydroxy-2-(3-hydroxyprop-1-en-2-yl)-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C2C(=C1)C=C(O2)C(=C)CO)O
• SMILES (Isomeric): CC(=O)C1=C(C=C2C(=C1)C=C(O2)C(=C)CO)O
• InChI: InChI=1S/C13H12O4/c1-7(6-14)12-4-9-3-10(8(2)15)11(16)5-13(9)17-12/h3-5,14,16H,1,6H2,2H3
• InChI Key: KXEPUFZZWDWJHJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.7991	79.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7436	74.36%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7937	79.37%
P-glycoprotein inhibitior	-	0.9318	93.18%
P-glycoprotein substrate	-	0.6787	67.87%
CYP3A4 substrate	-	0.5996	59.96%
CYP2C9 substrate	-	0.6014	60.14%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.7338	73.38%
CYP2C9 inhibition	+	0.6412	64.12%
CYP2C19 inhibition	+	0.6460	64.60%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	+	0.8856	88.56%
CYP2C8 inhibition	-	0.7957	79.57%
CYP inhibitory promiscuity	+	0.8714	87.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6243	62.43%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.7208	72.08%
Skin irritation	-	0.6514	65.14%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7789	77.89%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.5297	52.97%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.5135	51.35%
Estrogen receptor binding	-	0.5134	51.34%
Androgen receptor binding	-	0.6224	62.24%
Thyroid receptor binding	-	0.5781	57.81%
Glucocorticoid receptor binding	+	0.6581	65.81%
Aromatase binding	+	0.6438	64.38%
PPAR gamma	+	0.7873	78.73%
Honey bee toxicity	-	0.9161	91.61%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	97.99%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.50%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.21%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.23%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.82%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.15%	94.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.19%	85.14%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	82.52%	90.48%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.59%	96.95%
CHEMBL4581	P52732	Kinesin-like protein 1	81.52%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.74%	86.33%

Plants that contains it

• Ophryosporus lorentzii

Cross-Links

• PubChem: 101995335
• LOTUS: LTS0262860
• wikiData: Q105147307