1-(6,7-Dihydroxy-2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone

Details

• Internal ID: cc307cb3-ea54-46a6-a8d7-b102929354cd
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(6,7-dihydroxy-2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone
• SMILES (Canonical): CC(=C)C1=CC2=CC(=C(C(=C2O1)O)O)C(=O)C
• SMILES (Isomeric): CC(=C)C1=CC2=CC(=C(C(=C2O1)O)O)C(=O)C
• InChI: InChI=1S/C13H12O4/c1-6(2)10-5-8-4-9(7(3)14)11(15)12(16)13(8)17-10/h4-5,15-16H,1H2,2-3H3
• InChI Key: COLKSGMSWMYFNX-UHFFFAOYSA-N
• Popularity: 1 reference 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: 3.30
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.5833	58.33%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6885	68.85%
OATP2B1 inhibitior	-	0.7245	72.45%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8882	88.82%
P-glycoprotein inhibitior	-	0.8578	85.78%
P-glycoprotein substrate	-	0.9368	93.68%
CYP3A4 substrate	-	0.6029	60.29%
CYP2C9 substrate	-	0.6136	61.36%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.6317	63.17%
CYP2C9 inhibition	+	0.5512	55.12%
CYP2C19 inhibition	+	0.6284	62.84%
CYP2D6 inhibition	-	0.8807	88.07%
CYP1A2 inhibition	+	0.9027	90.27%
CYP2C8 inhibition	-	0.7537	75.37%
CYP inhibitory promiscuity	+	0.7473	74.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5101	51.01%
Eye corrosion	-	0.9713	97.13%
Eye irritation	+	0.6183	61.83%
Skin irritation	-	0.5814	58.14%
Skin corrosion	-	0.8993	89.93%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7344	73.44%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.5056	50.56%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6884	68.84%
Acute Oral Toxicity (c)	III	0.4482	44.82%
Estrogen receptor binding	+	0.6308	63.08%
Androgen receptor binding	+	0.5703	57.03%
Thyroid receptor binding	-	0.5645	56.45%
Glucocorticoid receptor binding	+	0.5827	58.27%
Aromatase binding	+	0.6948	69.48%
PPAR gamma	+	0.7224	72.24%
Honey bee toxicity	-	0.8936	89.36%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	97.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.53%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.05%	89.34%
CHEMBL2581	P07339	Cathepsin D	88.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.97%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.69%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.09%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.00%	94.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.02%	95.50%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	81.85%	90.48%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.43%	93.65%
CHEMBL340	P08684	Cytochrome P450 3A4	80.41%	91.19%

Plants that contains it

• Eupatorium compositifolium

Cross-Links

• PubChem: 85790543
• LOTUS: LTS0009902
• wikiData: Q104967132