1-(7-Hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)ethanone

Details

• Internal ID: 463a6984-9fe2-41e7-9c98-eb0c845807aa
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-(7-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl)ethanone
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C(=CC(=C2)C(=O)C)O
• SMILES (Isomeric): CC(=C)C1CC2=C(O1)C(=CC(=C2)C(=O)C)O
• InChI: InChI=1S/C13H14O3/c1-7(2)12-6-10-4-9(8(3)14)5-11(15)13(10)16-12/h4-5,12,15H,1,6H2,2-3H3
• InChI Key: GWXUAIFBKMNTQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5772	57.72%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7117	71.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9018	90.18%
P-glycoprotein inhibitior	-	0.9299	92.99%
P-glycoprotein substrate	-	0.8654	86.54%
CYP3A4 substrate	-	0.5237	52.37%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.6958	69.58%
CYP3A4 inhibition	-	0.6576	65.76%
CYP2C9 inhibition	-	0.6223	62.23%
CYP2C19 inhibition	+	0.6077	60.77%
CYP2D6 inhibition	-	0.8363	83.63%
CYP1A2 inhibition	+	0.8630	86.30%
CYP2C8 inhibition	-	0.9404	94.04%
CYP inhibitory promiscuity	+	0.6583	65.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9119	91.19%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9399	93.99%
Eye irritation	+	0.7415	74.15%
Skin irritation	-	0.5216	52.16%
Skin corrosion	-	0.8889	88.89%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4499	44.99%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.5885	58.85%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6677	66.77%
Acute Oral Toxicity (c)	III	0.5815	58.15%
Estrogen receptor binding	-	0.8004	80.04%
Androgen receptor binding	-	0.7083	70.83%
Thyroid receptor binding	-	0.6003	60.03%
Glucocorticoid receptor binding	-	0.8555	85.55%
Aromatase binding	-	0.5163	51.63%
PPAR gamma	-	0.6299	62.99%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9630	96.30%

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	96.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.41%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.46%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	89.52%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.75%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	87.40%	95.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.50%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	83.93%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.44%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.24%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.30%	100.00%

Plants that contains it

• Viguiera pazensis

Cross-Links

• PubChem: 101417066
• LOTUS: LTS0267082
• wikiData: Q105022879