1-(5-Acetyl-2-hydroxyphenyl)-3-methylbut-2-en-1-one

Details

• Internal ID: 3ffaceaf-dc0b-4d5f-9a20-00cae64957a4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(5-acetyl-2-hydroxyphenyl)-3-methylbut-2-en-1-one
• SMILES (Canonical): CC(=CC(=O)C1=C(C=CC(=C1)C(=O)C)O)C
• SMILES (Isomeric): CC(=CC(=O)C1=C(C=CC(=C1)C(=O)C)O)C
• InChI: InChI=1S/C13H14O3/c1-8(2)6-13(16)11-7-10(9(3)14)4-5-12(11)15/h4-7,15H,1-3H3
• InChI Key: WRPLDZOTTANZGJ-UHFFFAOYSA-N
• Popularity: 3 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): 54.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 65580-31-6
• CHEMBL503153
• DTXSID40563205
• 1-(5-acetyl-2-hydroxyphenyl)-3-methyl-2-buten-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8040	80.40%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9160	91.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8547	85.47%
P-glycoprotein inhibitior	-	0.9430	94.30%
P-glycoprotein substrate	-	0.9344	93.44%
CYP3A4 substrate	-	0.7184	71.84%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.7468	74.68%
CYP2C9 inhibition	+	0.5108	51.08%
CYP2C19 inhibition	+	0.6169	61.69%
CYP2D6 inhibition	-	0.8471	84.71%
CYP1A2 inhibition	+	0.8328	83.28%
CYP2C8 inhibition	-	0.7601	76.01%
CYP inhibitory promiscuity	-	0.5256	52.56%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6868	68.68%
Carcinogenicity (trinary)	Non-required	0.6926	69.26%
Eye corrosion	-	0.8047	80.47%
Eye irritation	+	0.9789	97.89%
Skin irritation	+	0.6273	62.73%
Skin corrosion	-	0.8248	82.48%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7809	78.09%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	+	0.7824	78.24%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4549	45.49%
Acute Oral Toxicity (c)	III	0.6783	67.83%
Estrogen receptor binding	+	0.6337	63.37%
Androgen receptor binding	+	0.5370	53.70%
Thyroid receptor binding	-	0.5996	59.96%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	-	0.6982	69.82%
Honey bee toxicity	-	0.9703	97.03%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.03%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.86%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.23%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.88%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.31%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.52%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%
CHEMBL2535	P11166	Glucose transporter	81.60%	98.75%
CHEMBL2039	P27338	Monoamine oxidase B	81.21%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.43%	99.17%

Plants that contains it

• Madia sativa

Cross-Links

• PubChem: 14706939
• LOTUS: LTS0051729
• wikiData: Q82447582