(E)-4-(5-acetyl-2-hydroxyphenyl)-2-methylbut-2-enal

Details

• Internal ID: e1e711ae-24d1-48cb-a1e3-48b272c4770e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (E)-4-(5-acetyl-2-hydroxyphenyl)-2-methylbut-2-enal
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C(=O)C)O)C=O
• SMILES (Isomeric): C/C(=C\CC1=C(C=CC(=C1)C(=O)C)O)/C=O
• InChI: InChI=1S/C13H14O3/c1-9(8-14)3-4-12-7-11(10(2)15)5-6-13(12)16/h3,5-8,16H,4H2,1-2H3/b9-3+
• InChI Key: ZDMKUBRRBGKXQT-YCRREMRBSA-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): 54.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	+	0.7667	76.67%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9063	90.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9393	93.93%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7618	76.18%
P-glycoprotein inhibitior	-	0.9654	96.54%
P-glycoprotein substrate	-	0.8513	85.13%
CYP3A4 substrate	-	0.6691	66.91%
CYP2C9 substrate	-	0.7795	77.95%
CYP2D6 substrate	-	0.8284	82.84%
CYP3A4 inhibition	-	0.7138	71.38%
CYP2C9 inhibition	+	0.5149	51.49%
CYP2C19 inhibition	+	0.5827	58.27%
CYP2D6 inhibition	-	0.6571	65.71%
CYP1A2 inhibition	+	0.6975	69.75%
CYP2C8 inhibition	-	0.6967	69.67%
CYP inhibitory promiscuity	-	0.5071	50.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6514	65.14%
Carcinogenicity (trinary)	Non-required	0.7195	71.95%
Eye corrosion	-	0.8336	83.36%
Eye irritation	+	0.8835	88.35%
Skin irritation	+	0.6479	64.79%
Skin corrosion	-	0.6698	66.98%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5789	57.89%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.8704	87.04%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6009	60.09%
Acute Oral Toxicity (c)	III	0.6830	68.30%
Estrogen receptor binding	+	0.5398	53.98%
Androgen receptor binding	-	0.6850	68.50%
Thyroid receptor binding	-	0.7348	73.48%
Glucocorticoid receptor binding	+	0.6540	65.40%
Aromatase binding	+	0.5687	56.87%
PPAR gamma	-	0.6787	67.87%
Honey bee toxicity	-	0.9684	96.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	97.07%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.23%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.79%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.75%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.50%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.11%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	84.61%	91.49%
CHEMBL2581	P07339	Cathepsin D	84.28%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.48%	96.09%
CHEMBL2535	P11166	Glucose transporter	80.61%	98.75%

Plants that contains it

• Artemisia monosperma

Cross-Links

• PubChem: 14730829
• LOTUS: LTS0189027
• wikiData: Q105372405