1-[5-Acetyl-2-hydroxy-3-(3-methyl-2-butenyl)phenyl]-3-methyl-1-butanone

Details

• Internal ID: 0a528310-b010-4c0e-bbbc-887ce690d47f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[5-acetyl-2-hydroxy-3-(3-methylbut-2-enyl)phenyl]-3-methylbutan-1-one
• InChI: InChI=1S/C18H24O3/c1-11(2)6-7-14-9-15(13(5)19)10-16(18(14)21)17(20)8-12(3)4/h6,9-10,12,21H,7-8H2,1-5H3
• InChI Key: IIPPDPOVKMGPAU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• DB-363176
• 1-[5-ACETYL-2-HYDROXY-3-(3-METHYL-2-BUTENYL)PHENYL]-3-METHYL-1-BUTANONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7568	75.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8616	86.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8413	84.13%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5339	53.39%
P-glycoprotein inhibitior	-	0.8782	87.82%
P-glycoprotein substrate	-	0.7945	79.45%
CYP3A4 substrate	-	0.6062	60.62%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8268	82.68%
CYP3A4 inhibition	-	0.6182	61.82%
CYP2C9 inhibition	+	0.5367	53.67%
CYP2C19 inhibition	+	0.6675	66.75%
CYP2D6 inhibition	-	0.7321	73.21%
CYP1A2 inhibition	+	0.7778	77.78%
CYP2C8 inhibition	-	0.8800	88.00%
CYP inhibitory promiscuity	-	0.5152	51.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7585	75.85%
Carcinogenicity (trinary)	Non-required	0.6515	65.15%
Eye corrosion	-	0.9514	95.14%
Eye irritation	+	0.7486	74.86%
Skin irritation	-	0.6251	62.51%
Skin corrosion	-	0.8250	82.50%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5073	50.73%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.7211	72.11%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6048	60.48%
Acute Oral Toxicity (c)	II	0.4739	47.39%
Estrogen receptor binding	+	0.6122	61.22%
Androgen receptor binding	-	0.6480	64.80%
Thyroid receptor binding	-	0.5766	57.66%
Glucocorticoid receptor binding	+	0.7102	71.02%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.7226	72.26%
Honey bee toxicity	-	0.8922	89.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	96.79%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.61%	89.34%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.00%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	88.36%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.42%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.80%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.80%	96.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.77%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.87%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.64%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.28%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.87%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.49%	91.19%
CHEMBL2535	P11166	Glucose transporter	81.31%	98.75%

Plants that contains it

• Gerbera piloselloides

Cross-Links

• PubChem: 5320591
• NPASS: NPC1949
• LOTUS: LTS0082938
• wikiData: Q105113685