1-[5-Acetyl-2-hydroxy-3-(3-methylbutanoyl)phenyl]-3-methylbutan-1-one

Details

• Internal ID: ca503797-adfc-4a00-83d8-e09fc4765d27
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[5-acetyl-2-hydroxy-3-(3-methylbutanoyl)phenyl]-3-methylbutan-1-one
• InChI: InChI=1S/C18H24O4/c1-10(2)6-16(20)14-8-13(12(5)19)9-15(18(14)22)17(21)7-11(3)4/h8-11,22H,6-7H2,1-5H3
• InChI Key: SARRMZZABPRFAY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.7306	73.06%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9219	92.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8429	84.29%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6520	65.20%
P-glycoprotein inhibitior	-	0.8304	83.04%
P-glycoprotein substrate	-	0.8438	84.38%
CYP3A4 substrate	-	0.7019	70.19%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.6720	67.20%
CYP2C9 inhibition	-	0.7750	77.50%
CYP2C19 inhibition	-	0.6140	61.40%
CYP2D6 inhibition	-	0.6458	64.58%
CYP1A2 inhibition	+	0.7024	70.24%
CYP2C8 inhibition	-	0.9647	96.47%
CYP inhibitory promiscuity	-	0.8647	86.47%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6333	63.33%
Carcinogenicity (trinary)	Non-required	0.7121	71.21%
Eye corrosion	-	0.8371	83.71%
Eye irritation	+	0.8052	80.52%
Skin irritation	-	0.7194	71.94%
Skin corrosion	-	0.7980	79.80%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6943	69.43%
Micronuclear	-	0.7125	71.25%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.5238	52.38%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6157	61.57%
Acute Oral Toxicity (c)	III	0.4740	47.40%
Estrogen receptor binding	+	0.5878	58.78%
Androgen receptor binding	-	0.6714	67.14%
Thyroid receptor binding	-	0.6826	68.26%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5602	56.02%
PPAR gamma	+	0.5179	51.79%
Honey bee toxicity	-	0.9437	94.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9708	97.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.86%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.43%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.07%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.65%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.30%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.65%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.67%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.36%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.44%	98.75%

Plants that contains it

• Ophryosporus peruvianus

Cross-Links

• PubChem: 86110970
• LOTUS: LTS0038373
• wikiData: Q105249069