4-[(E)-2-hydroxy-5-methyl-4-oxooct-5-enyl]piperidine-2,6-dione

Details

• Internal ID: dc82f775-1e6d-4d2c-88e2-9efc48f63ded
• Taxonomy: Organoheterocyclic compounds > Piperidines > Piperidinones > Piperidinediones
• IUPAC Name: 4-[(E)-2-hydroxy-5-methyl-4-oxooct-5-enyl]piperidine-2,6-dione
• SMILES (Canonical): CCC=C(C)C(=O)CC(CC1CC(=O)NC(=O)C1)O
• SMILES (Isomeric): CC/C=C(\C)/C(=O)CC(CC1CC(=O)NC(=O)C1)O
• InChI: InChI=1S/C14H21NO4/c1-3-4-9(2)12(17)8-11(16)5-10-6-13(18)15-14(19)7-10/h4,10-11,16H,3,5-8H2,1-2H3,(H,15,18,19)/b9-4+
• InChI Key: BAEGAMYPGYGYRE-RUDMXATFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₁NO₄
• Molecular Weight: 267.32 g/mol
• Exact Mass: 267.14705815 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• SCHEMBL17867086

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.6199	61.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7234	72.34%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8833	88.33%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8639	86.39%
P-glycoprotein inhibitior	-	0.8954	89.54%
P-glycoprotein substrate	-	0.7271	72.71%
CYP3A4 substrate	-	0.5412	54.12%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.8361	83.61%
CYP2C9 inhibition	-	0.8487	84.87%
CYP2C19 inhibition	-	0.8362	83.62%
CYP2D6 inhibition	-	0.8961	89.61%
CYP1A2 inhibition	-	0.9098	90.98%
CYP2C8 inhibition	-	0.9163	91.63%
CYP inhibitory promiscuity	-	0.9424	94.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8438	84.38%
Carcinogenicity (trinary)	Non-required	0.6172	61.72%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.5455	54.55%
Skin irritation	-	0.7015	70.15%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6772	67.72%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6890	68.90%
skin sensitisation	-	0.8904	89.04%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7607	76.07%
Acute Oral Toxicity (c)	III	0.5705	57.05%
Estrogen receptor binding	+	0.5314	53.14%
Androgen receptor binding	-	0.6068	60.68%
Thyroid receptor binding	-	0.6480	64.80%
Glucocorticoid receptor binding	-	0.6179	61.79%
Aromatase binding	-	0.8196	81.96%
PPAR gamma	+	0.6348	63.48%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.7009	70.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.84%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.97%	89.34%
CHEMBL255	P29275	Adenosine A2b receptor	87.09%	98.59%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.74%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.46%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.70%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.20%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44254608
• LOTUS: LTS0132348
• wikiData: Q105100402