4-Hydroxy-4-[[5-(3-hydroxy-2-methylpropyl)-5-methyl-4-oxofuran-2-yl]methyl]piperidine-2,6-dione

Details

• Internal ID: eec7cfbf-e03a-4966-ba45-b0cd38d0c19e
• Taxonomy: Organoheterocyclic compounds > Piperidines > Piperidinones > Piperidinediones
• IUPAC Name: 4-hydroxy-4-[[5-(3-hydroxy-2-methylpropyl)-5-methyl-4-oxofuran-2-yl]methyl]piperidine-2,6-dione
• SMILES (Canonical): CC(CC1(C(=O)C=C(O1)CC2(CC(=O)NC(=O)C2)O)C)CO
• SMILES (Isomeric): CC(CC1(C(=O)C=C(O1)CC2(CC(=O)NC(=O)C2)O)C)CO
• InChI: InChI=1S/C15H21NO6/c1-9(8-17)4-14(2)11(18)3-10(22-14)5-15(21)6-12(19)16-13(20)7-15/h3,9,17,21H,4-8H2,1-2H3,(H,16,19,20)
• InChI Key: KCVWUANWRXFBMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₆
• Molecular Weight: 311.33 g/mol
• Exact Mass: 311.13688739 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8281	82.81%
Caco-2	-	0.7543	75.43%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6576	65.76%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6880	68.80%
P-glycoprotein inhibitior	-	0.9187	91.87%
P-glycoprotein substrate	-	0.7941	79.41%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8964	89.64%
CYP3A4 inhibition	-	0.9794	97.94%
CYP2C9 inhibition	-	0.9117	91.17%
CYP2C19 inhibition	-	0.9379	93.79%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.9366	93.66%
CYP2C8 inhibition	-	0.9255	92.55%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5747	57.47%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9654	96.54%
Skin irritation	-	0.7529	75.29%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.6505	65.05%
Human Ether-a-go-go-Related Gene inhibition	-	0.7424	74.24%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5872	58.72%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7587	75.87%
Acute Oral Toxicity (c)	III	0.5241	52.41%
Estrogen receptor binding	-	0.7058	70.58%
Androgen receptor binding	+	0.5687	56.87%
Thyroid receptor binding	+	0.5481	54.81%
Glucocorticoid receptor binding	+	0.5951	59.51%
Aromatase binding	-	0.4910	49.10%
PPAR gamma	-	0.4872	48.72%
Honey bee toxicity	-	0.9439	94.39%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.7823	78.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.83%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.40%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	89.00%	94.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.85%	88.56%
CHEMBL4208	P20618	Proteasome component C5	84.92%	90.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.38%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.19%	89.34%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.18%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163046920
• LOTUS: LTS0050971
• wikiData: Q104170164