4-[(2R)-2-[(1R,3R,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	75dd4251-6fde-4a75-a2cd-89e1b944fb78
Taxonomy	Organoheterocyclic compounds > Piperidines > Piperidinones > Piperidinediones
IUPAC Name	4-[(2R)-2-[(1R,3R,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione
SMILES (Canonical)	CC1CC(C(=O)C(C1)C(CC2CC(=O)NC(=O)C2)O)C
SMILES (Isomeric)	C[C@H]1C[C@H](C(=O)[C@H](C1)[C@@H](CC2CC(=O)NC(=O)C2)O)C
InChI	InChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9+,11+,12+/m0/s1
InChI Key	YPHMISFOHDHNIV-LUTQBAROSA-N
Popularity	5 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₂₃NO₄
Molecular Weight	281.35 g/mol
Exact Mass	281.16270821 g/mol
Topological Polar Surface Area (TPSA)	83.50 Å²
XlogP	0.50
Atomic LogP (AlogP)	1.04
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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SMR000386911

4-[(2R)-2-[(1R,3R,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl]piperidine-2,6-dione

4-((R)-2-((1R,3R,5S)-3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)piperidine-2,6-dione

CAS-66-81-9

CHEMBL1358722

DTXSID8058453

BDBM63645

cid_6604199

CHEBI:182607

HMS2271P07

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9371	93.71%
Caco-2	-	0.5983	59.83%
Blood Brain Barrier	+	0.5080	50.80%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7938	79.38%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9604	96.04%
P-glycoprotein inhibitior	-	0.8887	88.87%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	-	0.5079	50.79%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.9133	91.33%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9529	95.29%
CYP2C8 inhibition	-	0.9353	93.53%
CYP inhibitory promiscuity	-	0.9635	96.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8313	83.13%
Carcinogenicity (trinary)	Non-required	0.6136	61.36%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9294	92.94%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5383	53.83%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.9370	93.70%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4619	46.19%
Acute Oral Toxicity (c)	I	0.8338	83.38%
Estrogen receptor binding	+	0.8905	89.05%
Androgen receptor binding	+	0.8697	86.97%
Thyroid receptor binding	+	0.8461	84.61%
Glucocorticoid receptor binding	-	0.4932	49.32%
Aromatase binding	-	0.7712	77.12%
PPAR gamma	+	0.8611	86.11%
Honey bee toxicity	-	0.7492	74.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5122	51.22%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	4466.8 nM	Potency	via CMAUP
CHEMBL4096	P04637	Cellular tumor antigen p53	251.2 nM	Potency	via Super-PRED
CHEMBL2052028	P60842	Eukaryotic initiation factor 4A-I	87 nM	IC50	via Super-PRED
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	< 195 nM	AC50	via CMAUP
CHEMBL5514	P42858	Huntingtin	354.8 nM 354.8 nM	Potency Potency	via Super-PRED via CMAUP
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	63.1 nM 63.1 nM 63.1 nM	Potency Potency Potency	via Super-PRED via CMAUP via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	39.8 nM	Potency	via Super-PRED
CHEMBL1293277	O15118	Niemann-Pick C1 protein	316.2 nM 446.7 nM 316.2 nM	Potency Potency Potency	via CMAUP via Super-PRED via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	1000 nM	Potency	via CMAUP
CHEMBL1293294	P51151	Ras-related protein Rab-9A	316.2 nM 316.2 nM 316.2 nM	Potency Potency Potency	via Super-PRED via Super-PRED via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	891.3 nM 891.3 nM 446.7 nM	Potency Potency Potency	via Super-PRED via CMAUP via Super-PRED
CHEMBL1741176	P17861	X-box-binding protein 1	< 210 nM	IC50	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.34%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.78%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.52%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	86.65%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.11%	96.61%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.30%	89.34%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.53%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.37%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.47%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.12%	85.11%
CHEMBL3045	P05771	Protein kinase C beta	80.99%	97.63%
CHEMBL255	P29275	Adenosine A2b receptor	80.32%	98.59%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aglaia spectabilis

Clibadium pentaneuron

Coespeletia thyrsiformis f. marcanoi

Dendrobium rotundatum

Malva verticillata

Nolina erumpens

Petasites paradoxus

Philotheca fitzgeraldii