4-[(2R,3R)-2-hydroxy-3-[(2S,3S)-2-hydroxy-3-methyl-4-methylideneoxolan-2-yl]-3-methoxypropyl]piperidine-2,6-dione

Details

• Internal ID: 6c2ed4d0-059a-4398-84fa-8b9687c41982
• Taxonomy: Organoheterocyclic compounds > Piperidines > Piperidinones > Piperidinediones
• IUPAC Name: 4-[(2R,3R)-2-hydroxy-3-[(2S,3S)-2-hydroxy-3-methyl-4-methylideneoxolan-2-yl]-3-methoxypropyl]piperidine-2,6-dione
• InChI: InChI=1S/C15H23NO6/c1-8-7-22-15(20,9(8)2)14(21-3)11(17)4-10-5-12(18)16-13(19)6-10/h9-11,14,17,20H,1,4-7H2,2-3H3,(H,16,18,19)/t9-,11+,14+,15-/m0/s1
• InChI Key: VKQRRWLLTOYXGE-PVRXDPTQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₆
• Molecular Weight: 313.35 g/mol
• Exact Mass: 313.15253745 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.28
• 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	+	0.6187	61.87%
Caco-2	-	0.6898	68.98%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5617	56.17%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8129	81.29%
P-glycoprotein inhibitior	-	0.8165	81.65%
P-glycoprotein substrate	-	0.5675	56.75%
CYP3A4 substrate	+	0.5798	57.98%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.9304	93.04%
CYP2C9 inhibition	-	0.8738	87.38%
CYP2C19 inhibition	-	0.9037	90.37%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	-	0.8771	87.71%
CYP inhibitory promiscuity	-	0.9191	91.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9628	96.28%
Carcinogenicity (trinary)	Non-required	0.6347	63.47%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9841	98.41%
Skin irritation	-	0.7493	74.93%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5688	56.88%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6085	60.85%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5533	55.33%
Acute Oral Toxicity (c)	III	0.5169	51.69%
Estrogen receptor binding	+	0.6538	65.38%
Androgen receptor binding	+	0.6032	60.32%
Thyroid receptor binding	+	0.7895	78.95%
Glucocorticoid receptor binding	+	0.7316	73.16%
Aromatase binding	-	0.5128	51.28%
PPAR gamma	+	0.6563	65.63%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.4288	42.88%

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	96.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.20%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.83%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.63%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.93%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.27%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.21%	92.88%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.40%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.28%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	82.68%	98.03%
CHEMBL255	P29275	Adenosine A2b receptor	82.04%	98.59%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.74%	89.34%

Plants that contains it

• Sesbania drummondii

Cross-Links

• PubChem: 163195432
• LOTUS: LTS0214335
• wikiData: Q105288018