3-[(5E)-5-methyl-4-oxo-2-hydroxy-5-octenyl]glutarimide

Details

• Internal ID: 5b34ba46-a27a-4d02-905a-d551901c0ffd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > b-hydroxy-alpha,beta-unsaturated ketones
• IUPAC Name: 3-[(E)-2-hydroxy-5-methyl-4-oxooct-5-enyl]piperidine-2,6-dione
• SMILES (Canonical): CCC=C(C)C(=O)CC(CC1CCC(=O)NC1=O)O
• SMILES (Isomeric): CC/C=C(\C)/C(=O)CC(CC1CCC(=O)NC1=O)O
• InChI: InChI=1S/C14H21NO4/c1-3-4-9(2)12(17)8-11(16)7-10-5-6-13(18)15-14(10)19/h4,10-11,16H,3,5-8H2,1-2H3,(H,15,18,19)/b9-4+
• InChI Key: ZMMFJEPVGYCTIN-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: 0.40
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.5566	55.66%
Blood Brain Barrier	+	0.5830	58.30%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8313	83.13%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7322	73.22%
BSEP inhibitior	-	0.5202	52.02%
P-glycoprotein inhibitior	-	0.9371	93.71%
P-glycoprotein substrate	-	0.7276	72.76%
CYP3A4 substrate	+	0.5170	51.70%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.8380	83.80%
CYP2C9 inhibition	-	0.8985	89.85%
CYP2C19 inhibition	-	0.8528	85.28%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	-	0.8741	87.41%
CYP2C8 inhibition	-	0.8413	84.13%
CYP inhibitory promiscuity	-	0.9355	93.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9325	93.25%
Carcinogenicity (trinary)	Non-required	0.6542	65.42%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9616	96.16%
Skin irritation	-	0.6985	69.85%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6705	67.05%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8912	89.12%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7738	77.38%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	-	0.5079	50.79%
Androgen receptor binding	-	0.6117	61.17%
Thyroid receptor binding	-	0.6413	64.13%
Glucocorticoid receptor binding	-	0.5347	53.47%
Aromatase binding	-	0.7004	70.04%
PPAR gamma	+	0.6783	67.83%
Honey bee toxicity	-	0.8984	89.84%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.3822	38.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.07%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.04%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.18%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.11%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.25%	89.00%

Plants that contains it

• Rhinacanthus nasutus

Cross-Links

• PubChem: 139585628
• LOTUS: LTS0243560
• wikiData: Q105225133