3-Hydroxy-4-methoxy-1-methyl-3-(2-oxopropyl)pyridine-2,6-dione

Details

• Internal ID: 11238008-c342-48ff-af1d-de464d8191db
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines
• IUPAC Name: 3-hydroxy-4-methoxy-1-methyl-3-(2-oxopropyl)pyridine-2,6-dione
• SMILES (Canonical): CC(=O)CC1(C(=CC(=O)N(C1=O)C)OC)O
• SMILES (Isomeric): CC(=O)CC1(C(=CC(=O)N(C1=O)C)OC)O
• InChI: InChI=1S/C10H13NO5/c1-6(12)5-10(15)7(16-3)4-8(13)11(2)9(10)14/h4,15H,5H2,1-3H3
• InChI Key: OUJZJCJPABVTHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₅
• Molecular Weight: 227.21 g/mol
• Exact Mass: 227.07937252 g/mol
• Topological Polar Surface Area (TPSA): 83.90 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7540	75.40%
Caco-2	+	0.6638	66.38%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5899	58.99%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8534	85.34%
P-glycoprotein inhibitior	-	0.9657	96.57%
P-glycoprotein substrate	-	0.8782	87.82%
CYP3A4 substrate	+	0.5383	53.83%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.9202	92.02%
CYP2C9 inhibition	-	0.9133	91.33%
CYP2C19 inhibition	-	0.8729	87.29%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.8855	88.55%
CYP2C8 inhibition	-	0.9761	97.61%
CYP inhibitory promiscuity	-	0.9565	95.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5536	55.36%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.6970	69.70%
Skin irritation	-	0.7707	77.07%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7999	79.99%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5876	58.76%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5262	52.62%
Acute Oral Toxicity (c)	III	0.5771	57.71%
Estrogen receptor binding	-	0.5400	54.00%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6369	63.69%
Glucocorticoid receptor binding	-	0.6834	68.34%
Aromatase binding	-	0.7001	70.01%
PPAR gamma	-	0.7046	70.46%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.8625	86.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.12%	83.82%
CHEMBL4208	P20618	Proteasome component C5	92.42%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.77%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.67%	94.00%

Plants that contains it

• Speranskia tuberculata

Cross-Links

• PubChem: 85255941
• LOTUS: LTS0268795
• wikiData: Q105200210