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

Details

• Internal ID: f490958e-22ea-46e3-beee-e6873ce1c483
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines
• IUPAC Name: 3-hydroxy-4-methoxy-3-(2-oxopropyl)pyridine-2,6-dione
• SMILES (Canonical): CC(=O)CC1(C(=CC(=O)NC1=O)OC)O
• SMILES (Isomeric): CC(=O)CC1(C(=CC(=O)NC1=O)OC)O
• InChI: InChI=1S/C9H11NO5/c1-5(11)4-9(14)6(15-2)3-7(12)10-8(9)13/h3,14H,4H2,1-2H3,(H,10,12,13)
• InChI Key: RTOWSIGTGIANGZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.19 g/mol
• Exact Mass: 213.06372245 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7982	79.82%
Caco-2	-	0.6253	62.53%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6999	69.99%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8923	89.23%
P-glycoprotein inhibitior	-	0.9699	96.99%
P-glycoprotein substrate	-	0.9102	91.02%
CYP3A4 substrate	-	0.5276	52.76%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.9666	96.66%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.9353	93.53%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.9166	91.66%
CYP2C8 inhibition	-	0.9477	94.77%
CYP inhibitory promiscuity	-	0.9740	97.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6092	60.92%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.6501	65.01%
Skin irritation	-	0.7788	77.88%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8083	80.83%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6172	61.72%
skin sensitisation	-	0.8536	85.36%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6426	64.26%
Acute Oral Toxicity (c)	III	0.5665	56.65%
Estrogen receptor binding	-	0.7996	79.96%
Androgen receptor binding	-	0.5166	51.66%
Thyroid receptor binding	-	0.7063	70.63%
Glucocorticoid receptor binding	-	0.8089	80.89%
Aromatase binding	-	0.8431	84.31%
PPAR gamma	-	0.6166	61.66%
Honey bee toxicity	-	0.9223	92.23%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.8695	86.95%

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	99.10%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.77%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.42%	83.82%
CHEMBL4208	P20618	Proteasome component C5	86.16%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.33%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	81.23%	98.59%

Plants that contains it

• Speranskia tuberculata

Cross-Links

• PubChem: 85185957
• LOTUS: LTS0263607
• wikiData: Q105245311