3-(5-Methoxycarbonyl-2-oxopyran-3-yl)butanoic acid

Details

• Internal ID: 0f9e4f96-ca70-4336-96fc-084394229ae5
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 3-(5-methoxycarbonyl-2-oxopyran-3-yl)butanoic acid
• SMILES (Canonical): CC(CC(=O)O)C1=CC(=COC1=O)C(=O)OC
• SMILES (Isomeric): CC(CC(=O)O)C1=CC(=COC1=O)C(=O)OC
• InChI: InChI=1S/C11H12O6/c1-6(3-9(12)13)8-4-7(10(14)16-2)5-17-11(8)15/h4-6H,3H2,1-2H3,(H,12,13)
• InChI Key: GEWJFDSWHDYAPS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₆
• Molecular Weight: 240.21 g/mol
• Exact Mass: 240.06338810 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9331	93.31%
Caco-2	+	0.6192	61.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7819	78.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8362	83.62%
P-glycoprotein inhibitior	-	0.9732	97.32%
P-glycoprotein substrate	-	0.9090	90.90%
CYP3A4 substrate	-	0.5725	57.25%
CYP2C9 substrate	+	0.8119	81.19%
CYP2D6 substrate	-	0.8991	89.91%
CYP3A4 inhibition	-	0.9722	97.22%
CYP2C9 inhibition	-	0.9553	95.53%
CYP2C19 inhibition	-	0.9074	90.74%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.8477	84.77%
CYP2C8 inhibition	-	0.8632	86.32%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8139	81.39%
Carcinogenicity (trinary)	Non-required	0.7420	74.20%
Eye corrosion	-	0.9042	90.42%
Eye irritation	-	0.7978	79.78%
Skin irritation	-	0.7251	72.51%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6260	62.60%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	+	0.5619	56.19%
skin sensitisation	-	0.8426	84.26%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6380	63.80%
Acute Oral Toxicity (c)	III	0.5987	59.87%
Estrogen receptor binding	-	0.8932	89.32%
Androgen receptor binding	-	0.7840	78.40%
Thyroid receptor binding	-	0.8655	86.55%
Glucocorticoid receptor binding	-	0.8430	84.30%
Aromatase binding	-	0.7600	76.00%
PPAR gamma	-	0.8165	81.65%
Honey bee toxicity	-	0.9128	91.28%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8418	84.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.54%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.45%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.51%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.16%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	89.70%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	89.10%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.75%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.25%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.02%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.70%	90.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.97%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	82.70%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.03%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.85%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.29%	96.09%

Plants that contains it

• Verbena officinalis

Cross-Links

• PubChem: 101875571
• NPASS: NPC223149