2-[(2S)-2,6-dimethyl-4-oxo-3H-pyran-2-yl]acetic acid

Details

• Internal ID: c8c9c688-351c-48f2-b0fe-b08dc053167b
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 2-[(2S)-2,6-dimethyl-4-oxo-3H-pyran-2-yl]acetic acid
• SMILES (Canonical): CC1=CC(=O)CC(O1)(C)CC(=O)O
• SMILES (Isomeric): CC1=CC(=O)C[C@@](O1)(C)CC(=O)O
• InChI: InChI=1S/C9H12O4/c1-6-3-7(10)4-9(2,13-6)5-8(11)12/h3H,4-5H2,1-2H3,(H,11,12)/t9-/m0/s1
• InChI Key: MRGJYCLKAHJMHH-VIFPVBQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8893	88.93%
Caco-2	+	0.8947	89.47%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7381	73.81%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9295	92.95%
P-glycoprotein inhibitior	-	0.9841	98.41%
P-glycoprotein substrate	-	0.9644	96.44%
CYP3A4 substrate	-	0.5852	58.52%
CYP2C9 substrate	+	0.6247	62.47%
CYP2D6 substrate	-	0.9007	90.07%
CYP3A4 inhibition	-	0.7385	73.85%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.8764	87.64%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9485	94.85%
CYP2C8 inhibition	-	0.9581	95.81%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7975	79.75%
Carcinogenicity (trinary)	Non-required	0.5846	58.46%
Eye corrosion	-	0.9484	94.84%
Eye irritation	+	0.9075	90.75%
Skin irritation	+	0.4931	49.31%
Skin corrosion	-	0.7942	79.42%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8464	84.64%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	+	0.6231	62.31%
skin sensitisation	-	0.6194	61.94%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4615	46.15%
Acute Oral Toxicity (c)	III	0.5663	56.63%
Estrogen receptor binding	-	0.9528	95.28%
Androgen receptor binding	-	0.7956	79.56%
Thyroid receptor binding	-	0.8624	86.24%
Glucocorticoid receptor binding	-	0.7279	72.79%
Aromatase binding	-	0.9064	90.64%
PPAR gamma	-	0.8599	85.99%
Honey bee toxicity	-	0.9793	97.93%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.3756	37.56%

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	95.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.39%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.16%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.04%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.19%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.27%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.31%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.18%	94.45%

Plants that contains it

• Potentilla anserina

Cross-Links

• PubChem: 162992619
• LOTUS: LTS0258135
• wikiData: Q105170550