3-formyl-4-(2-methoxy-2-oxoethyl)-2-methyl-3,4-dihydro-2H-pyran-5-carboxylic acid

Details

• Internal ID: 770a336f-93d1-48ae-a273-3521c8fdf7d7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 3-formyl-4-(2-methoxy-2-oxoethyl)-2-methyl-3,4-dihydro-2H-pyran-5-carboxylic acid
• SMILES (Canonical): CC1C(C(C(=CO1)C(=O)O)CC(=O)OC)C=O
• SMILES (Isomeric): CC1C(C(C(=CO1)C(=O)O)CC(=O)OC)C=O
• InChI: InChI=1S/C11H14O6/c1-6-8(4-12)7(3-10(13)16-2)9(5-17-6)11(14)15/h4-8H,3H2,1-2H3,(H,14,15)
• InChI Key: JFWVMXPACNWBCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.22 g/mol
• Exact Mass: 242.07903816 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.37
• 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	+	0.8584	85.84%
Caco-2	-	0.6625	66.25%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8141	81.41%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.7270	72.70%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9249	92.49%
P-glycoprotein inhibitior	-	0.9597	95.97%
P-glycoprotein substrate	-	0.8644	86.44%
CYP3A4 substrate	-	0.5766	57.66%
CYP2C9 substrate	+	0.8047	80.47%
CYP2D6 substrate	-	0.8948	89.48%
CYP3A4 inhibition	-	0.8717	87.17%
CYP2C9 inhibition	-	0.8605	86.05%
CYP2C19 inhibition	-	0.7710	77.10%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9096	90.96%
CYP2C8 inhibition	-	0.7621	76.21%
CYP inhibitory promiscuity	-	0.7324	73.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7756	77.56%
Carcinogenicity (trinary)	Non-required	0.7240	72.40%
Eye corrosion	-	0.9490	94.90%
Eye irritation	-	0.5363	53.63%
Skin irritation	-	0.6485	64.85%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7728	77.28%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.7487	74.87%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5617	56.17%
Acute Oral Toxicity (c)	III	0.5190	51.90%
Estrogen receptor binding	-	0.6912	69.12%
Androgen receptor binding	-	0.6312	63.12%
Thyroid receptor binding	-	0.7450	74.50%
Glucocorticoid receptor binding	-	0.6179	61.79%
Aromatase binding	-	0.8394	83.94%
PPAR gamma	-	0.8142	81.42%
Honey bee toxicity	-	0.9101	91.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7635	76.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.06%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.69%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.18%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	83.94%	94.73%

Plants that contains it

• Swertia japonica

Cross-Links

• PubChem: 5319775
• NPASS: NPC226807