4-hydroxy-3-methyl-6-[(2S,4R)-4-methyl-3-oxohexan-2-yl]pyran-2-one

Details

• Internal ID: d262b66e-d6fa-4c9d-9333-3617c4a30759
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-hydroxy-3-methyl-6-[(2S,4R)-4-methyl-3-oxohexan-2-yl]pyran-2-one
• SMILES (Canonical): CCC(C)C(=O)C(C)C1=CC(=C(C(=O)O1)C)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)[C@@H](C)C1=CC(=C(C(=O)O1)C)O
• InChI: InChI=1S/C13H18O4/c1-5-7(2)12(15)9(4)11-6-10(14)8(3)13(16)17-11/h6-7,9,14H,5H2,1-4H3/t7-,9+/m1/s1
• InChI Key: VVRGKRUUYORUTO-APPZFPTMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.28 g/mol
• Exact Mass: 238.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 4
• 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	+	0.9406	94.06%
Caco-2	+	0.8777	87.77%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7902	79.02%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8529	85.29%
P-glycoprotein inhibitior	-	0.8779	87.79%
P-glycoprotein substrate	-	0.8994	89.94%
CYP3A4 substrate	-	0.6557	65.57%
CYP2C9 substrate	+	0.8742	87.42%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.6586	65.86%
CYP2C19 inhibition	-	0.8187	81.87%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.7638	76.38%
CYP2C8 inhibition	-	0.9110	91.10%
CYP inhibitory promiscuity	-	0.9178	91.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.7004	70.04%
Eye corrosion	-	0.9387	93.87%
Eye irritation	-	0.8598	85.98%
Skin irritation	-	0.7089	70.89%
Skin corrosion	-	0.8911	89.11%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6510	65.10%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.6841	68.41%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8635	86.35%
Acute Oral Toxicity (c)	II	0.4534	45.34%
Estrogen receptor binding	-	0.5437	54.37%
Androgen receptor binding	+	0.6380	63.80%
Thyroid receptor binding	-	0.5498	54.98%
Glucocorticoid receptor binding	-	0.6313	63.13%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.5911	59.11%
Honey bee toxicity	-	0.9767	97.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9621	96.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.16%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.19%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.40%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.08%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.94%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.36%	96.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.24%	90.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.99%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163043376
• LOTUS: LTS0188343
• wikiData: Q105297815