4-Hydroxy-6-(2,4,6-trioxotridecyl)-2-pyrone

Details

• Internal ID: f647039a-f4ed-4fc3-9f3e-2f581b939387
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 1-(4-hydroxy-6-oxopyran-2-yl)tridecane-2,4,6-trione
• SMILES (Canonical): CCCCCCCC(=O)CC(=O)CC(=O)CC1=CC(=CC(=O)O1)O
• SMILES (Isomeric): CCCCCCCC(=O)CC(=O)CC(=O)CC1=CC(=CC(=O)O1)O
• InChI: InChI=1S/C18H24O6/c1-2-3-4-5-6-7-13(19)8-14(20)9-15(21)10-17-11-16(22)12-18(23)24-17/h11-12,22H,2-10H2,1H3
• InChI Key: IKWJKXLYAXLVCL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.15728848 g/mol
• Topological Polar Surface Area (TPSA): 97.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9451	94.51%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6973	69.73%
OATP2B1 inhibitior	-	0.5725	57.25%
OATP1B1 inhibitior	+	0.8489	84.89%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5624	56.24%
P-glycoprotein inhibitior	-	0.7233	72.33%
P-glycoprotein substrate	-	0.7445	74.45%
CYP3A4 substrate	-	0.5290	52.90%
CYP2C9 substrate	+	0.8398	83.98%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	+	0.5993	59.93%
CYP2C9 inhibition	-	0.8237	82.37%
CYP2C19 inhibition	-	0.5361	53.61%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	-	0.7473	74.73%
CYP2C8 inhibition	-	0.6432	64.32%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8615	86.15%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9491	94.91%
Eye irritation	-	0.5544	55.44%
Skin irritation	-	0.5257	52.57%
Skin corrosion	-	0.8053	80.53%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4226	42.26%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5942	59.42%
skin sensitisation	-	0.9270	92.70%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5130	51.30%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5997	59.97%
Acute Oral Toxicity (c)	III	0.7231	72.31%
Estrogen receptor binding	+	0.6468	64.68%
Androgen receptor binding	+	0.5366	53.66%
Thyroid receptor binding	-	0.5140	51.40%
Glucocorticoid receptor binding	+	0.6618	66.18%
Aromatase binding	-	0.5206	52.06%
PPAR gamma	+	0.8578	85.78%
Honey bee toxicity	-	0.9825	98.25%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7538	75.38%
Fish aquatic toxicity	+	0.9718	97.18%

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	98.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.58%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.39%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.99%	92.08%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.76%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.54%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.17%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.34%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.93%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	80.02%	89.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85823770
• LOTUS: LTS0049811
• wikiData: Q105114981