6-(2-Butyl-4-hydroxy-5-oxooxolan-2-yl)-4-methoxypyran-2-one

Details

• Internal ID: 80cfb490-3892-4f14-9440-1b165e8c3c6b
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-(2-butyl-4-hydroxy-5-oxooxolan-2-yl)-4-methoxypyran-2-one
• SMILES (Canonical): CCCCC1(CC(C(=O)O1)O)C2=CC(=CC(=O)O2)OC
• SMILES (Isomeric): CCCCC1(CC(C(=O)O1)O)C2=CC(=CC(=O)O2)OC
• InChI: InChI=1S/C14H18O6/c1-3-4-5-14(8-10(15)13(17)20-14)11-6-9(18-2)7-12(16)19-11/h6-7,10,15H,3-5,8H2,1-2H3
• InChI Key: HKQVKOAOXNMGFT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₆
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9571	95.71%
Caco-2	+	0.5882	58.82%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8652	86.52%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.8263	82.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6467	64.67%
P-glycoprotein inhibitior	-	0.8662	86.62%
P-glycoprotein substrate	-	0.5978	59.78%
CYP3A4 substrate	+	0.5663	56.63%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	+	0.5185	51.85%
CYP2C9 inhibition	-	0.8455	84.55%
CYP2C19 inhibition	-	0.8061	80.61%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	-	0.6708	67.08%
CYP inhibitory promiscuity	-	0.8753	87.53%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.7419	74.19%
Skin irritation	-	0.7038	70.38%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6164	61.64%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5085	50.85%
skin sensitisation	-	0.8923	89.23%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5504	55.04%
Acute Oral Toxicity (c)	II	0.4073	40.73%
Estrogen receptor binding	+	0.6884	68.84%
Androgen receptor binding	+	0.8271	82.71%
Thyroid receptor binding	-	0.7489	74.89%
Glucocorticoid receptor binding	+	0.8321	83.21%
Aromatase binding	-	0.6326	63.26%
PPAR gamma	+	0.6584	65.84%
Honey bee toxicity	-	0.9248	92.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5668	56.68%
Fish aquatic toxicity	+	0.9563	95.63%

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	97.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.93%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.06%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.39%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.87%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.40%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.59%	92.62%
CHEMBL4208	P20618	Proteasome component C5	83.58%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.13%	96.77%
CHEMBL1871	P10275	Androgen Receptor	81.20%	96.43%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.75%	92.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76526339
• LOTUS: LTS0164237
• wikiData: Q104167953