5-ethyl-2-[(10S)-10-hydroxyundecyl]-6-methoxy-3-methylpyran-4-one

Details

• Internal ID: e19b3677-d2b8-4378-88e3-da202eb08190
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 5-ethyl-2-[(10S)-10-hydroxyundecyl]-6-methoxy-3-methylpyran-4-one
• SMILES (Canonical): CCC1=C(OC(=C(C1=O)C)CCCCCCCCCC(C)O)OC
• SMILES (Isomeric): CCC1=C(OC(=C(C1=O)C)CCCCCCCCC[C@H](C)O)OC
• InChI: InChI=1S/C20H34O4/c1-5-17-19(22)16(3)18(24-20(17)23-4)14-12-10-8-6-7-9-11-13-15(2)21/h15,21H,5-14H2,1-4H3/t15-/m0/s1
• InChI Key: SGIFMADMFIWPSQ-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 4
• 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	+	0.9722	97.22%
Caco-2	+	0.6559	65.59%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8139	81.39%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.8784	87.84%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6857	68.57%
P-glycoprotein inhibitior	-	0.5890	58.90%
P-glycoprotein substrate	-	0.7202	72.02%
CYP3A4 substrate	+	0.5587	55.87%
CYP2C9 substrate	-	0.6228	62.28%
CYP2D6 substrate	-	0.7791	77.91%
CYP3A4 inhibition	-	0.6893	68.93%
CYP2C9 inhibition	-	0.8368	83.68%
CYP2C19 inhibition	-	0.5921	59.21%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.7074	70.74%
CYP2C8 inhibition	-	0.8698	86.98%
CYP inhibitory promiscuity	-	0.8746	87.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8615	86.15%
Carcinogenicity (trinary)	Non-required	0.7596	75.96%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.7228	72.28%
Skin irritation	-	0.7440	74.40%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7036	70.36%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5066	50.66%
skin sensitisation	-	0.8287	82.87%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7417	74.17%
Acute Oral Toxicity (c)	III	0.4820	48.20%
Estrogen receptor binding	-	0.5904	59.04%
Androgen receptor binding	+	0.6571	65.71%
Thyroid receptor binding	+	0.5909	59.09%
Glucocorticoid receptor binding	-	0.6017	60.17%
Aromatase binding	-	0.6185	61.85%
PPAR gamma	+	0.6775	67.75%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6538	65.38%
Fish aquatic toxicity	+	0.9646	96.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.90%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.49%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.38%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.00%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.31%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.38%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.19%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.13%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.56%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.23%	96.47%

Plants that contains it

• Podolepis hieracioides

Cross-Links

• PubChem: 163088129
• LOTUS: LTS0169194
• wikiData: Q105252338