Ethyl 3-hydroxyoctanoate O-[glucosyl-(1->6)-glucoside]

Details

• Internal ID: fe1513a5-bc9f-4424-a84b-f6c5afe1d9a2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: ethyl 3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoctanoate
• SMILES (Canonical): CCCCCC(CC(=O)OCC)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCC(CC(=O)OCC)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O
• InChI: InChI=1S/C22H40O13/c1-3-5-6-7-11(8-14(24)31-4-2)33-22-20(30)18(28)16(26)13(35-22)10-32-21-19(29)17(27)15(25)12(9-23)34-21/h11-13,15-23,25-30H,3-10H2,1-2H3
• InChI Key: QAIPLYVRKVVKMO-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₄₀O₁₃
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.24689133 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.47
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

• CHEBI:168026
• ethyl 3-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoctanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7439	74.39%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8453	84.53%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.8919	89.19%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6920	69.20%
P-glycoprotein inhibitior	-	0.6442	64.42%
P-glycoprotein substrate	-	0.8400	84.00%
CYP3A4 substrate	+	0.6318	63.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	-	0.8856	88.56%
CYP2C19 inhibition	-	0.8302	83.02%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	-	0.7536	75.36%
CYP inhibitory promiscuity	-	0.9248	92.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7411	74.11%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8948	89.48%
Skin irritation	-	0.8331	83.31%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4188	41.88%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7323	73.23%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.7051	70.51%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	+	0.5682	56.82%
Androgen receptor binding	-	0.6158	61.58%
Thyroid receptor binding	-	0.6686	66.86%
Glucocorticoid receptor binding	-	0.6205	62.05%
Aromatase binding	+	0.6079	60.79%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8745	87.45%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5512	55.12%
Fish aquatic toxicity	+	0.8742	87.42%

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	95.29%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	94.99%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.90%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.78%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	92.31%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.70%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.13%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.78%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.21%	97.29%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.93%	96.61%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.47%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.53%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.81%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.62%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.22%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.86%	82.50%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.05%	92.32%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.24%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.50%	94.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.36%	92.86%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.94%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.21%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.73%	96.90%

Plants that contains it

• Physalis peruviana

Cross-Links

• PubChem: 73981596
• LOTUS: LTS0030243
• wikiData: Q105217432