[(2S,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(3-methylbutanoyloxymethyl)oxan-4-yl] octadecanoate

Details

• Internal ID: 0228c829-72ea-4965-b84b-e2f9c558d3bf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Amino sugars > Acylaminosugars
• IUPAC Name: [(2S,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(3-methylbutanoyloxymethyl)oxan-4-yl] octadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)OC1C(C(OC(C1O)COC(=O)CC(C)C)O)NC(=O)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@H](O[C@@H]([C@H]1O)COC(=O)CC(C)C)O)NC(=O)C
• InChI: InChI=1S/C31H57NO8/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(34)40-30-28(32-24(4)33)31(37)39-25(29(30)36)22-38-27(35)21-23(2)3/h23,25,28-31,36-37H,5-22H2,1-4H3,(H,32,33)/t25-,28-,29-,30-,31+/m1/s1
• InChI Key: MQDKWTJFIHWFGF-FCLMYRLYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₇NO₈
• Molecular Weight: 571.80 g/mol
• Exact Mass: 571.40841778 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 5.33
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8311	83.11%
Caco-2	-	0.8279	82.79%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8122	81.22%
OATP2B1 inhibitior	-	0.5648	56.48%
OATP1B1 inhibitior	+	0.7106	71.06%
OATP1B3 inhibitior	+	0.8721	87.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7796	77.96%
P-glycoprotein inhibitior	+	0.6300	63.00%
P-glycoprotein substrate	-	0.5360	53.60%
CYP3A4 substrate	+	0.6208	62.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.5760	57.60%
CYP2C9 inhibition	-	0.8707	87.07%
CYP2C19 inhibition	-	0.8670	86.70%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.9277	92.77%
CYP2C8 inhibition	-	0.7483	74.83%
CYP inhibitory promiscuity	-	0.8916	89.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7084	70.84%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8917	89.17%
Skin irritation	-	0.8181	81.81%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4852	48.52%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6829	68.29%
Acute Oral Toxicity (c)	III	0.7143	71.43%
Estrogen receptor binding	+	0.6233	62.33%
Androgen receptor binding	-	0.6878	68.78%
Thyroid receptor binding	-	0.6204	62.04%
Glucocorticoid receptor binding	+	0.5457	54.57%
Aromatase binding	-	0.5112	51.12%
PPAR gamma	+	0.5306	53.06%
Honey bee toxicity	-	0.8865	88.65%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6959	69.59%
Fish aquatic toxicity	+	0.8827	88.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.19%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.30%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.80%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	96.69%	97.21%
CHEMBL5255	O00206	Toll-like receptor 4	95.50%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.98%	94.00%
CHEMBL299	P17252	Protein kinase C alpha	91.88%	98.03%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	91.63%	82.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.41%	97.29%
CHEMBL2996	Q05655	Protein kinase C delta	91.24%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.07%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	90.76%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.74%	85.94%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.56%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.32%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.24%	94.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.75%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.58%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.33%	94.45%
CHEMBL3776	Q14790	Caspase-8	85.33%	97.06%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.62%	80.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.60%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.45%	95.71%
CHEMBL230	P35354	Cyclooxygenase-2	84.39%	89.63%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.37%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.60%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.52%	95.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.29%	96.38%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.26%	92.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.06%	96.90%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.02%	96.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.89%	99.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.76%	95.89%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	80.07%	87.16%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10076772
• LOTUS: LTS0220682
• wikiData: Q77493494