(2R)-N-[(2S,3R,4R)-1-[(2R,3R,4S,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-15-methylhexadecan-2-yl]-2-hydroxydocosanamide

Details

• Internal ID: 22cd56e2-5322-479e-9417-4c65c446738b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: (2R)-N-[(2S,3R,4R)-1-[(2R,3R,4S,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-15-methylhexadecan-2-yl]-2-hydroxydocosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)NC(=O)C)C(C(CCCCCCCCCCC(C)C)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCC[C@H](C(=O)N[C@@H](CO[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)CO)O)O)NC(=O)C)[C@H]([C@@H](CCCCCCCCCCC(C)C)O)O)O
• InChI: InChI=1S/C47H92N2O10/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-27-30-33-40(53)46(57)49-38(35-58-47-42(48-37(4)51)45(56)44(55)41(34-50)59-47)43(54)39(52)32-29-26-23-21-20-22-25-28-31-36(2)3/h36,38-45,47,50,52-56H,5-35H2,1-4H3,(H,48,51)(H,49,57)/t38-,39+,40+,41+,42+,43+,44-,45-,47+/m0/s1
• InChI Key: YFCFGFRJEYXBGI-YPPNQNIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₉₂N₂O₁₀
• Molecular Weight: 845.20 g/mol
• Exact Mass: 844.67519714 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: 12.30
• Atomic LogP (AlogP): 7.50
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 39

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8020	80.20%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7899	78.99%
OATP2B1 inhibitior	-	0.5660	56.60%
OATP1B1 inhibitior	+	0.7875	78.75%
OATP1B3 inhibitior	+	0.8987	89.87%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7003	70.03%
P-glycoprotein inhibitior	+	0.6993	69.93%
P-glycoprotein substrate	+	0.6050	60.50%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.6454	64.54%
CYP2C9 inhibition	-	0.9331	93.31%
CYP2C19 inhibition	-	0.9227	92.27%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9599	95.99%
CYP2C8 inhibition	-	0.6880	68.80%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6875	68.75%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.7876	78.76%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3761	37.61%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5818	58.18%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7477	74.77%
Acute Oral Toxicity (c)	III	0.6812	68.12%
Estrogen receptor binding	+	0.7815	78.15%
Androgen receptor binding	-	0.4868	48.68%
Thyroid receptor binding	-	0.5962	59.62%
Glucocorticoid receptor binding	+	0.5902	59.02%
Aromatase binding	+	0.6695	66.95%
PPAR gamma	+	0.6591	65.91%
Honey bee toxicity	-	0.8529	85.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.6583	65.83%

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	99.47%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.04%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.44%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.49%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.04%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.76%	92.86%
CHEMBL3401	O75469	Pregnane X receptor	93.91%	94.73%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.88%	98.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	91.76%	92.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.45%	97.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.70%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.89%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.55%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.31%	94.33%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	88.20%	90.24%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.22%	82.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.78%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.06%	96.21%
CHEMBL3776	Q14790	Caspase-8	85.63%	97.06%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.23%	92.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.77%	94.45%
CHEMBL2514	O95665	Neurotensin receptor 2	84.52%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.18%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.04%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.50%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.19%	89.50%
CHEMBL2996	Q05655	Protein kinase C delta	82.78%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.67%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.64%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	81.38%	95.93%
CHEMBL256	P0DMS8	Adenosine A3 receptor	81.29%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.50%	89.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.47%	94.66%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163016141
• LOTUS: LTS0005132
• wikiData: Q105347508