N-[(2S,3S,4R)-1-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-17-methyloctadecan-2-yl]docosanamide

Details

• Internal ID: 3a05e771-7da8-4719-99f6-15527a30f4c4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: N-[(2S,3S,4R)-1-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-17-methyloctadecan-2-yl]docosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)O)O)NC(=O)C)C(C(CCCCCCCCCCCCC(C)C)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCC(=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](CCCCCCCCCCCCC(C)C)O)O
• InChI: InChI=1S/C49H96N2O9/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-27-30-33-36-44(55)51-41(38-59-49-45(50-40(4)53)48(58)47(57)43(37-52)60-49)46(56)42(54)35-32-29-26-23-21-20-22-25-28-31-34-39(2)3/h39,41-43,45-49,52,54,56-58H,5-38H2,1-4H3,(H,50,53)(H,51,55)/t41-,42+,43+,45+,46-,47+,48+,49+/m0/s1
• InChI Key: IWMKKWYZKOROBK-CERRCVNSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₉₆N₂O₉
• Molecular Weight: 857.30 g/mol
• Exact Mass: 856.71158264 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 14.10
• Atomic LogP (AlogP): 9.31
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 41

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	-	0.8600	86.00%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7899	78.99%
OATP2B1 inhibitior	-	0.5621	56.21%
OATP1B1 inhibitior	+	0.7885	78.85%
OATP1B3 inhibitior	+	0.8987	89.87%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8646	86.46%
P-glycoprotein inhibitior	+	0.7035	70.35%
P-glycoprotein substrate	+	0.5777	57.77%
CYP3A4 substrate	+	0.6672	66.72%
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	-	0.7150	71.50%
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	-	0.8987	89.87%
Skin irritation	-	0.7876	78.76%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4105	41.05%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6009	60.09%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7741	77.41%
Acute Oral Toxicity (c)	III	0.6812	68.12%
Estrogen receptor binding	+	0.7592	75.92%
Androgen receptor binding	-	0.6019	60.19%
Thyroid receptor binding	-	0.5909	59.09%
Glucocorticoid receptor binding	+	0.5769	57.69%
Aromatase binding	+	0.6600	66.00%
PPAR gamma	+	0.6535	65.35%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5142	51.42%
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	99.62%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.15%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.60%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.42%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.28%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	95.05%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	94.75%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.24%	92.86%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.48%	98.05%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.31%	97.21%
CHEMBL230	P35354	Cyclooxygenase-2	90.08%	89.63%
CHEMBL2996	Q05655	Protein kinase C delta	89.19%	97.79%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.02%	92.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.92%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.60%	96.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.39%	82.50%
CHEMBL256	P0DMS8	Adenosine A3 receptor	87.29%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.08%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.46%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.07%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.46%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.74%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.70%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	83.57%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.34%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.23%	97.25%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.80%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.53%	94.45%
CHEMBL3776	Q14790	Caspase-8	82.18%	97.06%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.54%	96.90%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.38%	85.94%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.18%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.13%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.27%	96.61%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.11%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.03%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10485750
• LOTUS: LTS0146195
• wikiData: Q105121718