N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[1-(18-hydroxy-9-methyloctadecoxy)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]oxyoxan-3-yl]acetamide

Details

• Internal ID: 0db35346-baa7-4aa4-ab26-25819edc13c3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[1-(18-hydroxy-9-methyloctadecoxy)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]oxyoxan-3-yl]acetamide
• SMILES (Canonical): CC(CCCCCCCCCO)CCCCCCCCOCC(COC1C(C(C(CO1)O)O)O)OC2C(C(C(C(O2)CO)O)O)NC(=O)C
• SMILES (Isomeric): CC(CCCCCCCCCO)CCCCCCCCOCC(CO[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)NC(=O)C
• InChI: InChI=1S/C35H67NO13/c1-24(16-12-8-4-3-6-10-14-18-37)17-13-9-5-7-11-15-19-45-21-26(22-46-35-33(44)30(41)27(40)23-47-35)48-34-29(36-25(2)39)32(43)31(42)28(20-38)49-34/h24,26-35,37-38,40-44H,3-23H2,1-2H3,(H,36,39)/t24?,26?,27-,28-,29-,30+,31-,32-,33-,34-,35-/m1/s1
• InChI Key: IMEMKWJYSUHMKF-CBFOILRLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₆₇NO₁₃
• Molecular Weight: 709.90 g/mol
• Exact Mass: 709.46124119 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 27

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9306	93.06%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6660	66.60%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.7856	78.56%
OATP1B3 inhibitior	+	0.9183	91.83%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6440	64.40%
P-glycoprotein inhibitior	+	0.6392	63.92%
P-glycoprotein substrate	+	0.5343	53.43%
CYP3A4 substrate	+	0.6966	69.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.8935	89.35%
CYP2C9 inhibition	-	0.9269	92.69%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9112	91.12%
CYP1A2 inhibition	-	0.9346	93.46%
CYP2C8 inhibition	-	0.6151	61.51%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6796	67.96%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.6932	69.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.6944	69.44%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.7116	71.16%
skin sensitisation	-	0.8804	88.04%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4859	48.59%
Acute Oral Toxicity (c)	III	0.6396	63.96%
Estrogen receptor binding	+	0.7315	73.15%
Androgen receptor binding	-	0.5341	53.41%
Thyroid receptor binding	-	0.5711	57.11%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6349	63.49%
PPAR gamma	+	0.5699	56.99%
Honey bee toxicity	-	0.8184	81.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6220	62.20%
Fish aquatic toxicity	-	0.5654	56.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.83%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.77%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.82%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.55%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.80%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	92.45%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	91.13%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.20%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.81%	93.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.96%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.87%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.80%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.80%	96.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.45%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.96%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.26%	97.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.89%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	85.82%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	85.81%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.80%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.63%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.51%	90.08%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	84.80%	95.44%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.52%	94.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.40%	92.88%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.38%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.22%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.52%	95.71%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.25%	95.36%
CHEMBL260	Q16539	MAP kinase p38 alpha	82.09%	97.78%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.94%	80.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.25%	91.03%
CHEMBL2514	O95665	Neurotensin receptor 2	81.21%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.08%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.95%	91.19%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.85%	94.66%
CHEMBL237	P41145	Kappa opioid receptor	80.25%	98.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57382001
• LOTUS: LTS0082638
• wikiData: Q105115627