[(2R,3S,4R,5R,6R)-5-acetamido-3,4-dihydroxy-6-[1-(18-hydroxy-9-methyloctadecoxy)-3-[(2R,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxypropan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 04c8fd31-002f-471f-a4b6-94d10da90f2e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > N-acyl-alpha-hexosamines
• IUPAC Name: [(2R,3S,4R,5R,6R)-5-acetamido-3,4-dihydroxy-6-[1-(18-hydroxy-9-methyloctadecoxy)-3-[(2R,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]oxypropan-2-yl]oxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C43H75NO17/c1-28(20-16-12-8-7-10-14-18-22-45)21-17-13-9-11-15-19-23-53-24-34(60-42-37(44-29(2)46)39(52)38(51)35(61-42)26-54-30(3)47)25-55-43-41(59-33(6)50)40(58-32(5)49)36(27-56-43)57-31(4)48/h28,34-43,45,51-52H,7-27H2,1-6H3,(H,44,46)/t28?,34?,35-,36-,37-,38-,39-,40+,41-,42-,43-/m1/s1
• InChI Key: FFMBEIKXUPAZKE-BWHPGOSISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₅NO₁₇
• Molecular Weight: 878.10 g/mol
• Exact Mass: 877.50349992 g/mol
• Topological Polar Surface Area (TPSA): 241.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 17
• H-Bond Donor: 4
• Rotatable Bonds: 31

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9454	94.54%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6872	68.72%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.7914	79.14%
OATP1B3 inhibitior	+	0.9053	90.53%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9046	90.46%
P-glycoprotein inhibitior	+	0.7351	73.51%
P-glycoprotein substrate	+	0.5737	57.37%
CYP3A4 substrate	+	0.7205	72.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8864	88.64%
CYP3A4 inhibition	-	0.7215	72.15%
CYP2C9 inhibition	-	0.9285	92.85%
CYP2C19 inhibition	-	0.9474	94.74%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.9508	95.08%
CYP2C8 inhibition	+	0.5266	52.66%
CYP inhibitory promiscuity	-	0.9673	96.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6517	65.17%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.7935	79.35%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.6345	63.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.4038	40.38%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6634	66.34%
skin sensitisation	-	0.8961	89.61%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5711	57.11%
Acute Oral Toxicity (c)	III	0.6548	65.48%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.5373	53.73%
Thyroid receptor binding	-	0.5123	51.23%
Glucocorticoid receptor binding	+	0.7027	70.27%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	+	0.7241	72.41%
Honey bee toxicity	-	0.7832	78.32%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5820	58.20%
Fish aquatic toxicity	-	0.4662	46.62%

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	99.29%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.19%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.02%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	95.95%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.81%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.84%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.51%	97.29%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.72%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.65%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.31%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.11%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.08%	95.89%
CHEMBL204	P00734	Thrombin	88.73%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	88.67%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.48%	98.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.38%	89.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.27%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.75%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.36%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.79%	96.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.47%	80.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.26%	95.36%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.52%	95.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.91%	95.83%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.82%	90.08%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.69%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.37%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.21%	96.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.03%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%
CHEMBL5028	O14672	ADAM10	81.65%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.63%	82.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.27%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57392604
• LOTUS: LTS0159673
• wikiData: Q104994555