(2R)-N-[(2S,3S,4R,14R)-1-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-14-methylhexadecan-2-yl]-2-hydroxydocosanamide

Details

• Internal ID: 65f7dd91-51f9-4bab-acaa-1acdefadd56a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R)-N-[(2S,3S,4R,14R)-1-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-14-methylhexadecan-2-yl]-2-hydroxydocosanamide
• InChI: InChI=1S/C51H99NO15/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-26-29-32-39(56)49(63)52-37(42(57)38(55)31-28-25-23-20-21-24-27-30-36(3)5-2)35-64-50-47(62)45(60)48(41(34-54)66-50)67-51-46(61)44(59)43(58)40(33-53)65-51/h36-48,50-51,53-62H,4-35H2,1-3H3,(H,52,63)/t36-,37+,38-,39-,40-,41-,42+,43+,44+,45-,46-,47-,48-,50-,51+/m1/s1
• InChI Key: GZMHNNFWOHBPCZ-GZSSZOOVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₉₉NO₁₅
• Molecular Weight: 966.30 g/mol
• Exact Mass: 965.70147145 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: 10.20
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 41

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7739	77.39%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7178	71.78%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.9040	90.40%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6660	66.60%
P-glycoprotein inhibitior	+	0.6934	69.34%
P-glycoprotein substrate	+	0.5419	54.19%
CYP3A4 substrate	+	0.6745	67.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.6469	64.69%
CYP2C9 inhibition	-	0.9299	92.99%
CYP2C19 inhibition	-	0.9250	92.50%
CYP2D6 inhibition	-	0.8709	87.09%
CYP1A2 inhibition	-	0.9359	93.59%
CYP2C8 inhibition	-	0.6102	61.02%
CYP inhibitory promiscuity	-	0.8623	86.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6635	66.35%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.7911	79.11%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6883	68.83%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.7251	72.51%
skin sensitisation	-	0.8920	89.20%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5874	58.74%
Acute Oral Toxicity (c)	III	0.6824	68.24%
Estrogen receptor binding	+	0.7947	79.47%
Androgen receptor binding	+	0.5941	59.41%
Thyroid receptor binding	-	0.5638	56.38%
Glucocorticoid receptor binding	-	0.4910	49.10%
Aromatase binding	+	0.6632	66.32%
PPAR gamma	+	0.6739	67.39%
Honey bee toxicity	-	0.8227	82.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5448	54.48%
Fish aquatic toxicity	-	0.5128	51.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.99%	97.29%
CHEMBL2581	P07339	Cathepsin D	98.68%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.67%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.46%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.09%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.00%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.83%	98.05%
CHEMBL5255	O00206	Toll-like receptor 4	92.19%	92.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.83%	95.58%
CHEMBL3401	O75469	Pregnane X receptor	91.83%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.40%	91.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.06%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.48%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.27%	96.47%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	89.25%	90.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.10%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.09%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.88%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	86.76%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.56%	96.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.00%	96.00%
CHEMBL3776	Q14790	Caspase-8	85.47%	97.06%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.25%	82.50%
CHEMBL2514	O95665	Neurotensin receptor 2	84.73%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.45%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.74%	85.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.51%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.37%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.09%	92.88%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.51%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.97%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.50%	98.75%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.43%	91.81%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.17%	96.61%
CHEMBL2885	P07451	Carbonic anhydrase III	80.18%	87.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.17%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163194908
• LOTUS: LTS0050125
• wikiData: Q105024447