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

Details

• Internal ID: f647d60a-896b-44ac-b11b-2fe1f424727c
• 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)-3,4-dihydroxy-14-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentadecan-2-yl]-2-hydroxydocosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C(CCCCCCCCCC(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)O)[C@@H]([C@@H](CCCCCCCCCC(C)C)O)O)O
• InChI: InChI=1S/C44H87NO10/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-25-28-31-37(48)43(53)45-35(33-54-44-42(52)41(51)40(50)38(32-46)55-44)39(49)36(47)30-27-24-22-19-20-23-26-29-34(2)3/h34-42,44,46-52H,4-33H2,1-3H3,(H,45,53)/t35-,36+,37+,38+,39-,40+,41-,42+,44+/m0/s1
• InChI Key: XTDUEKJJTQPGBA-GDGDGXLOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₈₇NO₁₀
• Molecular Weight: 790.20 g/mol
• Exact Mass: 789.63299797 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 11.80
• Atomic LogP (AlogP): 6.97
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 37

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5804	58.04%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7933	79.33%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7084	70.84%
P-glycoprotein inhibitior	+	0.6454	64.54%
P-glycoprotein substrate	-	0.5240	52.40%
CYP3A4 substrate	+	0.6455	64.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.6669	66.69%
CYP2C9 inhibition	-	0.9122	91.22%
CYP2C19 inhibition	-	0.9093	90.93%
CYP2D6 inhibition	-	0.8862	88.62%
CYP1A2 inhibition	-	0.9225	92.25%
CYP2C8 inhibition	-	0.7491	74.91%
CYP inhibitory promiscuity	-	0.9019	90.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6875	68.75%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.7963	79.63%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3964	39.64%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7126	71.26%
skin sensitisation	-	0.8719	87.19%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4927	49.27%
Acute Oral Toxicity (c)	III	0.6874	68.74%
Estrogen receptor binding	+	0.7468	74.68%
Androgen receptor binding	-	0.5208	52.08%
Thyroid receptor binding	-	0.5957	59.57%
Glucocorticoid receptor binding	-	0.5231	52.31%
Aromatase binding	+	0.6584	65.84%
PPAR gamma	+	0.6239	62.39%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5523	55.23%
Fish aquatic toxicity	-	0.5317	53.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.86%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	98.60%	83.82%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.39%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.33%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.56%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.41%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.66%	98.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.84%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	91.48%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.91%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.89%	91.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.69%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	89.83%	92.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.95%	82.50%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	87.73%	90.24%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.71%	92.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.86%	94.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.73%	85.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.44%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.20%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	85.04%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.93%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.64%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.32%	100.00%
CHEMBL2885	P07451	Carbonic anhydrase III	82.93%	87.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.18%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.05%	92.88%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.02%	96.38%
CHEMBL3776	Q14790	Caspase-8	81.45%	97.06%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.62%	96.21%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.53%	91.81%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.43%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	80.26%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162906576
• LOTUS: LTS0027109
• wikiData: Q105341500