(2R)-N-[(2S,3S,4R,17R)-3,4-dihydroxy-17-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynonadecan-2-yl]-2-hydroxydocosanamide

Details

• Internal ID: 65798671-17bb-4524-b233-d2d6dcc2d244
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: (2R)-N-[(2S,3S,4R,17R)-3,4-dihydroxy-17-methyl-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynonadecan-2-yl]-2-hydroxydocosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C(CCCCCCCCCCCCC(C)CC)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](CCCCCCCCCCCC[C@H](C)CC)O)O)O
• InChI: InChI=1S/C48H95NO10/c1-4-6-7-8-9-10-11-12-13-14-15-16-17-18-23-26-29-32-35-41(52)47(57)49-39(37-58-48-46(56)45(55)44(54)42(36-50)59-48)43(53)40(51)34-31-28-25-22-20-19-21-24-27-30-33-38(3)5-2/h38-46,48,50-56H,4-37H2,1-3H3,(H,49,57)/t38-,39+,40-,41-,42-,43+,44-,45+,46-,48-/m1/s1
• InChI Key: DTWYNALEHGQPBX-KXZDMFHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₉₅NO₁₀
• Molecular Weight: 846.30 g/mol
• Exact Mass: 845.69559823 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 13.90
• Atomic LogP (AlogP): 8.53
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 41

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7013	70.13%
Caco-2	-	0.8667	86.67%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7621	76.21%
OATP2B1 inhibitior	-	0.5617	56.17%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9138	91.38%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8562	85.62%
P-glycoprotein inhibitior	+	0.6632	66.32%
P-glycoprotein substrate	-	0.5161	51.61%
CYP3A4 substrate	+	0.6473	64.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.7011	70.11%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9200	92.00%
CYP2D6 inhibition	-	0.8807	88.07%
CYP1A2 inhibition	-	0.9158	91.58%
CYP2C8 inhibition	-	0.6986	69.86%
CYP inhibitory promiscuity	-	0.8912	89.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6936	69.36%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.7976	79.76%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6600	66.00%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6802	68.02%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5704	57.04%
Acute Oral Toxicity (c)	III	0.6732	67.32%
Estrogen receptor binding	+	0.7563	75.63%
Androgen receptor binding	-	0.4947	49.47%
Thyroid receptor binding	-	0.5890	58.90%
Glucocorticoid receptor binding	-	0.5165	51.65%
Aromatase binding	+	0.6820	68.20%
PPAR gamma	+	0.6326	63.26%
Honey bee toxicity	-	0.8974	89.74%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5623	56.23%
Fish aquatic toxicity	-	0.6263	62.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.82%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.81%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.36%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.40%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.70%	93.56%
CHEMBL4040	P28482	MAP kinase ERK2	93.02%	83.82%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.53%	98.05%
CHEMBL3401	O75469	Pregnane X receptor	91.26%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.14%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.83%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	90.56%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.26%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.82%	91.11%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	88.31%	90.24%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.95%	82.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.60%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.53%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.69%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.51%	96.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.35%	89.34%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.35%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	84.73%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.38%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.24%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	83.60%	95.93%
CHEMBL3776	Q14790	Caspase-8	83.53%	97.06%
CHEMBL2885	P07451	Carbonic anhydrase III	83.06%	87.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.78%	92.08%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.67%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.46%	94.66%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.43%	91.81%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.24%	92.88%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.13%	95.58%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.35%	98.75%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.24%	85.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.12%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163090312
• LOTUS: LTS0086134
• wikiData: Q104989069