N-[3,8-dihydroxy-9-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-4-en-2-yl]-2-hydroxyoctadecanamide

Details

• Internal ID: 311d4ec0-fd94-4d56-bb28-8cc88032245f
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids > Simple glycosylceramides > Glycosyl-N-acylsphingosines
• IUPAC Name: N-[3,8-dihydroxy-9-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-4-en-2-yl]-2-hydroxyoctadecanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC(C(C)CCCCCCCCC)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC(C(C)CCCCCCCCC)O)O)O
• InChI: InChI=1S/C43H83NO10/c1-4-6-8-10-12-13-14-15-16-17-18-20-22-24-30-37(48)42(52)44-34(32-53-43-41(51)40(50)39(49)38(31-45)54-43)36(47)29-26-25-28-35(46)33(3)27-23-21-19-11-9-7-5-2/h26,29,33-41,43,45-51H,4-25,27-28,30-32H2,1-3H3,(H,44,52)
• InChI Key: BJMQARSMRDABQI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₈₃NO₁₀
• Molecular Weight: 774.10 g/mol
• Exact Mass: 773.60169784 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 10.30
• Atomic LogP (AlogP): 6.36
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 35

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5579	55.79%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7374	73.74%
OATP2B1 inhibitior	-	0.5687	56.87%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	+	0.9155	91.55%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7479	74.79%
P-glycoprotein inhibitior	+	0.6656	66.56%
P-glycoprotein substrate	-	0.5838	58.38%
CYP3A4 substrate	+	0.6484	64.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.5284	52.84%
CYP2C9 inhibition	-	0.9197	91.97%
CYP2C19 inhibition	-	0.8796	87.96%
CYP2D6 inhibition	-	0.8274	82.74%
CYP1A2 inhibition	-	0.8911	89.11%
CYP2C8 inhibition	-	0.6725	67.25%
CYP inhibitory promiscuity	-	0.8725	87.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6923	69.23%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9108	91.08%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7200	72.00%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7825	78.25%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6610	66.10%
Acute Oral Toxicity (c)	III	0.6765	67.65%
Estrogen receptor binding	+	0.7763	77.63%
Androgen receptor binding	+	0.5367	53.67%
Thyroid receptor binding	-	0.6092	60.92%
Glucocorticoid receptor binding	+	0.5435	54.35%
Aromatase binding	+	0.6207	62.07%
PPAR gamma	+	0.6229	62.29%
Honey bee toxicity	-	0.8552	85.52%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5329	53.29%
Fish aquatic toxicity	-	0.4132	41.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.94%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.99%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.84%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.49%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.46%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.34%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.31%	96.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.24%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.89%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	91.82%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	91.68%	92.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.66%	92.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	91.04%	94.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.16%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.23%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.01%	82.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.90%	89.34%
CHEMBL4040	P28482	MAP kinase ERK2	87.90%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.54%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.90%	97.25%
CHEMBL2514	O95665	Neurotensin receptor 2	85.87%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.16%	92.88%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.62%	92.32%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.23%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.13%	96.61%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.60%	91.81%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.33%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.24%	89.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.79%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	82.69%	90.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.57%	95.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.30%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.21%	97.47%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.66%	96.21%
CHEMBL2885	P07451	Carbonic anhydrase III	80.36%	87.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.00%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85156207
• LOTUS: LTS0034234
• wikiData: Q103816796