N-[1-[6-[[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanamide

Details

• Internal ID: dbc866b4-8bb4-4d09-b50f-8a966ff85842
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: N-[1-[6-[[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,4-dihydroxyoctadec-6-en-2-yl]-2-hydroxydocosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)NC(=O)C)O)O)O)C(C(CC=CCCCCCCCCCCC)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)NC(=O)C)O)O)O)C(C(CC=CCCCCCCCCCCC)O)O)O
• InChI: InChI=1S/C54H102N2O15/c1-4-6-8-10-12-14-16-18-19-20-21-22-23-25-27-29-31-33-35-42(60)52(67)56-40(46(61)41(59)34-32-30-28-26-24-17-15-13-11-9-7-5-2)37-68-54-51(66)50(65)48(63)44(71-54)38-69-53-45(55-39(3)58)49(64)47(62)43(36-57)70-53/h30,32,40-51,53-54,57,59-66H,4-29,31,33-38H2,1-3H3,(H,55,58)(H,56,67)
• InChI Key: HCXTUVDHEMFDJT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₁₀₂N₂O₁₅
• Molecular Weight: 1019.40 g/mol
• Exact Mass: 1018.72802055 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: 10.40
• Atomic LogP (AlogP): 5.64
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 43

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8685	86.85%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7236	72.36%
OATP2B1 inhibitior	-	0.5801	58.01%
OATP1B1 inhibitior	+	0.7574	75.74%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9398	93.98%
P-glycoprotein inhibitior	+	0.7140	71.40%
P-glycoprotein substrate	+	0.5876	58.76%
CYP3A4 substrate	+	0.7012	70.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	+	0.5145	51.45%
CYP2C9 inhibition	-	0.9365	93.65%
CYP2C19 inhibition	-	0.9269	92.69%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.9582	95.82%
CYP2C8 inhibition	+	0.5399	53.99%
CYP inhibitory promiscuity	-	0.9096	90.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6383	63.83%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.7656	76.56%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7453	74.53%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6835	68.35%
skin sensitisation	-	0.8933	89.33%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6882	68.82%
Acute Oral Toxicity (c)	III	0.6889	68.89%
Estrogen receptor binding	+	0.8453	84.53%
Androgen receptor binding	+	0.5931	59.31%
Thyroid receptor binding	-	0.5517	55.17%
Glucocorticoid receptor binding	+	0.6138	61.38%
Aromatase binding	+	0.5989	59.89%
PPAR gamma	+	0.7340	73.40%
Honey bee toxicity	-	0.7959	79.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5495	54.95%
Fish aquatic toxicity	+	0.8147	81.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	99.06%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.73%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.96%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.72%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.91%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.41%	92.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.32%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	94.27%	92.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.37%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.98%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.61%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.91%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.86%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.59%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.34%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.06%	92.08%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.76%	98.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.66%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.34%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.79%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.12%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.75%	91.24%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.71%	92.32%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.73%	89.34%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.40%	89.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.78%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.48%	95.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.38%	96.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.30%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.98%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.71%	95.83%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.39%	97.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.28%	96.61%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.13%	85.94%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.09%	91.81%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74833206
• LOTUS: LTS0213424
• wikiData: Q105026045