N-[3,4-dihydroxy-1-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoctadec-6-en-2-yl]-2-hydroxydocosanamide

Details

• Internal ID: 683c8e41-c24f-4a77-843a-d4efa7966b98
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: N-[3,4-dihydroxy-1-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoctadec-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)O)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)O)O)O)O)C(C(CC=CCCCCCCCCCCC)O)O)O
• InChI: InChI=1S/C52H99NO15/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-40(56)50(64)53-38(43(57)39(55)33-31-29-27-25-23-16-14-12-10-8-6-4-2)36-65-51-49(63)47(61)45(59)42(68-51)37-66-52-48(62)46(60)44(58)41(35-54)67-52/h29,31,38-49,51-52,54-63H,3-28,30,32-37H2,1-2H3,(H,53,64)
• InChI Key: KFCVBGVYKUTMSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₉₉NO₁₅
• Molecular Weight: 978.30 g/mol
• Exact Mass: 977.70147145 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: 10.40
• Atomic LogP (AlogP): 5.49
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 42

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6705	67.05%
Caco-2	-	0.8723	87.23%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7539	75.39%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8256	82.56%
OATP1B3 inhibitior	+	0.9128	91.28%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8611	86.11%
P-glycoprotein inhibitior	+	0.6942	69.42%
P-glycoprotein substrate	-	0.5454	54.54%
CYP3A4 substrate	+	0.6731	67.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7109	71.09%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.9126	91.26%
CYP2D6 inhibition	-	0.8447	84.47%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	-	0.5672	56.72%
CYP inhibitory promiscuity	-	0.8395	83.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6595	65.95%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8031	80.31%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.7450	74.50%
skin sensitisation	-	0.8792	87.92%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5873	58.73%
Acute Oral Toxicity (c)	III	0.6834	68.34%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	+	0.5519	55.19%
Thyroid receptor binding	-	0.5737	57.37%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6095	60.95%
PPAR gamma	+	0.6803	68.03%
Honey bee toxicity	-	0.8601	86.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5626	56.26%
Fish aquatic toxicity	+	0.6828	68.28%

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	98.83%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.55%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.43%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.63%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.44%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	92.87%	92.50%
CHEMBL4040	P28482	MAP kinase ERK2	92.57%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	91.79%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.07%	85.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.21%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.47%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.36%	96.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.50%	92.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.47%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.24%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.58%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.81%	91.81%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.83%	91.24%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.69%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.21%	96.90%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.15%	82.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.11%	98.75%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.07%	97.47%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.05%	92.32%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.36%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	82.98%	90.17%
CHEMBL2514	O95665	Neurotensin receptor 2	81.99%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.98%	89.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.63%	95.58%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.21%	98.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.58%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.25%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72823715
• LOTUS: LTS0209464
• wikiData: Q105140314