(2R)-N-[(2S,3S,4R)-1-[(2S,3R,4S,5S,6R)-4-[(2R,3R,4S,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyhexadecan-2-yl]-2-hydroxytetracosanamide

Details

• Internal ID: 5db3a557-7600-4a22-8e46-18dc60aea59e
• 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)-1-[(2S,3R,4S,5S,6R)-4-[(2R,3R,4S,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyhexadecan-2-yl]-2-hydroxytetracosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)OC2C(C(C(O2)C(CO)O)O)O)O)C(C(CCCCCCCCCCCC)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCC[C@H](C(=O)N[C@@H](CO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O[C@@H]2[C@@H]([C@@H]([C@@H](O2)[C@@H](CO)O)O)O)O)[C@@H]([C@@H](CCCCCCCCCCCC)O)O)O
• InChI: InChI=1S/C52H101NO15/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-26-28-30-32-34-40(57)50(64)53-38(43(59)39(56)33-31-29-27-25-14-12-10-8-6-4-2)37-65-51-47(63)49(44(60)42(36-55)66-51)68-52-46(62)45(61)48(67-52)41(58)35-54/h38-49,51-52,54-63H,3-37H2,1-2H3,(H,53,64)/t38-,39+,40+,41+,42+,43-,44-,45-,46+,47+,48-,49-,51-,52+/m0/s1
• InChI Key: OMNMNQZRBOEACG-ZWEXSKNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₁₀₁NO₁₅
• Molecular Weight: 980.40 g/mol
• Exact Mass: 979.71712151 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: 11.50
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 44

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6377	63.77%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7225	72.25%
OATP2B1 inhibitior	-	0.5683	56.83%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6583	65.83%
P-glycoprotein inhibitior	+	0.6799	67.99%
P-glycoprotein substrate	+	0.5576	55.76%
CYP3A4 substrate	+	0.6859	68.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.8953	89.53%
CYP2C9 inhibition	-	0.9340	93.40%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9004	90.04%
CYP1A2 inhibition	-	0.8966	89.66%
CYP2C8 inhibition	-	0.6009	60.09%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6930	69.30%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.7877	78.77%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7256	72.56%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6401	64.01%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6363	63.63%
Acute Oral Toxicity (c)	III	0.6428	64.28%
Estrogen receptor binding	+	0.8059	80.59%
Androgen receptor binding	+	0.5692	56.92%
Thyroid receptor binding	-	0.5863	58.63%
Glucocorticoid receptor binding	-	0.4635	46.35%
Aromatase binding	+	0.6750	67.50%
PPAR gamma	+	0.6378	63.78%
Honey bee toxicity	-	0.8261	82.61%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5552	55.52%
Fish aquatic toxicity	-	0.5678	56.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.59%	83.82%
CHEMBL2581	P07339	Cathepsin D	98.25%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.09%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.06%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.48%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.28%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.83%	91.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	91.76%	92.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	91.25%	91.81%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.78%	94.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.76%	95.58%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.72%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	90.23%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.82%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.60%	97.21%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.53%	92.29%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.12%	92.08%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.77%	98.05%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	87.81%	90.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.74%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.37%	96.47%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.30%	85.94%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.94%	92.88%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.39%	96.38%
CHEMBL230	P35354	Cyclooxygenase-2	84.03%	89.63%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.64%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.56%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.91%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.56%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.19%	96.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.78%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.04%	94.66%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163100777
• LOTUS: LTS0039088
• wikiData: Q105194415