N-[(E,2S,3S,5S)-3,5-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptacos-9-en-2-yl]pentadecanamide

Details

• Internal ID: 6817ba27-f62d-4464-bfeb-cc2fca41f289
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: N-[(E,2S,3S,5S)-3,5-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptacos-9-en-2-yl]pentadecanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC=CCCCC(CC(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)CCCCCCCCCCCCCC)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCC/C=C/CCC[C@@H](C[C@@H]([C@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)NC(=O)CCCCCCCCCCCCCC)O)O
• InChI: InChI=1S/C48H93NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-40(51)37-42(52)41(39-57-48-47(56)46(55)45(54)43(38-50)58-48)49-44(53)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h27,29,40-43,45-48,50-52,54-56H,3-26,28,30-39H2,1-2H3,(H,49,53)/b29-27+/t40-,41-,42-,43+,45+,46-,47+,48+/m0/s1
• InChI Key: DUTIXEQGYGUIKI-JWAOMIPZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₉₃NO₉
• Molecular Weight: 828.30 g/mol
• Exact Mass: 827.68503354 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 13.80
• Atomic LogP (AlogP): 9.48
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 41

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5446	54.46%
Caco-2	-	0.8610	86.10%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7599	75.99%
OATP2B1 inhibitior	-	0.5637	56.37%
OATP1B1 inhibitior	+	0.8099	80.99%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8798	87.98%
P-glycoprotein inhibitior	+	0.6706	67.06%
P-glycoprotein substrate	-	0.5445	54.45%
CYP3A4 substrate	+	0.6495	64.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.6831	68.31%
CYP2C9 inhibition	-	0.9257	92.57%
CYP2C19 inhibition	-	0.8752	87.52%
CYP2D6 inhibition	-	0.8066	80.66%
CYP1A2 inhibition	-	0.8743	87.43%
CYP2C8 inhibition	-	0.6910	69.10%
CYP inhibitory promiscuity	-	0.8687	86.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7098	70.98%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.7583	75.83%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7328	73.28%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8789	87.89%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4740	47.40%
Acute Oral Toxicity (c)	III	0.6732	67.32%
Estrogen receptor binding	+	0.7791	77.91%
Androgen receptor binding	-	0.6037	60.37%
Thyroid receptor binding	-	0.6123	61.23%
Glucocorticoid receptor binding	-	0.5110	51.10%
Aromatase binding	+	0.5917	59.17%
PPAR gamma	+	0.6770	67.70%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5889	58.89%
Fish aquatic toxicity	-	0.4074	40.74%

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	99.48%	99.17%
CHEMBL2581	P07339	Cathepsin D	99.13%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	98.46%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.14%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.55%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.52%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	95.51%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	94.16%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.14%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.52%	93.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.72%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	91.36%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.57%	96.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.19%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.94%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.30%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.07%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.15%	94.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.87%	91.81%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.86%	95.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.73%	95.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.90%	96.90%
CHEMBL256	P0DMS8	Adenosine A3 receptor	84.65%	95.93%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.42%	82.50%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.25%	92.32%
CHEMBL221	P23219	Cyclooxygenase-1	84.19%	90.17%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.36%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.05%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	82.66%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.12%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.67%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.66%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.42%	98.75%
CHEMBL2514	O95665	Neurotensin receptor 2	80.61%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.54%	92.88%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.13%	89.34%

Plants that contains it

• Erigeron canadensis

Cross-Links

• PubChem: 163027687
• LOTUS: LTS0029932
• wikiData: Q104989405