(E)-N-[(2R,3S,4R,12R)-3,4,12-trihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadecan-2-yl]hexadec-9-enamide

Details

• Internal ID: 1c47d383-3485-418a-9b0f-81c47717f621
• Taxonomy: Lipids and lipid-like molecules > Sphingolipids > Glycosphingolipids
• IUPAC Name: (E)-N-[(2R,3S,4R,12R)-3,4,12-trihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadecan-2-yl]hexadec-9-enamide
• SMILES (Canonical): CCCCCCC=CCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C(CCCCCCCC(CCCCCC)O)O)O
• SMILES (Isomeric): CCCCCC/C=C/CCCCCCCC(=O)N[C@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@@H]([C@@H](CCCCCCC[C@@H](CCCCCC)O)O)O
• InChI: InChI=1S/C40H77NO10/c1-3-5-7-9-10-11-12-13-14-15-16-20-24-28-35(45)41-32(30-50-40-39(49)38(48)37(47)34(29-42)51-40)36(46)33(44)27-23-19-17-18-22-26-31(43)25-21-8-6-4-2/h11-12,31-34,36-40,42-44,46-49H,3-10,13-30H2,1-2H3,(H,41,45)/b12-11+/t31-,32-,33-,34-,36+,37-,38+,39-,40-/m1/s1
• InChI Key: KNARYUCFPVYOGC-RILHEVMBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₇₇NO₁₀
• Molecular Weight: 732.00 g/mol
• Exact Mass: 731.55474765 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 5.33
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 33

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5955	59.55%
Caco-2	-	0.8610	86.10%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7759	77.59%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.8210	82.10%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9148	91.48%
P-glycoprotein inhibitior	+	0.6484	64.84%
P-glycoprotein substrate	-	0.5814	58.14%
CYP3A4 substrate	+	0.6555	65.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7519	75.19%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.8519	85.19%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	-	0.6471	64.71%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6977	69.77%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7372	73.72%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5221	52.21%
Acute Oral Toxicity (c)	III	0.6652	66.52%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	-	0.6163	61.63%
Thyroid receptor binding	-	0.6055	60.55%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5777	57.77%
PPAR gamma	+	0.6447	64.47%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5789	57.89%
Fish aquatic toxicity	-	0.4245	42.45%

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	99.29%	99.17%
CHEMBL2581	P07339	Cathepsin D	98.84%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.82%	97.29%
CHEMBL4040	P28482	MAP kinase ERK2	97.32%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.08%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	94.75%	92.50%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.57%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	92.70%	89.63%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.66%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.94%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	91.94%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.73%	85.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.15%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.77%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.22%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.82%	89.34%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.69%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.92%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.09%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.43%	96.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.92%	95.71%
CHEMBL220	P22303	Acetylcholinesterase	83.82%	94.45%
CHEMBL256	P0DMS8	Adenosine A3 receptor	83.24%	95.93%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.17%	95.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.70%	92.32%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.65%	91.81%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.12%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.52%	98.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.42%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	81.12%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.81%	89.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.44%	98.05%

Plants that contains it

• Symphyotrichum subulatum

Cross-Links

• PubChem: 162985177
• LOTUS: LTS0107478
• wikiData: Q105143300