N-(octadecanoyl)-tetradecasphing-4-enine-1-phosphoethanolamine

Details

• Internal ID: 55aab2d4-b256-4cd9-8b7d-852fce51aae9
• Taxonomy: Organic acids and derivatives > Organic phosphoric acids and derivatives > Phosphate esters > Phosphoethanolamines
• IUPAC Name: 2-aminoethyl [(E,2S,3R)-3-hydroxy-2-(octadecanoylamino)tetradec-4-enyl] hydrogen phosphate
• InChI: InChI=1S/C34H69N2O6P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-34(38)36-32(31-42-43(39,40)41-30-29-35)33(37)27-25-23-21-19-12-10-8-6-4-2/h25,27,32-33,37H,3-24,26,28-31,35H2,1-2H3,(H,36,38)(H,39,40)/b27-25+/t32-,33+/m0/s1
• InChI Key: YOKFAHUWCRJFNC-DMVJVELGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₆₉N₂O₆P
• Molecular Weight: 632.90 g/mol
• Exact Mass: 632.48932492 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 8.88
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 33

Synonyms

• N-(octadecanoyl)-tetradecasphing-4-enine-1-phosphoethanolamine
• PE-Cer(d14:1/18:0)
• CHEBI:73885
• LMSP03020001
• PE-Cer d14:1(4E)/18:0
• phosphatidylethanolamine-ceramide(d14:1(4E)/18:0)
• Q27144209
• 2-aminoethyl (2S,3R,4E)-3-hydroxy-2-(octadecanoylamino)tetradec-4-en-1-yl hydrogen phosphate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6514	65.14%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7449	74.49%
OATP2B1 inhibitior	-	0.5675	56.75%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5764	57.64%
P-glycoprotein inhibitior	+	0.6380	63.80%
P-glycoprotein substrate	-	0.6260	62.60%
CYP3A4 substrate	+	0.5857	58.57%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.7891	78.91%
CYP3A4 inhibition	-	0.5991	59.91%
CYP2C9 inhibition	-	0.8317	83.17%
CYP2C19 inhibition	-	0.7006	70.06%
CYP2D6 inhibition	-	0.8593	85.93%
CYP1A2 inhibition	-	0.7881	78.81%
CYP2C8 inhibition	-	0.6539	65.39%
CYP inhibitory promiscuity	-	0.9451	94.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5394	53.94%
Eye corrosion	-	0.9335	93.35%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.7739	77.39%
Skin corrosion	-	0.8852	88.52%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8631	86.31%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5820	58.20%
Acute Oral Toxicity (c)	III	0.5622	56.22%
Estrogen receptor binding	+	0.6648	66.48%
Androgen receptor binding	-	0.7012	70.12%
Thyroid receptor binding	-	0.5485	54.85%
Glucocorticoid receptor binding	-	0.5463	54.63%
Aromatase binding	+	0.5338	53.38%
PPAR gamma	+	0.5368	53.68%
Honey bee toxicity	-	0.8529	85.29%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.7921	79.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	99.32%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	99.10%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.04%	95.17%
CHEMBL2581	P07339	Cathepsin D	98.09%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.81%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	96.55%	94.01%
CHEMBL221	P23219	Cyclooxygenase-1	96.06%	90.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.91%	85.94%
CHEMBL230	P35354	Cyclooxygenase-2	95.66%	89.63%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	92.62%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.35%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.17%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.82%	89.34%
CHEMBL2885	P07451	Carbonic anhydrase III	91.78%	87.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.57%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.60%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	89.44%	92.50%
CHEMBL2973	O75116	Rho-associated protein kinase 2	87.97%	96.73%
CHEMBL3401	O75469	Pregnane X receptor	87.84%	94.73%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.83%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.57%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.01%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.98%	92.08%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.24%	97.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.22%	80.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.90%	94.45%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.75%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.70%	96.47%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.77%	87.67%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.58%	92.29%
CHEMBL299	P17252	Protein kinase C alpha	84.33%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.06%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.80%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.20%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.68%	93.03%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	80.33%	95.55%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.06%	89.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 70698985
• LOTUS: LTS0153188
• wikiData: Q27144209