1,2-Dipalmitoylphosphatidylcholine

Details

• Internal ID: efa0d607-94fa-4ca4-842c-110f1e0e3c42
• Taxonomy: Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphocholines > Phosphatidylcholines
• IUPAC Name: 2,3-di(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
• InChI: InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3
• InChI Key: KILNVBDSWZSGLL-UHFFFAOYSA-N
• Popularity: 29,206 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₈₀NO₈P
• Molecular Weight: 734.00 g/mol
• Exact Mass: 733.56215551 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 13.50
• Atomic LogP (AlogP): 10.61
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 38

Synonyms

• 1,2-DIPALMITOYLPHOSPHATIDYLCHOLINE
• 1,2-Dipalmitoyl-rac-glycero-3-phosphocholine
• 2797-68-4
• 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOCHOLINE
• DL-beta,gamma-Dipalmitoyl-alpha-lecithin
• DL-Dipalmitoylphosphatidylcholine
• DPPC (phosphatide)
• 1,2-Dipalmitoyl-DL-phosphatidylcholine
• Coatsome MC 6060
• 1,2-Dipalmitoyllecithin
• 2W15RT5V7V
• rac-1,2-Dipalmitoylglycerol-3-phosphorylcholine
• 2,3-di(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
• Dihexadecanoyl phosphatidylcholine
• DL-3-Dipalmitoylphosphatidylcholine
• 2,3-Dihexadecanoyl-sn-glycero-1-phosphocholine
• 1,2-Dihexadecanoyl phosphatidylcholine
• 1,2-Dipalmitoylglycerophosphorylcholine
• rac-1,2-Dipalmitoylphosphatidylcholine
• 1,2-Dipalmitoyl-3-phosphatidyl choline
• dl-1,2-Dipalmitoyl-3-phosphatidylcholine
• 1-Palmitoyl-2-palmitoylphosphatidylcholine
• 1,2-Dipalmitoylglycerol-3-phosphorylcholine
• Choline, phosphate, ester with 1,2-dipalmitin
• 2,3-bis(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
• 3,5,9-Trioxa-4-phosphapentacosan-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-((1-oxohexadecyl)oxy)-, inner salt, 4-oxide
• DL-alpha-DPPC
• L-a-Dipalmitoyl lecithin
• UNII-2W15RT5V7V
• beta,gamma-Dipalmitoyllecithin
• DL-Dipalmitoyl-alpha-lecithin
• 1,2-dipalmitoyl-phosphatidylcholine
• MFCD00036903
• EINECS 220-153-9
• EINECS 220-530-8
• alpha,beta-Dipalmitoylphosphatidylcholine
• Dipalmitoyl-DL-alpha-phosphatidylcholine
• beta,gamma-Dipalmitoyl-DL-alpha-lecithin
• 1,2-Dipalmitoyl-alpha-phosphatidylcholine
• 2,3-bis(palmitoyloxy)propyl-2-(trimethylammonio)ethylphosphat
• DPPC, DL
• (+-)-beta,gamma-Dipalmitoyl-alpha-lecithin
• 3,5,9-Trioxa-4-phosphapentacosan-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-((1-oxohexadecyl)oxy)-, hydroxide, inner salt, 4-oxide
• 1,2-Dipalmitoyl-DL-alpha-phosphatidylcholine
• beta,gamma-Dipalmitoyl-DL-phosphatidylcholine
• DL-,-Dipalmitoyl--lecithin
• DL-alpha-Phosphatidylcholine
• L-alpha-dipalmitoyl lecithin
• 1,2-Dihexadecanoyl-rac-glycerol-3-phosphrylcholine
• beta,gamma-Dipalmitoyl-DL-alpha-phosphatidylcholine
• DL-beta,gamma-Dipalmitoyl-alpha-phosphatidylcholine
• SCHEMBL184776
• alpha-Glycerophosphorylcholine, beta,gamma-palmitoyl-
• beta,gamma-Dipalmitoyl-DL-alpha-glycerylphosphorylcholine
• DIPALMITOYL LECITHIN, DL-
• DTXSID50910226
• HMS3370B08
• BCP08131
• BCP30980
• MFCD00066101
• AKOS037653252
• GS-6140
• (4-Oxido-10-oxo-7-palmitoyl-3,5,9-trioxa-4-phosphapentacosyl)trimethylammonium 4-oxide
• DIPALMITOYLPHOSPHATIDYLCHOLINE, DL-
• SY057411
• FT-0603263
• FT-0625422
• FT-0625444
• 1,2-DIPALMITOYLPHOSPHATIDYLCHOLINE, DL-
• D-6048
• D-6051
• DIPALMITOYLPHOSPHATIDYLCHOLINE, (+/-)-
• 1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOL
• Q2587934
• RAC-1,2-DIPALMITOYLGLYCERO-3-PHOSPHOCHOLINE
• 1,2-Dipalmitoyl-rac-glycero-3-phosphocholine;DPPC (phosphatide)
• 2,3-Bis(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
• (2-{[2,3-bis(hexadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
• 1,2-DIPALMITOYL-D62-SN-GLYCERO-3-PHOSPHOCHOLINE-1,1,2,2-D4-N,N,N-TRIMETHYL-D 9
• Choline, hydroxide, dihydrogen phosphate, inner salt, ester with 1,2-palmitin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9145	91.45%
Caco-2	-	0.8151	81.51%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Plasma membrane	0.6551	65.51%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9439	94.39%
P-glycoprotein inhibitior	+	0.6896	68.96%
P-glycoprotein substrate	-	0.5760	57.60%
CYP3A4 substrate	+	0.5837	58.37%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.7665	76.65%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.8362	83.62%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.8835	88.35%
CYP2C8 inhibition	-	0.6061	60.61%
CYP inhibitory promiscuity	-	0.9636	96.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9102	91.02%
Eye irritation	-	0.8393	83.93%
Skin irritation	-	0.7857	78.57%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6145	61.45%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.8051	80.51%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6217	62.17%
Acute Oral Toxicity (c)	III	0.4761	47.61%
Estrogen receptor binding	+	0.7964	79.64%
Androgen receptor binding	-	0.8513	85.13%
Thyroid receptor binding	-	0.5238	52.38%
Glucocorticoid receptor binding	-	0.4889	48.89%
Aromatase binding	+	0.5181	51.81%
PPAR gamma	+	0.6047	60.47%
Honey bee toxicity	-	0.8502	85.02%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7655	76.55%
Fish aquatic toxicity	+	0.7242	72.42%

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	97.45%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.32%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.59%	95.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.32%	92.86%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.40%	85.94%
CHEMBL321	P14780	Matrix metalloproteinase 9	90.42%	92.12%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.27%	92.08%
CHEMBL5255	O00206	Toll-like receptor 4	89.57%	92.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.68%	91.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.34%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.20%	100.00%
CHEMBL202	P00374	Dihydrofolate reductase	83.29%	89.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.19%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.12%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.61%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	81.80%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.10%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.98%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.83%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.38%	80.33%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6138
• LOTUS: LTS0090781
• wikiData: Q2587934