1-Palmitoyl-sn-glycero-3-phosphocholine

Details

• Internal ID: d512e0f2-b021-4825-bb62-6ccd2cee592a
• Taxonomy: Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphocholines > Lysophosphatidylcholines > 1-acyl-sn-glycero-3-phosphocholines
• IUPAC Name: [(2R)-3-hexadecanoyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChI: InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/t23-/m1/s1
• InChI Key: ASWBNKHCZGQVJV-HSZRJFAPSA-N
• Popularity: 287 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₅₀NO₇P
• Molecular Weight: 495.60 g/mol
• Exact Mass: 495.33248993 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 23

Synonyms

• 17364-16-8
• 1-hexadecanoyl-sn-glycero-3-phosphocholine
• LPC(16:0/0:0)
• LysoPC(16:0)
• LPC(16:0)
• PC(16:0/0:0)
• 1-palmitoyl-phosphatidylcholine
• 16:0 LYSO-PC
• 1-16:0-lysoPC
• [(2R)-3-hexadecanoyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• LyPC(16:0)
• LysoPC(16:0/0:0)
• CHEBI:72998
• Lysophosphatidylcholine(16:0/0:0)
• LyPC(16:0/0:0)
• Lysophosphatidylcholine(16:0)
• (R)-2-Hydroxy-3-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
• GPCho 16:0/0:0
• 3,5,9-Trioxa-4-phosphapentacosan-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide
• GPCho(16:0/0:0)
• LPC 16:0
• MFCD00036904
• 1-palmitoyl-GPC
• Lyso-PC
• 1-palmitoyl-2-lysophosphatidylcholine
• JD6PYE3XUX
• lysoPC a C16:0
• 1-Hexadecanoyl-sn-glycerol-3-phosphorylcholine
• L--Palmitoyl--lysolecithin
• Lyso-PC(16:0)
• LysoPC 16:0/0:0
• 1-palmitoyl-GPC (16:0)
• 1-16:0-lysophosphatidylcholine
• CHEMBL3093100
• SCHEMBL11131776
• DTXSID30914020
• ASWBNKHCZGQVJV-HSZRJFAPSA-N
• HMS3648G17
• 1-16:0-2-lysophosphatidylcholine
• 1-palmitoyl-glycero-3-phosphocholine
• GPC(16:0)
• LMGP01050018
• AKOS037647823
• 1-hexadecanoyl-2-lysophosphatidylcholine
• 1-palmitoyl-sn-glycero-3-phos-phocholine
• 3,5,9-Trioxa-4-phosphapentacosan-1-aminium,4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (7R)-
• AS-74920
• BP-26337
• BP-26338
• LPC 16:0/0:0
• PD021403
• GPC(16:0/0:0)
• HY-125783
• CS-0099321
• P2694
• Q27105001
• 1-Palmitoyl-sn-glycero-3-phosphocholine, synthetic, >=99%
• Soy Lyso PC, L-alpha-lysophosphatidylcholine (Soy), powder
• 16:0 Lyso PC, 1-palmitoyl-2-hydroxy-sn-glycero-3-phosphocholine, powder
• 3-(Hexadecanoyloxy)-2-hydroxypropyl 2-(trimethylazaniumyl)ethyl phosphate
• (2-{[(2R)-3-(hexadecanoyloxy)-2-hydroxypropyl phosphonato]oxy}ethyl)trimethylazanium
• (2R)-2-hydroxy-3-(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
• (2R)-3-(hexadecanoyloxy)-2-hydroxypropyl 2-(trimethylammonio)ethyl phosphate
• 16:0 Lyso PC, 1-palmitoyl-2-hydroxy-sn-glycero-3-phosphocholine, chloroform
• 2-[[(2R)-3-hexadecanoyloxy-2-hydroxy-propoxy]-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium
• 3,5,9-Trioxa-4-phosphapentacosan-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (7R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9242	92.42%
Caco-2	-	0.7465	74.65%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Plasma membrane	0.5458	54.58%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6002	60.02%
P-glycoprotein inhibitior	-	0.5351	53.51%
P-glycoprotein substrate	-	0.6308	63.08%
CYP3A4 substrate	+	0.5688	56.88%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7700	77.00%
CYP2C9 inhibition	-	0.8863	88.63%
CYP2C19 inhibition	-	0.8129	81.29%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	-	0.7134	71.34%
CYP inhibitory promiscuity	-	0.9857	98.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5952	59.52%
Eye corrosion	-	0.9138	91.38%
Eye irritation	-	0.7473	74.73%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6409	64.09%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.7801	78.01%
skin sensitisation	-	0.8199	81.99%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6022	60.22%
Acute Oral Toxicity (c)	III	0.5163	51.63%
Estrogen receptor binding	+	0.7024	70.24%
Androgen receptor binding	-	0.7439	74.39%
Thyroid receptor binding	-	0.5433	54.33%
Glucocorticoid receptor binding	-	0.6551	65.51%
Aromatase binding	-	0.5135	51.35%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8759	87.59%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6524	65.24%
Fish aquatic toxicity	-	0.4414	44.14%

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	98.36%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.07%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.58%	92.86%
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	93.10%	89.63%
CHEMBL321	P14780	Matrix metalloproteinase 9	92.26%	92.12%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.83%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.40%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.40%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.68%	91.81%
CHEMBL202	P00374	Dihydrofolate reductase	84.87%	89.92%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.81%	95.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.45%	94.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.73%	94.66%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.71%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.12%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.84%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.26%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	81.61%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.36%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.35%	93.03%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.27%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.01%	97.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.48%	96.90%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.46%	91.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 460602
• LOTUS: LTS0028245
• wikiData: Q27105001