ChemicalBook > CAS DataBase List > 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

Product Name
1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
CAS No.
17364-16-8
Chemical Name
1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
Synonyms
1-PALMITOYL-2-HYDROXY-SN-GLYCERO-3-PHOSPHOCHOLINE;LYSO-PC;1-hexadecanoyl-sn-glycero-3-phosphocholine;LYSO-PPC;16:0 LYSO PC;Palmitoyl Lyso-phosphocholine;1-Pal PC;P-LYSO-PC;Choline Impurity 1;LysoFos Choline 16
CBNumber
CB8672575
Molecular Formula
C24H50NO7P
Formula Weight
495.63
MOL File
17364-16-8.mol
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1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Property

Melting point:
253 °C
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly, Heated)
form 
Solid
color 
White to Off-White
biological source
synthetic
optical activity
Consistent with structure
BRN 
5385682
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
InChIKey
ASWBNKHCZGQVJV-HSZRJFAPSA-N
SMILES
O(C(=O)CCCCCCCCCCCCCCC)C[C@H](COP(OCC[N+](C)(C)C)([O-])=O)O
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Safety

WGK Germany 
3
F 
10-21
HS Code 
2923.20.2000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H336May cause drowsiness or dizziness

H351Suspected of causing cancer

H372Causes damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L5254
Product name
1-Palmitoyl-sn-glycero-3-phosphocholine
Purity
synthetic, ≥99%
Packaging
25mg
Price
$123
Updated
2025/07/31
Sigma-Aldrich
Product number
L5254
Product name
1-Palmitoyl-sn-glycero-3-phosphocholine
Purity
synthetic, ≥99%
Packaging
1g
Price
$1980
Updated
2024/03/01
TCI Chemical
Product number
P2694
Product name
1-Palmitoyl-sn-glycero-3-phosphocholine
Packaging
250MG
Price
$277
Updated
2025/07/31
Cayman Chemical
Product number
10172
Product name
Lyso-PC
Purity
≥98%
Packaging
25mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
10172
Product name
Lyso-PC
Purity
≥98%
Packaging
50mg
Price
$92
Updated
2024/03/01
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1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Chemical Properties,Usage,Production

Description

1-Palmitoyl-2-hydroxy-sn-glycero-3-PC is the ubiquitous lipid species generated following phospholipase A2 (PLA2) hydrolysis of phosphatidylcholine. It increases the production of reactive oxygen species (ROS) and decreases superoxide dismutase (SOD) and endothelial nitric oxide synthase (eNOS) protein levels and phosphorylation of ERK1/2 in human umbilical vein endothelial cells (HUVECs) when used at a concentration of 125 μM. 1-Palmitoyl-2-hydroxy-sn-glycero-3-PC potentiates the secretion of IL-6, IL-1β, IL-12, and TNF-α in LPS-stimulated M1 macrophages, but has no effect on CD163, CD206, CD36, or IL-10 in LPS-stimulated M2 macrophages when used at concentrations of 0.3 and 1.0 μM. It increases TGF-β1 production and enhances Foxp3 protein levels in Treg cells in isolated human peripheral blood when used at a concentration of 10 μM. 1-Palmitoyl-2-hydroxy-sn-glycero-3-PC enhances neutrophil function, bacterial clearance, and survival in mouse models of sepsis when administered at a dose of 10 mg/kg.

Chemical Properties

White Solid

Uses

A lipid biomarker for stable and unstable heart disease.

Uses

16:0 Lyso PC has been used to reveal the central role of the adipocyte inflammasome in homocysteine-induced insulin resistance. It has also been used for lipid extraction and mass spectrometry analysis.

Definition

ChEBI: 1-hexadecanoyl-sn-glycero-3-phosphocholine is a lysophosphatidylcholine 16:0 in which a hexadecanoyl (palmitoyl) group is attached to the glycero moiety at position 1. It has a role as a mouse metabolite. It is a lysophosphatidylcholine 16:0 and a 1-O-acyl-sn-glycero-3-phosphocholine.

Biochem/physiol Actions

1-Palmitoyl-sn-glycero-3-phosphocholine may be used as a substrate to identify, differentiate and characterize lysophosphocholine acyl transferases.

References

[1] JESúS BALSINDE  Edward A D  Michelle V Winstead. Phospholipase A2 regulation of arachidonic acid mobilization[J]. FEBS Letters, 2002, 531 1: Pages 2-6. DOI: 10.1016/s0014-5793(02)03413-0
[2] SHINKYU CHOI. Superoxide generated by lysophosphatidylcholine induces endothelial nitric oxide synthase downregulation in human endothelial cells.[J]. Cellular Physiology and Biochemistry, 2010, 25 2-3: 233-240. DOI: 10.1159/000276557
[3] XIAOFEI QIN  Luosha Z  Chunguang Qiu. Lysophosphatidylcholine perpetuates macrophage polarization toward classically activated phenotype in inflammation[J]. Cellular immunology, 2014, 289 1: Pages 185-190. DOI: 10.1016/j.cellimm.2014.04.010
[4] HITOSHI HASEGAWA . Lysophosphatidylcholine enhances the suppressive function of human naturally occurring regulatory T cells through TGF-β production[J]. Biochemical and biophysical research communications, 2011, 415 3: Pages 526-531. DOI: 10.1016/j.bbrc.2011.10.119
[5] JI-JING YAN. Therapeutic effects of lysophosphatidylcholine in experimental sepsis[J]. Nature Medicine, 2004, 10 2: 161-167. DOI: 10.1038/nm989

1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Suppliers

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View Lastest Price from 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
1-Palmitoyl-sn-glycero-3-phosphocholine 17364-16-8
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-09-08
Moxin Chemicals
Product
Phosphonylcholine Impurity 17364-16-8
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
99%+ HPLC
Supply Ability
1000
Release date
2025-06-17
Moxin Chemicals
Product
Phosphonylcholine Impurity 17364-16-8
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
99%+ HPLC
Supply Ability
1000
Release date
2025-05-15

17364-16-8, 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINERelated Search:

1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE 1,2-DIEICOSANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE 1,2-DI[PERDEUTERO]HEXADECANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE 1,2-DIHEPTADECANOYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE 1,2-Distearoyl-sn-glycero-3-phosphocholine 1-OCTADECANOYL-2-[(CIS,CIS,CIS,CIS)-5,8,11,14-EICOSATETRAENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE 1-STEAROYL-2-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE 2-LINOLEOYL-1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE,2-LINOLEOYL-1-PALMITOYL-SN-GLYCERO- 3-PHOSPHOCHOLINE 99+% Glycerol L-ALPHA-LYSOPHOSPHATIDYLCHOLINE phosphorylcholine POPC L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, STEAROYL 1,2-DIACYL-SN-GLYCERO-3-PHOSPHOCHOLINE 1-PALMITOYL-2-PYRENEDECANOYLPHOSPHATIDYLCHOLINE 1-OCTADECANOYL-2-[CIS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, HEPTADECANOYL 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

  • P-LYSO-PC
  • L-ALPHA-PALMITOYL-LYSOPHOSPHATIDYLCHOLINE
  • L-ALPHA-LYSOPHOSPHATIDYLCHOLINE, PALMITOYL
  • L-GAMMA-PALMITOYL-ALPHA-LYSOLECITHIN
  • LYSOLECITHIN, PALMITOYL
  • LYSO-PPC
  • LYSO-PC
  • 3-SN-LYSOPHOSPHATIDYLCHOLINE, 1-PALMITOYL
  • 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
  • 1-PALMITOYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE
  • 1-PALMITOYL-2-HYDROXY-SN-GLYCERO-3-PHOSPHOCHOLINE
  • 1-PALMITOYL-2-LYSO-SN-GLYCERO-3-PHOSPHOCHOLINE
  • 1-HEXADECANOYL-SN-GLYCEROL-3-PHOSPHORYLCHOLINE
  • 16:0 LYSO PC
  • L-A-LYSOPHOSPHATIDYLCHOLINE, PALMITOYL
  • 1-hexadecanoyl-sn-glycero-3-phosphocholine
  • 1-Hexadecanoyl-sn-glycero-3-phosphocholine, 3-sn-Lysophosphatidylcholine, 1-palmitoyl, L-α-Palmitoyl-lysophosphatidylcholine, L-γ-Palmitoyl-α-lysolecithin, Lysolecithin, palmitoyl
  • [O-[1-O-Hexadecanoyl-L-glycero-3-phospho]choline]anion
  • 1-Hexadecylglycero-3-phosphocholine
  • 1-Palmitoyl-2-lyso-sn-glycero-3-phosphatidylcholine
  • 1-Palmitoylglycero-3-phosphocholine
  • Palmitoyllysophosphatidylcholine
  • L-α-Palmitoyl-lysophosphatidylcholine
  • L-γ-Palmitoyl-α-lysolecithin, Lysolecithin
  • Palmitoyl Lyso-phosphocholine
  • 1-PalMitoyl-2-hydroxy-sn-glycero-3-phosphocholine (P-lysoPC, LPC)
  • (7R)-3,5,9-4,7-Dihydroxy-N,N,N-triMethyl-10-oxotrioxa-4-phosphapentacosan-1-aMiniuM 4-Oxide Inner Salt
  • 1-Hexadecanoyllysolecithin
  • 1-O-PalMitoyl-2-lyso-sn-glycero-3-p
  • L-g-PalMitoyl-a-lysolecithin
  • 1,2-Distearoyl-sn-glycero-3-phosphoglycerol, sodiuM salt (DSPG)
  • L-γ-Palmitoyl-α-lysolecithin
  • L-A-LYSOPHOSPHATIDYLCHOLINE, PALMITO
  • 1-Palmitoyl-2-hydroxy-sn-glycero-3-PC
  • 1-Palmitoyl-sn-glycero-3-phosphocholine(P-LysoPC)
  • Palmitoyl phosphocholine
  • Choline Impurity 1
  • (R)-2-Hydroxy-3-(palmitoyloxy)propyl [2-(Trimethylammonio)ethyl] Phosphate
  • 3,5,9-Trioxa-4-phosphapentacosan-1-aminium,4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (7R)-
  • 1-Palmitoyl-2-hydroxy-sn-glycero-3-PC MaxSpec Standard
  • LysoFos Choline 16
  • 1-Pal PC
  • P-LySOPC 1-Hexadecanyl-sn-propythritol phosphatidylcholine
  • 1-Palmitoyl-<i>sn</i>-glycero-3-phosphocholine
  • 1-Hexadecanoyl-sn-propythritol phosphatidylcholine
  • P-lyso-PC (short route)
  • 1-Palmitoyl-sn-glycero-3-phosphocholine【L5254】
  • 1-Hexadecanoyl-SN-glycerol-phosphocholine
  • Lecithin Impurity 49
  • L-Palmitoyllysolecithin
  • 17364-16-8
  • C24H50NO7P
  • C24H510NO7P
  • Lipids
  • Glycerophosphonocholines
  • Glycerides
  • Phosphoglycerides
  • Biochemicals and Reagents