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
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
Safety
- WGK Germany
- 3
- F
- 10-21
- HS Code
- 2923.20.2000
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.
N-Bromosuccinimide Price
- Product number
- L5254
- Product name
- 1-Palmitoyl-sn-glycero-3-phosphocholine
- Purity
- synthetic, ≥99%
- Packaging
- 25mg
- Price
- $123
- Updated
- 2025/07/31
- Product number
- L5254
- Product name
- 1-Palmitoyl-sn-glycero-3-phosphocholine
- Purity
- synthetic, ≥99%
- Packaging
- 1g
- Price
- $1980
- Updated
- 2024/03/01
- Product number
- P2694
- Product name
- 1-Palmitoyl-sn-glycero-3-phosphocholine
- Packaging
- 250MG
- Price
- $277
- Updated
- 2025/07/31
- Product number
- 10172
- Product name
- Lyso-PC
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $49
- Updated
- 2024/03/01
- Product number
- 10172
- Product name
- Lyso-PC
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $92
- Updated
- 2024/03/01
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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View Lastest Price from 1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE manufacturers
- 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
- 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
- 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