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 T_reg 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