1-Palmitoyl-sn-glycero-3-phosphocholine - Moligand™, ≥99% , Agonist of GPR119, CAS No.17364-16-8, Agonist of GPR119

CAS: 17364-16-8 Cat. No.: P130493 Molecular Weight: 495.63 Beilstein Registry Number: 5385680

GRADE & PURITY Moligand™, ≥99%

Synonyms

16:0 Lyso PC | 1-Palmitoyl-sn-glycero-3-phosphocholine | 1-palmitoyl-sn-glycero-3-phos-phocholine | Lysophosphatidylcholine(16:0/0:0) | CHEBI:72998 | 1-Hexadecanoyl-sn-glycerol-3-phosphorylcholine | 16:0 LYSO-PC | 3,5,9-Trioxa-4-phosphapentacosan-1-aminiu

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

It is utilized in the synthesis of fluorescent probes for use in studies of lipid metabolism and signaling.

A phosphocholine for fluorescent probe design.

Specifications

Synonyms

16:0 Lyso PC | 1-Palmitoyl-sn-glycero-3-phosphocholine | 1-palmitoyl-sn-glycero-3-phos-phocholine | Lysophosphatidylcholine(16:0/0:0) | CHEBI:72998 | 1-Hexadecanoyl-sn-glycerol-3-phosphorylcholine | 16:0 LYSO-PC | 3, 5, 9-Trioxa-4-phosphapentacosan-1-aminiu

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

lyso -Phosphatidylcholine containing palmitic acid. For use as substrate to identify, differentiate and characterize lysophosphocholine acyl transferases. Variety of biological effects.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of GPR119

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504758918
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758918
• Canonical Smiles: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O
• IUPAC Name: [(2R)-3-hexadecanoyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: ASWBNKHCZGQVJV-HSZRJFAPSA-N
• 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
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O
• WGK Germany: 3
• Molecular Weight: 495.63
• Beilstein: 5385680
• Reaxy-Rn: 4162435
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4162435&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerophospholipids
      • Subclass Glycerophosphocholines
        • Level5 Lysophosphatidylcholines
          • Level6 1-acyl-sn-glycero-3-phosphocholines

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphocholines
• Intermediate Tree Nodes: Lysophosphatidylcholines
• Direct Parent: 1-acyl-sn-glycero-3-phosphocholines
• Alternative Parents: Phosphocholines Fatty acid esters Dialkyl phosphates Tetraalkylammonium salts Secondary alcohols Carboxylic acid esters Monocarboxylic acids and derivatives Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1-acyl-sn-glycero-3-phosphocholine - Phosphocholine - Fatty acid ester - Dialkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Tetraalkylammonium salt - Quaternary ammonium salt - Secondary alcohol - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Alcohol - Organic oxygen compound - Organopnictogen compound - Carbonyl group - Organic salt - Amine - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine.
• External Descriptors: Monoacylglycerophosphocholines

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GPR119 Tclin Glucose-dependent insulinotropic receptor (1 Activities)

Discover Target: GPR119

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture Sensitive,Heat Sensitive
• Melt Point(°C): 253 °C
• Molecular Weight: 495.600 g/mol
• XLogP3: 5.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 24
• Exact Mass: 495.332 Da
• Monoisotopic Mass: 495.332 Da
• Topological Polar Surface Area: 105.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 517.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Lili Song, Jiayi Wang, Jiaxuan Nie, Yue Zhang, Rui Han, Huimin Liu, Ningning Ma, Zhen Yang, Yubo Li.  (2023)  Study on toxicity/efficacy related substances and metabolic mechanism of Tripterygium wilfordii Hook. f based on O2LPS correlation analysis.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:37506782] [10.1016/j.jep.2023.116949]

2. Jiangjie Wu, Wenjing Liu, Shuangying Tang, Sailong Wei, Huiwen He, Meng Ma, Yanqin Shi, Yulu Zhu, Si Chen, Xu Wang.  (2024)  Light-Responsive Smart Nanoliposomes: Harnessing the Azobenzene Moiety for Controlled Drug Release under Near-Infrared Irradiation.  ACS Applied Materials & Interfaces,      [PMID:39380427] [10.1021/acsami.4c13549]

3. Zhuo Li, Zixin Huo, Shanshan Yao, Xianmeng Liang, Yiran Zhao, Yanxin Wang, Shifeng Guo, Caihuan Ke, Pei Su, Danqing Feng.  (2025)  Intertidal Warfare: Synergistic Allelopathy Mediates Spatial Competition between Two Marine Calcareous-Shelled Sessile Organisms.  Advanced Science,      [PMID:41355076] [10.1002/advs.202512644]