Enantio-PAF C-16 - Moligand™, ≥98% , Agonist of PAF receptor, CAS No.117985-57-6, Agonist of PAF receptor

CAS: 117985-57-6 Cat. No.: E354538 Molecular Weight: 523.68

GRADE & PURITY Moligand™, ≥98%

Synonyms

3-O-Hexadecyl-2-O-acetyl-sn-glycero-1-phosphocholine | ENANTIO-PAF (C16) | 1-O-Palmityl-2-acetyl-rac-glycero-3-phosphocholine | (2-acetyloxy-3-hexadecoxypropyl) 2-trimethylazaniumylethyl phosphate | enantio PAF C-16 | SCHEMBL2734461 | J-003694 | PC O-16:0

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Enantio-PAF C-16 initiates receptor-mediated responses in platelets and a variety of other cells. A biologically inactive enantiomer of PAF. Rabbit plactelet PAF receptor K|D|=0.1 nM. EC50 for stimulation of phosphoinositide metabolism in hippocampal cell line: 1.2-1.5 nM.

Specifications

Synonyms

3-O-Hexadecyl-2-O-acetyl-sn-glycero-1-phosphocholine | ENANTIO-PAF (C16) | 1-O-Palmityl-2-acetyl-rac-glycero-3-phosphocholine | (2-acetyloxy-3-hexadecoxypropyl) 2-trimethylazaniumylethyl phosphate | enantio PAF C-16 | SCHEMBL2734461 | J-003694 | PC O-16:0

Specifications & Purity

Moligand™, ≥98%

Storage

Store at -20°C

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 PAF receptor

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C
• IUPAC Name: (2-acetyloxy-3-hexadecoxypropyl) 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: HVAUUPRFYPCOCA-UHFFFAOYSA-N
• INCHI: 1S/C26H54NO7P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-21-31-23-26(34-25(2)28)24-33-35(29,30)32-22-20-27(3,4)5/h26H,6-24H2,1-5H3
• Isomeric SMILES: CCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)C
• WGK Germany: 3
• Alternate CAS: 117985-57-6,77286-68-1
• Molecular Weight: 523.68
• Reaxy-Rn: 4726002
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4726002&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerophospholipids
      • Subclass Glycerophosphocholines
        • Level5 1-alkyl,2-acylglycero-3-phosphocholines
          • Level6 1-alkyl,2-acetylglycero-3-phosphocholines

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphocholines
• Intermediate Tree Nodes: 1-alkyl,2-acylglycero-3-phosphocholines
• Direct Parent: 1-alkyl,2-acetylglycero-3-phosphocholines
• Alternative Parents: Phosphocholines Glycerol ethers Dialkyl phosphates Tetraalkylammonium salts Carboxylic acid esters Monocarboxylic acids and derivatives Dialkyl ethers Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1-alkyl,2-acetylglycero-3-phosphocholine - Phosphocholine - Glycerol ether - Dialkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Tetraalkylammonium salt - Quaternary ammonium salt - Carboxylic acid ester - Carboxylic acid derivative - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Carbonyl group - Amine - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-alkyl,2-acetylglycero-3-phosphocholines. These are glycerophosphocholines that carry exactly one acetyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position.
• External Descriptors: Not available

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)

PTAFR Tchem Platelet-activating factor receptor (1 Activities)

Discover Target: PTAFR

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

Homo sapiens (32628 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cavia porcellus (23802 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Oryctolagus cuniculus (11301 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol, and chloroform (10 mg/ml slightly hazy, colorless solution).
• Molecular Weight: 523.700 g/mol
• XLogP3: 6.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 26
• Exact Mass: 523.364 Da
• Monoisotopic Mass: 523.364 Da
• Topological Polar Surface Area: 94.100 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 546.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1