C20 Ceramide - Moligand™,≥98% , CAS No.7344-02-7

CAS: 7344-02-7 Cat. No.: C331396 Molecular Weight: 594.01

GRADE & PURITY Moligand™, ≥98%

Synonyms

AKOS040758319 | C20 Ceramide | N-eicosanoyl-sphing-4-enine | N-eicosanoylsphing-4-enine | N-(icosanoyl)ceramide | N-Arachidoyl-D-sphingosine, >=98.0% (TLC) | N-icosanoylsphingosine | Ceramide d38:1 | C20 Ceramide (d18:1/20:0), N-arachidoyl-D-erythro-sphin

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

C20 Ceramide (N-Arachidoyl-D-sphingosine) is a 20:0 ceramide found in the brain that crosses the blood-brain barrier to activate microglia and induce depressive-like behavior.

Specifications

Synonyms

AKOS040758319 | C20 Ceramide | N-eicosanoyl-sphing-4-enine | N-eicosanoylsphing-4-enine | N-(icosanoyl)ceramide | N-Arachidoyl-D-sphingosine, >=98.0% (TLC) | N-icosanoylsphingosine | Ceramide d38:1 | C20 Ceramide (d18:1/20:0), N-arachidoyl-D-erythro-sphin

Specifications & Purity

Moligand™, ≥98%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504763470
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763470
• Canonical Smiles: CCCCCCCCCCCCCCCCCCCC(=O)NC(CO)C(C=CCCCCCCCCCCCCC)O
• IUPAC Name: N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]icosanamide
• InChIKey: XWBWIAOWSABHFI-NUKVNZTCSA-N
• INCHI: 1S/C38H75NO3/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(42)39-36(35-40)37(41)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h31,33,36-37,40-41H,3-30,32,34-35H2,1-2H3,(H,39,42)/b33-31+/t36-,37+/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@@H](/C=C/CCCCCCCCCCCCC)O
• Molecular Weight: 594.01
• Reaxy-Rn: 21852883
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21852883&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Sphingolipids
      • Subclass Ceramides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Sphingolipids
• Subclass: Ceramides
• Intermediate Tree Nodes: Not available
• Direct Parent: Long-chain ceramides
• Alternative Parents: N-acyl amines Secondary carboxylic acid amides Secondary alcohols Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Long-chain ceramide - Fatty amide - N-acyl-amine - Fatty acyl - Carboxamide group - Secondary alcohol - Secondary carboxylic acid amide - Carboxylic acid derivative - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as long-chain ceramides. These are ceramides bearing a long chain fatty acid.
• External Descriptors: N-acylsphingosines (ceramides)

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

Chemical and Physical Properties

• Solubility: Soluble in Chloroform
• Sensitivity: Moisture sensitive;air sensitive
• Melt Point(°C): 89-90° C (lit.)
• Molecular Weight: 594.000 g/mol
• XLogP3: 15.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 34
• Exact Mass: 593.575 Da
• Monoisotopic Mass: 593.575 Da
• Topological Polar Surface Area: 69.600 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 565.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1