C24:1 Ceramide (d18:1/24:1(15Z)) - ≥98% , CAS No.54164-50-0

CAS: 54164-50-0 Cat. No.: C778421 Molecular Weight: 648.10

GRADE & PURITY ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Ceramides comprise spingolipids with acyl chains of C14 to C24 saturated and monounsaturated fatty acids. They are present in most of the mammalian tissues.

C24:1 Ceramide (d18:1/24:1(15Z)) has been used as an internal stand in liquid chromatography-mass spectrometer. It is also suitable for use as a standard in high-performance liquid chromatography/tandem mass spectrometry.

Specifications

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Ceramide (d18:1/24:1[15Z]) levels are elevated inprimary open angle glaucoma (POAG). It is a biomarker for the human arterial tissue and plasma major adverse cardiac and cerebrovascular events (MACE). In general, ceramides are key second messengers in sph

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.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)O
• IUPAC Name: (Z)-N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]tetracos-15-enamide
• InChIKey: VJSBNBBOSZJDKB-KPEYJIHVSA-N
• INCHI: 1S/C42H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,35,37,40-41,44-45H,3-16,19-34,36,38-39H2,1-2H3,(H,43,46)/b18-17-,37-35+/t40-,41+/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCC/C=C\CCCCCCCC)O
• Molecular Weight: 648.10

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: 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: 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 ceramides. These are lipid molecules containing a sphingosine in which the amine group is linked to a 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

• Melt Point(°C): 81-83℃
• Molecular Weight: 648.100 g/mol
• XLogP3: 16.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 37
• Exact Mass: 647.622 Da
• Monoisotopic Mass: 647.622 Da
• Topological Polar Surface Area: 69.600 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 661.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

References

1. Yu Jiang, Gao Yidan, Liu Fei, Zhang Yuyu, Li Jianda, Ding Luogang, Ren Sufang, Yang Jie, Jiao Jian, Feng Gong, Chen Zhi, Sun Wenbo, Wu Jiaqiang.  (2024)  m6A-modified exosome-derived circHIF1α binding to KH domain of IGF2BP3 mediates DNA damage and arrests G1/S transition phase to resists bacterial infection in bacteremia.  JOURNAL OF NANOBIOTECHNOLOGY,  22  (1): (1-21).  [PMID:39443946] [10.1186/s12951-024-02932-4]