Basic Description

Synonyms	C22 Ceramide (d18:1/22:0), N-behenoyl-D-erythro-sphingosine, powder \| Ceramide d40:1 \| N-(docosanoyl) sphingosine \| N-[1.3-dihydroxyoctadec-4-en-2-yl]docosanamide \| N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]docosanamide \| C22 Ceramide (d18:1/22:0) \| Ce
Specifications & Purity	≥99%
Biochemical and Physiological Mechanisms	Ceramides plays an important role in regulating cell differentiation, proliferation and apoptosis. It also regulates stress responses and inflammation
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Product Description	C22 Ceramide (d18:1/22:0) or N-behenoyl-D-erythro-sphingosine is a synthetic ceramide containing sphingosine with behenic acid C22 Ceramide (d18:1/22:0) has been used: • as a standard to measure ceramide concentrations in muscle tissue samples using high-performance liquid chromatography/tandem mass spectrometry (LC/MS2） • as a standard for the quantitation of sphingolipid metabolites • to study its effects on mitochondrial-to-cytosolic stress response (MCSR) induction

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)
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

Names and Identifiers

Pubchem Sid	504763471
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504763471
IUPAC Name	N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]docosanamide
INCHI	InChI=1S/C40H79NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-40(44)41-38(37-42)39(43)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h33,35,38-39,42-43H,3-32,34,36-37H2,1-2H3,(H,41,44)/b35-33+/t38-,39+/m0/s1
InChIKey	KEPQASGDXIEOIL-GLQCRSEXSA-N
Smiles	CCCCCCCCCCCCCCCCCCCCCC(=O)NC(CO)C(C=CCCCCCCCCCCCCC)O
Isomeric SMILES	CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@@H](/C=C/CCCCCCCCCCCCC)O
Molecular Weight	622.06
Reaxy-Rn	54814198
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=54814198&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

6 results found

Lot Number	Certificate Type	Date	Item
I2208035	Certificate of Analysis	Jun 19, 2024	N130612
I2208036	Certificate of Analysis	Jun 12, 2024	N130612
L2308503	Certificate of Analysis	Nov 22, 2023	N130612
L2307691	Certificate of Analysis	Nov 22, 2023	N130612
C2110001	Certificate of Analysis	Dec 14, 2022	N130612
I2307037	Certificate of Analysis	Aug 16, 2022	N130612

Chemical and Physical Properties

Molecular Weight	622.100 g/mol
XLogP3	16.100
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	36
Exact Mass	621.606 Da
Monoisotopic Mass	621.606 Da
Topological Polar Surface Area	69.600 Å²
Heavy Atom Count	44
Formal Charge	0
Complexity	593.000
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

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Jie Zhang, Xiaoling Zang, Peng Jiao, Jiangyu Wu, Wei Meng, Lizhen Zhao, Zhihua Lv. (2024) Alterations of Ceramides, Acylcarnitines, GlyceroLPLs, and Amines in NSCLC Tissues. JOURNAL OF PROTEOME RESEARCH, 23 (10): (4343-4358).

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C22 Ceramide (d18:1/22:0) - >99%, high purity , CAS No.27888-44-4