N-palmitoyl-D-erythro-sphinganine - ≥98% , CAS No.5966-29-0

CAS: 5966-29-0 Cat. No.: N493159 Molecular Weight: 539.917

GRADE & PURITY ≥98%

Synonyms

N-(hexadecanoyl)-sphinganine|5966-29-0|C16 dihydroceramide|N-palmitoyl-D-erythro-sphinganine|Cer(d18:0/16:0)|C16DH Cer|N-Hexadecanoylsphinganine|N-(palmitoyl)-dihydroceramide|N-(hexadecanoyl)-dihydroceramide|N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexadeca

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

N-(hexadecanoyl)-sphinganine | 5966-29-0 | C16 dihydroceramide | N-palmitoyl-D-erythro-sphinganine | Cer(d18:0/16:0) | C16DH Cer | N-Hexadecanoylsphinganine | N-(palmitoyl)-dihydroceramide | N-(hexadecanoyl)-dihydroceramide | N-[(2S, 3R)-1, 3-dihydroxyoctadecan-2-yl]hexadeca

Specifications & Purity

≥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.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504763473
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763473
• Canonical Smiles: CCCCCCCCCCCCCCCC(C(CO)NC(=O)CCCCCCCCCCCCCCC)O
• IUPAC Name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexadecanamide
• InChIKey: GCGTXOVNNFGTPQ-JHOUSYSJSA-N
• INCHI: 1S/C34H69NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32-33,36-37H,3-31H2,1-2H3,(H,35,38)/t32-,33+/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCCCC[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCCCC)O
• Molecular Weight: 539.917
• Reaxy-Rn: 1893913
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1893913&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-acylsphinganines (dihydroceramides)

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

• Molecular Weight: 539.900 g/mol
• XLogP3: 13.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 31
• Exact Mass: 539.528 Da
• Monoisotopic Mass: 539.528 Da
• Topological Polar Surface Area: 69.600 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 471.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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. 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,      [PMID:39317643] [10.1021/acs.jproteome.4c00344]