C6 NBD Ceramide - ≥98% , CAS No.94885-02-6

CAS: 94885-02-6 Cat. No.: N130250 Molecular Weight: 575.74

GRADE & PURITY ≥98%

Synonyms

HY-W356116 | 6-((N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)hexanoyl)sphingosine | N-(NBD-Aminohexanoyl) D-erythro-Sphingosine | C6 NBD Ceramide | C-6 NBD Ceramide | N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]h

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

HY-W356116 | 6-((N-(7-nitrobenz-2-oxa-1, 3-diazol-4-yl)amino)hexanoyl)sphingosine | N-(NBD-Aminohexanoyl) D-erythro-Sphingosine | C6 NBD Ceramide | C-6 NBD Ceramide | N-[(E, 2S, 3R)-1, 3-dihydroxyoctadec-4-en-2-yl]-6-[(4-nitro-2, 1, 3-benzoxadiazol-7-yl)amino]h

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

C6 NBD Ceramide is a cell-permeable Golgi fluorescent probe (Ex=466 nm, Em=536 nm), a neuraminidic acid with a green fluorescent tag that can recognize Golgi apparatus in live and fixed cells, observing morphological changes of the Golgi apparatus in live

Storage

Protected from light, 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

• Canonical Smiles: CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCCNC1=CC=C(C2=NON=C12)[N+](=O)[O-])O
• IUPAC Name: N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanamide
• InChIKey: HZIRBXILQRLFIK-VPZZKNKNSA-N
• INCHI: 1S/C30H49N5O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-27(37)25(23-36)32-28(38)19-16-14-17-22-31-24-20-21-26(35(39)40)30-29(24)33-41-34-30/h15,18,20-21,25,27,31,36-37H,2-14,16-17,19,22-23H2,1H3,(H,32,38)/b18-15+/t25-,27+/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCNC1=CC=C(C2=NON=C12)[N+](=O)[O-])O
• Alternate CAS: 86701-10-2
• Molecular Weight: 575.74

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: Benzoxadiazoles Nitroaromatic compounds Secondary alkylarylamines Benzenoids N-acyl amines Furazans Heteroaromatic compounds Secondary carboxylic acid amides Secondary alcohols Amino acids and derivatives Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organic oxoazanium compounds Hydrocarbon derivatives Carbonyl compounds Organic oxides Organic zwitterions Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Ceramide - Benzoxadiazole - Nitroaromatic compound - Secondary aliphatic/aromatic amine - Fatty amide - N-acyl-amine - Fatty acyl - Benzenoid - Azole - Furazan - Heteroaromatic compound - Oxadiazole - Amino acid or derivatives - Carboxamide group - C-nitro compound - Organic nitro compound - Secondary alcohol - Secondary carboxylic acid amide - Organoheterocyclic compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Secondary amine - Carboxylic acid derivative - Organic oxoazanium - Azacycle - Organic nitrogen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organonitrogen compound - Amine - Carbonyl group - Organooxygen compound - Organic oxygen compound - Organic zwitterion - Primary alcohol - Aromatic heteropolycyclic 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-acylsphingosine

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: light sensitive；Moisture sensitive
• Molecular Weight: 575.700 g/mol
• XLogP3: 7.300
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 23
• Exact Mass: 575.368 Da
• Monoisotopic Mass: 575.368 Da
• Topological Polar Surface Area: 166.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 737.000
• 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

References

1. Pengkai Ma, Ziqi Jing, Xue Wang, Xiaoya Liu, Zirui Tan, Yujie Zhang, Zhijun Wang.  (2025)  Carrier-free multi-components self-delivery nanocomplex for tumor synergistic therapy.  International Journal of Pharmaceutics-X,      [PMID:41323844] [10.1016/j.ijpx.2025.100443]