N-octanoyl-D-erythro-sphinganine - ≥98% , CAS No.145774-33-0

CAS: 145774-33-0 Cat. No.: N130688 Molecular Weight: 427.7

GRADE & PURITY ≥98%

Synonyms

EC 214-269-9 | N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]octanamide | C8 Dihydroceramide [N-Octanoylsphinganine] | KBioSS_000291 | Bio1_000813 | n-octanoyldihydrosphingosine | C8-DIHYDRO-CERAMIDE | HMS3402O13 | AKOS027250754 | CHEBI:82841 | IDI1_034041 | KBi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

C8 Dihydroceramide (d18:0/8:0) has been used as an internal standard to quantify the lipid extracted from human plasma by liquid chromatography mass spectrometry during high-throughput plasma lipidomics.

Specifications

Synonyms

EC 214-269-9 | N-[(2S, 3R)-1, 3-dihydroxyoctadecan-2-yl]octanamide | C8 Dihydroceramide [N-Octanoylsphinganine] | KBioSS_000291 | Bio1_000813 | n-octanoyldihydrosphingosine | C8-DIHYDRO-CERAMIDE | HMS3402O13 | AKOS027250754 | CHEBI:82841 | IDI1_034041 | KBi

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

C8 Dihydroceramide (d18:0/8:0) or N-octanoyl-D-erythro-sphinganine, is a synthetic dihydroceramide. Dihydroceramide acts as a precursor for de-novo ceramide synthesis. C8 Dihydroceramide mimics γ-tocotrienol (γTE) in stimulating NF-κB-target protein A20 e

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.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCC(C(CO)NC(=O)CCCCCCC)O
• IUPAC Name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]octanamide
• InChIKey: LGOFBZUQIUVJFS-LOSJGSFVSA-N
• INCHI: 1S/C26H53NO3/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-25(29)24(23-28)27-26(30)22-20-17-8-6-4-2/h24-25,28-29H,3-23H2,1-2H3,(H,27,30)/t24-,25+/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCCCC[C@H]([C@H](CO)NC(=O)CCCCCCC)O
• Molecular Weight: 427.7
• Reaxy-Rn: 13694852
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13694852&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: 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: dihydroceramide

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

Associated Targets(Human)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 427.700 g/mol
• XLogP3: 9.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 23
• Exact Mass: 427.403 Da
• Monoisotopic Mass: 427.403 Da
• Topological Polar Surface Area: 69.600 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 362.000
• 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