N-octanoyl-D-erythro-sphingosine - ≥99% , CAS No.74713-59-0

CAS: 74713-59-0 Cat. No.: N130616 Molecular Weight: 425.688

GRADE & PURITY ≥99%

Synonyms

BSPBio_001569 | HMS1361O11 | N-octanoylsphing-4-enine | SCHEMBL14020687 | DTXSID701318293 | SR-01000946565 | N-Octanoylsphingosine,D-erythro | C8 ceramide | C-8 Ceramide | IDI1_034039 | Ceramide 8; D-erythro-N-Octanoylsphingosine; N-Octanoyl-C18-sphingosi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

General description：

C8 Ceramide is a short chain ceramide and is cell permeable.

Application：

C8 Ceramide (d18:1/8:0) has been used as an internal ceramide standard in electrospray ionization. It has also been used as a substrate for ceramide kinase activity assay. It is suitable for use as a substrate for galactocerebrosidase.

Specifications

Synonyms

BSPBio_001569 | HMS1361O11 | N-octanoylsphing-4-enine | SCHEMBL14020687 | DTXSID701318293 | SR-01000946565 | N-Octanoylsphingosine, D-erythro | C8 ceramide | C-8 Ceramide | IDI1_034039 | Ceramide 8; D-erythro-N-Octanoylsphingosine; N-Octanoyl-C18-sphingosi

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Non-physiological and biologically active ceramide analog. Various pharmacological activities including protein kinase activation, induces phosphorylation of EGF and apoptosis in vitro .

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.

Action Type

ACTIVATOR

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

≥99%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCCCC)O
• IUPAC Name: N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octanamide
• InChIKey: APDLCSPGWPLYEQ-WRBRXSDHSA-N
• INCHI: 1S/C26H51NO3/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/h19,21,24-25,28-29H,3-18,20,22-23H2,1-2H3,(H,27,30)/b21-19+/t24-,25+/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCC)O
• Molecular Weight: 425.688
• Reaxy-Rn: 32488185
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32488185&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: 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

Associated Targets(Human)

GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

Discover Target: GBA1

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

MCF7 (126967 Activities)

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MDA-MB-468 (9477 Activities)

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HCT-116 (91556 Activities)

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MDA-MB-231 (73002 Activities)

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Associated Targets(non-human)

Trypanosoma cruzi (99888 Activities)

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Ulva (10 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 425.700 g/mol
• XLogP3: 8.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 22
• Exact Mass: 425.387 Da
• Monoisotopic Mass: 425.387 Da
• Topological Polar Surface Area: 69.600 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 398.000
• 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