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| Synonyms | C18:1 Ceramide (d18:1/18:1(9Z)) | N-Oleoyl-D-erythro-Sphingosine Ceramide C18:1 | AKOS037645154 | C18:1 Ceramide (d18:1/18:1(9Z)), N-oleoyl-D-erythro-sphingosine, powder | n-oleoylsphingosine | N-oleoyl-sphingosine | N-[(9Z)-octadecenoyl]sphingosine | CHE |
|---|---|
| Specifications & Purity | ≥98% |
| 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 |
N-Oleoyl-D-erythro-sphingosine is a member of the ceramide family, acting as a signaling molecule with its proapoptotic function among the most studied. General description: C18:1 Ceramide (d18:1/18:1(9Z)) or N-oleoyl-D-erythro-sphingosine is a synthetic ceramide containing sphingosine with oleic acid. application: C18:1 Ceramide (d18:1/18:1(9Z)) may be used as a standard: to quantify ceramide content in muscle tissue samples using high-performance liquid chromatography/tandem mass spectrometry (HPLC/MS2) for the absolute quantification of epidermal lipids using liquid chromatography-tandem mass spectrometry (LC/MS/MS) for the ratiometric quantification of sphingomyelin (SM) |
Taxonomy Tree
| 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-acylsphingosines (ceramides) |
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| IUPAC Name | (Z)-N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]octadec-9-enamide |
|---|---|
| INCHI | InChI=1S/C36H69NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,29,31,34-35,38-39H,3-16,19-28,30,32-33H2,1-2H3,(H,37,40)/b18-17-,31-29+/t34-,35+/m0/s1 |
| InChIKey | OBFSLMQLPNKVRW-RHPAUOISSA-N |
| Smiles | CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCCCCC=CCCCCCCCC)O |
| Isomeric SMILES | CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCC/C=C\CCCCCCCC)O |
| PubChem CID | 5283563 |
| Molecular Weight | 563.938 |
| Beilstein | 6283861 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Sep 14, 2023 | N130623 | |
| Certificate of Analysis | Sep 14, 2023 | N130623 | |
| Certificate of Analysis | Sep 13, 2023 | N130623 | |
| Certificate of Analysis | Sep 13, 2023 | N130623 | |
| Certificate of Analysis | Aug 02, 2022 | N130623 | |
| Certificate of Analysis | Feb 11, 2022 | N130623 |
| Solubility | Soluble in DMSO, chloroform, DMF, and 100% Ethanol. |
|---|---|
| Molecular Weight | 563.900 g/mol |
| XLogP3 | 13.000 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 31 |
| Exact Mass | 563.528 Da |
| Monoisotopic Mass | 563.528 Da |
| Topological Polar Surface Area | 69.600 Ų |
| Heavy Atom Count | 40 |
| Formal Charge | 0 |
| Complexity | 574.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 2 |
| Covalently-Bonded Unit Count | 1 |
Starting at $206.90