Basic information
- CAS
34435-05-7- Standard SMILES
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCC- InChIKey
ZJVVOYPTFQEGPH-AUTSUKAISA-N- Molecular formula
- C42H83NO3
- Average molar mass
- 650.1 g/mol
- Monoisotopic mass
- 649.63729551
Overview
N-tetracosanoylsphingosine is a N-acylsphingosine in which the ceramide N-acyl group is specified as tetracosanoyl. It has a role as a mouse metabolite. It is a N-(very-long-chain fatty acyl)-sphingoid base, a N-acylsphingosine and a Cer(d42:1). It is functionally related to a tetracosanoic acid.
Names & identifiers
- Preferred name
- C24-Ceramide
- IUPAC
- N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]tetracosanamide
- English name
- C24-Ceramide
- Molecular formula
- C42H83NO3
- Molecular weight
- 650.11
Names & synonyms
34435-05-7C24-CeramideN-lignoceroyl-D-erythro-sphingosineG38T6UJK5SRefChem:1080591N-((E)-1,3-dihydroxyoctadec-4-en-2-yl)tetracosanamideC24 CeramideN-tetracosanoylsphingosineCer(d18:1/24:0)Lignoceric CeramideC24 Ceramide (d18:1/24:0)N-Lignoceroylsphingosine
Show more names
TETRACOSENAMIDEN-TETRACOSANOYL-D-ERYTHRO-SPHINGOSINEC24-D-ERYTHRO-CERAMIDEN-MYRISTOYL-D-SPHINGOSINEN-MYRISTOYL-D-ERYTHRO-SPHINGOSINEN-((2R,3S,E)-1,3-Dihydroxyoctadec-4-en-2-yl)tetracosanamide
C24 Cer102917-80-6N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]tetracosanamideN-(tetracosanoyl)-sphing-4-enineC42H83NO3N-((2S,3R,E)-1,3-DIHYDROXYOCTADEC-4-EN-2-YL)TETRACOSANAMIDECeramide d42:1N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]tetracosanamide
Database identifiers
- CAS
34435-05-7- PubChem CID
- 5283571
Properties
Computed structural properties
- XLogP
- 17.2
- Topological polar surface area
- 69.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 38
- Heavy atoms
- 46
- Formal charge
- 0
- Complexity
- 622
Experimental & physicochemical properties
Lipids
Lipids -> Sphingolipids
Lipids -> Sphingolipids [SP] -> Ceramides [SP02] -> N-acylsphingosines (ceramides) [SP0201]
SolubilityInsoluble
Physical DescriptionSolid
Collision Cross Section281.5 Ų [M+CH3COO]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Sphingolipids]
Physicochemical properties
- Melting point
- 94 · 94-96
- Boiling point
- 750 · 750.0±60.0 °C(Predicted)
- Density
- 0.906 · 0.906±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Chloroform (Sparingly)
- form
- Solid
- pka
- 13.54 · 13.54±0.20(Predicted)
- color
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319
- Precautionary statements
- P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
Chemistry & industry
Pharmacology
Tissue LocationsBrain
Cellular LocationsExtracellular
Applications
DescriptionProduction of ceramide occurs upon hydrolysis of sphingomyelin by a specific isoform of PLC, appropriately named sphingomyelinase. C24 Ceramide (d18:1/24:0) is one of the most abundant naturally occurring ceramides. Ceramides mediate many diverse biological activities, as has been demonstrated in studies utilizing cell-permeable ceramide analogs. A few of the processes regulated by ceramides include apoptosis, cell differentiation, proliferation of smooth muscle cells, and inhibition of the mitochondrial respiratory chain.
UsesProduction of ceramide occurs upon hydrolysis of sphingomyelin by a specific isoform of phospholipase C, appropriately named sphingomyelinase.
Suppliers39 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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