N-tetracosanoylsphinganine
Basic information
- CAS
6063-36-1- Standard SMILES
CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC- InChIKey
BPLYVSYSBPLDOA-WVILEFPPSA-N- Molecular formula
- C42H85NO3
- Average molar mass
- 652.1 g/mol
- Monoisotopic mass
- 651.65294557
Overview
N-tetracosanoylsphinganine is an N-(1,2-saturated acyl)sphinganine having a tetracosanoyl group attached to the nitrogen atom. It has a role as a mouse metabolite and a Saccharomyces cerevisiae metabolite. It is a N-(very-long-chain fatty acyl)-sphingoid base and a N-(1,2-saturated acyl)sphinganine. It is functionally related to a tetracosanoic acid.
Names & identifiers
- Preferred name
- N-tetracosanoylsphinganine
- IUPAC
- N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]tetracosanamide
- English name
- (2S, 3R)-2-Lignoceroylaminooctadecane-1,3-diol
- Molecular formula
- C42H85NO3
- Molecular weight
- 652.13
Names & synonyms
6063-36-1N-(tetracosanoyl)-sphinganineN-tetracosanoylsphinganineZX93WFT4UAC24DH CerN-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]tetracosanamideceramide-1 (sphinganine:N-C24:0)CHEBI:52961DTXSID20415278N-((2S,3R)-1,3-dihydroxyoctadecan-2-yl)tetracosanamideRefChem:1092126DTXCID10366129
Show more names
C24:1 SPHINGANINEN-24:0 SPHINGANINEN-24:1 SPHINGANINEC24-dihydro-CeramideC24:1 DIHYDROSPHINGOSINEN-NERVANOYL-D-ERYTHROSPHINGANINEN-LIGNOCEROYL-D-ERYTHROSPHINGANINE
Cer(d18:0/24:0)N-lignoceroyl-D-erythro-sphinganineC24 Dihydroceramide (d18:0/24:0)C24 SphinganineC24-dihydroceramideC24 dihydro Ceramide (d18:0/24:0)C24 dihydrosphingosineC24-dihydroceramide nds
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 17.7
- Topological polar surface area
- 69.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 39
- Heavy atoms
- 46
- Formal charge
- 0
- Complexity
- 583
Experimental & physicochemical properties
LipidsLipids -> Sphingolipids [SP] -> Ceramides [SP02] -> N-acylsphinganines (dihydroceramides) [SP0202]
Physical DescriptionSolid
Collision Cross Section
279.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with phosphatidylcholines (ESI+) and phosphatidylethanolamines (ESI-)]
281.85 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 0.15 mg/ml · DMF: 0.15 mg/ml
- form
- A solid
- InChIKey
- BPLYVSYSBPLDOA-WVILEFPPSA-N
- SMILES
- OC[C@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC
- FDA UNII
- 93 WFT4UA · ZX93WFT4UA
- UNSPSC Code
- 12352211 · 12352211
- NACRES
- 25 · NA.25
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
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
UsesC24 Dihydro ceramide (d18:0/24:0) is an ester product.
Additional notes
DefinitionChEBI: N-tetracosanoylsphinganine is an N-(1,2-saturated acyl)sphinganine having a tetracosanoyl group attached to the nitrogen atom. It has a role as a mouse metabolite and a Saccharomyces cerevisiae metabolite. It is a N-(1,2-saturated acyl)sphinganine and a N-(very-long-chain fatty acyl)-sphingoid base. It is functionally related to a tetracosanoic acid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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