Cer(d18:0/26:0)
Basic information
- CAS
182362-38-5- Standard SMILES
CCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC- InChIKey
NWERZHCPHDHUMO-WZYYJWNZSA-N- Molecular formula
- C44H89NO3
- Average molar mass
- 680.2 g/mol
- Monoisotopic mass
- 679.6842457
Overview
N-hexacosanoylsphinganine is a dihydroceramide compound having a hexacosanoyl group attached to the nitrogen atom. It has a role as a Saccharomyces cerevisiae metabolite. It is a Cer(d44:0), a N-(very-long-chain fatty acyl)-sphingoid base and a N-acylsphinganine. It is functionally related to a sphinganine.
Names & identifiers
- Preferred name
- Cer(d18:0/26:0)
- IUPAC
- N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexacosanamide
- English name
- Hexacosanamide, N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]- (9C I)
- Molecular formula
- C44H89NO3
- Molecular weight
- 680.18
Names & synonyms
182362-38-5N-(hexacosanoyl)-sphinganineCer(d18:0/26:0)N-hexacosanoylsphinganineceramide A (C26)C26 dihydrosphingosineceramide-1 (C26)N-(hexacosanoyl)-dihydroceramideCHEBI:52962DTXSID00349345Cer[NdS]Cer(NDS)
Show more names
N-[(1S,2R)-2-Hydroxy-1-(hydroxyMethyl)heptadecyl]hexacosanaMideHexacosanamide, N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-[R-(R*,S*)]-N-[2-Hydroxy-1-(hydroxyMethyl)heptadecyl]hexacosanaMideHexacosanamide, N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]- (9C I)
N-[(2S,3R)-1,3-bis(oxidanyl)octadecan-2-yl]hexacosanamideN-((2S,3R)-1,3-bis(oxidanyl)octadecan-2-yl)hexacosanamideRefChem:124438DTXCID00300416C26-Dihydro CeramideN-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexacosanamideC26DH Cerceramide-1 (sphinganine:N-C26:0)
Database identifiers
- CAS
182362-38-5- PubChem CID
- 644245
Properties
Computed structural properties
- XLogP
- 18.8
- Topological polar surface area
- 69.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 41
- Heavy atoms
- 48
- Formal charge
- 0
- Complexity
- 612
Experimental & physicochemical properties
LipidsLipids -> Sphingolipids [SP] -> Ceramides [SP02] -> N-acylsphinganines (dihydroceramides) [SP0202]
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 100 · 100 - 102°C
- Boiling point
- 768.2 · 768.2±50.0 °C(Predicted)
- Density
- 0.899 · 0.899±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 14.3 · 14.30±0.20(Predicted)
- color
- White to Off-White
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
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-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
UsesA sphingolipid metabolite of mangrove endophytic fungus (No. 2534) from South China Sea.
Additional notes
DefinitionChEBI: N-hexacosanoylsphinganine is a dihydroceramide compound having a hexacosanoyl group attached to the nitrogen atom. It has a role as a Saccharomyces cerevisiae metabolite. It is a N-acylsphinganine, a Cer(d44:0) and a N-(very-long-chain fatty acyl)-sphingoid base. It is functionally related to a sphinganine.
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