N-(hexadecanoyl)-sphinganine
Basic information
- CAS
5966-29-0- Standard SMILES
CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC- InChIKey
GCGTXOVNNFGTPQ-JHOUSYSJSA-N- Molecular formula
- C34H69NO3
- Average molar mass
- 539.9 g/mol
- Monoisotopic mass
- 539.52774506
Overview
N-hexadecanoylsphinganine is a dihydroceramide in which the ceramide N-acyl group is specified as hexadecanoyl (palmitoyl). It has a role as a mouse metabolite. It is a Cer(d34:0), a N-palmitoyl-sphingoid base and a N-acylsphinganine. It is functionally related to a hexadecanoic acid.
Names & identifiers
- Preferred name
- N-(hexadecanoyl)-sphinganine
- IUPAC
- N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexadecanamide
- English name
- N-palMitoyl-D-erythro-sphinganine
- Molecular formula
- C34H69NO3
- Molecular weight
- 539.92
Names & synonyms
N-(hexadecanoyl)-sphinganineN-HexadecanoylsphinganineC16DH CerN-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexadecanamideN-(palmitoyl)-dihydroceramideN-(hexadecanoyl)-dihydroceramideCHEBI:67042N-((2S,3R)-1,3-dihydroxyoctadecan-2-yl)hexadecanamideRefChem:10914305966-29-0C16 dihydroceramideN-palmitoyl-D-erythro-sphinganine
Show more names
C16-dihydro-Ceramide (N-palmitoyl)(2S,3R)-2-hexadecanoylaminooctadecane-1,3-diolCeramide (d18:0/16:0)|||Cer(d18:0/16:0)|||N-hexadecanoyl-D-erythro-Dihydrosphingosine|||N-Palmitoyl Sphinganine
C16-DihydroceramideCer(d18:0/16:0)C16 dihydro Ceramide (d18:0/16:0)N-palmitoyldihydrosphingosineHexadecanamide, N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-N-palmitoylsphinganineC16 Dihydroceramide (d18:0/16:0)N-16:0 Sphinganine
Database identifiers
Properties
Computed structural properties
- XLogP
- 13.4
- Topological polar surface area
- 69.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 31
- Heavy atoms
- 38
- Formal charge
- 0
- Complexity
- 471
Experimental & physicochemical properties
LipidsLipids -> Sphingolipids [SP] -> Ceramides [SP02] -> N-acylsphinganines (dihydroceramides) [SP0202]
Physical DescriptionSolid
Collision Cross Section
251.8 Ų [M+HCOO]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
255.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with phosphatidylcholines (ESI+) and phosphatidylethanolamines (ESI-)]
Physicochemical properties
- Boiling point
- 675.7 · 675.7±45.0 °C(Predicted)
- Density
- 0.912 · 0.912±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Chloroform:Methanol (5:1): Soluble; DMSO: Soluble; Ethanol: Soluble
- form
- A solid
- pka
- 14.3 · 14.30±0.20(Predicted)
- InChIKey
- GCGTXOVNNFGTPQ-JHOUSYSJSA-N
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
Tissue LocationsPlacenta
Cellular LocationsExtracellular
Applications
UsesC16 Dihydroceramide (cas# 5966-29-0) is a compound useful in organic synthesis.
Additional notes
DefinitionChEBI: N-hexadecanoylsphinganine is a dihydroceramide in which the ceramide N-acyl group is specified as hexadecanoyl (palmitoyl). It has a role as a mouse metabolite. It is a N-acylsphinganine, a Cer(d34:0) and a N-palmitoyl-sphingoid base. It is functionally related to a hexadecanoic acid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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