C20 Dihydroceramide
Basic information
- CAS
121459-06-1- Standard SMILES
CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC- InChIKey
ZWAUSWHRQBSECP-PQQNNWGCSA-N- Molecular formula
- C38H77NO3
- Average molar mass
- 596 g/mol
- Monoisotopic mass
- 595.59034532
Overview
N-eicosanoylsphinganine is a dihydroceramide in which the ceramide N-acyl group is specified as eicosanoyl. It has a role as a mouse metabolite. It is functionally related to an icosanoic acid.
Names & identifiers
- Preferred name
- C20 Dihydroceramide
- IUPAC
- N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]icosanamide
- English name
- C20 Dihydroceramide
- Molecular formula
- C38H77NO3
- Molecular weight
- 596.02
Names & synonyms
C20 Dihydroceramide121459-06-1DTXSID40415275RefChem:1080587CHEBI:71984DTXCID30366126N-EicosanoylsphinganineN-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]icosanamideN-(eicosanoyl)-sphinganineCer(d18:0/20:0)C20DH CerEicosanamide, N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-
Show more names
N-[2-hydroxy-1-(hydroxymethyl)heptadecyl]-[R-(R*,S*)]-Eicosanamide
N-(eicosanoyl)-dihydroceramideC20-DihydroceramideN-((2S,3R)-1,3-Dihydroxyoctadecan-2-yl)icosanamideCer(38:0)N-icosanoylsphinganineLMSP02020009N-icosanoyldihydroceramideN-(icosanoyl)-sphinganine
Database identifiers
- CAS
121459-06-1- PubChem CID
- 5283574
- DTXSID
DTXSID40415275- ChEBI
CHEBI:67027- Nikkaji
- J1.195.800A
Properties
Computed structural properties
- XLogP
- 15.5
- Topological polar surface area
- 69.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 35
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 526
Experimental & physicochemical properties
LipidsLipids -> Sphingolipids [SP] -> Ceramides [SP02] -> N-acylsphinganines (dihydroceramides) [SP0202]
Physical DescriptionSolid
Collision Cross Section
267.37 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
269.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with phosphatidylcholines (ESI+) and phosphatidylethanolamines (ESI-)]
265.2 Ų [M+HCOO]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Melting point
- 87 · 87-90°C
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Off-White
- Stability
- Hygroscopic
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
UsesC20 Dihydroceramide (cas# 121459-06-1) is a compound useful in organic synthesis.
Additional notes
DefinitionChEBI: N-eicosanoylsphinganine is a dihydroceramide in which the ceramide N-acyl group is specified as eicosanoyl It has a role as a mouse metabolite. It is functionally related to an icosanoic acid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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