CHEBI:78646 - N-hexadecanoylsphingosine-1-phosphocholine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-hexadecanoylsphingosine-1-phosphocholine
ChEBI ID CHEBI:78646
ChEBI ASCII Name N-hexadecanoylsphingosine-1-phosphocholine
Definition A sphingomyelin 34:1 in which the N-acyl group and sphingoid base are specified as hexadecanoyl and sphingosine respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Secondary ChEBI IDs CHEBI:85591
Supplier Information
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Formula C39H79N2O6P
Net Charge 0
Average Mass 703.02810
Monoisotopic Mass 702.56758
InChI InChI=1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1
InChIKey RWKUXQNLWDTSLO-GWQJGLRPSA-N
SMILES CCCCCCCCCCCCCCCC(=O)N[C@@H](COP([O-])(=O)OCC[N+](C)(C)C)[C@H](O)\C=C\CCCCCCCCCCCCC
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: MetaboLights Study
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-hexadecanoylsphingosine-1-phosphocholine (CHEBI:78646) has functional parent hexadecanoic acid (CHEBI:15756)
N-hexadecanoylsphingosine-1-phosphocholine (CHEBI:78646) has role mouse metabolite (CHEBI:75771)
N-hexadecanoylsphingosine-1-phosphocholine (CHEBI:78646) is a sphingomyelin d18:1/16:0 (CHEBI:106304)
IUPAC Name
(2S,3R,4E)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate
Synonyms Sources
(2S,3R,4E)-2-(palmitoylamino)-3-hydroxyoctadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate IUPAC
(2S,3R,4E)-3-hydroxy-2-(palmitoylamino)octadec-4-en-1-yl 2-(trimethylazaniumyl)ethyl phosphate IUPAC
C16 sphingomyelin MetaCyc
C16-sphingomyelin ChEBI
hexadecanoyl sphingomyelin MetaCyc
N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine UniProt
N-hexadecanoylsphing-4-enine-1-phosphocholine ChEBI
N-hexadecanoylsphingomyelin ChEBI
N-hexadecanoylsphingosine-1-phosphocholine ChEBI
N-palmitoyl-D-erythro-sphingosylphosphorylcholine ChEBI
N-palmitoylsphing-4-enine-1-phosphocholine SUBMITTER
N-palmitoylsphingomyelin ChEBI
N-palmitoylsphingosine-1-phosphocholine ChEBI
Palmitoyl sphingomyelin HMDB
palmitoyl sphingomyelin (d18:1/16:0) ChEBI
palmitoylsphingomyelin ChEBI
SM(18:1/16:0) ChEBI
SM(d18:1/16:0) ChEBI
SM(d18:1/16:0) LIPID MAPS
Sphingomyelin (d18:1/16:0) ChEBI
sphingomyelin d18:1/16:0 ChEBI
sphingomyelin(d18:1/16:0) ChEBI
Manual Xrefs Databases
CPD66-42 MetaCyc
HMDB0061712 HMDB
LMSP03010003 LIPID MAPS
View more database links
Registry Numbers Types Sources
4833682 Reaxys Registry Number Reaxys
6254-89-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19454763 PubMed citation SUBMITTER
24362891 PubMed citation Europe PMC
Last Modified
17 October 2016