CHEBI:72959 - N-hexadecanoylsphingosine

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ChEBI Name N-hexadecanoylsphingosine
ChEBI ID CHEBI:72959
ChEBI ASCII Name N-hexadecanoylsphingosine
Definition A N-acylsphingosine in which the ceramide N-acyl group is specified as hexadecanoyl (palmitoyl).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Alan Bridge
Supplier Information
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Formula C34H67NO3
Net Charge 0
Average Mass 537.902
Monoisotopic Mass 537.51210
InChI InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1
InChIKey YDNKGFDKKRUKPY-TURZORIXSA-N
SMILES [C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)(CO)NC(=O)CCCCCCCCCCCCCCC
Metabolite of Species Details
Mycoplasma genitalium (NCBI:txid2097) See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Roles Classification
Biological Role(s): Mycoplasma genitalium metabolite
Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum samples.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via N-acylsphingosine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-hexadecanoylsphingosine (CHEBI:72959) has functional parent hexadecanoic acid (CHEBI:15756)
N-hexadecanoylsphingosine (CHEBI:72959) has role Mycoplasma genitalium metabolite (CHEBI:131604)
N-hexadecanoylsphingosine (CHEBI:72959) has role human blood serum metabolite (CHEBI:85234)
N-hexadecanoylsphingosine (CHEBI:72959) is a N-acylsphingosine (CHEBI:52639)
N-hexadecanoylsphingosine (CHEBI:72959) is a Cer(d34:1) (CHEBI:137569)
IUPAC Name
N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide
Synonyms Sources
(2S,3R,4E)-2-acylamino-1,3-octadec-4-enediol HMDB
(2S,3R,4E)-2-acylaminooctadec-4-ene-1,3-diol HMDB
C16 Cer LIPID MAPS
C16 Ceramide ChEBI
C16-0(Palmitoyl)ceramide ChemIDplus
Cer(d18:1/16:0) LIPID MAPS
Ceramide (d18:1/16:0) HMDB
N-(hexadecanoyl)-sphing-4-enine ChEBI
N-(hexadecanoyl)ceramide LIPID MAPS
N-(hexadecanoyl)sphing-4-enine SUBMITTER
N-(palmitoyl)ceramide LIPID MAPS
N-hexadecanoyl-D-erythro-sphingosine ChEBI
N-hexadecanoylsphing-4-enine SUBMITTER
N-hexadecanoylsphing-4-enine UniProt
N-palmitoyl-sphingosine ChEBI
N-palmitoylsphing-4-enine ChEBI
N-palmitoylsphingosine ChEBI
Manual Xrefs Databases
HMDB0004949 HMDB
LMSP02010004 LIPID MAPS
View more database links
Registry Numbers Types Sources
1717423 Reaxys Registry Number Reaxys
4201-58-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10405771 PubMed citation Europe PMC
10828984 PubMed citation Europe PMC
11457441 PubMed citation Europe PMC
15904658 PubMed citation Europe PMC
17574203 PubMed citation Europe PMC
18400537 PubMed citation Europe PMC
21458849 PubMed citation Europe PMC
8543814 PubMed citation Europe PMC
9603946 PubMed citation Europe PMC
Last Modified
29 June 2017