CHEBI:52639 - N-acylsphingosine

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ChEBI Name N-acylsphingosine
ChEBI ID CHEBI:52639
ChEBI ASCII Name N-acylsphingosine
Definition The parent compounds of the ceramide family, composed of sphingosine having an unspecified fatty acyl group attached to the nitrogen.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter kieran
Secondary ChEBI IDs CHEBI:52573, CHEBI:12586
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Formula C19H36NO3R
Net Charge 0
Monoisotopic Mass (excl. R groups) 326.270
SMILES CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NC([*])=O
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-acylsphingosine (CHEBI:52639) has functional parent sphingosine (CHEBI:16393)
N-acylsphingosine (CHEBI:52639) has role human metabolite (CHEBI:77746)
N-acylsphingosine (CHEBI:52639) is a N-acyl-sphingoid base (CHEBI:83273)
N-acylsphingosine (CHEBI:52639) is a sphingosine-based sphingolipid (CHEBI:82830)
N-acylsphingosine (CHEBI:52639) is enantiomer of L-erythro-N-acylsphingosine (CHEBI:83223)
Incoming 2-(2-hydroxyacyl)sphingosine (CHEBI:16456) is a N-acylsphingosine (CHEBI:52639)
N-(ω-hydroxytriacontanoyl)sphingosine (CHEBI:138664) is a N-acylsphingosine (CHEBI:52639)
N-(17Z-hexacosenoyl)sphingosine (CHEBI:84375) is a N-acylsphingosine (CHEBI:52639)
N-(hexanoyl)sphing-4-enine (CHEBI:63867) is a N-acylsphingosine (CHEBI:52639)
N-[(13Z)-docosenoyl]sphingosine (CHEBI:84701) is a N-acylsphingosine (CHEBI:52639)
N-acetylsphingosine (CHEBI:46979) is a N-acylsphingosine (CHEBI:52639)
N-arachidonoylsphingosine (CHEBI:85198) is a N-acylsphingosine (CHEBI:52639)
N-decanoylsphingosine (CHEBI:72955) is a N-acylsphingosine (CHEBI:52639)
N-docosanoylsphingosine (CHEBI:72966) is a N-acylsphingosine (CHEBI:52639)
N-dodecanoylsphingosine (CHEBI:72956) is a N-acylsphingosine (CHEBI:52639)
N-heptadecanoylsphingosine (CHEBI:86513) is a N-acylsphingosine (CHEBI:52639)
N-hexacosahexaenoylsphingosine (CHEBI:86514) is a N-acylsphingosine (CHEBI:52639)
N-hexacosanoylsphingosine (CHEBI:72968) is a N-acylsphingosine (CHEBI:52639)
N-hexacosenoylsphingosine (CHEBI:82847) is a N-acylsphingosine (CHEBI:52639)
N-hexadecanoylsphingosine (CHEBI:72959) is a N-acylsphingosine (CHEBI:52639)
N-icosanoylsphingosine (CHEBI:72962) is a N-acylsphingosine (CHEBI:52639)
N-icosenoylsphingosine (CHEBI:85199) is a N-acylsphingosine (CHEBI:52639)
N-octacosanoylsphingosine (CHEBI:83364) is a N-acylsphingosine (CHEBI:52639)
N-octadecanoylsphingosine (CHEBI:72961) is a N-acylsphingosine (CHEBI:52639)
N-octanoylsphingosine (CHEBI:45815) is a N-acylsphingosine (CHEBI:52639)
N-oleoylsphingosine (CHEBI:77996) is a N-acylsphingosine (CHEBI:52639)
N-pentacosanoylsphingosine (CHEBI:134548) is a N-acylsphingosine (CHEBI:52639)
N-tetracosadienoylsphingosine (CHEBI:83848) is a N-acylsphingosine (CHEBI:52639)
N-tetracosanoylsphingosine (CHEBI:72965) is a N-acylsphingosine (CHEBI:52639)
N-tetracosenoylsphingosine (CHEBI:74457) is a N-acylsphingosine (CHEBI:52639)
N-tetradecanoylsphingosine (CHEBI:72957) is a N-acylsphingosine (CHEBI:52639)
N-tricosanoylsphingosine (CHEBI:84372) is a N-acylsphingosine (CHEBI:52639)
N-{6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexanoyl}sphingosine (CHEBI:59429) is a N-acylsphingosine (CHEBI:52639)
Cer(d16:1/17:0) (CHEBI:138507) is a N-acylsphingosine (CHEBI:52639)
Cer(d18:1/22:1) (CHEBI:136453) is a N-acylsphingosine (CHEBI:52639)
Cer(d18:2/18:0) (CHEBI:136461) is a N-acylsphingosine (CHEBI:52639)
N-(30-(9Z,12Z-octadecadienoyloxy)-tricontanoyl)-sphing-4-enine (CHEBI:34862) is a N-acylsphingosine (CHEBI:52639)
L-erythro-N-acylsphingosine (CHEBI:83223) is enantiomer of N-acylsphingosine (CHEBI:52639)
IUPAC Name
N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]alkanamide
Synonyms Sources
an N-acylsphing-4-enine UniProt
ceramide ChEBI
ceramide d18:1(4c) ChEBI
N-Acylsphingosine KEGG COMPOUND
N-acylsphingosines ChEBI
Database Links Databases
C00195 KEGG COMPOUND
LMSP0201 LIPID MAPS
View more database links
Citations Waiting for Citations Types Sources
1378088 PubMed citation Europe PMC
7542630 PubMed citation Europe PMC
Last Modified
25 September 2017
Submitter Remark
2009-06-23 13:32:28.0 Marcus Ennis Submission ceramide d18:1(4c) had same structure as existing structure for N-acylsphingosine (CHEBI:12586). These are now merged; new ID = CHEBI:52639.