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CHEBI:17761 - ceramide

ChEBI IDCHEBI:17761
ChEBI Nameceramide
Stars
DefinitionCeramides (N-acyl-sphingoid bases) are a major subclass of sphingoid base derivatives with an amide-linked fatty acid. The fatty acids are typically saturated or monounsaturated with chain lengths from 14 to 26 carbon atoms; the presence of a hydroxyl group on carbon 2 is fairly common. Ceramides are generally precursors of more complex sphingolipids. In the illustrated generalised structure, R1 = OH, OX (where X = acyl, glycosyl, phosphate, phosphonate, etc.), or H.
Secondary ChEBI IDsCHEBI:7242, CHEBI:12487, CHEBI:13954, CHEBI:23074
Last Modified26 October 2023
DownloadsMolfile
FormulaC4H6NO2R3
Net Charge0
Average Mass (excl. R groups)100.096
Monoisotopic Mass (excl. R groups)100.03985
SMILES[1*]C[C@H](NC([3*])=O)[C@@H]([2*])O
Wikipedia
ChEBI Ontology
Outgoing Relation(s)
ceramide (CHEBI:17761) is a carboxamide (CHEBI:37622)
ceramide (CHEBI:17761) is a sphingolipid (CHEBI:26739)
Incoming Relation(s)
(2R,3E)-N-((2S,3R,4E,8E,10E)-1,3-dihydroxyoctadeca-4,8,10-trien-2-yl)-2-hydroxy-6-methyloctadec-3-enimidic acid (CHEBI:212704) is a ceramide (CHEBI:17761)
(2S,2′R,3R,4E,8E)-N-2′-hydroxyhexadecanoyl-2-amino-9-methyl-4,8-octadecadiene-1,3-diol (CHEBI:217719) is a ceramide (CHEBI:17761)
(2S,2′R,3R,4E,8E)-N-2′-hydroxypentadecanoyl-2-amino-9-methyl-4,8-octadecadiene-1,3-diol (CHEBI:204744) is a ceramide (CHEBI:17761)
(2S,2′R,3R,4E,8E)-N-2′-hydroxytetradecanoyl-2-amino-9-methyl-4,8-octadecadiene-1,3-diol (CHEBI:206844) is a ceramide (CHEBI:17761)
(2S,3R,4E,8E,9′Z,12′Z)-N-9′,12′-octadecadienoyl-2-amino-9-methyl-4,8-octadecadiene-1,3-diol (CHEBI:204738) is a ceramide (CHEBI:17761)
(2S,3R,4E,8E)-N-hexadecanoyl-2-amino-9-methyl-4,8-octadecadiene-1,3-diol (CHEBI:226414) is a ceramide (CHEBI:17761)
(E,2R)-N-[(2S,3R,4E,8E)-1,3-dihydroxy-9-methyloctadeca-4,8-dien-2-yl]-2-hydroxyoctadec-3-enamide (CHEBI:227811) is a ceramide (CHEBI:17761)
N-(2-hydroxy-tetracosanoyl)-hexadecasphing-4-enine (CHEBI:143711) is a ceramide (CHEBI:17761)
N-(2-hydroxyacyl)sphingoid (CHEBI:85781) is a ceramide (CHEBI:17761)
N-(2-hydroxyhenicosanoyl)-4,8-sphingadienine (CHEBI:138524) is a ceramide (CHEBI:17761)
N-(2-hydroxytridecanoyl)-phytosphingosine (CHEBI:138525) is a ceramide (CHEBI:17761)
N-[ω-(acylyloxy)]acylsphin-4-enine (CHEBI:77836) is a ceramide (CHEBI:17761)
N-acyl-(4E,14Z)-sphingadienine (CHEBI:139573) is a ceramide (CHEBI:17761)
N-acyl-(4E,8E,10E)-sphinga-4,8,10-trienine (CHEBI:86294) is a ceramide (CHEBI:17761)
N-acyl-(4E,8E)-9-methylsphinga-4,8-dienine (CHEBI:87033) is a ceramide (CHEBI:17761)
N-acyl-(4E,8E)-sphinga-4,8-dienine (CHEBI:85953) is a ceramide (CHEBI:17761)
N-acyl-(4E,8Z)-sphinga-4,8-dienine (CHEBI:85952) is a ceramide (CHEBI:17761)
N-acyl-1-deoxy-4-hydroxysphinganine (CHEBI:67112) is a ceramide (CHEBI:17761)
N-acyl-1-deoxysphinganine (CHEBI:67111) is a ceramide (CHEBI:17761)
N-acyl-1-deoxysphingosine (CHEBI:195246) is a ceramide (CHEBI:17761)
N-acyl-15-methylhexadecasphing-4-enine (CHEBI:70846) is a ceramide (CHEBI:17761)
N-acylheptadecasphingosine (CHEBI:84445) is a ceramide (CHEBI:17761)
N-acylhexadecasphingosine (CHEBI:82884) is a ceramide (CHEBI:17761)
N-acylsphingoid (CHEBI:83273) is a ceramide (CHEBI:17761)
N-acyltetradecasphing-4-enine (CHEBI:82876) is a ceramide (CHEBI:17761)
N-docosanoyl-(4E,14Z)-sphinga-4,14-dienine (CHEBI:134550) is a ceramide (CHEBI:17761)
N-docosanoyl-14-methylhexadecasphingosine (CHEBI:131538) is a ceramide (CHEBI:17761)
N-henicosanoyl-14-methylhexadecasphingosine (CHEBI:131534) is a ceramide (CHEBI:17761)
N-heptadecanoyl-14-methylhexadecasphingosine (CHEBI:131539) is a ceramide (CHEBI:17761)
N-hexacosanoyl-14-methylhexadecasphinganine (CHEBI:131549) is a ceramide (CHEBI:17761)
N-hexacosanoyl-14-methylhexadecasphingosine (CHEBI:131544) is a ceramide (CHEBI:17761)
N-hexadecanoyl-14-methylhexadecasphingosine (CHEBI:131541) is a ceramide (CHEBI:17761)
N-pentacosanoyl-14-methylhexadecasphingosine (CHEBI:131548) is a ceramide (CHEBI:17761)
N-tetracosanoyl-14-methylhexadecasphingosine (CHEBI:131545) is a ceramide (CHEBI:17761)
N-tetracosenoyl-C17-sphingosine (CHEBI:74185) is a ceramide (CHEBI:17761)
N-tricosanoyl-(4E,14Z)-sphinga-4,14-dienine (CHEBI:134552) is a ceramide (CHEBI:17761)
N-tricosanoyl-14-methylhexadecasphingosine (CHEBI:131542) is a ceramide (CHEBI:17761)
N-tricosenoyl-14-methylhexadecasphingosine (CHEBI:131540) is a ceramide (CHEBI:17761)
N-ω-linoleoyloxy-fatty acyl-sphingoid base (CHEBI:166819) is a ceramide (CHEBI:17761)
1-O-acyl-N-acylsphingosine (CHEBI:76222) is a ceramide (CHEBI:17761)
1-O-acylceramide (CHEBI:133444) is a ceramide (CHEBI:17761)
Asperamide A (CHEBI:200077) is a ceramide (CHEBI:17761)
Cer(d16:1,24:0) (CHEBI:234166) is a ceramide (CHEBI:17761)
Cer(d16:1(4E)/20:0(2OH)) (CHEBI:183018) is a ceramide (CHEBI:17761)
Cer(d16:1/18:0) (CHEBI:179990) is a ceramide (CHEBI:17761)
Cer(d16:2(4E,6E)/22:1(13Z)(2OH)) (CHEBI:187305) is a ceramide (CHEBI:17761)
Cer(d16:2(4E,6E)/24:0(2OH)) (CHEBI:188230) is a ceramide (CHEBI:17761)
Cer(d17:1,24:0) (CHEBI:234169) is a ceramide (CHEBI:17761)
Cer(d18:0/17:0) (CHEBI:188226) is a ceramide (CHEBI:17761)
Cer(d18:0/18:1(11Z)) (CHEBI:88431) is a ceramide (CHEBI:17761)
Cer(d18:0/23:0) (CHEBI:187785) is a ceramide (CHEBI:17761)
Cer(d18:0/h24:0) (CHEBI:188236) is a ceramide (CHEBI:17761)
Cer(d18:1,18:0) (CHEBI:234171) is a ceramide (CHEBI:17761)
Cer(d18:1,20:0) (CHEBI:234172) is a ceramide (CHEBI:17761)
Cer(d18:1,21:0) (CHEBI:234231) is a ceramide (CHEBI:17761)
Cer(d18:1,22:0) (CHEBI:234209) is a ceramide (CHEBI:17761)
Cer(d18:1,22:1) (CHEBI:234210) is a ceramide (CHEBI:17761)
Cer(d18:1,23:0) (CHEBI:234211) is a ceramide (CHEBI:17761)
Cer(d18:1,24:0) (CHEBI:234212) is a ceramide (CHEBI:17761)
Cer(d18:1,24:1) (CHEBI:234213) is a ceramide (CHEBI:17761)
Cer(d18:1,24:2) (CHEBI:234232) is a ceramide (CHEBI:17761)
Cer(d18:1(8Z)/19:0) (CHEBI:137335) is a ceramide (CHEBI:17761)
Cer(d18:1/18:1(11Z)) (CHEBI:88426) is a ceramide (CHEBI:17761)
Cer(d18:2,16:0) (CHEBI:234214) is a ceramide (CHEBI:17761)
Cer(d18:2,18:0) (CHEBI:234215) is a ceramide (CHEBI:17761)
Cer(d18:2,22:0) (CHEBI:234216) is a ceramide (CHEBI:17761)
Cer(d18:2,23:0) (CHEBI:234217) is a ceramide (CHEBI:17761)
Cer(d18:2,24:0) (CHEBI:234218) is a ceramide (CHEBI:17761)
Cer(d18:2,24:1) (CHEBI:234219) is a ceramide (CHEBI:17761)
Cer(d18:2,24:2) (CHEBI:234220) is a ceramide (CHEBI:17761)
Cer(d18:2/18:1) (CHEBI:188302) is a ceramide (CHEBI:17761)
Cer(d18:2/h24:0) (CHEBI:234229) is a ceramide (CHEBI:17761)
ceramide 1-phosphate (CHEBI:13956) is a ceramide (CHEBI:17761)
ceramide 1-phosphonate (CHEBI:36495) is a ceramide (CHEBI:17761)
cerebroside (CHEBI:23079) is a ceramide (CHEBI:17761)
ganglioside (CHEBI:28892) is a ceramide (CHEBI:17761)
glycosylceramide (CHEBI:62941) is a ceramide (CHEBI:17761)
N-(1,3-dihydroxyoctadec-4-en-2-yl)acetamide (CHEBI:91751) is a ceramide (CHEBI:17761)
N-[(2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]acetamide (CHEBI:92736) is a ceramide (CHEBI:17761)
N-[(2S,3R)-1,3-Dihydroxyoctadecan-2-yl]pentacosanimidic acid (CHEBI:185212) is a ceramide (CHEBI:17761)
N-[(2S,3S,4R,8E)-1,3,4-Trihydroxy-8-octadecen-2-yl]icosanamide (CHEBI:188700) is a ceramide (CHEBI:17761)
N-[(4E,8E)-1,3-dihydroxyoctadec4,8-dien-2-yl]hexadecanamide (CHEBI:180817) is a ceramide (CHEBI:17761)
N-[(4E,8E)-1,3-dihydroxyoctadeca-4,8-dien-2-yl]hexadecanamide (CHEBI:156188) is a ceramide (CHEBI:17761)
N-[12-[(7-Nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl]-ceramide (CHEBI:143826) is a ceramide (CHEBI:17761)
N-Octanoyl-D-sphingosine (CHEBI:183821) is a ceramide (CHEBI:17761)
N-palmitoyl-d-sphingosine (CHEBI:184082) is a ceramide (CHEBI:17761)
oligoglycosylceramide (CHEBI:36520) is a ceramide (CHEBI:17761)
oxidized ceramide (CHEBI:176642) is a ceramide (CHEBI:17761)
Pecipamide (CHEBI:202108) is a ceramide (CHEBI:17761)
phosphocerebroside (CHEBI:62129) is a ceramide (CHEBI:17761)
phytoceramides (CHEBI:84403) is a ceramide (CHEBI:17761)
ω-hydroxy-ultra-long chain fatty acylceramide (CHEBI:144784) is a ceramide (CHEBI:17761)
ω-linoleoyloxy-O-ultra-long chain acylceramide (CHEBI:144785) is a ceramide (CHEBI:17761)
Synonyms  Source
CeramideKEGG COMPOUND
CerIUBMB
N-acylated sphingoidIUBMB
ceramidesChEBI
UniProt Name  Source
a ceramideUniProt
Manual XrefsDatabases
C00195KEGG COMPOUND
LMSP02LIPID MAPS class
CeramideWikipedia
Citations