CHEBI:17761 - ceramide

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ChEBI Name ceramide ChEBI ID CHEBI:17761 Definition Ceramides (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. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:12487, CHEBI:13954, CHEBI:7242, CHEBI:23074 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C4H6NO2R3 Net Charge 0 Average Mass (excl. R groups) 100.09590 Monoisotopic Mass (excl. R groups) 100.03985 SMILES O[C@H]([*])[C@H](C[*])NC([*])=O ChEBI Ontology Outgoing ceramide (CHEBI:17761) is a carboxamide (CHEBI:37622) ceramide (CHEBI:17761) is a sphingolipid (CHEBI:26739) Incoming 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) (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)-N-hexadecanoyl-2-amino-9-methyl-4,8-octadecadiene-1,3-diol (CHEBI:226414) 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) (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) 1-O-acyl-N-acylsphingosine (CHEBI:76222) is a ceramide (CHEBI:17761) 1-O-acylceramide (CHEBI:133444) is a ceramide (CHEBI:17761) N-ω-linoleoyloxy-fatty acyl-sphingoid base (CHEBI:166819) 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)-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,8E,10E)-sphinga-4,8,10-trienine (CHEBI:86294) 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) Asperamide A (CHEBI:200077) 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(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(8Z)/19:0) (CHEBI:137335) is a ceramide (CHEBI:17761) Cer(d18:1/18:1(11Z)) (CHEBI:88426) is a ceramide (CHEBI:17761) Cer(d18:2/18:1) (CHEBI:188302) 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) Synonyms Sources a ceramide UniProt Cer CBN Ceramide KEGG COMPOUND ceramides ChEBI N-acylated sphingoid CBN Manual Xrefs Databases C00195 KEGG COMPOUND Ceramide Wikipedia LMSP02 LIPID MAPS View more database links Citation Type Source 7542630 PubMed citation Europe PMC Last Modified 26 October 2023

General Comment 2011-04-06 Ceramides are a major component of cell membranes, where they can act as signalling molecules.