Compound

an N-acylsphing-4-enine

Members of the class of neutral glycosphingolipids. They are the basic units of sphingolipids. They are sphingoids attached via their amino groups to a long chain fatty acyl group. They abnormally accumulate in fabry disease.

Definition from MeSH (D002518), National Library of Medicine, read 2026-09-23. NLM revises MeSH; this copy may not reflect its current record.

CHEBI:52639ChEBI

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Structure

2D depiction

Class: Organic compound
Formula: C19H36NO3R
Mass: 326.495 g/mol
Charge: 0
SMILES: [1*]C(=O)N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC
Look it up: ChEBI

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

27 entities

27 entities reached.

0 reported hops27 assembled from the scaffold

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What the reference databases state

Chemical structure

a beta-D-xylosyl-(1<->1')-N-acylsphing-4-enine has the functional parent an N-acylsphing-4-enineCompoundChEBI CHEBI:189068Inferred only

Statements

61 statements

61 statements · 2 reference databases · Subject: an N-acylsphing-4-enine · Sources: Human-GEM, Rhea

Order

an N-acylsphing-4-enine is converted to an N-acylsphing-4-enine 1-phosphateCompoundRhea RHEA:17929Inferred only
an N-acylsphing-4-enine 1-phosphate is converted to an N-acylsphing-4-enineCompoundRhea RHEA:33743Inferred only
an N-acylsphinganine is converted to an N-acylsphing-4-enineCompoundHuman-GEM MAR08219Inferred only
an N-acylsphinganine is converted to an N-acylsphing-4-enineCompoundHuman-GEM MAR08220Inferred only
an N-acylsphinganine is converted to an N-acylsphing-4-enineCompoundHuman-GEM MAR03238Inferred only
an N-acylsphinganine is converted to an N-acylsphing-4-enineCompoundHuman-GEM MAR00754Inferred only
an N-acylsphing-4-enine is metabolised by UGT8ProteinRhea RHEA:13093Inferred only
an N-acylsphing-4-enine is metabolised by UGT8ProteinHuman-GEM MAR00921Inferred only
an N-acylsphing-4-enine is metabolised by UGT8ProteinHuman-GEM MAR00920Inferred only
an N-acylsphing-4-enine is metabolised by UGT8ProteinHuman-GEM MAR00919Inferred only
an N-acylsphing-4-enine is a substrate of ACER1ProteinHuman-GEM MAR00733Inferred only
an N-acylsphing-4-enine is a substrate of ACER1ProteinRhea RHEA:20856Inferred only

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an N-acylsphing-4-enine is a substrate of ACER2ProteinHuman-GEM MAR00733Inferred only
an N-acylsphing-4-enine is a substrate of ACER2ProteinRhea RHEA:20856Inferred only
an N-acylsphing-4-enine is a substrate of ACER3ProteinRhea RHEA:20856Inferred only
an N-acylsphing-4-enine is a substrate of AGKProteinRhea RHEA:17929Inferred only
an N-acylsphing-4-enine is a substrate of ASAH1ProteinHuman-GEM MAR08211Inferred only
an N-acylsphing-4-enine is a substrate of ASAH1ProteinHuman-GEM MAR00733Inferred only
an N-acylsphing-4-enine is a substrate of ASAH1ProteinRhea RHEA:20856Inferred only
an N-acylsphing-4-enine is a substrate of ASAH2ProteinRhea RHEA:20856Inferred only
an N-acylsphing-4-enine is a substrate of ASAH2ProteinHuman-GEM MAR00733Inferred only
an N-acylsphing-4-enine is a substrate of CERKProteinRhea RHEA:17929Inferred only
an N-acylsphing-4-enine is a substrate of CERKProteinHuman-GEM MAR00760Inferred only
an N-acylsphing-4-enine is a substrate of CERS1ProteinHuman-GEM MAR00758Inferred only
an N-acylsphing-4-enine is a substrate of CERS2ProteinHuman-GEM MAR00758Inferred only
an N-acylsphing-4-enine is a substrate of CERS3ProteinHuman-GEM MAR00758Inferred only
an N-acylsphing-4-enine is a substrate of CERS4ProteinHuman-GEM MAR00758Inferred only
an N-acylsphing-4-enine is a substrate of CERS5ProteinHuman-GEM MAR00758Inferred only
an N-acylsphing-4-enine is a substrate of CERS6ProteinHuman-GEM MAR00758Inferred only
an N-acylsphing-4-enine is a substrate of FADS3ProteinRhea RHEA:63928Inferred only
an N-acylsphing-4-enine is a substrate of GBA1ProteinRhea RHEA:58264Inferred only
an N-acylsphing-4-enine is a substrate of GBA1ProteinRhea RHEA:70235Inferred only
an N-acylsphing-4-enine is a substrate of GBA1ProteinRhea RHEA:70239Inferred only
an N-acylsphing-4-enine is a substrate of GBA2ProteinRhea RHEA:70235Inferred only
an N-acylsphing-4-enine is a substrate of GBA2ProteinRhea RHEA:58264Inferred only
an N-acylsphing-4-enine is a substrate of GBA3ProteinRhea RHEA:70239Inferred only
an N-acylsphing-4-enine is a substrate of NAAAProteinRhea RHEA:20856Inferred only
an N-acylsphing-4-enine is a substrate of SAMD8ProteinRhea RHEA:36079Inferred only
an N-acylsphing-4-enine is a substrate of SGMS1ProteinHuman-GEM MAR00735Inferred only
an N-acylsphing-4-enine is a substrate of SGMS1ProteinHuman-GEM MAR00736Inferred only
an N-acylsphing-4-enine is a substrate of SGMS1ProteinRhea RHEA:43320Inferred only
an N-acylsphing-4-enine is a substrate of SGMS1ProteinRhea RHEA:36079Inferred only
an N-acylsphing-4-enine is a substrate of SGMS1ProteinRhea RHEA:18765Inferred only
an N-acylsphing-4-enine is a substrate of SGMS2ProteinRhea RHEA:18765Inferred only
an N-acylsphing-4-enine is a substrate of SGMS2ProteinHuman-GEM MAR12079Inferred only
an N-acylsphing-4-enine is a substrate of SGMS2ProteinHuman-GEM MAR00736Inferred only
an N-acylsphing-4-enine is a substrate of SGMS2ProteinRhea RHEA:36079Inferred only
an N-acylsphing-4-enine is a substrate of SGMS2ProteinRhea RHEA:43320Inferred only
an N-acylsphing-4-enine is a substrate of SGMS2ProteinRhea RHEA:43324Inferred only
an N-acylsphing-4-enine is a substrate of SGMS2ProteinHuman-GEM MAR00735Inferred only
an N-acylsphing-4-enine is a substrate of UGCGProteinHuman-GEM MAR08248Inferred only
an N-acylsphing-4-enine is a substrate of UGCGProteinRhea RHEA:12088Inferred only
an N-acylsphing-4-enine is a substrate of UGCGProteinHuman-GEM MAR00761Inferred only
an N-acylsphing-4-enine is a substrate of UGCGProteinRhea RHEA:70243Inferred only
an N-acylsphing-4-enine is transported by CERT1ProteinRhea RHEA:76987Inferred only
an N-acylsphing-4-enine is transported by CERT1ProteinHuman-GEM MAR00730Inferred only
an N-acylsphing-4-enine is transported by CERT1ProteinHuman-GEM MAR00731Inferred only
an N-acylsphing-4-enine is transported by CSNK1G2ProteinHuman-GEM MAR00730Inferred only
an N-acylsphing-4-enine is transported by PPM1LProteinHuman-GEM MAR00730Inferred only
an N-acylsphing-4-enine is transported by PRKD1ProteinHuman-GEM MAR00730Inferred only
an N-acylsphing-4-enine is transported by VAPBProteinHuman-GEM MAR00730Inferred only

Reactions

72 reactions

an N-acylsphing-4-eninean N-acylsphing-4-enine
Transported by CERT1 or VAPB or CSNK1G2 or PPM1L or PRKD1
Reaction pageReversibleBalance undeterminablecytosol, endoplasmic reticulum
Human-GEM MAR00730CC BY 4.0Reference data
an N-acylsphing-4-eninean N-acylsphing-4-enine
Transported by CERT1
Reaction pageLeft to rightBalance undeterminablecytosol, Golgi apparatus
Human-GEM MAR00731CC BY 4.0Reference data
an N-acylsphing-4-enine+CHEBI:1146900+protonsphing-4-enine+an acyl-CoA
Catalysed by ASAH1 or ACER1 or ACER2 or ASAH2
Reaction pageLeft to rightBalance undeterminableEC 3.5.1.23Golgi apparatus
Human-GEM MAR00733CC BY 4.0Reference data
an N-acylsphing-4-enine+1,2-diacyl-sn-glycero-3-phosphocholine(1+)a 1,2-diacyl-sn-glycerol+a sphingomyelin
Catalysed by SGMS2 or SGMS1
Reaction pageLeft to rightBalance undeterminableEC 2.7.8.27Golgi apparatus
Human-GEM MAR00735CC BY 4.0Reference data
an N-acylsphing-4-enine+1,2-diacyl-sn-glycero-3-phosphocholine(1+)a 1,2-diacyl-sn-glycerol+a sphingomyelin
Catalysed by SGMS2 or SGMS1
Reaction pageLeft to rightBalance undeterminableEC 2.7.8.27cytosol
Human-GEM MAR00736CC BY 4.0Reference data
an N-acylsphinganine+proton+NADPH(4-)+dioxygenan N-acylsphing-4-enine+2water+NADP(3-)
Catalysed by DEGS1 or DEGS2
Reaction pageLeft to rightBalance undeterminableEC 1.14.-.-cytosol
Human-GEM MAR00754CC BY 4.0Reference data
an N-acylsphing-4-enine+CHEBI:1146900+protonsphing-4-enine+an acyl-CoA
Catalysed by CERS4 or CERS5 or CERS2 or CERS3 or CERS6 or CERS1
Reaction pageLeft to rightBalance undeterminableEC 2.3.1.24cytosol
Human-GEM MAR00758CC BY 4.0Reference data
ATP+an N-acylsphing-4-enineADP+MAM01431c+proton
Catalysed by CERK
Reaction pageLeft to rightBalance undeterminableEC 2.7.1.138cytosol
Human-GEM MAR00760CC BY 4.0Reference data
an N-acylsphing-4-enine+MAM03108cD-glucosyl-N-acylsphingosine+proton+UDP
Catalysed by UGCG
Reaction pageLeft to rightBalance undeterminableEC 2.4.1.80cytosol
Human-GEM MAR00761CC BY 4.0Reference data
D-glucosyl-N-acylsphingosine+wateran N-acylsphing-4-enine+D-glucose
Catalysed by GBA2 or GBA1 or GBA3
Reaction pageLeft to rightBalance undeterminableEC 3.2.1.45cytosol
Human-GEM MAR00762CC BY 4.0Reference data
CHEBI:16436+an N-acylsphing-4-eninecytidine 5'-monophosphate+proton+a sphingomyelin
Reaction pageReversibleBalance undeterminableEC 2.7.8.3endoplasmic reticulum
Human-GEM MAR00763CC BY 4.0Reference data
MAM01431c+wateran N-acylsphing-4-enine+phosphate(3-)
Catalysed by PLPP1 or PLPPR2 or PLPPR4 or PLPPR3 or LPIN3 or LPIN1 or PLPP2 or PLPP5 or PLPP3 or PLPP4
Reaction pageLeft to rightBalance undeterminableEC 3.1.3.4cytosol
Human-GEM MAR00767CC BY 4.0Reference data

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Where it reaches

8 systems, 19 regions, 42 tissues, 42 transporter routes — routes, not measurements: transporters known to carry an N-acylsphing-4-enine are expressed there, and no source reports it arriving.

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Nervous

Endocrine

Respiratory

Digestive

Urinary

Reproductive

Blood and immune

Skin and adipose

Other names

8 names

Resolves to: an N-acylsphing-4-enine

Also called: Cer(d18:1(4E))ceramideCeramide (d18:1(4E))ceramide d18:1(4c)N-acyl-sphing-4-enineN-AcylsphingosineN-acylsphingosines
Systematic name: N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]alkanamide