CHEBI:1146900
362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API
1,327 compounds within 3 steps: 109 in 1, 446 in 2, 772 in 3
Three steps
- acyl-CoA:sphingosine N-acyltransferase
- a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
- N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-sphinganine-1-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
- N-hexadecanoyl-(4R)-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = N-hexadecanoyl-(4R)-hydroxysphinganine-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
- an N-acyl-(4R)-4-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphocholine = an N-acyl-(4R)-4-hydroxysphinganine-phosphocholine + a 1,2-diacyl-sn-glycerol
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 3 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
- N-hexadecanoylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = N-hexadecanoyl-sphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 6 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- sphingosine N-acyltransferase (sphinganine)
- an N-acylsphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acylsphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 8 moreGolgi apparatus, cytosolOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
- N-hexadecanoyl-(4R)-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = N-hexadecanoyl-(4R)-hydroxysphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 6 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- a 1-acyl-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphoethanolamine + CoA
- an N-acyl-(4R)-4-hydroxysphinganine + a 1,2-diacyl-sn-glycero-3-phosphoethanolamine = an N-acyl-(4R)-4-hydroxysphinganine-1-phosphoethanolamine + a 1,2-diacyl-sn-glycerol
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 6 moreGolgi apparatus
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, ABHD12cytosol, endoplasmic reticulum
- 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositolReach from here →
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
- (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositol + CoA
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
- (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- 1-heptadecanoyl-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphate + CoA
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate + A + H2O
Catalysed by CPT1A, CPT1C, CPT1B, PTGS2cytosol, endoplasmic reticulumOne of 3 routes
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + AH2 + O2 = (15R)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + A + H2O
Catalysed by CPT1A, CPT1C, CPT1B, PTGS2cytosol, endoplasmic reticulumOne of 3 routes
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- hexadecanoyl-CoA + H2O = hexadecanoate + CoA + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, TECR and 17 morecytosolOne of 11 routes
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (15R)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate
Catalysed by CPT1A, CPT1C, CPT1B, PTGS2cytosol, endoplasmic reticulum
Catalysed by CPT1A, CPT1C, CPT1B, ALOX12cytosol, endoplasmic reticulumOne of 2 routes
Catalysed by CPT1A, CPT1C, CPT1B, PTGS1 and 1 morecytosol, endoplasmic reticulumOne of 6 routes
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
- (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + CoA
- long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
- (9Z,12Z)-octadecadienoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine + CoA
- (24S)-hydroxycholesterol + 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine = (24S)-hydroxycholesterol 3-linoleoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
- acyl-CoA:sphingosine N-acyltransferase
- sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
- 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine = 1,2-dihexadecanoyl-sn-glycerol + a sphingomyelin
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 7 moreGolgi apparatus
- long-chain-fatty-acid-CoA ligase (DHA)
- (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphate = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA
- 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol + phosphate
- Production of Glutaryl Carnitine
- glutaryl-CoA + H2O = glutarate + CoA + H(+)
- 17beta-estradiol 17-O-(beta-D-glucuronate)(out) + glutarate(in) = 17beta-estradiol 17-O-(beta-D-glucuronate)(in) + glutarate(out)
Catalysed by CPT1A, CPT1C, CPT1B, ACOT8 and 2 morecytosol, inner side of the membrane, outer side of the membraneOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- sphing-4-enine + a fatty acyl-CoA = an N-acylsphing-4-enine + CoA + H(+)
- 1-(9Z-octadecenoyl)-2-acyl-sn-3-glycerol + a sphingomyelin = a 1-(9Z-octadecenoyl)-2-acyl-sn-glycero-3-phosphocholine + an N-acylsphing-4-enine
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 8 moreGolgi apparatus
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, CYP2C9cytosol, endoplasmic reticulumOne of 2 routes
- 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerolReach from here →
- long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
- 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + (9Z,12Z)-octadecadienoyl-CoA = 1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + CoA
- 1',3'-bis-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + H2O = 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + (9Z,12Z)-octadecadienoate + H(+)
- 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerolReach from here →
- long-chain-fatty-acid-CoA ligase (stearate)
- octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + (9Z)-octadecenoyl-CoA = 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-(9Z-octadecenoyl)-sn-glycero-3-phospho]-glycerol + CoA
- 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-glycerolReach from here →
- Carnitine O-Palmitoyltransferase
- (2E)-hexadecenoyl-CoA + NADPH + H(+) = hexadecanoyl-CoA + NADP(+)
- 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-glycerol + hexadecanoyl-CoA = 1'-[1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1-(9Z,12Z-octadecadienoyl)-2-hexadecanoyl-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 26 morecytosol, endoplasmic reticulumOne of 4 routes
Catalysed by CPT1A, CPT1C, CPT1B, CYP1A1 and 25 morecytosol, endoplasmic reticulumOne of 3 routes
- long-chain-fatty-acid-CoA ligase (myristic acid)
- Myristoyl-CoA hydrolase
- tetradecanal + NAD(+) + H2O = tetradecanoate + NADH + 2 H(+)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 10 morecytosol
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoserine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoserine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, ABHD16Acytosol, endoplasmic reticulum
- acyl-CoA:sphingosine N-acyltransferase
- a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
- a 1,2-diacyl-sn-glycero-3-phosphocholine + H2O = a monoacyl-sn-glycero-3-phosphocholine + a fatty acid + H(+)
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
- 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + N-(acetyl)-sphing-4-enine = 1-octadecanoyl-sn-glycero-3-phosphoserine + 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphocholine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, ABHD16Acytosol, endoplasmic reticulum
- acyl-CoA:sphingosine N-acyltransferase
- a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
- an N-acylethanolamine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 2-(acylamino)ethyl fatty acid + a 2-acyl-sn-glycero-3-phosphocholine
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatusOne of 2 routes
- acyl-CoA:sphingosine N-acyltransferase
- 1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphocholine + sphing-4-enine = 1-O-hexadecyl-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine + H(+)
- N-(acetyl)-sphing-4-enine + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1-O-acyl-N-(acetyl)-sphing-4-enine + a 1-acyl-sn-glycero-3-phosphocholine
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatusOne of 16 routes
- 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
- Carnitine O-Palmitoyltransferase
- Utilized Transport
- 1-heptadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + H2O = 1-heptadecanoyl-sn-glycero-3-phosphoethanolamine + (5Z,8Z,11Z,14Z)-eicosatetraenoate + H(+)
Catalysed by CPT1A, CPT1C, CPT1B, ABHD16Acytosol, endoplasmic reticulum
- acyl-CoA:sphingosine N-acyltransferase
- a 2-acyl-sn-glycero-3-phosphocholine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phosphocholine + CoA
- ethanol + a 1,2-diacyl-sn-glycero-3-phosphocholine = 1,2-diacyl-sn-glycero-3-phosphoethanol + choline
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 2 moreGolgi apparatus
- acyl-CoA:sphingosine N-acyltransferase
- sphing-4-enine + hexadecanoyl-CoA = N-hexadecanoylsphing-4-enine + CoA + H(+)
- beta-D-glucosyl-(1<->1')-N-hexadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-hexadecanoylsphing-4-enine
Catalysed by ASAH1, ACER2, ACER1, ASAH2 and 5 moreGolgi apparatus
- bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)
- uridine(34) in tRNA + 5,10-methylenetetrahydrofolate + taurine + GTP + A + H2O = 5-taurinomethyluridine(34) in tRNA + 7,8-dihydrofolate + GDP + AH2 + phosphate + H(+)
- 2-glyceryl-prostaglandin G2 + AH2 = 2-glyceryl-prostaglandin H2 + A + H2O
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
- (8Z,11Z,14Z)-eicosatrienoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
- 1-O-(9Z-octadecenyl)-sn-glycero-3-phosphate + (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA = 1-O-(9Z-octadecenyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphate + CoA
- long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)
- 1-octadecanoyl-sn-glycero-3-phosphate + (9Z,12Z)-octadecadienoyl-CoA = 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate + CoA
- 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-octadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate
- 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-cytidine-5'-diphosphateReach from here →
- long-chain-fatty-acid-CoA ligase (DHA)
- 1-octadecanoyl-sn-glycero-3-phosphate + (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CoA
- 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphate + CTP + H(+) = 1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-cytidine-5'-diphosphate + diphosphate