(9Z)-octadecenoyl-CoA

362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API

652 compounds within 3 steps: 78 in 1, 124 in 2, 450 in 3

Three steps

(7Z,10Z,13Z,16Z,19Z)-docosapentaenoateReach from here →
1. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by ACOT7, ACOT8, ACOT2, THEM4 and 4 morecytosol, extracellular spaceOne of 12 routes
(7Z,10Z,13Z,16Z)-docosatetraenoateReach from here →
1. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by ACOT7, ACOT8, ACOT2, THEM4 and 4 morecytosol, extracellular spaceOne of 12 routes
pristanoyl-CoAReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. Stearoyl-CoA hydrolase
3. fatty-acid-CoA ligase
Catalysed by SCD, SCD5, ACOT7, BAAT and 4 morecytosolOne of 2 routes
a 1,3-diacyl-sn-glycerolReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. acyl-CoA pool formation and breakdown
3. a 3-acyl-sn-glycerol + an acyl-CoA = a 1,3-diacyl-sn-glycerol + CoA
Catalysed by SCD, SCD5, MOGAT1cytosolOne of 2 routes
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholineReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. acyl-CoA pool formation and breakdown
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SCD, SCD5, LPCAT2, LPCAT1cytosol
a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. acyl-CoA pool formation and breakdown
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + an acyl-CoA = a 1-O-(1Z-alkenyl)-2-acyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SCD, SCD5, LPCAT4cytosol
1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamineReach from here →
1. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphoethanolamine + sn-glycerol 3-phosphocholine
Catalysed by LPCAT3, MBOAT1, MBOAT2, LPCAT2 and 3 moreOne of 2 routes
1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphocholineReach from here →
1. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
3. a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-O-(1Z)-alkenyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by LPCAT3, MBOAT1, MBOAT2, LPCAT2 and 2 more
1-hexadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamineReach from here →
1. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
3. a 2-acyl-sn-glycero-3-phosphoethanolamine + hexadecanoyl-CoA = 1-hexadecanoyl-2-acyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by LPCAT3, MBOAT1, MBOAT2, LPCAT2 and 2 more
undecanoyl-CoAReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. Stearoyl-CoA hydrolase
3. medium-chain acyl-CoA ligase (undecylic acid)
Catalysed by SCD, SCD5, ACOT7, BAAT and 9 morecytosolOne of 3 routes
1-O-hexadecyl-sn-glycero-3-phosphateReach from here →
1. 1-O-hexadecyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + CoA
2. 1-O-hexadecyl-2-(9Z)-octadecenoyl-sn-glycero-3-phosphocholine + H2O = 1-O-hexadecyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoate + H(+)
3. 1-O-hexadecyl-sn-glycero-3-phosphocholine + H2O = 1-O-hexadecyl-sn-glycero-3-phosphate + choline + H(+)
Catalysed by LPCAT4, PLB1, ENPP2, GDPD3 and 1 more
(5Z,8Z,11Z)-eicosatrienoateReach from here →
1. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by ACOT7, ACOT8, ACOT2, THEM4 and 4 morecytosol, extracellular spaceOne of 12 routes
1-(1Z-octadecenyl)-2-(5Z,8Z,11Z,14Z- eicosatetraenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. 2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine + octadecanoyl-CoA = 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine + CoA
3. 1-(1Z-octadecenyl)-sn-glycero-3-phosphoethanolamine + 1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine = 1-(1Z-octadecenyl)-2-(5Z,8Z,11Z,14Z- eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine + 1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by SCD, SCD5, LPGAT1, TMEM164
1-(9Z-octadecenoyl)-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phospho-1D-myo-inositolReach from here →
1. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
2. 1-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1D-myo-inositol) + H2O = sn-glycero-3-phospho-1D-myo-inositol + (9Z)-octadecenoate + H(+)
3. 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
Catalysed by ACOT7, ACOT8, ACOT2, THEM4 and 7 more
tricosanoateReach from here →
1. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
2. (10Z)-heptadecenoic acid formation
3. (10Z)-heptadecenoic acid formation
Catalysed by ACOT7, ACOT8, ACOT2, THEM4 and 4 morecytosol, extracellular spaceOne of 12 routes
cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA
2. cholesteryl (9Z-octadecenoate) + H2O = cholesterol + (9Z)-octadecenoate + H(+)
3. (5Z,8Z,11Z,14Z)-eicosatetraenoyl-CoA + cholesterol = cholesteryl (5Z,8Z,11Z,14Z)-eicosatetraenoate + CoA
Catalysed by SOAT2, SOAT1, CEL, CES1 and 3 moreOne of 2 routes
N-hexadecanoylhexadecasphinganineReach from here →
1. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
3. hexadecasphinganine + hexadecanoyl-CoA = N-hexadecanoylhexadecasphinganine + CoA + H(+)
Catalysed by LPCAT3, MBOAT1, MBOAT2, LPCAT2 and 4 more
1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphateReach from here →
1. 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + CoA
2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H2O = 1-hexadecanoyl-sn-glycero-3-phosphate + (9Z)-octadecenoate + H(+)
3. (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
Catalysed by AGPAT2, GPAT3, LCLAT1, MBOAT2 and 7 more
1-hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholineReach from here →
1. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
2. 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + N-(acetyl)-sphing-4-enine = 1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine + 1-hexadecanoyl-sn-glycero-3-phosphocholine
3. eicosanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-eicosanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by LPCAT3, MBOAT1, MBOAT2, LPCAT2 and 2 more
glycodeoxycholateReach from here →
1. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
3. Glycodeoxycholate amidohydrolase
Catalysed by GLYATL3, GLYATL2, FAAH, PM20D1cytosolOne of 2 routes
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 →
1. 1-hexadecanoyl-sn-glycero-3-phosphocholine + (9Z)-octadecenoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
2. 2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + hexadecanoyl-CoA = 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine + CoA
3. 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 LPCAT3, MBOAT1, MBOAT2, LPCAT2 and 3 more
cholesteryl (9Z)-hexadecenoateReach from here →
1. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA
2. cholesteryl (9Z-octadecenoate) + H2O = cholesterol + (9Z)-octadecenoate + H(+)
3. (9Z)-hexadecenoyl-CoA + cholesterol = cholesteryl (9Z)-hexadecenoate + CoA
Catalysed by SOAT2, SOAT1, CEL, CES1 and 3 more
(9Z,12Z,15Z-octadecatrienoyl)-cholesterolReach from here →
1. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA
2. cholesteryl (9Z-octadecenoate) + H2O = cholesterol + (9Z)-octadecenoate + H(+)
3. (9Z,12Z,15Z)-octadecatrienoyl-CoA + cholesterol = (9Z,12Z,15Z-octadecatrienoyl)-cholesterol + CoA
Catalysed by SOAT2, SOAT1, CEL, CES1 and 3 moreOne of 2 routes
cholesteryl (8Z,11Z,14Z)-eicosatrienoateReach from here →
1. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA
2. Steryl-ester acylhydrolase
3. Acyl-CoA:cholesterol O-acyltransferase
Catalysed by SOAT2, SOAT1, CEL, LIPAlysosome, endoplasmic reticulumOne of 6 routes
1-octadecanoyl-sn-glycero-3-phosphoserineReach from here →
1. 1-octadecanoyl-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
2. 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + L-serine = 1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine + ethanolamine
3. 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 MBOAT1, MBOAT2, PTDSS2, PLA2G15
O-tetradecanoyl-(R)-carnitineReach from here →
1. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
2. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
3. tetradecanoyl-CoA + (R)-carnitine = O-tetradecanoyl-(R)-carnitine + CoA
Catalysed by CPT2
O-eicosanoyl-(R)-carnitineReach from here →
1. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
2. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
3. eicosanoyl-CoA + (R)-carnitine = O-eicosanoyl-(R)-carnitine + CoA
Catalysed by CPT2
(5Z)-tetradecenoyl-CoAReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. Stearoyl-CoA hydrolase
3. long-chain-fatty-acid-CoA ligase (physeteric acid)
Catalysed by SCD, SCD5, ACOT7, BAAT and 11 morecytosolOne of 9 routes
O-4,8-dimethylnonanoyl-(R)-carnitineReach from here →
1. (9Z)-octadecenoyl-CoA + H2O = (9Z)-octadecenoate + CoA + H(+)
2. Utilized Transport
3. Carnitine Dimethyl Nonanoyl Transferase, Revsible, Peroxisomal
Catalysed by ACOT7, ACOT8, ACOT2, THEM4 and 6 moreendoplasmic reticulum, cytosol, peroxisomeOne of 6 routes
beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enineReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. sphing-4-enine + octadecanoyl-CoA = N-octadecanoylsphing-4-enine + CoA + H(+)
3. beta-D-glucosyl-(1<->1)-N-octadecanoylsphing-4-enine + cholesterol = cholesteryl 3-beta-D-glucoside + N-octadecanoylsphing-4-enine
Catalysed by SCD, SCD5, CERS1, TLCD3B and 3 more
(3E)-decenoyl-CoAReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. Stearoyl-CoA hydrolase
3. Fatty Acid Beta Oxidation (C12:1->C10:1), Mitochondrial
Catalysed by SCD, SCD5, ACOT7, BAAT and 7 morecytosol, mitochondrial matrix
O-hexanoyl-(R)-carnitineReach from here →
1. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
2. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
3. hexanoyl-CoA + (R)-carnitine = O-hexanoyl-(R)-carnitine + CoA
Catalysed by CPT2, CRAT
O-3-oxobutanoyl-(R)-carnitineReach from here →
1. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
2. (R)-carnitine + (9Z)-octadecenoyl-CoA = O-(9Z)-octadecenoyl-(R)-carnitine + CoA
3. acetoacetyl-CoA + (R)-carnitine = O-3-oxobutanoyl-(R)-carnitine + CoA
Catalysed by CPT2, CRAT
(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-cholesterolReach from here →
1. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA
2. Steryl-ester acylhydrolase
3. Acyl-CoA:cholesterol O-acyltransferase
Catalysed by SOAT2, SOAT1, CEL, LIPAlysosome, endoplasmic reticulumOne of 7 routes
N-hexadecanoyl-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamineReach from here →
1. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
2. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine = hexadecanoyl-sn-glycero-3-phosphocholine + N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H(+)
3. N-hexadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H2O = N-hexadecanoyl-1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoate + H(+)
Catalysed by MBOAT1, MBOAT2, AGPAT5, PLAAT3 and 5 more
N-(dodecanoyl)-sphinganineReach from here →
1. sphinganine + (9Z)-octadecenoyl-CoA = N-(9Z-octadecenoyl)-sphinganine + CoA + H(+)
2. N-(9Z-octadecenoyl)-sphinganine + H2O = sphinganine + (9Z)-octadecenoate
3. N-(dodecanoyl)-sphinganine + H2O = dodecanoate + sphinganine
Catalysed by CERS5, CERS2, ACER3, ASAH1
N-octadecanoyl ethanolamineReach from here →
1. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
2. 1-octadecanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine = N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + 2-hexadecanoyl-sn-glycero-3-phosphocholine + H(+)
3. N-octadecanoyl-1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + H2O = N-octadecanoyl ethanolamine + 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate + H(+)
Catalysed by MBOAT1, MBOAT2, AGPAT5, PLA2G4E and 1 more
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N,N-dimethylethanolamineReach from here →
1. 1-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + (9Z)-octadecenoyl-CoA = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + CoA
2. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine + S-adenosyl-L-methionine = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-methylethanolamine + S-adenosyl-L-homocysteine + H(+)
3. 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N-methylethanolamine + S-adenosyl-L-methionine = 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-N,N-dimethylethanolamine + S-adenosyl-L-homocysteine + H(+)
Catalysed by MBOAT1, MBOAT2, AGPAT5, PEMT
4beta-hydroxycholesterolReach from here →
1. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA
2. cholesteryl (9Z-octadecenoate) + H2O = cholesterol + (9Z)-octadecenoate + H(+)
3. cholesterol + reduced [NADPH--hemoprotein reductase] + O2 = 4beta-hydroxycholesterol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by SOAT2, SOAT1, CEL, CES1 and 4 more
N-tetradecanoylglycineReach from here →
1. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
3. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
Catalysed by GLYATL3, GLYATL2, FAAH, PM20D1One of 2 routes
(2R,6)-dimethylheptanoyl-CoAReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. Stearoyl-CoA hydrolase
3. acetyl-CoA C-acyltransferase (3-oxo-4(R),8-dimethyl-nonanoyl-CoA)
Catalysed by SCD, SCD5, ACOT7, BAAT and 6 morecytosol, mitochondrial matrix
N-eicosanoylglycinateReach from here →
1. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
3. eicosanoyl-CoA + glycine = N-eicosanoylglycinate + CoA + H(+)
Catalysed by GLYATL3, GLYATL2, FAAH, PM20D1 and 1 more
N-docosanoylglycineReach from here →
1. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
3. docosanoyl-CoA + glycine = N-docosanoylglycine + CoA + H(+)
Catalysed by GLYATL3, GLYATL2, FAAH, PM20D1 and 1 more
N-hexacosanoylglycineReach from here →
1. (9Z)-octadecenoyl-CoA + glycine = N-(9Z-octadecenoyl)glycine + CoA + H(+)
2. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O
3. hexacosanoyl-CoA + glycine = N-hexacosanoylglycine + CoA + H(+)
Catalysed by GLYATL3, GLYATL2, FAAH, PM20D1 and 1 more
an N(2)-acyl-L-glutamineReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. acyl-CoA pool formation and breakdown
3. an acyl-CoA + L-glutamine = an N(2)-acyl-L-glutamine + CoA + H(+)
Catalysed by SCD, SCD5, GLYATL1B, GLYATL1cytosol
3-oxo-(9Z-octadecenoyl)-CoAReach from here →
1. oxidized [electron-transfer flavoprotein] + (9Z)-octadecenoyl-CoA + H(+) = (2E,9Z)-octadecadienoyl-CoA + reduced [electron-transfer flavoprotein]
2. hydroxyacyl-CoA dehydrogenase trifunctional multienzyme complex
3. 3-hydroxyacyl-CoA dehydrogenase ((S)-3-hydroxyoleyleoyl-CoA)
Catalysed by ACADL, ACADVL, ACAD9, HADHA and 2 moremitochondrial matrixOne of 3 routes
(7Z)-hexadecenoyl-CoAReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. Stearoyl-CoA hydrolase
3. long-chain-fatty-acid-CoA ligase (7-palmitoleic acid)
Catalysed by SCD, SCD5, ACOT7, BAAT and 11 morecytosolOne of 10 routes
cholesteryl (5Z,8Z,11Z)-eicosatrienoateReach from here →
1. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA
2. cholesteryl (9Z-octadecenoate) + H2O = cholesterol + (9Z)-octadecenoate + H(+)
3. 1-hexadecanoyl-2-(5Z,8Z,11Z-eicosatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = cholesteryl (5Z,8Z,11Z)-eicosatrienoate + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by SOAT2, SOAT1, CEL, CES1 and 4 more
(6Z,9Z,12Z-octadecatrienoyl)-cholesterolReach from here →
1. cholesterol + (9Z)-octadecenoyl-CoA = cholesteryl (9Z-octadecenoate) + CoA
2. cholesteryl (9Z-octadecenoate) + H2O = cholesterol + (9Z)-octadecenoate + H(+)
3. 1-hexadecanoyl-2-(6Z,9Z,12Z-octadecatrienoyl)-sn-glycero-3-phosphocholine + cholesterol = (6Z,9Z,12Z-octadecatrienoyl)-cholesterol + 1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by SOAT2, SOAT1, CEL, CES1 and 4 more
cholesteryl (11Z)-octadecenoateReach from here →
1. octadecanoyl-CoA + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (9Z)-octadecenoyl-CoA + 2 Fe(III)-[cytochrome b5] + 2 H2O
2. stearoyl-CoA desaturase (N-C18:0CoA -> N-C18:1CoA)
3. (11Z)-octadecenoyl-CoA + cholesterol = cholesteryl (11Z)-octadecenoate + CoA
Catalysed by SCD, SCD5, SOAT1cytosolOne of 2 routes