hexadecanoic acid
362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API
720 compounds within 3 steps: 7 in 1, 152 in 2, 561 in 3
Three steps
- 1'-[1-acyl-2-octadecanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
- 1'-[1-acyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + O2 = (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
Catalysed by ALOX12Bcytosol, extracellular space
- Palmitate:CoA ligase (AMP-forming)
- Beta Oxidation of Long Chain Fatty Acid
- octanoyl-CoA + a 1-acyl-sn-glycero-3-phosphoethanolamine = 1-acyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol, mitochondrial matrix
- Palmitate:CoA ligase (AMP-forming)
- Beta Oxidation of Long Chain Fatty Acid
- octanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-octanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol, mitochondrial matrix
- Palmitate:CoA ligase (AMP-forming)
- Fatty Acid Beta Oxidation (C16->C14), Mitochondrial
- tetradecanoyl-CoA + 1-hexadecanoyl-sn-glycero-3-phosphocholine = 1-hexadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol, mitochondrial matrix
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- Arachidonate:oxygen 8-oxidoreductase
Catalysed by ALOX12cytosol, extracellular spaceOne of 2 routes
- Palmitate:CoA ligase (AMP-forming)
- Fatty Acid Beta Oxidation (C16->C14), Mitochondrial
- 2-(9Z-octadecenoyl)-glycerol + tetradecanoyl-CoA = 1-tetradecanoyl-2-(9Z-octadecenoyl)-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol, mitochondrial matrix
- Palmitate:CoA ligase (AMP-forming)
- formate dehydrogenase (palmitoyl-CoA)
- hexadecan-1-ol + hexadecanoyl-CoA = hexadecyl hexadecanoate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 9 morecytosol, peroxisome
- Palmitate:CoA ligase (AMP-forming)
- formate dehydrogenase (palmitoyl-CoA)
- hexadecan-1-ol + (9Z)-octadecenoyl-CoA = hexadecyl (9Z)-octadecenoate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol, peroxisome
- Palmitate:CoA ligase (AMP-forming)
- palmitoyl-CoA desaturase (N-C16:0CoA -> N-C16:1CoA)
- hexadecan-1-ol + (9Z)-hexadecenoyl-CoA = hexadecyl (9Z)-hexadecenoate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosolOne of 2 routes
- Palmitate:CoA ligase (AMP-forming)
- formate dehydrogenase (palmitoyl-CoA)
- hexadecan-1-ol + octadecanoyl-CoA = hexadecyl octadecanoate + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 8 morecytosol, peroxisomeOne of 2 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- fatty acid amide hydrolase (arachidonate)
Catalysed by FAAHcytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- tetracosanoate + 2 Fe(II)-[cytochrome b5] + O2 + 2 H(+) = (R)-2-hydroxytetracosanoate + 2 Fe(III)-[cytochrome b5] + H2O
Catalysed by FA2Hcytosol, extracellular space
- 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerolReach from here →
- Palmitate:CoA ligase (AMP-forming)
- Beta Oxidation of Long Chain Fatty Acid
- 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol + octanoyl-CoA = 1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl,2-octanoyl-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol, mitochondrial matrix
- 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerolReach from here →
- Palmitate:CoA ligase (AMP-forming)
- Beta Oxidation of Long Chain Fatty Acid
- 1',3'-bis-[1-acyl-sn-glycero-3-phospho]-glycerol + octanoyl-CoA = 1'-[1-acyl-2-octanoyl-sn-glycero-3-phospho],3'-[1-acyl,2-hydroxy-sn-glycero-3-phospho]-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol, mitochondrial matrix
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- Fatty Acid Omega Oxidation by Hydroxylases (C22->C22Dc), Endoplasmatic Reticulum
Catalysed by CYP4F2, CYP4F3cytosol, extracellular space, endoplasmic reticulum
- Fas180
- long-chain-fatty-acid-CoA ligase (dihomo-gamma-linolenate)
- ELOVL fatty acid elongase (trans-2-cis,cis,cis-8,11,14-eicosatetraenoyl-CoA)
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosol, endoplasmic reticulumOne of 2 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- arachidonic acid:oxygen 1-oxidoreductase
Catalysed by CYP1A1, CYP1A2, CYP2E1, CYP3A4 and 23 morecytosol, extracellular spaceOne of 3 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP2C9cytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- (5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1, CYP1A2, CYP2C9, CYP2C19 and 1 morecytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- lauric acid[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 11-hydroxydodecanoate[r]
Catalysed by CYP2E1cytosol, extracellular space, endoplasmic reticulumOne of 3 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP1A1, CYP1A2, CYP3A4, CYP2C8 and 3 morecytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = (17S,18R)-epoxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP2C8, CYP2D6, CYP2J2cytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- EPA[r] + O2[r] + FMNH2[r] = FMN[r] + H2O[r] + 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate[r]
Catalysed by CYP2E1cytosol, extracellular space, endoplasmic reticulumOne of 3 routes
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 20-hydroxy-(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4F2, CYP4F3, CYP4V2cytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH--hemoprotein reductase] + O2 = 22-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
Catalysed by CYP4F2, CYP4F3, CYP4V2, CYP4F11cytosol, extracellular space
- (10Z)-heptadecenoic acid formation
- (10Z)-heptadecenoic acid formation
- alkane 1-monooxygenase (myristic acid)
Catalysed by CYP4A11, CYP4A22cytosol, extracellular spaceOne of 2 routes
- Fas180
- 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
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
Catalysed by SLC27A2, ACOT2cytosol, peroxisomeOne of 2 routes
- Palmitate:CoA ligase (AMP-forming)
- acyl-CoA pool formation and breakdown
- a 3-acyl-sn-glycerol + an acyl-CoA = a 1,3-diacyl-sn-glycerol + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 5 morecytosolOne of 2 routes
- Palmitate:CoA ligase (AMP-forming)
- Beta Oxidation of Long Chain Fatty Acid
- a 1-O-(1Z-alkenyl)-sn-glycero-3-phosphoethanolamine + octanoyl-CoA = 1-O-(1Z)-alkenyl-2-octanoyl-sn-glycero-3-phosphoethanolamine + CoA
Catalysed by SLC27A2, ACSL4, ACSL3, ACSL1 and 7 morecytosol, mitochondrial matrix