Biosynthesis of unsaturated fatty acids (docosanoyl)
| Source | ID | Pathway |
|---|---|---|
| PathWhiz | PW002408 |
Pathway Metabolites
| YMDB ID | Name CAS Number | IUPAC Name | Formula Weight | Structure |
|---|---|---|---|---|
| YMDB00045 | Coenzyme A 85-61-0 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C21H36N7O16P3S 767.534 |  |
| YMDB00069 | Palmitic acid 57-10-3 | hexadecanoic acid | C16H32O2 256.4241 |  |
| YMDB00097 | Adenosine monophosphate 61-19-8 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid | C10H14N5O7P 347.2212 |  |
| YMDB00109 | Adenosine triphosphate 56-65-5 | ({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid | C10H16N5O13P3 507.181 |  |
| YMDB00112 | L-Serine 56-45-1 | (2S)-2-amino-3-hydroxypropanoic acid | C3H7NO3 105.0926 |  |
| YMDB00183 | 3-Dehydrosphinganine 16105-69-4 | (2S)-2-amino-1-hydroxyoctadecan-3-one | C18H37NO2 299.4919 |  |
| YMDB00219 | Pyrophosphate 14000-31-8 | (phosphonooxy)phosphonic acid | H4O7P2 177.9751 |  |
| YMDB00285 | Phytosphingosine 554-62-1 | (2S,3S,4R)-2-aminooctadecane-1,3,4-triol | C18H39NO3 317.5072 |  |
| YMDB00301 | Palmityl-CoA 1763-10-6 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-(hexadecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid | C37H66N7O17P3S 1005.943 |  |
| YMDB00327 | Sphinganine 764-22-7 | (2S,3R)-2-aminooctadecane-1,3-diol | C18H39NO2 301.5078 |  |
| YMDB00426 | NADPH 53-57-6 | {[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2R,3S,4R,5R)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid | C21H30N7O17P3 745.4209 |  |
| YMDB00427 | NADP 53-59-8 | 1-[(2R,3R,4S,5R)-5-[({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium | C21H29N7O17P3 744.4129 |  |
| YMDB00470 | trans-octadec-2-enoyl-CoA | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2E)-octadec-2-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C39H68N7O17P3S 1031.98 |  |
| YMDB00477 | 3-oxooctadecanoyl-CoA 86370-20-9 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxooctadecanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C39H68N7O18P3S 1047.98 |  |
| YMDB00527 | palmitoyl-CoA 1763-10-6 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-[(2-{[2-(hexadecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid | C37H66N7O17P3S 1005.943 |  |
| YMDB00533 | malonyl-CoA 524-14-1 | 3-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-3-oxopropanoic acid | C24H38N7O19P3S 853.58 |  |
| YMDB00538 | stearoyl-CoA 362-66-3 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-[(2-{[2-(octadecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C39H70N7O17P3S 1033.996 |  |
| YMDB00682 | stearic acid 57-11-4 | octadecanoic acid | C18H36O2 284.4772 |  |
| YMDB00732 | 3-oxoicosanoyl-CoA | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxoicosanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C41H72N7O18P3S 1076.033 |  |
| YMDB00733 | 3-oxodocosanoyl-CoA | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(3-oxodocosanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C43H76N7O18P3S 1104.086 |  |
| YMDB00785 | cerotic acid 57-10-3 | hexacosanoic acid | C26H52O2 396.6899 |  |
| YMDB00862 | hydron 12408-02-5 | hydron | H 1.00794 |  |
| YMDB00890 | water 7732-18-5 | water | H2O 18.0153 |  |
| YMDB00900 | oxygen 7782-44-7 | dioxygen | O2 31.9988 |  |
| YMDB00912 | Carbon dioxide 124-38-9 | methanedione | CO2 44.0095 |  |
| YMDB01099 | (2S,3S,4R)-2-aminoicosane-1,3,4-triol | (2S,3S,4R)-2-aminoicosane-1,3,4-triol | C20H43NO3 345.5603 |  |
| YMDB01101 | 4-Hydroxysphinganine 554-62-1 | (2S,3S,4R)-2-aminooctadecane-1,3,4-triol | C18H39NO3 317.5072 |  |
| YMDB01105 | Cer 18:0;3/22:0;0 | N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]docosanamide | C40H81NO4 640.0754 |  |
| YMDB16181 | Eicosanoyl-CoA | (2R)-4-({[({[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-(2-{[2-(icosanoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-3,3-dimethylbutanimidic acid | C41H74N7O17P3S 1062.049 |  |
| YMDB16242 | Docosanoyl-CoA | {[5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-(docosanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid | C43H74N7O17P3S 1086.071 |  |
| YMDB16292 | (3R)-3-hydroxy-stearoyl-CoA | 3-hydroxy-3-{[2-({2-[(3-hydroxyoctadecanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropyl ({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphonate | C39H66N7O18P3S 1045.97 |  |
| YMDB16293 | (3R)-3-hydroxy-arachidoyl-CoA | (2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxyicosanoyl]sulfanyl}ethyl)carboximidato]ethyl}-3,3-dimethylbutanecarboximidate | C41H70N7O18P3S 1074.03 |  |
| YMDB16294 | (2E)-eicosenoyl-CoA | 4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-(2-{[2-(icos-2-enoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-3,3-dimethylbutanimidic acid | C41H68N7O17P3S 1056.01 |  |
| YMDB16295 | (3R)-3-hydroxy-docosanoyl-CoA | (2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxydocosanoyl]sulfanyl}ethyl)carboximidato]ethyl}-3,3-dimethylbutanecarboximidate | C43H74N7O18P3S 1102.08 |  |
| YMDB16296 | trans-docos-2-enoyl-CoA | 4-({[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-(2-{[2-(docos-2-enoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid | C43H72N7O17P3S 1084.06 |  |
Pathway Proteins
| Uniprot ID | Gene Name Locus | Name | Type | Metabolites |
|---|---|---|---|---|
| P09950 | HEM1 YDR232W | 5-aminolevulinate synthase, mitochondrial | Enzyme | |
| P39002 | FAA3 YIL009W | Long-chain-fatty-acid--CoA ligase 3 | Enzyme | |
| P39518 | FAA2 YER015W | Long-chain-fatty-acid--CoA ligase 2 | Enzyme | |
| P40319 | SUR4 | Elongation of fatty acids protein 3 | Not Available | |
| A6ZN14 | LIP1 | Ceramide synthase subunit LIP1 |