Biosynthesis of unsaturated fatty acids
Source | ID | Pathway |
---|---|---|
PathWhiz | PW002403 | |
KEGG | 01040 | ![]() |
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 | ![]() |
YMDB00131 | Oleic acid 112-80-1 | (9Z)-octadec-9-enoic acid | C18H34O2 282.4614 | ![]() |
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 | ![]() |
YMDB00532 | decanoyl-CoA 1264-57-9 | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-[(2-{[2-(decanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid | C31H54N7O17P3S 921.783 | ![]() |
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 | ![]() |
YMDB00537 | hexacosanoyl-CoA | {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-[(2-{[2-(hexacosanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid | C47H86N7O17P3S 1146.209 | ![]() |
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 | ![]() |
YMDB00539 | oleoyl-CoA 1716-06-9 | {[(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-[(9Z)-octadec-9-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C39H68N7O17P3S 1031.98 | ![]() |
YMDB00682 | stearic acid 57-11-4 | octadecanoic acid | C18H36O2 284.4772 | ![]() |
YMDB00684 | lignoceric acid 557-59-5 | tetracosanoic acid | C24H48O2 368.6367 | ![]() |
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 | ![]() |
YMDB00735 | 3-oxotetracosanoyl-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-oxotetracosanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C45H80N7O18P3S 1132.139 | ![]() |
YMDB00785 | cerotic acid 57-10-3 | hexacosanoic acid | C26H52O2 396.6899 | ![]() |
YMDB00862 | hydron 12408-02-5 | hydron | H 1.00794 | ![]() |
YMDB00884 | Linoleic acid 60-33-3 | (9E,12E)-octadeca-9,12-dienoic acid | C18H32O2 280.4455 | ![]() |
YMDB00890 | water 7732-18-5 | water | H2O 18.0153 | ![]() |
YMDB00900 | oxygen 7782-44-7 | dioxygen | O2 31.9988 | ![]() |
YMDB00909 | Tetracosanoyl-CoA 24305-30-4 | {[(2R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-[(2-{[2-(tetracosanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C45H82N7O17P3S 1118.156 | ![]() |
YMDB00912 | Carbon dioxide 124-38-9 | methanedione | CO2 44.0095 | ![]() |
YMDB00960 | 3-oxohexacosanoyl-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-oxohexacosanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid | C47H84N7O18P3S 1160.192 | ![]() |
YMDB01056 | lignocerate 557-59-5 | C24H47O2 367.6288 | ![]() | |
YMDB01065 | oleate 115-06-0 | C18H33O2 281.4534 | ![]() | |
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 | ![]() |
YMDB01394 | hexadecanoic acid 57-10-3 | C16H32O2 256.4241 | ![]() | |
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 | ![]() |
YMDB16297 | (3R)-hydroxytetracosanoyl-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-hydroxytetracosanoyl]sulfanyl}ethyl)carboximidato]ethyl}-3,3-dimethylbutanecarboximidate | C45H78N7O18P3S 1130.13 | ![]() |
YMDB16298 | (2E)-lignocerenoyl-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-3,3-dimethyl-N-(2-{[2-(tetracos-2-enoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid | C45H76N7O17P3S 1112.12 | ![]() |
YMDB16299 | (3R)-hydroxyhexacosanoyl-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-hydroxyhexacosanoyl]sulfanyl}ethyl)carboximidato]ethyl}-3,3-dimethylbutanecarboximidate | C47H82N7O18P3S 1158.19 | ![]() |
YMDB16300 | (2E)-cerotenoyl-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-(hexacos-2-enoylsulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)-2-hydroxy-3,3-dimethylbutanimidic acid | C47H80N7O17P3S 1140.17 | ![]() |
YMDB16301 | N-hexacosanoyl-C20-4-hydroxysphinganine | N-(1,3,4-trihydroxyicosan-2-yl)hexacosanamide | C46H93NO4 724.253 | ![]() |
Pathway Proteins
Uniprot ID | Gene Name Locus | Name | Type | Metabolites |
---|---|---|---|---|
P47912 | FAA4 YMR246W | Long-chain-fatty-acid--CoA ligase 4 | Enzyme | |
P38225 | FAT1 YBR041W | Very long-chain fatty acid transport protein | Transporter | |
P25045 | LCB1 YMR296C | Serine palmitoyltransferase 1 | Enzyme | |
P13711 | POX1 YGL205W | Acyl-coenzyme A oxidase | Enzyme | |
P30624 | FAA1 YOR317W | Long-chain-fatty-acid--CoA ligase 1 | Enzyme | |
P39002 | FAA3 YIL009W | Long-chain-fatty-acid--CoA ligase 3 | Enzyme | |
P39540 | ELO1 YJL196C | Elongation of fatty acids protein 1 | Enzyme | |
P39518 | FAA2 YER015W | Long-chain-fatty-acid--CoA ligase 2 | Enzyme | |
P27796 | POT1 YIL160C | 3-ketoacyl-CoA thiolase, peroxisomal | Enzyme |
|
P41903 | TES1 YJR019C | Peroxisomal acyl-coenzyme A thioester hydrolase 1 | Enzyme | |
Q02207 | FOX2 YKR009C | Peroxisomal hydratase-dehydrogenase-epimerase | Enzyme |
|
P38342 | TSC10 YBR265W | 3-ketodihydrosphingosine reductase TSC10 | Enzyme | |
P38992 | SUR2 YDR297W | Sphingolipid C4-hydroxylase SUR2 | Enzyme | |
P38071 | ETR1 YBR026C | Enoyl-[acyl-carrier protein] reductase [NADPH, B-specific], mitochondrial | Enzyme | |
Q99190 | TSC13 YDL015C | Enoyl reductase TSC13 | Enzyme | |
P35731 | OAR1 YKL055C | 3-oxoacyl-[acyl-carrier-protein] reductase | Enzyme | |
P21147 | OLE1 YGL055W | Acyl-CoA desaturase 1 | Enzyme | |
A6ZN14 | LIP1 | Ceramide synthase subunit LIP1 |