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Biosynthesis of unsaturated fatty acids (tetracosanoyl-CoA)

SourceIDPathway
PathWhizPW002404 ThumbThumb?image type=greyscaleThumb?image type=simple

Pathway Metabolites

YMDB ID Name
CAS Number
IUPAC Name Formula
Weight
Structure
YMDB00045Coenzyme 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 acidC21H36N7O16P3S
767.534
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YMDB00069Palmitic acid
57-10-3
hexadecanoic acidC16H32O2
256.4241
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YMDB00097Adenosine monophosphate
61-19-8
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acidC10H14N5O7P
347.2212
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YMDB00109Adenosine 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 acidC10H16N5O13P3
507.181
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YMDB00112L-Serine
56-45-1
(2S)-2-amino-3-hydroxypropanoic acidC3H7NO3
105.0926
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YMDB001833-Dehydrosphinganine
16105-69-4
(2S)-2-amino-1-hydroxyoctadecan-3-oneC18H37NO2
299.4919
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YMDB00219Pyrophosphate
14000-31-8
(phosphonooxy)phosphonic acidH4O7P2
177.9751
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YMDB00285Phytosphingosine
554-62-1
(2S,3S,4R)-2-aminooctadecane-1,3,4-triolC18H39NO3
317.5072
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YMDB00301Palmityl-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 acidC37H66N7O17P3S
1005.943
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YMDB00327Sphinganine
764-22-7
(2S,3R)-2-aminooctadecane-1,3-diolC18H39NO2
301.5078
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YMDB00426NADPH
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 acidC21H30N7O17P3
745.4209
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YMDB00427NADP
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-yliumC21H29N7O17P3
744.4129
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YMDB00470trans-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 acidC39H68N7O17P3S
1031.98
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YMDB004773-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 acidC39H68N7O18P3S
1047.98
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YMDB00527palmitoyl-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 acidC37H66N7O17P3S
1005.943
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YMDB00533malonyl-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 acidC24H38N7O19P3S
853.58
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YMDB00538stearoyl-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 acidC39H70N7O17P3S
1033.996
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YMDB00682stearic acid
57-11-4
octadecanoic acidC18H36O2
284.4772
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YMDB007323-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 acidC41H72N7O18P3S
1076.033
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YMDB007333-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 acidC43H76N7O18P3S
1104.086
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YMDB007353-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 acidC45H80N7O18P3S
1132.139
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YMDB00785cerotic acid
57-10-3
hexacosanoic acidC26H52O2
396.6899
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YMDB00862hydron
12408-02-5
hydronH
1.00794
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YMDB00890water
7732-18-5
waterH2O
18.0153
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YMDB00900oxygen
7782-44-7
oxidanoneO2
31.9988
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YMDB00909Tetracosanoyl-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 acidC45H82N7O17P3S
1118.156
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YMDB00912Carbon dioxide
124-38-9
methanedioneCO2
44.0095
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YMDB00963N-TetracosanoylphytosphingosineN-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamideC42H85NO4
668.1286
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YMDB01099(2S,3S,4R)-2-aminoicosane-1,3,4-triol(2S,3S,4R)-2-aminoicosane-1,3,4-triolC20H43NO3
345.5603
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YMDB011014-Hydroxysphinganine
554-62-1
(2S,3S,4R)-2-aminooctadecane-1,3,4-triolC18H39NO3
317.5072
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YMDB16181Eicosanoyl-CoA{[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-[(2-{[2-(icosanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acidC41H74N7O17P3S
1062.049
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YMDB16242Docosanoyl-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 acidC43H74N7O17P3S
1086.071
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YMDB16292(3R)-3-hydroxy-stearoyl-CoA3-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)phosphonateC39H66N7O18P3S
1045.97
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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-dimethylbutanecarboximidateC41H70N7O18P3S
1074.03
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YMDB16294(2E)-eicosenoyl-CoA4-({[({[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 acidC41H68N7O17P3S
1056.01
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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-dimethylbutanecarboximidateC43H74N7O18P3S
1102.08
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YMDB16296trans-docos-2-enoyl-CoA4-({[({[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 acidC43H72N7O17P3S
1084.06
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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-dimethylbutanecarboximidateC45H78N7O18P3S
1130.13
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YMDB16298(2E)-lignocerenoyl-CoA4-({[({[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 acidC45H76N7O17P3S
1112.12
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Pathway Proteins

Uniprot ID Gene Name
Locus
Name Type Metabolites
P09950HEM1
YDR232W
5-aminolevulinate synthase, mitochondrialEnzyme
P39002FAA3
YIL009W
Long-chain-fatty-acid--CoA ligase 3Enzyme
P39518FAA2
YER015W
Long-chain-fatty-acid--CoA ligase 2Enzyme
P40319SUR4
Elongation of fatty acids protein 3Not Available
A6ZN14LIP1
Ceramide synthase subunit LIP1