Biosynthesis of unsaturated fatty acids (tetracosanoyl-CoA)

Source	ID	Pathway
PathWhiz	PW002404

Pathway Metabolites

YMDB ID	Name CAS Number	IUPAC Name	Formula Weight
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
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
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
YMDB00963	N-Tetracosanoylphytosphingosine	N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide	C₄₂H₈₅NO₄ 668.1286
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
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

Pathway Proteins

Uniprot ID	Gene Name Locus	Name	Type	Metabolites
P09950	HEM1 YDR232W	5-aminolevulinate synthase, mitochondrial	Enzyme	Glycine Coenzyme A 5-Aminolevulinic acid Succinyl-CoA hydron Carbon dioxide
P39002	FAA3 YIL009W	Long-chain-fatty-acid--CoA ligase 3	Enzyme	Coenzyme A Palmitic acid Adenosine monophosphate Adenosine triphosphate 4-Phospho-L-aspartic acid Pyrophosphate Palmityl-CoA hexadec-2-enoyl-CoA palmitoyl-CoA myristoyl-CoA stearoyl-CoA oleoyl-CoA myristic acid Myristoleic acid palmitoleic acid stearic acid Linoleic acid
P39518	FAA2 YER015W	Long-chain-fatty-acid--CoA ligase 2	Enzyme	Coenzyme A Palmitic acid Adenosine monophosphate Adenosine triphosphate Pyrophosphate Palmityl-CoA hexadec-2-enoyl-CoA palmitoyl-CoA myristoyl-CoA lauroyl-CoA octanoyl-CoA decanoyl-CoA Caprylic acid capric acid lauric acid myristic acid Myristoleic acid palmitoleic acid
P40319	SUR4	Elongation of fatty acids protein 3		Not Available
A6ZN14	LIP1	Ceramide synthase subunit LIP1		Coenzyme A Phytosphingosine hexacosanoyl-CoA stearoyl-CoA hydron Tetracosanoyl-CoA N-Tetracosanoylphytosphingosine Cer 18:0;3/22:0;0 Eicosanoyl-CoA Docosanoyl-CoA N-hexacosanoyl-C20-4-hydroxysphinganine N-stearoylphytosphingosine N-icosanoylphytosphingosine