|
|
linolenic_acid + O2 <=> (9R,10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoate
|
1.13.11.61
linolenate 9R-lipoxygenase
|
–
|
|
|
BRENDA:
BR49861
KEGG:
R09810
MetaCyc:
RXN-12759
|
|
|
|
O2 + linolenic_acid <=> (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
|
1.13.11.12
linoleate 13S-lipoxygenase
1.13.11.45
linoleate 11-lipoxygenase
|
–
–
|
MK
|
|
BRENDA:
BR50226;
BS186660
KEGG:
R07869
MetaCyc:
RXN-1321
SABIO-RK:
9850
|
|
|
|
linolenic_acid + O2 <=> (8E,10S,12Z,15Z)-10-hydroperoxyoctadeca-8,12,15-trienoate
|
1.13.11.77
oleate 10S-lipoxygenase
|
–
|
|
|
BRENDA:
BR50785
KEGG:
R10578
MetaCyc:
RXN-14926
|
|
|
|
linolenic_acid + ATP + CoA <=> linolenoyl-CoA + diphosphate + AMP
|
1.13.12.7
firefly luciferase
6.2.1.2
medium-chain acyl-CoA ligase
6.2.1.3
long-chain-fatty-acid---CoA ligase
|
–
–
–
|
M
|
|
BRENDA:
BS286
MetaCyc:
LINOLENOYL-RXN
|
|
|
|
linolenic_acid + O2 <=> (9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
|
1.13.11.12
linoleate 13S-lipoxygenase
1.13.11.58
linoleate 9S-lipoxygenase
|
–
–
|
MK
|
|
BRENDA:
BS408370
KEGG:
R07864
MetaCyc:
RXN-8497
|
|
|
|
linolenic_acid + reduced_acceptor + O2 <=> stearidonic_acid + A + H2O
|
1.14.19
1.14.19.3
acyl-CoA 6-desaturase
|
–
–
|
K
|
|
BRENDA:
BS287979
KEGG:
R07861
|
|
|
|
linolenoyl-CoA + H2O <=> CoA + linolenic_acid
|
3.1.2.2
palmitoyl-CoA hydrolase
3.1.2.20
acyl-CoA hydrolase
|
–
–
|
K
|
|
BRENDA:
BS360757
KEGG:
R08178
SABIO-RK:
13583
|
|
|
|
phosphatidylcholine + H2O <=> lysophosphatidylcholine + linolenic_acid
|
3.1.1.4
phospholipase A2
|
–
|
K
|
|
KEGG:
R07859
|
|
|
|
phosphatidylcholine + H2O <=> 2-acylglycerophosphocholine + linolenic_acid
|
3.1.1.32
phospholipase A1
|
–
|
K
|
|
KEGG:
R07860
|
|
|
|
linolenic_acid + O2 + reduced_[NADPH-hemoprotein_reductase] <=> (12Z,15Z)-9,10-epoxyoctadeca-12,15-dienoic_aicd + oxidized_[NADPH-hemoprotein_reductase] + H2O
|
1.14.14.M33
|
–
|
M
|
|
MetaCyc:
RXN-12137
|
|
|
|
linolenic_acid + O2 + reduced_[NADPH-hemoprotein_reductase] <=> (9Z,15Z)-12,13-epoxy-octadeca-9,15-dienoate + oxidized_[NADPH-hemoprotein_reductase] + H2O
|
1.14.14.M33
|
–
|
M
|
|
MetaCyc:
RXN-12138
|
|
|
|
linolenic_acid + reduced_[NADPH-hemoprotein_reductase] + O2 <=> (9Z,12Z)-15,16-epoxyoctadeca-9,12-dienoate + oxidized_[NADPH-hemoprotein_reductase] + H2O
|
1.14.14.M33
|
–
|
M
|
|
MetaCyc:
RXN-12139
|
|
|
|
linolenic_acid + H2O2 + H+ <=> 1E,8Z,11Z,14Z-heptadecatetraene + CO2 + H2O
|
not assigned
|
–
|
|
|
MetaCyc:
RXN-13257
|
|
|
|
linolenic_acid + O2 <=> (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate + (9Z,11E,13S,15Z)-13-hydroxyoctadeca-9,11,15-trienoic_acid
|
1.13.11.33
arachidonate 15-lipoxygenase
|
–
|
|
|
BRENDA:
BS441036
|
|
|
|
linolenic_acid + O2 <=> (9R,10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoate + (12Z,15Z)-9-hydroxy-10-oxooctadeca-12,15-dienoic_acid
|
1.13.11.B6
|
–
|
|
|
BRENDA:
BS424407
|
|
|
|
linoleic_acid + ferrocytochrome_P-450 + O2 <=> linolenic_acid + ferricytochrome_P-450 + H2O
|
1.14.18.4
phosphatidylcholine 12-monooxygenase
|
–
|
|
|
BRENDA:
BS397698
|
|
|
|
linolenic_acid + O2 <=> (8E,10R,12Z,15Z)-10-hydroperoxy-8,12,15-octadecatrienoate
|
1.13.11.62
linoleate 10R-lipoxygenase
|
–
|
|
|
BRENDA:
BS416562
|
|
|
|
linolenic_acid <=> 10-hydroxy-12(Z),15(Z)-octadecadienoic_acid + 10,13-dihydroxy-15(Z)-octadecenoic_acid
|
4.2.1.53
oleate hydratase
|
–
|
|
|
BRENDA:
BS429886
|
|
|
|
linolenic_acid + H2O <=> (R)-10-hydroxy-12,15(Z,Z)-octadecadienoate
|
4.2.1.53
oleate hydratase
|
–
|
|
|
BRENDA:
BS429884
|
|
|
|
digalactosyldilinolenin + H2O <=> digalactosylglycerol + linolenic_acid
|
3.1.1.26
galactolipase
|
–
|
|
|
BRENDA:
BS73211
|
|
|
|
monogalactosyldilinolenin + H2O <=> monogalactosylglycerol + linolenic_acid
|
3.1.1.26
galactolipase
|
–
|
|
|
BRENDA:
BS73210
|
|
|
|
linolenic_acid + H2O <=> 10-hydroxy-12(Z),15(Z)-octadecadienoic_acid
|
4.2.1.53
oleate hydratase
|
–
|
|
|
BRENDA:
BS429885
|
|
|
|
linolenic_acid + O2 <=> (9Z,12Z,15Z)-7,8-dihydroperoxyoctadeca-9,12,15-trienoate
|
1.13.11.60
linoleate 8R-lipoxygenase
5.4.4.6
9,12-octadecadienoate 8-hydroperoxide 8S-isomerase
|
–
–
|
|
|
BRENDA:
BS444897
|
|
|
|
linolenic_acid + O2 <=> (9Z,12Z,15Z)-8-hydroperoxyoctadeca-9,12,15-trienoate
|
1.13.11.60
linoleate 8R-lipoxygenase
|
–
|
|
|
BRENDA:
BS444900
|
|
|
|
linolenic_acid + reduced_flavodoxin + O2 <=> 18-hydroxlinolenic_acid + flavin + H2O
|
1.14.14.80
long-chain fatty acid omega-monooxygenase
|
–
|
|
|
BRENDA:
BS433405
|
|
|
|
linolenic_acid + O2 <=> (10E,12Z)-9-hydroperoxy-10,12-octadecadienoate + (9Z,11E)-13-hydroperoxy-9,11-octadecadienoate
|
1.13.11.B6
|
–
|
|
|
BRENDA:
BS409774
|
|
|
|
linolenic_acid + O2 <=> (9Z,11E,13R)-13-hydroperoxy-9,11-octadecadienoate + (10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
|
1.13.11.45
linoleate 11-lipoxygenase
|
–
|
|
|
BRENDA:
BS395322
|
|
|
|
linolenic_acid + reduced_acceptor + O2 <=> arachidonic_acid + A + H2O
|
1.14.19.3
acyl-CoA 6-desaturase
|
–
|
|
|
BRENDA:
BS287980
|
|
|
|
linolenic_acid + O2 <=> (9Z,11E,13R)-13-hydroperoxy-9,11-octadecadienoate
|
1.13.11.45
linoleate 11-lipoxygenase
|
–
|
|
|
BRENDA:
BS395109
|
|
|
|
linolenic_acid + O2 <=> (9Z,11S,12Z)-11-hydroperoxyoctadeca-9,12-dienoate
|
1.13.11.45
linoleate 11-lipoxygenase
|
–
|
|
|
BRENDA:
BS373712
|
|
|
|
linolenic_acid + O2_+ <=> (11S)-hydroperoxyoctadecadienoic_acid + (9Z,11E,13R)-13-hydroperoxy-9,11-octadecadienoate + (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
|
1.13.11.45
linoleate 11-lipoxygenase
|
–
|
|
|
BRENDA:
BS441579
|
|
|
|
linolenic_acid + O2 <=> (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
|
1.13.11.58
linoleate 9S-lipoxygenase
|
–
|
|
|
BRENDA:
BS424649
|
|
|
|
linolenic_acid + reduced_acceptor + O2 <=> octadecatetraenoic_acid + A + H2O
|
1.14.19.3
acyl-CoA 6-desaturase
|
–
|
|
|
BRENDA:
BS428158
|
|
|
|
oleic_acid + reduced_acceptor + O2 <=> linoleic_acid + linolenic_acid + A + 2 H2O
|
1.14.19.39
acyl-lipid Delta12-acetylenase
|
–
|
|
|
BRENDA:
BS428858
|
|
|
|
linolenic_acid + reduced_acceptor + O2 <=> octadec-6,9,12,15-tetraenoic_acid + A + H2O
|
1.14.19.3
acyl-CoA 6-desaturase
|
–
|
|
|
BRENDA:
BS375042
|
|
|
|
trilinolenin + H2O <=> dilinolenin + linolenic_acid
|
3.1.1.3
triacylglycerol lipase
|
–
|
|
|
BRENDA:
BS364140
|
|
|
|
linolenic_acid + O2 <=> (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
|
1.13.11.12
linoleate 13S-lipoxygenase
|
–
|
|
|
BRENDA:
BS424650
|
|
|
|
2 linolenic_acid + 3 tert-butyl_hydroperoxide <=> (12Z,15Z)-9,10-epoxyoctadeca-12,15-dienoic_aicd + (12Z)-9,15-diepoxyoctadec-12-enoic_acid + 3 tert-butanol
|
1.11.2.3
plant seed peroxygenase
|
–
|
|
|
BRENDA:
BS413453
|
|
|
|
linolenic_acid + tert-butyl_hydroperoxide <=> more
|
1.11.2.3
plant seed peroxygenase
|
–
|
|
|
BRENDA:
BS414806
|
|
|
|
linolenic_acid <=> (9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
|
1.13.11.58
linoleate 9S-lipoxygenase
|
–
|
|
|
BRENDA:
BS408374
|
|
|
|
oleic_acid + reduced_acceptor + O2 <=> linoleic_acid + linolenic_acid + acceptor + H2O
|
1.14.19.6
acyl-CoA (9+3)-desaturase
|
–
|
|
|
BRENDA:
BS428860
|
|
|
|
linolenic_acid <=> (E,Z)-3,6-nonadienal + 9-Oxononanoate
|
4.2.1.92
hydroperoxide dehydratase
|
–
|
|
|
BRENDA:
BS429181
|
|
|
|
linolenic_acid <=> cis-9,trans-11,cis-15-octadecatrienoic_acid
|
5.2.1.5
linoleate isomerase
|
–
|
|
|
BRENDA:
BS992
|
|
|
|
linolenic_acid + O2 <=> (10E,12Z)-9-hydroperoxy-10,12,15-octadecaterieonoic_acid
|
1.13.11.58
linoleate 9S-lipoxygenase
|
–
|
|
|
BRENDA:
BS440145
|
|
|
|
linolenic_acid + O2 <=> (11R)-hydroperoxyoctadecadienoic_acid + 13 S-hydroperoxyoctadecadienoic_acid + 9(S/R)-hydroperoxyoctadecadienoic_acid
|
1.13.11.45
linoleate 11-lipoxygenase
|
–
|
|
|
BRENDA:
BS441580
|
|
|
|
linolenic_acid + O2 <=> (8R,9Z,12Z)-8-hydroperoxy-9,12,15-octadecatrienoate
|
1.13.11.60
linoleate 8R-lipoxygenase
|
–
|
|
|
BRENDA:
BS441035
|
|
|
|
linolenic_acid + O2 <=> (9R,10E,12Z,15Z)-9-hydroxy-10,12,15-octadecatrienoic_acid
|
1.13.11.61
linolenate 9R-lipoxygenase
|
–
|
|
|
BRENDA:
BS440146
|
|
|
|
linolenic_acid + O2 <=> (9R,10E,12Z,15Z)-9-hydroxy-octadeca-10,12,15-trienoic_acid
|
1.13.11.61
linolenate 9R-lipoxygenase
|
–
|
|
|
BRENDA:
BS441037
|
|
|
|
linolenic_acid + O2 <=> 13-hydroperoxyoctadeca-9,11,15-trienoate
|
1.13.11.12
linoleate 13S-lipoxygenase
|
–
|
|
|
BRENDA:
BS440144
|
|
|
|
linolenoyl-[acyl-carrier_protein] + H2O <=> [acyl-carrier_protein] + linolenic_acid
|
3.1.2.14
oleoyl-[acyl-carrier-protein] hydrolase
|
–
|
|
|
BRENDA:
BS447691
|
|
|
|
methyl_linolenate + H2O <=> methanol + linolenic_acid
|
3.1.1.3
triacylglycerol lipase
|
–
|
|
|
BRENDA:
BS364189
|
|
|
|
linoleic_acid + 2 ferricytochrome_b5 + O2 + 2 H+ <=> linolenic_acid + 2 ferricytochrome_b5 + 2 H2O
|
1.14.19.25
acyl-lipid omega-3 desaturase (cytochrome b5)
|
–
|
|
|
BRENDA:
BS434090
|
|
|
|
linolenic_acid + ferricytochrome_b5 + O2 + H+ <=> stearidonic_acid + ferricytochrome_b5 + H2O
|
1.14.19.26
acyl-[acyl-carrier-protein] 6-desaturase
|
–
|
|
|
BRENDA:
BS432655
|
|
|
|
linolenic_acid + O2 <=> 7,8-dihydroxylinoleic_acid
|
1.13.11.60
linoleate 8R-lipoxygenase
|
–
|
|
|
BRENDA:
BS444899
|
|
|
|
linolenic_acid + O2 <=> 13-hydroxy-(9Z,11E,15Z)-octadecatrienoic_acid
|
1.13.11.31
arachidonate 12-lipoxygenase
|
–
|
|
|
BRENDA:
BS376242
|
|
|
|
cholesteryl_linolenate + H2O <=> cholesterol + linolenic_acid
|
3.1.1.13
sterol esterase
|
–
|
|
|
BRENDA:
BS381663
|
|
|
|
linolenic_acid + O2 <=> alpha-linolenic_acid_hydroperoxide + 9-hydroperoxyoctadecatrienoic_acid + 13-hydroperoxy-octadecatrienoic_acid
|
1.13.11.33
arachidonate 15-lipoxygenase
|
–
|
|
|
BRENDA:
BS414805
|
|
|
|
linolenic_acid <=> (13R)-hydroperoxyoctadecatrienoic_acid + alpha-linolenic_acid_hydroperoxide
|
4.2.1.92
hydroperoxide dehydratase
|
–
|
|
|
BRENDA:
BS392486
|
|
|
|
linolenic_acid + ATP + CoA <=> linolenoyl-CoA + AMP + CoA
|
1.13.12.7
firefly luciferase
|
–
|
|
|
BRENDA:
BS377107
|
|
|
|
ATP + linolenic_acid + L-isoleucine <=> AMP + diphosphate + linolenoyl-L-Ile
|
6.3.2.52
jasmonoyl---L-amino acid ligase
|
–
|
|
|
BRENDA:
BS443171
|
|
|
|
linolenic_acid + O2 <=> (10E,12E,14E)-9,16-dihydroxy-10,12,14-octadecatrienoic_acid
|
1.13.11.45
linoleate 11-lipoxygenase
1.13.11.B1
|
–
–
|
|
|
BRENDA:
BS396389
|
|
|
|
N-linolenoyl-L-glutamine + H2O <=> linolenic_acid + L-glutamine
|
3.5.1.14
N-acyl-aliphatic-L-amino acid amidohydrolase
|
–
|
|
|
BRENDA:
BS421091
|
|
|
|
linolenic_acid + O2 <=> (10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoate
|
1.13.11.58
linoleate 9S-lipoxygenase
|
–
|
|
|
BRENDA:
BS408369
|
|
|
|
O2 + linolenic_acid <=> (13R)-hydroperoxylinolenic_acid
|
1.13.11.45
linoleate 11-lipoxygenase
|
–
|
|
|
SABIO-RK:
14688
|
|