|
|
vindoline + Catharanthine <=> 3'',4''-Anhydrovinblastine
|
not assigned
|
–
|
|
KEGG:
R05858
|
|
|
|
psilocybin <=> psilocin
|
not assigned
|
–
|
|
KEGG:
R12142
|
|
|
|
Dialdehyde + H+ <=> 4,21-Dehydrocorynantheine_aldehyde + H2O
|
not assigned
|
–
|
|
KEGG:
R05845
|
|
|
|
S-adenosyl-L-methionine + norajmaline <=> ajmaline + S-adenosyl-L-homocysteine + H+
|
2.1.1.M48
|
–
|
|
KEGG:
R05881
MetaCyc:
RXN-8221
|
|
|
|
Geissoschizine + reduced_flavodoxin + O2 <=> polyneuridine_aldehyde + flavin + 2 H2O
|
1.14.14
|
–
|
|
KEGG:
R05829
|
|
|
|
fumigaclavine_A + dimethylallyl_diphosphate <=> fumigaclavine_C + diphosphate
|
2.5.1.100
fumigaclavine A dimethylallyltransferase
|
–
|
|
BRENDA:
BR50300
KEGG:
R10201
MetaCyc:
RXN-11367
|
|
|
|
S-adenosyl-L-methionine + 17-O-acetylnorajmaline <=> 17-O-acetylajmaline + S-adenosyl-L-homocysteine + H+
|
2.1.1
|
–
|
|
KEGG:
R12138
MetaCyc:
RXN-8219
|
|
|
|
Stemmadenine <=> Catharanthine
|
not assigned
|
–
|
|
KEGG:
R05854
|
|
|
|
tabersonine <=> Lochnerinine
|
not assigned
|
–
|
|
KEGG:
R05886
|
|
|
|
dimethylallyl_diphosphate + L-tryptophan <=> 4-dimethylallyl-L-tryptophan + diphosphate
|
2.5.1.34
4-dimethylallyltryptophan synthase
|
–
|
|
BRENDA:
BR47466
KEGG:
R01657;
R02943
MetaCyc:
TRYPTOPHAN-DIMETHYLALLYLTRANSFERASE-RXN
SABIO-RK:
1792
|
|
|
|
4-hydroxy-L-tryptophan + H+ <=> 4-hydroxytryptamine + CO2
|
4.1.1.105
L-tryptophan decarboxylase
|
–
|
|
KEGG:
R11932
MetaCyc:
RXN-19124
|
|
|
|
gardneral + acetyl-CoA <=> vinorine + CoA
|
2.3.1.160
vinorine synthase
|
–
|
|
BRENDA:
BR44010
KEGG:
R05876
MetaCyc:
2.3.1.160-RXN
|
|
|
|
S-adenosyl-L-methionine + 4-hydroxy-N-methyltryptamine_4-phosphate <=> S-adenosyl-L-homocysteine + psilocybin + H+
|
2.1.1.345
psilocybin synthase
|
–
|
|
BRENDA:
BR52248
KEGG:
R11936
MetaCyc:
RXN-19092
|
|
|
|
S-adenosyl-L-methionine + 4-hydroxytryptamine_4-phosphate <=> S-adenosyl-L-homocysteine + 4-hydroxy-N-methyltryptamine_4-phosphate + H+
|
2.1.1.345
psilocybin synthase
|
–
|
|
BRENDA:
BR52247
KEGG:
R11935
MetaCyc:
RXN-19091
|
|
|
|
ATP + 4-hydroxytryptamine <=> ADP + 4-hydroxytryptamine_4-phosphate + H+
|
2.7.1.222
4-hydroxytryptamine kinase
|
–
|
|
BRENDA:
BR52258
KEGG:
R11933
MetaCyc:
RXN-19090
|
|
|
|
4,21-Dehydrogeissoschizine <=> 19-epi-Cathenamine
|
not assigned
|
–
|
|
KEGG:
R05873
|
|
|
|
deacetylvindoline + acetyl-CoA <=> vindoline + CoA
|
2.3.1.107
deacetylvindoline O-acetyltransferase
|
–
|
|
BRENDA:
BR43971
KEGG:
R03230
MetaCyc:
2.3.1.107-RXN
SABIO-RK:
3056
|
|
|
|
(3R)-3-hydroxy-2,3-dihydrotabersonine + acceptor <=> (3R)-3-hydroxy-1,2-didehydro-2,3-dihydrotabersonine + reduced_acceptor
|
1.1.99.41
3-hydroxy-1,2-didehydro-2,3-dihydrotabersonine reductase
|
–
|
|
BRENDA:
BR52127
KEGG:
R11802
MetaCyc:
RXN-18621
|
|
|
|
UDP-glucose + Vomilenine <=> H+ + Raucaffricine + UDP
|
2.4.1.219
vomilenine glucosyltransferase
|
–
|
|
BRENDA:
BR44195
KEGG:
R05882
MetaCyc:
2.4.1.219-RXN
|
|
|
|
vinblastine <=> vincristine
|
not assigned
|
–
|
|
KEGG:
R05860
|
|
|
|
chanoclavine-I + NAD+ <=> chanoclavine-I_aldehyde + NADH + H+
|
1.1.1.332
chanoclavine-I dehydrogenase
|
–
|
|
BRENDA:
BR50141
KEGG:
R10128
MetaCyc:
RXN-13468
SABIO-RK:
14853
|
|
|
|
fumigaclavine_B + acetyl-CoA <=> fumigaclavine_A + CoA
|
2.3.1.205
fumigaclavine B O-acetyltransferase
|
–
|
|
BRENDA:
BR50283
KEGG:
R10200
MetaCyc:
RXN-11366
|
|
|
|
strictosidine_aglycone <=> Dialdehyde
|
not assigned
|
–
|
|
KEGG:
R05844
|
|
|
|
cathenamine + NADPH + H+ <=> Ajmalicine + NADP+
|
not assigned
|
–
|
|
KEGG:
R05847
|
|
|
|
agroclavine + NADP+ <=> 6,8-dimethyl-6,7,8,9-tetradehydroergoline + NADPH + H+
|
1.5.1.46
agroclavine dehydrogenase
|
–
|
|
BRENDA:
BR50393
KEGG:
R10229
MetaCyc:
RXN-11390
|
|
|
|
festuclavine <=> fumigaclavine_B
|
not assigned
|
–
|
|
KEGG:
R12093
MetaCyc:
RXN-13479
|
|
|
|
cathenamine + NADPH + H+ <=> Tetrahydroalstonine + NADP+
|
not assigned
|
–
|
|
KEGG:
R05848
|
|
|
|
Ajmalicine + reduced_flavodoxin + O2 <=> serpentine + flavin + 2 H2O + 2 H+
|
1.14.14
|
–
|
|
KEGG:
R05849
|
|
|
|
Raucaffricine + H2O <=> Vomilenine + D-glucose
|
3.2.1.125
raucaffricine beta-glucosidase
|
–
|
|
BRENDA:
BR48190
KEGG:
R03703
MetaCyc:
RAUCAFFRICINE-BETA-GLUCOSIDASE-RXN
|
|
|
|
4,21-Dehydrogeissoschizine <=> Stemmadenine
|
not assigned
|
–
|
|
KEGG:
R05852
|
|
|
|
S-adenosyl-L-methionine + 16-methoxy-2,3-dihydro-3-hydroxytabersonine <=> S-adenosyl-L-homocysteine + deacetoxyvindoline + H+
|
2.1.1.99
3-hydroxy-16-methoxy-2,3-dihydrotabersonine N-methyltransferase
|
–
|
|
BRENDA:
BR43938
KEGG:
R04013
MetaCyc:
2.1.1.99-RXN
|
|
|
|
S-adenosyl-L-methionine + 16-hydroxytabersonine <=> H+ + S-adenosyl-L-homocysteine + 16-methoxytabersonine
|
2.1.1.94
tabersonine 16-O-methyltransferase
|
–
|
|
BRENDA:
BR43933
KEGG:
R05885
MetaCyc:
2.1.1.94-RXN
|
|
|
|
Stemmadenine <=> tabersonine
|
not assigned
|
–
|
|
KEGG:
R05853
|
|
|
|
1,2-dihydrovomilenine + NADP+ <=> Vomilenine + NADPH + H+
|
1.5.1.32
vomilenine reductase
|
–
|
|
BRENDA:
BR40354
KEGG:
R05878
MetaCyc:
1.5.1.32-RXN
|
|
|
|
H2O + polyneuridine_aldehyde <=> methanol + CO2 + gardneral
|
3.1.1.78
polyneuridine-aldehyde esterase
|
–
|
|
BRENDA:
BR47579
KEGG:
R05825
MetaCyc:
3.1.1.78-RXN
|
|
|
|
16-methoxy-2,3-dihydro-3-hydroxytabersonine + acceptor <=> (3R)-3-hydroxy-16-methoxy-1,2-didehydro-2,3-dihydrotabersonine + reduced_acceptor
|
1.1.99.41
3-hydroxy-1,2-didehydro-2,3-dihydrotabersonine reductase
|
–
|
|
BRENDA:
BR52126
KEGG:
R11777
MetaCyc:
RXN-18618
|
|
|
|
tabersonine + reduced_flavodoxin + O2 <=> (3R)-3-hydroxy-1,2-didehydro-2,3-dihydrotabersonine + flavin + H2O
|
1.14.14.50
tabersonine 3-oxygenase
|
–
|
|
BRENDA:
BR52146
KEGG:
R11811
|
|
|
|
dihydrochanoclavine-I_aldehyde <=> 6,8-dimethyl-6,7-didehydroergoline + H2O
|
not assigned
|
–
|
|
KEGG:
R12091
MetaCyc:
RXN-13477
|
|
|
|
strictosidine + H2O <=> strictosidine_aglycone + D-glucose
|
3.2.1.105
3alpha(S)-strictosidine beta-glucosidase
3.2.1.125
raucaffricine beta-glucosidase
|
–
–
|
|
BRENDA:
BR15979
KEGG:
R03820
MetaCyc:
STRICTOSIDINE-BETA-GLUCOSIDASE-RXN
|
|
|
|
4-dimethylallyl-L-abrine <=> chanoclavine-I
|
not assigned
|
–
|
|
KEGG:
R12104
|
|
|
|
10-deoxysarpagine + NADP+ <=> gardneral + NADPH + H+
|
1.1.1.273
vellosimine dehydrogenase
|
–
|
|
BRENDA:
BR40502
KEGG:
R05827
MetaCyc:
1.1.1.273-RXN
|
|
|
|
tabersonine <=> 19-Hydroxytabersonine
|
not assigned
|
–
|
|
KEGG:
R05872
|
|
|
|
cathenamine <=> 4,21-Dehydrogeissoschizine
|
not assigned
|
–
|
|
KEGG:
R05846
MetaCyc:
RXN-19979
|
|
|
|
alpha-3,4''-anhydrovinblastine + H2O <=> vinblastine
|
not assigned
|
–
|
|
KEGG:
R05859
MetaCyc:
RXN-12023
|
|
|
|
tabersonine <=> Minovincinine
|
not assigned
|
–
|
|
KEGG:
R05869
|
|
|
|
19-Hydroxytabersonine <=> Horhammericine
|
not assigned
|
–
|
|
KEGG:
R05871
|
|
|
|
tryptamine + secologanin <=> strictosidine + H2O
|
4.3.3.2
strictosidine synthase
|
–
|
|
BRENDA:
BR48360
KEGG:
R03738
MetaCyc:
STRICTOSIDINE-SYNTHASE-RXN
|
|
|
|
17-O-acetylnorajmaline + NADP+ <=> 1,2-dihydrovomilenine + NADPH + H+
|
1.3.1.73
1,2-dihydrovomilenine reductase
|
–
|
|
BRENDA:
BR40540
KEGG:
R05879
MetaCyc:
1.3.1.73-RXN
|
|
|
|
chanoclavine-I_aldehyde <=> 6,8-dimethyl-6,7,8,9-tetradehydroergoline + H2O
|
not assigned
|
–
|
|
KEGG:
R12094
MetaCyc:
RXN-13469
|
|
|
|
17-O-acetylajmaline + H2O <=> ajmaline + acetate + H+
|
3.1.1.80
acetylajmaline esterase
|
–
|
|
BRENDA:
BR48751
KEGG:
R07513
MetaCyc:
RXN-8222
|
|
|
|
H+ + L-tryptophan <=> CO2 + tryptamine
|
4.1.1.105
L-tryptophan decarboxylase
4.1.1.28
aromatic-L-amino-acid decarboxylase
4.1.1.53
phenylalanine decarboxylase
|
–
–
–
|
|
BRENDA:
BR52265
KEGG:
R00685
MetaCyc:
AROMATIC-L-AMINO-ACID-DECARBOXYLASE-RXN
SABIO-RK:
1065
|
|
|
|
Tetrahydroalstonine + reduced_flavodoxin + O2 <=> Alstonine + flavin + 2 H2O + 2 H+
|
1.14.14
|
–
|
|
KEGG:
R12282
|
|
|
|
gardneral <=> gardneral
|
not assigned
|
–
|
|
KEGG:
R05826
MetaCyc:
RXN-8225
|
|
|
|
10-deoxysarpagine + reduced_flavodoxin + O2 <=> sarpagine + flavin + H2O
|
1.14.14.136
deoxysarpagine hydroxylase
|
–
|
|
BRENDA:
BR48709
KEGG:
R05828
|
|
|
|
ATP + psilocin <=> ADP + psilocybin + H+
|
2.7.1.222
4-hydroxytryptamine kinase
|
–
|
|
BRENDA:
BS442314
KEGG:
R08480
MetaCyc:
RXN-19125
|
|
|
|
Minovincinine + acetyl-CoA <=> Echitovenine + CoA
|
not assigned
|
–
|
|
KEGG:
R05870
|
|
|
|
vinorine + reduced_flavodoxin + O2 <=> Vomilenine + flavin + H2O
|
1.14.14.104
vinorine hydroxylase
|
–
|
|
BRENDA:
BR40519
KEGG:
R05877
|
|
|
|
tabersonine + reduced_flavodoxin + O2 <=> 16-hydroxytabersonine + flavin + H2O
|
1.14.14.103
tabersonine 16-hydroxylase
|
–
|
|
BRENDA:
BR40411
KEGG:
R05855
|
|
|
|
Lochnericine <=> Horhammericine
|
not assigned
|
–
|
|
KEGG:
R05867
|
|
|
|
19-epi-Cathenamine + NADPH + H+ <=> 19-epi-Ajmalicine + NADP+
|
not assigned
|
–
|
|
KEGG:
R05874
|
|
|
|
tabersonine + NADPH + H+ + O2 <=> Lochnericine + NADP+ + H2O
|
not assigned
|
–
|
|
KEGG:
R05866
|
|
|
|
16-methoxytabersonine + reduced_flavodoxin + O2 <=> (3R)-3-hydroxy-16-methoxy-1,2-didehydro-2,3-dihydrotabersonine + flavin + H2O
|
1.14.14.50
tabersonine 3-oxygenase
|
–
|
|
BRENDA:
BR52145
KEGG:
R11810
|
|
|
|
Geissoschizine + NADP+ <=> 4,21-Dehydrogeissoschizine + NADPH
|
1.3.1.36
geissoschizine dehydrogenase
|
–
|
|
BRENDA:
BS258520
KEGG:
R03860
|
|
|
|
tabersonine <=> Horhammericine
|
not assigned
|
–
|
|
KEGG:
R05868
|
|
|
|
4,21-Dehydrocorynantheine_aldehyde <=> 4,21-Dehydrogeissoschizine
|
not assigned
|
–
|
|
KEGG:
R05824
|
|
|
|
S-adenosyl-L-methionine + 4-dimethylallyl-L-tryptophan <=> 4-dimethylallyl-L-abrine + S-adenosyl-L-homocysteine + H+
|
2.1.1.261
4-dimethylallyltryptophan N-methyltransferase
|
–
|
|
BRENDA:
BR50272
KEGG:
R10166
MetaCyc:
RXN-11386
|
|
|
|
tryptamine + reduced_acceptor + O2 <=> 4-hydroxytryptamine + acceptor + H2O
|
1.14.99.59
tryptamine 4-monooxygenase
|
–
|
|
BRENDA:
BR52245
KEGG:
R11912
|
|
|
|
dihydrochanoclavine-I_aldehyde + NADP+ <=> chanoclavine-I_aldehyde + NADPH + H+
|
1.3.1.100
chanoclavine-I aldehyde reductase
|
–
|
|
BRENDA:
BR50507
KEGG:
R12090
MetaCyc:
RXN-13476
|
|
|
|
festuclavine + NAD+ <=> 6,8-dimethyl-6,7-didehydroergoline + NADH + H+
|
1.5.1.44
festuclavine dehydrogenase
|
–
|
|
BRENDA:
BR50245
KEGG:
R10163
MetaCyc:
RXN-13478
|
|
|
|
17-O-acetylnorajmaline + H2O <=> norajmaline + acetate + H+
|
3.1.1.80
acetylajmaline esterase
|
–
|
|
BRENDA:
BR48752
KEGG:
R05880
MetaCyc:
RXN-8220
|
|
|
|
deacetoxyvindoline + 2-oxoglutarate + O2 <=> deacetylvindoline + succinate + CO2
|
1.14.11.20
deacetoxyvindoline 4-hydroxylase
|
–
|
|
BRENDA:
BR40516
KEGG:
R05857
MetaCyc:
1.14.11.20-RXN
|
|