|
|
coniferyl_alcohol <=> (-)-pinoresinol
|
not assigned
|
–
|
|
KEGG:
R12145
|
|
|
|
feruloyl-CoA + H2O <=> 4-hydroxy-3-methoxyphenyl-beta-hydroxypropionyl-CoA
|
4.1.2.61
feruloyl-CoA hydratase/lyase
4.2.1.101
trans-feruloyl-CoA hydratase
|
–
–
|
|
BRENDA:
BR22824
KEGG:
R05772
MetaCyc:
4.2.1.101-RXN
|
|
|
|
4-hydroxy-3-methoxyphenyl-beta-hydroxypropionyl-CoA <=> acetyl-CoA + Vanillin
|
4.1.2.41
vanillin synthase
4.1.2.61
feruloyl-CoA hydratase/lyase
|
–
–
|
|
BRENDA:
BR29122
KEGG:
R05773
MetaCyc:
4.1.2.41-RXN
|
|
|
|
anthranilate + L-tryptophan + L-alanine + ATP <=> Fumiquinazoline_F + diphosphate + AMP + H2O + H+
|
6.3.2
|
–
|
|
KEGG:
R12417
MetaCyc:
RXN-15746
|
|
|
|
aurachin_B + O2 + NADH + H+ <=> Aurachin_B_epoxide + NAD+ + H2O
|
1.14.13
|
–
|
|
KEGG:
R12053
MetaCyc:
RXN-15027_WOP
|
|
|
|
CTP + 2-hydroxyethylphosphonate <=> cytidine_5''-{[hydroxy(2-hydroxyethyl)phosphonoyl]phosphate} + diphosphate
|
2.7.7.104
2-hydroxyethylphosphonate cytidylyltransferase
|
–
|
|
BRENDA:
BR53081;
BS454177
KEGG:
R12498
MetaCyc:
RXN-19876
|
|
|
|
anthranilate + CoA + ATP <=> 2-aminobenzoyl-CoA + AMP + diphosphate
|
6.2.1.2
medium-chain acyl-CoA ligase
6.2.1.25
benzoate---CoA ligase
6.2.1.32
anthranilate---CoA ligase
|
–
–
–
|
|
BRENDA:
BR48384
KEGG:
R00982
MetaCyc:
AMINOBENZCOALIG-RXN
|
|
|
|
8-Methyl-6-nonenoic_acid <=> (6E)-8-methylnon-6-enoyl-CoA
|
not assigned
|
–
|
|
KEGG:
R12628
|
|
|
|
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate <=> (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate
|
5.3.3.19
3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate isomerase
|
–
|
|
BRENDA:
BR51252
KEGG:
R11065
MetaCyc:
RXN-16264
|
|
|
|
H+ + phosphoenolpyruvate <=> Phosphonopyruvate
|
5.4.2.9
phosphoenolpyruvate mutase
|
–
|
|
BRENDA:
BR48374
KEGG:
R00661
MetaCyc:
PHOSPHOENOLPYRUVATE-MUTASE-RXN
|
|
|
|
(-)-deoxypodophyllotoxin <=> podophyllotoxin
|
not assigned
|
–
|
|
KEGG:
R12127
|
|
|
|
2 N-Methyl-cyclo(L-Trp-L-Phe) <=> (-)-Ditryptophenaline
|
1
|
–
|
|
KEGG:
R12415
|
|
|
|
cyclo-L-Trp-L-Phe + S-adenosyl-L-methionine <=> N-Methyl-cyclo(L-Trp-L-Phe) + S-adenosyl-L-homocysteine
|
2.1.1
|
–
|
|
KEGG:
R12414
|
|
|
|
2-aminobenzoyl-CoA + malonyl-CoA + H+ <=> 4-hydroxy-2-methylquinoline + CoA + CO2
|
2.3.1
|
–
|
|
KEGG:
R12049
MetaCyc:
RXN-15021
|
|
|
|
N-Acetyl-N6,O-didemethylpuromycin-5''-phosphate + S-adenosyl-L-methionine <=> N-Acetyl-O-demethylpuromycin-5''-phosphate + S-adenosyl-L-homocysteine
|
2
|
–
|
|
KEGG:
R05674
|
|
|
|
aurachin_B + O2 + NADPH + H+ <=> Aurachin_B_epoxide + NADP+ + H2O
|
1.14.13
|
–
|
|
KEGG:
R12052
MetaCyc:
RXN-15027
|
|
|
|
L-dihydroanticapsin + NAD+ <=> anticapsin + NADH + H+
|
1.1.1.385
dihydroanticapsin dehydrogenase
|
–
|
|
BRENDA:
BR51207
KEGG:
R10917
MetaCyc:
RXN-16285
|
|
|
|
coniferyl_alcohol <=> (+)-pinoresinol
|
not assigned
|
–
|
|
KEGG:
R12126
|
|
|
|
N-Acetyl-O-demethylpuromycin-5''-phosphate <=> N-acetyl-O-demethylpuromycin
|
not assigned
|
–
|
|
KEGG:
R05675
|
|
|
|
(6E)-8-methylnon-6-enoyl-CoA + vanillylamine <=> capsaicin + CoA + H+
|
2.3.2.35
capsaicin synthase
|
–
|
|
BRENDA:
BR53074
KEGG:
R12626
MetaCyc:
RXN-8927
|
|
|
|
3-[(2S,5R)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]-2-oxopropanoate + L-phenylalanine <=> L-dihydroanticapsin + phenylpyruvate
|
2.6.1
|
–
|
|
KEGG:
R11068
MetaCyc:
RXN-16297
|
|
|
|
D-glucose_6-phosphate + NAD+ <=> 3-dehydro-D-glucose_6-phosphate + NADH + H+
|
1.1.1.361
glucose-6-phosphate 3-dehydrogenase
|
–
|
|
BRENDA:
BR50739
KEGG:
R10519
MetaCyc:
RXN8J2-136
|
|
|
|
L-tryptophan + L-phenylalanine <=> cyclo-L-Trp-L-Phe
|
6.3.2
|
–
|
|
KEGG:
R12413
|
|
|
|
S-adenosyl-L-methionine + N-acetyl-O-demethylpuromycin <=> H+ + N-acetylpuromycin + S-adenosyl-L-homocysteine
|
2.1.1.38
O-demethylpuromycin O-methyltransferase
|
–
|
|
BRENDA:
BS319688
KEGG:
R05676
MetaCyc:
RXN-9452
|
|
|
|
N-Acetyl-N6,N6,O-tridemethylpuromycin-5''-phosphate + S-adenosyl-L-methionine <=> N-Acetyl-N6,O-didemethylpuromycin-5''-phosphate + S-adenosyl-L-homocysteine
|
2
|
–
|
|
KEGG:
R05673
|
|
|
|
(+)-lariciresinol + NADP+ <=> (+)-pinoresinol + NADPH + H+
|
1.23.1.1
(+)-pinoresinol reductase
1.23.1.2
(+)-lariciresinol reductase
|
–
–
|
|
BRENDA:
BR50383
KEGG:
R10225
MetaCyc:
RXN-8678
|
|
|
|
(+)-secoisolariciresinol + NADP+ <=> (-)-lariciresinol + NADPH + H+
|
1.23.1.3
(-)-pinoresinol reductase
1.23.1.4
(-)-lariciresinol reductase
|
–
–
|
|
BRENDA:
BR50386
KEGG:
R10228
MetaCyc:
RXN-8684
|
|
|
|
Fumiquinazoline_C <=> Fumiquinazoline_D
|
not assigned
|
–
|
|
KEGG:
R12421
MetaCyc:
RXN-15750
|
|
|
|
(S)-2-hydroxypropylphosphonate + H2O2 <=> fosfomycin + H2O
|
1.11.1.23
(S)-2-hydroxypropylphosphonic acid epoxidase
|
–
|
|
BRENDA:
BR49248
KEGG:
R08863
MetaCyc:
RXN-9011
|
|
|
|
3''-Keto-3''-deoxy-AMP <=> 3''-Amino-3''-deoxy-AMP
|
2
|
–
|
|
KEGG:
R05670
|
|
|
|
N-acetylpuromycin + H2O <=> puromycin + acetate
|
not assigned
|
–
|
|
KEGG:
R05677
MetaCyc:
RXN-9453
|
|
|
|
S-adenosyl-L-methionine + (-)-5''-demethylyatein <=> S-adenosyl-L-homocysteine + (-)-yatein + H+
|
2.1.1.330
5'-demethylyatein 5'-O-methyltransferase
|
–
|
|
BRENDA:
BR51849
KEGG:
R11545
MetaCyc:
RXN-17348
|
|
|
|
ATP + L-alanine + anticapsin <=> ADP + phosphate + L-alanyl-L-anticapsin + H+
|
6.3.2.49
L-alanine---L-anticapsin ligase
|
–
|
|
BRENDA:
BR48759
KEGG:
R11064
MetaCyc:
RXN-16296
|
|
|
|
H+ + prephenate <=> 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2
|
4.1.1.100
prephenate decarboxylase
|
–
|
|
BRENDA:
BR51243
KEGG:
R10934
MetaCyc:
RXN-16263
|
|
|
|
phosphonoacetaldehyde + NADPH + H+ <=> 2-hydroxyethylphosphonate + NADP+
|
1.1.1.309
phosphonoacetaldehyde reductase (NADH)
1.1.99.B6
|
–
–
|
|
BRENDA:
BS410091
KEGG:
R08861
|
|
|
|
(3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate <=> 3-[(2E,5R)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-ylidene]-2-oxopropanoate
|
not assigned
|
–
|
|
KEGG:
R11066
|
|
|
|
(-)-matairesinol + reduced_flavodoxin + O2 <=> (-)-pluviatolide + flavin + 2 H2O
|
1.14.19.72
(-)-pluviatolide synthase
|
–
|
|
BRENDA:
BR51591
KEGG:
R11222
|
|
|
|
Fumiquinazoline_F + 3 reduced_flavodoxin + 2 O2 <=> Fumiquinazoline_F-indoline-2'',3''-diol + 3 flavin + 2 H2O
|
1.14.14
|
–
|
|
KEGG:
R12418
|
|
|
|
ATP + NAD+ <=> H+ + 3''-dehydro-ATP + NADH
|
1
|
–
|
|
KEGG:
R05668
MetaCyc:
RXN-9444
|
|
|
|
Fumiquinazoline_A + O2 <=> Fumiquinazoline_C + H2O2
|
1.5.3
|
–
|
|
KEGG:
R12420
MetaCyc:
RXN-15749
|
|
|
|
S-adenosyl-L-methionine + cytidine_5''-{[hydroxy(2-hydroxyethyl)phosphonoyl]phosphate} + reduced_acceptor <=> 5''-deoxyadenosine + L-methionine + S-adenosyl-L-homocysteine + cytidine_5''-{[hydroxy(2-hydroxypropyl)phosphonoyl]phosphate} + acceptor + H+
|
2.1.1.308
cytidylyl-2-hydroxyethylphosphonate methyltransferase
|
–
|
|
KEGG:
R12497
MetaCyc:
RXN-9010
|
|
|
|
(-)-bursehernin + reduced_flavodoxin + O2 <=> (-)-5''-demethylyatein + flavin + H2O
|
1.14.14.131
bursehernin 5'-monooxygenase
|
–
|
|
BRENDA:
BR51573
KEGG:
R11211
|
|
|
|
3''-Amino-3''-deoxy-AMP + L-tyrosine <=> N6,N6,O-Tridemethylpuromycin-5''-phosphate
|
not assigned
|
–
|
|
KEGG:
R05671
|
|
|
|
cytidine_5''-{[hydroxy(2-hydroxypropyl)phosphonoyl]phosphate} + H2O <=> (S)-2-hydroxypropylphosphonate + CMP + H+
|
3.6.1
|
–
|
|
KEGG:
R12499
MetaCyc:
RXN-19877
|
|
|
|
fumiquinazoline_F-indoline-2,3''-diol + L-alanine + ATP <=> Fumiquinazoline_A + AMP + diphosphate + H2O + H+
|
6.3.2
|
–
|
|
KEGG:
R12419
MetaCyc:
RXN-15748
|
|
|
|
S-adenosyl-L-methionine + (-)-pluviatolide <=> S-adenosyl-L-homocysteine + (-)-bursehernin + H+
|
2.1.1.323
(-)-pluviatolide 4-O-methyltransferase
|
–
|
|
BRENDA:
BR51592
KEGG:
R11230
MetaCyc:
RXN-16361
|
|
|
|
(-)-yatein + 2-oxoglutarate + O2 <=> (-)-deoxypodophyllotoxin + succinate + CO2 + H2O
|
1.14.20.8
(-)-deoxypodophyllotoxin synthase
|
–
|
|
BRENDA:
BR51567
KEGG:
R11210
MetaCyc:
RXN-16344
|
|
|
|
(2E,6E)-farnesyl_diphosphate + 4-hydroxy-2-methylquinoline <=> aurachin_D + diphosphate
|
2.5.1
|
–
|
|
KEGG:
R12050
MetaCyc:
RXN-15022
|
|
|
|
3''-Keto-3''-deoxy-ATP <=> 3''-Keto-3''-deoxy-AMP + diphosphate
|
3
|
–
|
|
KEGG:
R05669
|
|
|
|
2-hydroxyethylphosphonate + NAD+ <=> phosphonoacetaldehyde + NADH + H+
|
1.1.1.309
phosphonoacetaldehyde reductase (NADH)
|
–
|
|
BRENDA:
BR49249
KEGG:
R09478
MetaCyc:
RXN-9009
|
|
|
|
aurachin_C + O2 + NADH + H+ <=> 4-hydroxy-2-methyl-4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]quinolin-3(4H)-one_1-oxide + NAD+ + H2O
|
1.14.13.222
aurachin C monooxygenase/isomerase
|
–
|
|
BRENDA:
BR51469-a
KEGG:
R11382
MetaCyc:
RXN-17335_WOP
|
|
|
|
N6,N6,O-Tridemethylpuromycin-5''-phosphate + acetyl-CoA <=> N-Acetyl-N6,N6,O-tridemethylpuromycin-5''-phosphate + CoA
|
2.3
|
–
|
|
KEGG:
R05672
|
|
|
|
aurachin_C + O2 + NADPH + H+ <=> 4-hydroxy-2-methyl-4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]quinolin-3(4H)-one_1-oxide + NADP+ + H2O
|
1.14.13.222
aurachin C monooxygenase/isomerase
|
–
|
|
BRENDA:
BR51469
KEGG:
R11383
MetaCyc:
RXN-17335
|
|
|
|
isobutyryl-CoA + 3 malonyl-CoA <=> 8-Methyl-6-nonenoic_acid
|
not assigned
|
–
|
|
KEGG:
R09090
|
|
|
|
3-[(2S,5R)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]-2-oxopropanoate + NAD+ <=> 3-[(2E,5R)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-ylidene]-2-oxopropanoate + NADH + H+
|
1.3.1.aa
|
–
|
|
KEGG:
R11067
MetaCyc:
RXN-16298_WOP
|
|
|
|
Aurachin_B_epoxide <=> aurachin_A
|
not assigned
|
–
|
|
KEGG:
R12054
MetaCyc:
RXN-15028
|
|
|
|
kanosamine_6-phosphate + 2-oxoglutarate <=> 3-dehydro-D-glucose_6-phosphate + L-glutamate
|
2.6.1.104
3-dehydro-glucose-6-phosphate---glutamate transaminase
|
–
|
|
BRENDA:
BR50964
KEGG:
R10698
MetaCyc:
RXN8J2-137
|
|
|
|
(-)-lariciresinol + NADP+ <=> (-)-pinoresinol + NADPH + H+
|
1.23.1.3
(-)-pinoresinol reductase
1.23.1.4
(-)-lariciresinol reductase
|
–
–
|
|
BRENDA:
BR50385
KEGG:
R10227
MetaCyc:
RXN-8683
|
|
|
|
aurachin_B + NAD+ + H2O <=> 4-hydroxy-2-methyl-4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]quinolin-3(4H)-one_1-oxide + NADH + H+
|
1.1.1.394
aurachin B dehydrogenase
|
–
|
|
BRENDA:
BR51560
KEGG:
R11149
MetaCyc:
RXN-17420
|
|
|
|
L-alanine + Vanillin <=> pyruvate + vanillylamine
|
2.6.1.119
vanillin aminotransferase
|
–
|
|
BRENDA:
BR53079
KEGG:
R12622
MetaCyc:
RXN-8925
|
|
|
|
kanosamine_6-phosphate + H2O <=> kanosamine + phosphate
|
3.1.3.92
kanosamine-6-phosphate phosphatase
|
–
|
|
BRENDA:
BR50762
KEGG:
R10547
MetaCyc:
RXN8J2-138
|
|
|
|
H+ + Phosphonopyruvate <=> phosphonoacetaldehyde + CO2
|
4.1.1.82
phosphonopyruvate decarboxylase
|
–
|
|
BRENDA:
BR48645
KEGG:
R04053
MetaCyc:
4.1.1.82-RXN
SABIO-RK:
3786
|
|
|
|
(-)-secoisolariciresinol + NADP+ <=> (+)-lariciresinol + NADPH + H+
|
1.23.1.2
(+)-lariciresinol reductase
|
–
|
|
BRENDA:
BR50384
KEGG:
R10226
MetaCyc:
RXN-8679
|
|
|
|
aurachin_D + O2 + NADPH + H+ <=> aurachin_C + H2O + NADP+
|
1.14.13
|
–
|
|
KEGG:
R12051
MetaCyc:
RXN-15026
|
|
|
|
(-)-secoisolariciresinol + NAD+ <=> (-)-matairesinol + NADH + H+
|
1.1.1.331
secoisolariciresinol dehydrogenase
|
–
|
|
BRENDA:
BR50140
KEGG:
R10129
MetaCyc:
RXN-13433
|
|