CHEBI:16015
ChEBI
Vanylglycol
1.14.18.1
false
1.14.18.1
2 5,6-Dihydroxyindole-2-carboxylic acid + Oxygen → Melanin + Water
LEFT_TO_RIGHT
Reaction1130
false
Indole-5,6-quinone → Melanin
LEFT_TO_RIGHT
Ammonia
5.3.3.12
false
5.3.3.12
L-Dopachrome → 5,6-Dihydroxyindole-2-carboxylic acid
LEFT_TO_RIGHT
Amiloride-sensitive amine oxidase [copper-containing]
439153
PubChem-compound
ReactionCatalysis825
ACTIVATION
ReactionCatalysis826
ACTIVATION
ReactionCatalysis823
ACTIVATION
ReactionCatalysis824
ACTIVATION
2.1.1.6
false
2.1.1.6
3,4-Dihydroxybenzeneacetic acid + Guaiacol → Homovanillic acid + Pyrocatechol
LEFT_TO_RIGHT
50
ChemSpider
ReactionCatalysis822
ACTIVATION
56-DIHYDROXYINDOLE-2-CARBOXYLATE
BioCyc
OXALACETIC_ACID
BioCyc
775-01-9
CAS
Indole-5,6-quinone
1.0
1.4.3.22
false
1.4.3.22
Oxygen + Tyramine + Water → Ammonia + Homovanillin + Hydrogen peroxide
LEFT_TO_RIGHT
Phenylethanolamine N-methyltransferase
1.4.3.4
false
1.4.3.4
Oxygen + Tyramine + Water → Ammonia + Homovanillin + Hydrogen peroxide
LEFT_TO_RIGHT
4.1.1.28
false
4.1.1.28
L-Tyrosine → Carbon dioxide + Tyramine
LEFT_TO_RIGHT
P21964
UniProt
ReactionCatalysis818
ACTIVATION
CHEBI:846276
ChEBI
ReactionCatalysis819
ACTIVATION
ReactionCatalysis816
ACTIVATION
ReactionCatalysis817
ACTIVATION
ReactionCatalysis814
ACTIVATION
1.14.18.1
false
1.14.18.1
5,6-Dihydroxyindole + Oxygen → Indole-5,6-quinone + Water
LEFT_TO_RIGHT
ReactionCatalysis815
ACTIVATION
ReactionCatalysis812
ACTIVATION
Reaction1127
false
Leucodopachrome → L-Dopachrome
LEFT_TO_RIGHT
1.14.18.1
false
1.14.18.1
L-Dopachrome + Oxygen → 5,6-Dihydroxyindole + Water
LEFT_TO_RIGHT
Reaction1126
false
Dopaquinone → Leucodopachrome
LEFT_TO_RIGHT
1.2.1.5
false
1.2.1.5
Homovanillin + NADP + Water → NADPH + p-Hydroxyphenylacetic acid
LEFT_TO_RIGHT
1.14.18.1
false
1.14.18.1
Oxygen + Tyramine → Dopamine + Water
LEFT_TO_RIGHT
C00218
KEGG Compound
ReactionCatalysis850
ACTIVATION
ReactionCatalysis851
ACTIVATION
5745
ChemSpider
CHEBI:44747
ChEBI
NADH
L-ASPARTATE
BioCyc
CHEBI:16474
ChEBI
736172
PubChem-compound
Aspartate aminotransferase, cytoplasmic
HMDB0006779
HMDB
Amine oxidase [flavin-containing] A
ReactionCatalysis847
ACTIVATION
SMILES
COC1=C(O)C=CC=C1
ReactionCatalysis848
ACTIVATION
2.1.1.6
false
2.1.1.6
3,4-Dihydroxymandelic acid + Guaiacol → Pyrocatechol + Vanillylmandelic acid
LEFT_TO_RIGHT
1.2.1.5
false
1.2.1.5
3-Methoxy-4-hydroxyphenylglycolaldehyde + NADP + Water → NADPH + Vanillylmandelic acid
LEFT_TO_RIGHT
1.4.3.4
false
1.4.3.4
Normetanephrine + Oxygen + Water → 3-Methoxy-4-hydroxyphenylglycolaldehyde + Ammonia + Hydrogen peroxide
LEFT_TO_RIGHT
1.4.3.4
false
1.4.3.4
Metanephrine + Oxygen + Water → 3-Methoxy-4-hydroxyphenylglycolaldehyde + Ammonia + Hydrogen peroxide
LEFT_TO_RIGHT
CHEBI:16240
ChEBI
O43708
UniProt
119219
PubChem-compound
979-92-0
CAS
1.0
Reaction392
false
4-Hydroxyphenylpyruvic acid → 2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
LEFT_TO_RIGHT
1.4.3.4
false
1.4.3.4
Dopamine + Oxygen + Water → 3,4-Dihydroxyphenylacetaldehyde + Ammonia + Hydrogen peroxide
LEFT_TO_RIGHT
Maleylacetoacetic acid
1.4.3.4
false
1.4.3.4
3-Methoxytyramine + Oxygen + Water → Ammonia + Homovanillin + Hydrogen peroxide
LEFT_TO_RIGHT
1.4.3.4
false
1.4.3.4
Epinephrine + Oxygen + Water → 3,4-Dihydroxymandelaldehyde + Hydrogen peroxide + Methylamine
LEFT_TO_RIGHT
94
ChemSpider
ReactionCatalysis866
ACTIVATION
1.0
1.4.3.4
false
1.4.3.4
Norepinephrine + Oxygen + Water → 3,4-Dihydroxymandelaldehyde + Ammonia + Hydrogen peroxide
LEFT_TO_RIGHT
ReactionCatalysis863
ACTIVATION
ReactionCatalysis861
ACTIVATION
388447
ChemSpider
C00007
KEGG Compound
C00006
KEGG Compound
ReactionCatalysis860
ACTIVATION
C03758
KEGG Compound
CHEBI:18009
ChEBI
Hydrogen Ion
17592-23-3
CAS
C00001
KEGG Compound
50-81-7
CAS
C00483
KEGG Compound
1.0
C00005
KEGG Compound
82648
ChemSpider
Pyrocatechol
C00004
KEGG Compound
NADPH
CHEBI:18243
ChEBI
C00003
KEGG Compound
C8H8O3
3,4-Dihydroxyphenylacetaldehyde
152.04735
Homovanillin
2.1.1.6
false
2.1.1.6
Epinephrine + Guaiacol → Metanephrine + Pyrocatechol
LEFT_TO_RIGHT
2.1.1.6
false
2.1.1.6
Dopamine + Guaiacol → 3-Methoxytyramine + Pyrocatechol
LEFT_TO_RIGHT
1.1.1.1
false
1.1.1.1
3,4-Dihydroxymandelaldehyde + NAD → 3,4-Dihydroxyphenylglycol + NADH
LEFT_TO_RIGHT
1.14.18.1
false
1.14.18.1
Oxygen + Tyramine → L-Dopa + Water
LEFT_TO_RIGHT
2.1.1.6
false
2.1.1.6
3,4-Dihydroxyphenylglycol + Guaiacol → Pyrocatechol + Vanylglycol
LEFT_TO_RIGHT
1.0
2.1.1.6
false
2.1.1.6
Guaiacol + Norepinephrine → Normetanephrine + Pyrocatechol
LEFT_TO_RIGHT
182283
ChemSpider
ReactionCatalysis858
ACTIVATION
ReactionCatalysis859
ACTIVATION
ReactionCatalysis856
ACTIVATION
ReactionCatalysis857
ACTIVATION
ReactionCatalysis854
ACTIVATION
8049-97-6
CAS
1.0
ReactionCatalysis852
ACTIVATION
Leucodopachrome
ReactionCatalysis853
ACTIVATION
C00019
KEGG Compound
Oxygen
C00011
KEGG Compound
C00014
KEGG Compound
P14174
UniProt
1.0
1.0
Fumarylacetoacetase
H
Hydrogen Ion
1.007825
1.0
1.0
C00021
KEGG Compound
53-84-9
CAS
L-Glutamic acid
C00027
KEGG Compound
C00026
KEGG Compound
C00025
KEGG Compound
3-Methoxy-4-hydroxyphenylglycolaldehyde
1.0
Dopaquinone
C00272
KEGG Compound
L-Dopachrome
54670067
PubChem-compound
NADP
Oxygen
4a-Hydroxytetrahydrobiopterin
Homogentisate 1,2-dioxygenase
4-HYDROXYPHENYLACETATE
BioCyc
1.0
C00036
KEGG Compound
Dopamine beta-hydroxylase
HMDB0000134
HMDB
HMDB0006915
HMDB
P19801
UniProt
TETRA-H-BIOPTERIN
BioCyc
HMDB0001229
HMDB
C15522
KEGG Compound
P11086
UniProt
HMDB0000130
HMDB
1.0
SMILES
OC(=O)CC1=CC(O)=C(O)C=C1
Water
C00049
KEGG Compound
P30838
UniProt
Epinephrine
1.0
1.0
HMDB0000148
HMDB
59-92-7
CAS
3,4-Dihydroxyphenylacetaldehyde
784
PubChem-compound
51-61-6
CAS
Dopamine
547
PubChem-compound
FUM
BioCyc
SMILES
OC(=O)CC(=O)C(O)=O
780
PubChem-compound
CHEBI:18012
ChEBI
HMDB0001487
HMDB
4-Hydroxyphenylpyruvic acid
HMDB0000158
HMDB
SMILES
OC(C(O)=O)C1=CC=C(O)C(O)=C1
3-Methoxytyramine
SMP0000716
SMPDB
5,6-Dihydroxyindole-2-carboxylic acid
DOPAMINE
BioCyc
C9H13NO3
Normetanephrine
183.08954
3,4-Dihydroxyphenylglycol
21100
PubChem-compound
661
ChemSpider
C00072
KEGG Compound
C01161
KEGG Compound
HMDB0001490
HMDB
Amiloride-sensitive amine oxidase [copper-containing]
HMDB0001253
HMDB
HMDB0000164
HMDB
962
PubChem-compound
31983
ChemSpider
5703-24-2
CAS
17528-72-2
CAS
114908
ChemSpider
CO2
Carbon dioxide
43.98983
C00080
KEGG Compound
306-08-1
CAS
SMILES
O=O
1738
PubChem-compound
HMDB0001268
HMDB
SMILES
OC(=O)C(\O)=C\C1=CC=C(O)C=C1
C9H10O3
Homovanillin
166.06299
C00082
KEGG Compound
102-32-9
CAS
HMDB0002111
HMDB
HMDB0001264
HMDB
1.0
Macrophage migration inhibitory factor
C01179
KEGG Compound
636708
PubChem-compound
C00090
KEGG Compound
HMDB0000181
HMDB
1.0
Homogentisic acid
Acetoacetic acid
156-39-8
CAS
1.0
133725
ChemSpider
SMILES
COC1=C(O)C=CC(=C1)[C@H](O)C(O)=O
Maleylacetoacetate isomerase
H2O2
Hydrogen peroxide
34.005478
C9H15N5O4
4a-Hydroxytetrahydrobiopterin
257.1124
HMDB0000191
HMDB
C8H11NO
Tyramine
137.08406
NADH
BioCyc
1.0
977
PubChem-compound
970
PubChem-compound
1.0
1.0
55-10-7
CAS
C8H10O4
3,4-Dihydroxyphenylglycol
170.0579
979
PubChem-compound
NAD
19844
ChemSpider
127
PubChem-compound
30572
ChemSpider
1.0
17215925
ChemSpider
90-05-1
CAS
91528
PubChem-compound
3131-52-0
CAS
Dopamine
21883788
PubChem-compound
SMILES
NCCC1=CC=C(O)C=C1
SMILES
OO
SMILES
[H][C@@]1(CNC2=NC(N)=NC(=O)[C@]2(O)N1)[C@@H](O)[C@H](C)O
HMDB0001866
HMDB
H3N
Ammonia
17.026548
C6H8O6
Ascorbic acid
176.03209
1.0
1.0
1.0
C05579
KEGG Compound
1125
PubChem-compound
C05576
KEGG Compound
C05578
KEGG Compound
Dopamine
C05577
KEGG Compound
C05583
KEGG Compound
C05582
KEGG Compound
C05584
KEGG Compound
51
PubChem-compound
C8H8O6
Maleylacetoacetic acid
200.03209
Water
C05581
KEGG Compound
SMILES
OCC(O)C1=CC(O)=C(O)C=C1
C05580
KEGG Compound
C4H6O3
Acetoacetic acid
102.03169
Guaiacol
2.0
440729
PubChem-compound
440728
PubChem-compound
HMDB0000306
HMDB
C05587
KEGG Compound
C05589
KEGG Compound
C05588
KEGG Compound
C05594
KEGG Compound
Tyramine
C05350
KEGG Compound
L-Dopa
274
ChemSpider
C8H8O3
p-Hydroxyphenylacetic acid
152.04735
2.0
1.0
C9H15N5O3
Tetrahydrobiopterin
241.1175
CPD-400
BioCyc
Water
3-Methoxytyramine
C9H13NO2
3-Methoxytyramine
167.09464
485-80-3
CAS
HMDB0000318
HMDB
C9H7NO4
L-Dopachrome
193.0375
114683
PubChem-compound
C8H8O4
3,4-Dihydroxymandelaldehyde
168.04225
18766-67-1
CAS
1.14.18.1
false
1.14.18.1
2 L-Dopa + Oxygen → 2 Dopaquinone + 2 Water
LEFT_TO_RIGHT
Tyramine
NADPH
BioCyc
Amine oxidase [flavin-containing] A
CHEBI:16852
ChEBI
1.0
Fumaric acid
CHEBI:15765
ChEBI
GO:0033162
GENE ONTOLOGY
Carbon dioxide
CPD-6641
BioCyc
2.0
CHEBI:15760
ChEBI
217
ChemSpider
58-68-4
CAS
C04043
KEGG Compound
1.0
1.0
1.0
SMILES
COC1=C(O)C=CC(CCN)=C1
SMILES
OC(=O)CC1=CC=C(O)C=C1
5,6-Dihydroxyindole-2-carboxylic acid
CHEBI:30915
ChEBI
1.0
Vanillylmandelic acid
C9H10O4
Homovanillic acid
182.0579
CHEBI:15772
ChEBI
CHEBI:144308
ChEBI
SMILES
[H][C@@]1(CNC2=C(N1)C(=O)N=C(N)N2)[C@@H](O)[C@H](C)O
SMILES
OC(=O)[C@@H]1CC2=CC(=O)C(=O)C=C2N1
161255
PubChem-compound
447
ChemSpider
13837760
ChemSpider
SMILES
OC(C=O)C1=CC(O)=C(O)C=C1
C4H4O4
Fumaric acid
116.010956
CHEBI:30907
ChEBI
HMDB0001430
HMDB
C8H8O4
Homogentisic acid
168.04225
Oxoglutaric acid
CHEBI:16830
ChEBI
C9H13NO3
Epinephrine
183.08954
SMILES
O=C=O
Homovanillic acid
SMILES
COC1=C(O)C=CC(CC=O)=C1
C21H29N7O14P2
NADH
665.12476
P21397
UniProt
1.0
HMDB0000118
HMDB
CHEBI:1387
ChEBI
C9H12O4
Vanylglycol
184.07356
CHEBI:27978
ChEBI
GO:0005741
GENE ONTOLOGY
C8H11NO2
Dopamine
153.07898
CHEBI:15999
ChEBI
1.0
3,4-Dihydroxyphenylacetaldehyde
3,4-Dihydroxyphenylacetaldehyde
GO:0005737
GENE ONTOLOGY
CHEBI:2003
ChEBI
1.0
133331
ChemSpider
Norepinephrine
3,4-Dihydroxybenzeneacetic acid
106648
ChemSpider
SMP0000008
SMPDB
SMP0000006
SMPDB
3-KETOBUTYRATE
BioCyc
NADH
Maleylacetoacetate isomerase
5682
ChemSpider
Catechol O-methyltransferase
10805
PubChem-compound
439316
PubChem-compound
1.0
HMDB0004058
HMDB
PW000693
PathWhiz
HMDB0004061
HMDB
1.0
5675
ChemSpider
HMDB0000939
HMDB
1.0
3343-19-9
CAS
1.2.1.5
false
1.2.1.5
Homovanillin + NAD + Water → Homovanillic acid + Hydrogen Ion + NADH
LEFT_TO_RIGHT
HMDB0004063
HMDB
1.13.11.6
false
1.13.11.6
3,4-Dihydroxyphenylacetaldehyde + NAD + Water → 3,4-Dihydroxybenzeneacetic acid + Hydrogen Ion + NADH
LEFT_TO_RIGHT
HMDB0006242
HMDB
1.2.1.5
false
1.2.1.5
3,4-Dihydroxymandelaldehyde + NAD + Water → 3,4-Dihydroxymandelic acid + Hydrogen Ion + NADH
LEFT_TO_RIGHT
HMDB0004068
HMDB
HMDB0004067
HMDB
1.0
HMDB0000707
HMDB
3-hydroxyanthranilate 3,4-dioxygenase
Hydrogen peroxide
Maleylacetoacetate isomerase
ReactionCatalysis447
ACTIVATION
1.0
ReactionCatalysis445
ACTIVATION
C5H9NO4
L-Glutamic acid
147.05316
ReactionCatalysis446
ACTIVATION
Water
33032
PubChem-compound
60-18-4
CAS
Dehydroascorbic acid
1093
ChemSpider
HMDB0000957
HMDB
7782-44-7
CAS
C10H15NO3
Metanephrine
197.1052
C9H9NO4
Leucodopachrome
195.05316
C18H10N2O4
Melanin
318.06406
1.0
Leucodopachrome
2.0
HMDB0005175
HMDB
Reaction386
false
Maleylacetoacetic acid → 4-Fumarylacetoacetic acid
LEFT_TO_RIGHT
C8H7NO2
5,6-Dihydroxyindole
149.04768
C9H10O4
3-Methoxy-4-hydroxyphenylglycolaldehyde
182.0579
9606
TAXONOMY
2-KETOGLUTARATE
BioCyc
388394
ChemSpider
1.0
1.13.11.5
false
1.13.11.5
Homogentisic acid + Oxygen → Maleylacetoacetic acid
LEFT_TO_RIGHT
4790-08-3
CAS
CHEBI:15377
ChEBI
Cell Membrane
CHEBI:15379
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
SMILES
COC1=CC(=CC=C1O)C(O)CN
Catechol O-methyltransferase
CHEBI:15372
ChEBI
CHEBI:15374
ChEBI
Oxygen
97-31-4
CAS
1.0
CHEBI:30744
ChEBI
ReactionCatalysis218
ACTIVATION
Reaction320
false
4-Hydroxyphenylpyruvic acid + Oxygen → Carbon dioxide + Homogentisic acid
LEFT_TO_RIGHT
1.0
CHEBI:15344
ChEBI
10348
ChemSpider
Normetanephrine
Tyrosinase
2.0
ReactionCatalysis2116
ACTIVATION
CHEBI:144365
ChEBI
ReactionCatalysis2115
ACTIVATION
ReactionCatalysis2117
ACTIVATION
C00547
KEGG Compound
C00788
KEGG Compound
5698-52-2
CAS
Macrophage migration inhibitory factor
CHEBI:16680
ChEBI
C00544
KEGG Compound
102690
ChemSpider
SMILES
OC1=C(O)C=C(CC=O)C=C1
ASCORBATE
BioCyc
Oxygen
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
Dopamine
Aromatic-L-amino-acid decarboxylase
7722-84-1
CAS
937
ChemSpider
CHEBI:16134
ChEBI
Catechol O-methyltransferase
GO:0042470
GENE ONTOLOGY
HMDB0003125
HMDB
1.0
110-17-8
CAS
L-Tyrosine
SubPathwayInput
HMDB0001185
HMDB
1.0
1.0
C9H9NO4
Dopaquinone
195.05316
Thyroid Hormone Synthesis
SubPathway
5833
ChemSpider
554-52-9
CAS
Melanosome Membrane
Aspartate aminotransferase, cytoplasmic
Aromatic-L-amino-acid decarboxylase
Aspartate aminotransferase, cytoplasmic
CHEBI:28591
ChEBI
HMDB0002281
HMDB
4-Fumarylacetoacetic acid
L-DOPA
BioCyc
CHEBI:28111
ChEBI
C15H23N6O5S
S-Adenosylmethionine
399.14505
P07327
UniProt
534-82-7
CAS
Dopaquinone
1.0
PW000042
PathWhiz
954
ChemSpider
6047
PubChem-compound
952
ChemSpider
Aldehyde dehydrogenase, dimeric NADP-preferring
HMDB0002052
HMDB
TYR
BioCyc
CHEBI:47904
ChEBI
5611
ChemSpider
945
ChemSpider
1010
ChemSpider
P40126
UniProt
1.0
Dopamine
SubPathwayInteraction163
SubPathway163Reaction
SubPathwayReaction
CHEBI:18357
ChEBI
5408
ChemSpider
1.0
SMILES
C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N
Cytosol
C00355
KEGG Compound
C8H5NO2
Indole-5,6-quinone
147.03203
C14H20N6O5S
S-Adenosylhomocysteine
384.12158
Alcohol dehydrogenase 1A
1.0
1.0
451-13-8
CAS
C00122
KEGG Compound
DOPAQUINONE
BioCyc
C01693
KEGG Compound
1.0
CATECHOL
BioCyc
P20711
UniProt
Tetrahydrobiopterin
C9H7NO4
5,6-Dihydroxyindole-2-carboxylic acid
193.0375
1.0
85782
PubChem-compound
C21H27N7O14P2
NAD
663.10913
44367445
PubChem-compound
1.0
HMDB0000902
HMDB
Dopamine beta-hydroxylase
CHEBI:17242
ChEBI
NAD(P)
BioCyc
1.0
552441
ChemSpider
C6H6O6
Dehydroascorbic acid
174.01643
388301
ChemSpider
2.0
6325610
PubChem-compound
CHEBI:18101
ChEBI
C8H8O6
4-Fumarylacetoacetic acid
200.03209
Tyrosinase
3,4-Dihydroxymandelaldehyde
389601
ChemSpider
389600
ChemSpider
C05606
KEGG Compound
C05604
KEGG Compound
141655
ChemSpider
328-50-7
CAS
2.0
MELANIN
BioCyc
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
Melanosome
532
ChemSpider
SMILES
NCCC1=CC(O)=C(O)C=C1
Oxalacetic acid
SMILES
COC1=CC(=CC=C1O)C(O)CO
HYDROGEN-PEROXIDE
BioCyc
p-Hydroxyphenylacetic acid
C9H8O4
4-Hydroxyphenylpyruvic acid
180.04225
Water
SubPathwayInteraction787
SubPathwayReaction
SubPathway787Reaction
1.0
L-Dopa
C00164
KEGG Compound
Fumarylacetoacetase
6089
ChemSpider
763
ChemSpider
HMDB0000027
HMDB
1.0
HMDB0000020
HMDB
HMDB0000022
HMDB
10197150
ChemSpider
C6H6O2
Pyrocatechol
110.03678
7732-18-5
CAS
CHEBI:18135
ChEBI
L-dopachrome tautomerase
SMILES
[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO
AMMONIA
BioCyc
SMILES
N
56-86-0
CAS
13023-73-9
CAS
1.0
Macrophage migration inhibitory factor
NOREPINEPHRINE
BioCyc
151276
PubChem-compound
NAD
L-dopachrome tautomerase
1.0
CHEBI:17053
ChEBI
4444081
ChemSpider
C01036
KEGG Compound
HMDB0001377
HMDB
1.0
S-Adenosylhomocysteine
SMILES
CC(=O)CC(O)=O
1.0
SMILES
CNC[C@H](O)C1=CC(O)=C(O)C=C1
SMILES
OC(=O)CC(=O)CC(=O)\C=C/C(O)=O
1669
PubChem-compound
HMDB0003791
HMDB
Amine oxidase [flavin-containing] A
HMDB0000044
HMDB
Guaiacol
CH5N
Methylamine
31.0422
643307
ChemSpider
1200
ChemSpider
156-38-7
CAS
C9H11NO3
L-Tyrosine
181.0739
Hydrogen peroxide
P14679
UniProt
Phenylethanolamine N-methyltransferase
HMDB0000291
HMDB
HMDB0000051
HMDB
SMILES
N[C@@H](CCC(O)=O)C(O)=O
6057
PubChem-compound
Norepinephrine
C9H11NO4
L-Dopa
197.0688
5,6-Dihydroxyindole
1675
ChemSpider
L-EPINEPHRINE
BioCyc
5280393
PubChem-compound
Q93099
UniProt
HMDB0000068
HMDB
HMDB0001398
HMDB
5280398
PubChem-compound
SMILES
CNCC(O)C1=CC(OC)=C(O)C=C1
490-83-5
CAS
SMILES
OC(=O)[C@@H]1CC2=CC(O)=C(O)C=C2N1
Aldehyde dehydrogenase, dimeric NADP-preferring
SMILES
CC1=C2NC=C3C2=C(C2=CNC4=C(C)C(=O)C(=O)C3=C24)C(=O)C1=O
C01061
KEGG Compound
HMDB0000060
HMDB
C4H7NO4
L-Aspartic acid
133.0375
SMILES
OC1=C(O)C=C2C=CNC2=C1
96
PubChem-compound
SMILES
COC1=C(O)C=CC(=C1)C(O)C=O
28613-33-4
CAS
5824
ChemSpider
CPD-4521
BioCyc
CHEBI:29073
ChEBI
4884931
ChemSpider
759
ChemSpider
3-hydroxyanthranilate 3,4-dioxygenase
L-Aspartic acid
22833512
PubChem-compound
25246222
PubChem-compound
L-Dopa
SMILES
COC1=CC(CC(O)=O)=CC=C1O
H2O
Water
18.010565
Alcohol dehydrogenase 1A
HMDB0000073
HMDB
NAD
BioCyc
HMDB0059597
HMDB
1.0
56-84-8
CAS
Melanin
SMILES
OC(=O)\C=C\C(O)=O
Melanin
SMILES
OC(=O)CC1=C(O)C=CC(O)=C1
1.0
51-41-2
CAS
C4H4O5
Oxalacetic acid
132.00587
1.14.17.1
false
1.14.17.1
Ascorbic acid + Dopamine + Oxygen → Dehydroascorbic acid + Norepinephrine + Water
LEFT_TO_RIGHT
1.0
CPD-7650
BioCyc
CHEBI:28918
ChEBI
5610
PubChem-compound
P-HYDROXY-PHENYLPYRUVATE
BioCyc
1.0
C8H8O5
3,4-Dihydroxymandelic acid
184.03717
Tyrosinase
P16930
UniProt
SMILES
O
1.0
4.1.1.28
false
4.1.1.28
L-Dopa + Oxygen + Tetrahydrobiopterin → 4a-Hydroxytetrahydrobiopterin + Dopamine
LEFT_TO_RIGHT
4573572
ChemSpider
Homovanillin
CPD-782
BioCyc
1.0
P09172
UniProt
124
ChemSpider
328-42-7
CAS
SMILES
N[C@@H](CC1=CC=C(O)C=C1)C(O)=O
2.0
CHEBI:15846
ChEBI
1.0
53-59-8
CAS
Alcohol dehydrogenase 1A
1038
PubChem-compound
GO:0005829
GENE ONTOLOGY
10189562
ChemSpider
C5H6O5
Oxoglutaric acid
146.02153
CHEBI:16908
ChEBI
Ammonia
4430-97-1 25520-73-4
CAS
ADENOSYL-HOMO-CYS
BioCyc
SMILES
OC(=O)C(=O)CC1=CC=C(O)C=C1
1.0
C21H30N7O17P3
NADPH
745.0911
Aldehyde dehydrogenase, dimeric NADP-preferring
C21H28N7O17P3
NADP
743.07544
C8H11NO3
Norepinephrine
169.0739
1.0
4444078
ChemSpider
1.0
51-43-4
CAS
HMDB0000208
HMDB
681
PubChem-compound
Reaction80
false
L-Tyrosine + Oxoglutaric acid ↔ 4-Hydroxyphenylpyruvic acid + L-Glutamic acid
REVERSIBLE
CHEBI:742324
ChEBI
5816
PubChem-compound
SMILES
OC(=O)CCC(=O)C(O)=O
HMDB0000217
HMDB
HMDB0000216
HMDB
CHEBI:27637
ChEBI
GO:0005886
GENE ONTOLOGY
124-38-9
CAS
C9H10O5
Vanillylmandelic acid
198.05283
Fumarylacetoacetase
1606
ChemSpider
Tyrosinase
CHEBI:15414
ChEBI
1.0
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
HMDB0000221
HMDB
SMILES
NC[C@H](O)C1=CC(O)=C(O)C=C1
4-FUMARYL-ACETOACETATE
BioCyc
HMDB0000223
HMDB
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
GLT
BioCyc
7664-41-7
CAS
Phenylalanine and Tyrosine Metabolism
SubPathway
Tyrosine Metabolism
53-57-6
CAS
1.0
51-67-2
CAS
1.0
S-ADENOSYLMETHIONINE
BioCyc
460
PubChem-compound
CHEBI:1127735
ChEBI
222
PubChem-compound
SMILES
CN
C04185
KEGG Compound
CHEBI:27852
ChEBI
1237
PubChem-compound
1.0
C00822
KEGG Compound
SMILES
N[C@@H](CC1=CC=C(O)C(O)=C1)C(O)=O
C8H8O4
3,4-Dihydroxybenzeneacetic acid
168.04225
5001-33-2
CAS
Amiloride-sensitive amine oxidase [copper-containing]
Ascorbic acid
HMDB0001336
HMDB
SMILES
N[C@@H](CC(O)=O)C(O)=O
Pyrocatechol
1.0
1.0
CHEBI:60872
ChEBI
Mitochondrial Outer Membrane
74-89-5
CAS
5707-55-1
CAS
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
SMILES
OC(=O)C1=CC2=C(N1)C=C(O)C(O)=C2
119405
PubChem-compound
210328
PubChem-compound
2.0
C7H8O2
Guaiacol
124.05243
5459802
PubChem-compound
Water
2.0
S-Adenosylmethionine
HMDB0000819
HMDB
SMILES
[H][C@@]1(OC(=O)C(=O)C1=O)[C@H](O)CO
77371
ChemSpider
SMILES
OC(=O)CC(=O)CC(=O)\C=C\C(O)=O
Cytoplasm
1.0
120-80-9
CAS
106504
ChemSpider
Homo sapiens
6329
PubChem-compound
388299
ChemSpider
Hydrogen Ion
O2
Oxygen
31.98983
151725
PubChem-compound
1.0
CHEBI:16526
ChEBI
129803
PubChem-compound
C9H8O4
2-Hydroxy-3-(4-hydroxyphenyl)propenoic acid
180.04225
SMILES
N[C@@H](CC1=CC(=O)C(=O)C=C1)C(O)=O
CHEBI:27404
ChEBI
CHEBI:27406
ChEBI
Metanephrine
1.0
3.7.1.2
false
3.7.1.2
4-Fumarylacetoacetic acid + Water → Acetoacetic acid + Fumaric acid
LEFT_TO_RIGHT
89762-39-0
CAS
289
PubChem-compound
PW000142
PathWhiz
1.0
70110-58-6
CAS
SMILES
OC1=CC=CC=C1O
1.0
5893
PubChem-compound
P46952
UniProt
Oxygen
CHEBI:41941
ChEBI
5886
PubChem-compound
C00642
KEGG Compound
Homovanillin
L-DEHYDRO-ASCORBATE
BioCyc
Methylamine
280
PubChem-compound
1.0
C01502
KEGG Compound
CHEBI:545959
ChEBI
439260
PubChem-compound
SMILES
O=C1C=C2NC=CC2=CC1=O
SMILES
N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O
2.0
3,4-Dihydroxymandelic acid
1.0
Reaction1118
false
L-Aspartic acid + Oxoglutaric acid → L-Glutamic acid + Oxalacetic acid
LEFT_TO_RIGHT
541-50-4
CAS
CHEBI:17895
ChEBI
C00425
KEGG Compound
HMDB0001967
HMDB
24762165
PubChem-compound
1.0
1.0
2.1.1.28
false
2.1.1.28
Norepinephrine + S-Adenosylmethionine → Epinephrine + S-Adenosylhomocysteine
LEFT_TO_RIGHT
P17174
UniProt
ReactionCatalysis117
ACTIVATION
ReactionCatalysis118
ACTIVATION
CHEBI:27683
ChEBI
Homogentisate 1,2-dioxygenase
4-MALEYL-ACETOACETATE
BioCyc