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Tropane, piperidine and pyridine alkaloid biosynthesis

State Icon Reaction EC-Number Confidence maximal confidence score from EnzymeDetector
retronecine + 2 L-isoleucine <=> senecionine not assigned

Pseudoecgonine + ATP + CoA <=> Pseudoecgonyl-CoA + AMP 6.2.1

anabasine <=> Anatalline not assigned

DELTA1-piperideine + acetoacetyl-CoA + H2O <=> Pelletierine + CoA + CO2 not assigned

senecionine + NADPH + O2 + H+ <=> senecionine_N-oxide + NADP+ + H2O 1.14.13.101 senecionine N-oxygenase

Tropine + (R)-phenyllactyl-CoA <=> Littorine + CoA 2.3.1
2.3.1.185 tropine acyltransferase


1-Methylpyrrolinium <=> methyl_ecgonine not assigned

methyl_ecgonine + H2O <=> Ecgonine + methanol 3.1.1

1-Methylpyrrolinium <=> Cuscohygrine not assigned

methyl_ecgonine + benzoyl-CoA <=> cocaine + CoA 2.3.1

17-Oxosparteine <=> lupanine not assigned

6beta-hydroxyhyoscyamine + 2-oxoglutarate + O2 <=> H+ + Scopolamine + succinate + CO2 + H2O 1.14.11.11 hyoscyamine (6S)-dioxygenase
1.14.20.13 6beta-hydroxyhyoscyamine epoxidase


lupanine <=> 13-hydroxylupanine not assigned

H+ + DELTA1-piperideine-2-carboxylate + H2O <=> 6-Amino-2-oxohexanoate not assigned

anabasine + CO2 <=> DELTA1-piperideine + nicotinate not assigned

Pelletierine <=> N-Methylpelletierine not assigned

L-pipecolic_acid <=> 1-Indolizidinone not assigned

cadaverine + pyruvate <=> H+ + 17-Oxosparteine + L-alanine + H2O not assigned

atropine + H2O <=> H+ + tropate + Tropine 3.1.1.10 tropinesterase

Littorine <=> L-hyoscyamine not assigned

3,6-Dihydronicotinic_acid <=> 3,6-Dihydropyridine not assigned

acetyl-CoA + pseudotropine <=> CoA + Acetylpseudotropine 2.3.1.186 pseudotropine acyltransferase

pseudotropine <=> calystegine_A3 not assigned

L-hyoscyamine + 2-oxoglutarate + O2 <=> 6beta-hydroxyhyoscyamine + succinate + CO2 1.14.11.11 hyoscyamine (6S)-dioxygenase

N-methylputrescine + O2 + H+ <=> 1-Methylpyrrolinium + H2O2 + NH3 1.4.3.21 primary-amine oxidase

5-Aminopentanal <=> DELTA1-piperideine not assigned

cadaverine <=> sparteine not assigned

sparteine <=> Cytisine not assigned

L-lysine + H2O + O2 <=> 6-Amino-2-oxohexanoate + NH3 + H2O2 1.13.12.2 lysine 2-monooxygenase
1.4.3.14 L-lysine oxidase
1.4.3.2 L-amino-acid oxidase
1.4.3.25 L-arginine oxidase




phenylpyruvate + NADPH <=> D-phenyllactate + NADP+ 1.1.1.110 aromatic 2-oxoacid reductase
1.1.1.237 hydroxyphenylpyruvate reductase
1.1.1.28 D-lactate dehydrogenase
1.1.1.79 glyoxylate reductase (NADP+)




piperidine + piperoyl-CoA <=> H+ + piperine + CoA 2.3.1.145 piperidine N-piperoyltransferase

Nicotine <=> Nornicotine not assigned

(S)-2,3,4,5-tetrahydropyridine-2-carboxylate <=> L-pipecolic_acid not assigned

DELTA1-piperideine + trans-cinnamate + benzoyl-CoA <=> Lobelanine + CoA not assigned

L-pipecolic_acid + NADP+ <=> DELTA1-piperideine-2-carboxylate + NADPH + H+ 1.5.1.1 1-piperideine-2-carboxylate/1-pyrroline-2-carboxylate reductase [NAD(P)H]
1.5.1.21 1-piperideine-2-carboxylate/1-pyrroline-2-carboxylate reductase (NADPH)
1.5.1.25 thiomorpholine-carboxylate dehydrogenase
1.5.1.49 1-pyrroline-2-carboxylate reductase [NAD(P)H]




N-Methylpelletierine <=> Pseudopelletierine not assigned

nicotinate <=> 3,6-Dihydronicotinic_acid not assigned

(S)-2-amino-6-oxohexanoate <=> DELTA1-piperidine_6-carboxylate + H2O + H+ 1.2.1.31 L-aminoadipate-semialdehyde dehydrogenase
1.4.1.18 lysine 6-dehydrogenase


Tropine + NADP+ <=> tropinone + NADPH + H+ 1.1.1.206 tropinone reductase I
1.1.1.236 tropinone reductase II
1.1.1.334 methylecgonone reductase



S-adenosyl-L-methionine + putrescine <=> H+ + S-adenosyl-L-homocysteine + N-methylputrescine 2.1.1.53 putrescine N-methyltransferase

tigloyl-CoA + 13-hydroxylupanine <=> 13-tigloyloxylupanine + CoA 2.3.1.93 13-hydroxylupanine O-tigloyltransferase

DELTA1-piperideine + trans-cinnamate <=> (-)-Sedamine not assigned

DELTA1-piperideine <=> piperidine not assigned

L-pipecolic_acid + NAD+ <=> DELTA1-piperideine-2-carboxylate + NADH + H+ 1.5.1
1.5.1.1 1-piperideine-2-carboxylate/1-pyrroline-2-carboxylate reductase [NAD(P)H]
1.5.1.21 1-piperideine-2-carboxylate/1-pyrroline-2-carboxylate reductase (NADPH)
1.5.1.49 1-pyrroline-2-carboxylate reductase [NAD(P)H]
1.5.1.B5





L-lysine + NAD+ + H2O <=> H+ + (S)-2-amino-6-oxohexanoate + NADH + NH3 1.4.1.18 lysine 6-dehydrogenase

1-Indolizidinone <=> Slaframine not assigned

cocaine + H2O <=> H+ + methyl_ecgonine + benzoate 3.1.1.1 carboxylesterase
3.1.1.8 cholinesterase
3.1.1.84 cocaine esterase



Homospermidine <=> Trachelanthamidine not assigned

L-phenylalanine + 2-oxoglutarate <=> phenylpyruvate + L-glutamate 2.6.1.1 aspartate transaminase
2.6.1.24 diiodotyrosine transaminase
2.6.1.27 tryptophan transaminase
2.6.1.39 2-aminoadipate transaminase
2.6.1.42 branched-chain-amino-acid transaminase
2.6.1.5 tyrosine transaminase
2.6.1.57 aromatic-amino-acid transaminase
2.6.1.60 aromatic-amino-acid---glyoxylate transaminase
2.6.1.64 glutamine---phenylpyruvate transaminase
2.6.1.7 kynurenine---oxoglutarate transaminase
2.6.1.70 aspartate---phenylpyruvate transaminase
2.6.1.79 glutamate---prephenate aminotransferase
2.6.1.9 histidinol-phosphate transaminase













nicotinate + 3,6-Dihydropyridine <=> Anatabine + CO2 not assigned

cinnamoyl-CoA + D-phenyllactate <=> Cinnamic_acid + (R)-phenyllactyl-CoA 2.8.3.17 3-(aryl)acryloyl-CoA:(R)-3-(aryl)lactate CoA-transferase

Lobelanine <=> lobeline not assigned

D-phenyllactate + NAD+ <=> phenylpyruvate + NADH + H+ 1.1.1.110 aromatic 2-oxoacid reductase
1.1.1.237 hydroxyphenylpyruvate reductase
1.1.1.26 glyoxylate reductase
1.1.1.27 L-lactate dehydrogenase
1.1.1.272 D-2-hydroxyacid dehydrogenase (NADP+)
1.1.1.28 D-lactate dehydrogenase
1.1.1.337 L-2-hydroxycarboxylate dehydrogenase (NAD+)
1.1.1.345 D-2-hydroxyacid dehydrogenase (NAD+)
1.1.1.37 malate dehydrogenase
1.1.1.79 glyoxylate reductase (NADP+)
1.1.1.96 diiodophenylpyruvate reductase
43380












L-lysine + H+ <=> cadaverine + CO2 4.1.1.17 ornithine decarboxylase
4.1.1.18 lysine decarboxylase
4.1.1.19 arginine decarboxylase
4.1.1.50 adenosylmethionine decarboxylase
4.1.1.86 diaminobutyrate decarboxylase
4.1.1.B12






DELTA1-piperideine + Pelletierine <=> L-(+)-Anaferine not assigned

acetyl-CoA + Tropine <=> CoA + 3-acetyl-tropine 2.3.1.185 tropine acyltransferase
2.3.1.186 pseudotropine acyltransferase


1-Indolizidinone <=> swainsonine not assigned

Tropine + NADP+ <=> tropinone + NADPH + H+ 1.1.1.206 tropinone reductase I
1.1.1.236 tropinone reductase II
1.1.1.334 methylecgonone reductase



cadaverine + H2O + O2 <=> 5-Aminopentanal + NH3 + H2O2 1.4.3.10 putrescine oxidase
1.4.3.13 protein-lysine 6-oxidase
1.4.3.21 primary-amine oxidase
1.4.3.22 diamine oxidase




Trachelanthamidine <=> retronecine not assigned

putrescine <=> Homospermidine + NH3 2.5.1.44 homospermidine synthase

Ecgonine <=> Pseudoecgonine 5.1

Nicotine + CO2 + H+ <=> 1-Methylpyrrolinium + nicotinate not assigned

L-phenylalanine <=> tropate not assigned

Hygrine <=> tropinone not assigned

1-Methylpyrrolinium <=> Hygrine not assigned

L-phenylalanine + pyruvate <=> phenylpyruvate + L-alanine 2.6.1.12 alanine---oxo-acid transaminase
2.6.1.15 glutamine---pyruvate transaminase
2.6.1.44 alanine---glyoxylate transaminase
2.6.1.51 serine---pyruvate transaminase
2.6.1.57 aromatic-amino-acid transaminase
2.6.1.58 phenylalanine(histidine) transaminase
2.6.1.64 glutamine---phenylpyruvate transaminase







cadaverine <=> 13-hydroxylupanine not assigned

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