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benzalacetone synthase
Pathways
phenylpropanoid biosynthesis (BRENDA)
:= BRENDA, 
:= KEGG, 
:= MetaCyc, 
:= SABIO-RK
:= amino acid sequences 
:= show the reaction diagram
EC Number
Reaction
Pathways
Reaction IDs
Stoichiometry Check
Missing Substrate
Missing Product
Commentary
Remark
4-coumaroyl-CoA + malonyl-CoA + H2O = 2 CoA + 4-hydroxybenzalacetone + 2 CO2
; "show the reaction diagram")
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natural substrates
aspartate ammonia-lyase
L-phenylalanine = trans-cinnamate + NH3
; "show the reaction diagram")
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natural substrates
tyrosine ammonia-lyase
L-phenylalanine = trans-cinnamate + NH3
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natural substrates
phenylalanine ammonia-lyase
L-phenylalanine = trans-cinnamate + NH3
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natural substrates
phenylalanine/tyrosine ammonia-lyase
L-phenylalanine = trans-cinnamate + NH3
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natural substrates
L-tryptophan ammonia lyase
L-phenylalanine = trans-cinnamate + NH3
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natural substrates
trans-cinnamate 4-monooxygenase
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2 = 4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
; "show the reaction diagram")
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natural substrates, generic, protein
benzoate 4-monooxygenase
trans-cinnamate + [reduced NADPH-hemoprotein reductase] + O2 = 4-hydroxycinnamate + [oxidized NADPH-hemoprotein reductase] + H2O
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natural substrates, generic, protein
4-coumarate-CoA ligase
ATP + 4-coumarate + CoA = AMP + diphosphate + 4-coumaroyl-CoA
: Ubiquinone and other terpenoid-quinone biosynthesis,Phenylpropanoid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites
: avenanthramide biosynthesis,curcuminoid biosynthesis,
rosmarinic acid biosynthesis I,
4-coumarate degradation (aerobic),
flavonoid di-C-glucosylation,
flavonoid biosynthesis,
6-gingerol analog biosynthesis (engineered),
phenylpropanoid biosynthesis,
coumarins biosynthesis (engineered),
naringenin biosynthesis (engineered),
4-coumarate degradation (anaerobic),
umbelliferone biosynthesis,
4-hydroxybenzoate biosynthesis III (plants),
phaselate biosynthesis,
xanthohumol biosynthesis
; "show the reaction diagram")
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natural substrates
medium-chain acyl-CoA ligase
ATP + 4-coumarate + CoA = AMP + diphosphate + 4-coumaroyl-CoA
: Ubiquinone and other terpenoid-quinone biosynthesis,Phenylpropanoid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites
: avenanthramide biosynthesis,curcuminoid biosynthesis,
rosmarinic acid biosynthesis I,
4-coumarate degradation (aerobic),
flavonoid di-C-glucosylation,
flavonoid biosynthesis,
6-gingerol analog biosynthesis (engineered),
phenylpropanoid biosynthesis,
coumarins biosynthesis (engineered),
naringenin biosynthesis (engineered),
4-coumarate degradation (anaerobic),
umbelliferone biosynthesis,
4-hydroxybenzoate biosynthesis III (plants),
phaselate biosynthesis,
xanthohumol biosynthesis
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natural substrates
phenylacetate-CoA ligase
ATP + 4-coumarate + CoA = AMP + diphosphate + 4-coumaroyl-CoA
: Ubiquinone and other terpenoid-quinone biosynthesis,Phenylpropanoid biosynthesis,
Metabolic pathways,
Biosynthesis of secondary metabolites
: avenanthramide biosynthesis,curcuminoid biosynthesis,
rosmarinic acid biosynthesis I,
4-coumarate degradation (aerobic),
flavonoid di-C-glucosylation,
flavonoid biosynthesis,
6-gingerol analog biosynthesis (engineered),
phenylpropanoid biosynthesis,
coumarins biosynthesis (engineered),
naringenin biosynthesis (engineered),
4-coumarate degradation (anaerobic),
umbelliferone biosynthesis,
4-hydroxybenzoate biosynthesis III (plants),
phaselate biosynthesis,
xanthohumol biosynthesis
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natural substrates
shikimate O-hydroxycinnamoyltransferase
4-coumaroyl-CoA + shikimate = CoA + 4-coumaroylshikimate
; "show the reaction diagram")
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natural substrates
rosmarinate synthase
4-coumaroyl-CoA + shikimate = CoA + 4-coumaroylshikimate
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natural substrates
quinate O-hydroxycinnamoyltransferase
4-coumaroyl-CoA + shikimate = CoA + 4-coumaroylshikimate
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natural substrates
shikimate O-hydroxycinnamoyltransferase
4-coumaroyl-CoA + quinate = CoA + 4-coumaroylquinate
; "show the reaction diagram")
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natural substrates
quinate O-hydroxycinnamoyltransferase
4-coumaroyl-CoA + quinate = CoA + 4-coumaroylquinate
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natural substrates
cinnamoyl-CoA reductase
p-coumaroyl-CoA + NADPH = p-coumaric aldehyde + CoA + NADP+
; "show the reaction diagram")
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natural substrates
5-O-(4-coumaroyl)-D-quinate 3'-monooxygenase
trans-5-O-(4-coumaroyl)-D-quinate + [reduced NADPH-hemoprotein reductase] + O2 = trans-5-O-caffeoyl-D-quinate + [oxidized NADPH-hemoprotein reductase] + H2O
; "show the reaction diagram")
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natural substrates, generic, protein
caffeoyl-CoA + shikimate = CoA + 5-O-caffeoylshikimate
; "show the reaction diagram")
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natural substrates
shikimate O-hydroxycinnamoyltransferase
caffeoyl-CoA + shikimate = CoA + 5-O-caffeoylshikimate
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natural substrates
quinate O-hydroxycinnamoyltransferase
caffeoyl-CoA + shikimate = CoA + 5-O-caffeoylshikimate
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natural substrates
caffeoyl-CoA + quinate = CoA + 5-O-caffeoylquinate
; "show the reaction diagram")
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natural substrates
shikimate O-hydroxycinnamoyltransferase
caffeoyl-CoA + quinate = CoA + 5-O-caffeoylquinate
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natural substrates
quinate O-hydroxycinnamoyltransferase
caffeoyl-CoA + quinate = CoA + 5-O-caffeoylquinate
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natural substrates
caffeoyl-CoA O-methyltransferase
S-adenosyl-L-methionine + caffeoyl-CoA = S-adenosyl-L-homocysteine + feruloyl-CoA
; "show the reaction diagram")
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natural substrates
tricin synthase
S-adenosyl-L-methionine + caffeoyl-CoA = S-adenosyl-L-homocysteine + feruloyl-CoA
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natural substrates
cinnamoyl-CoA reductase
feruloyl-CoA + NADPH = ferulic aldehyde + CoA + NADP+
; "show the reaction diagram")
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natural substrates
coniferyl-aldehyde dehydrogenase
feruloyl-CoA + NADPH = ferulic aldehyde + CoA + NADP+
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natural substrates
coniferyl-alcohol dehydrogenase
coniferyl alcohol + NADP+ = coniferyl aldehyde + NADPH + H+
; "show the reaction diagram")
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natural substrates
cinnamyl-alcohol dehydrogenase
coniferyl alcohol + NADP+ = coniferyl aldehyde + NADPH + H+
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natural substrates
alcohol dehydrogenase (NADP+)
coniferyl alcohol + NADP+ = coniferyl aldehyde + NADPH + H+
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natural substrates
aryl-alcohol dehydrogenase
coniferyl alcohol + NADP+ = coniferyl aldehyde + NADPH + H+
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natural substrates
aryl-alcohol dehydrogenase (NADP+)
coniferyl alcohol + NADP+ = coniferyl aldehyde + NADPH + H+
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natural substrates
coniferylaldehyde 5-hydroxylase
coniferaldehyde + [reduced NADPH-hemoprotein reductase] + O2 = 5-hydroxyconiferaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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natural substrates, protein
caffeate O-methyltransferase
S-adenosyl-L-methionine + 5-hydroxyconiferaldehyde = S-adenosyl-L-homocysteine + sinapaldehyde
; "show the reaction diagram")
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: caffeic acid O-methyltransferasenatural substrates
caffeoyl-CoA O-methyltransferase
S-adenosyl-L-methionine + 5-hydroxyconiferaldehyde = S-adenosyl-L-homocysteine + sinapaldehyde
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: caffeic acid O-methyltransferasenatural substrates
coniferyl-alcohol dehydrogenase
sinapaldehyde + NADPH + H+ = sinapyl alcohol + NADP+
; "show the reaction diagram")
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: Acts on CONIFERYL-ALCOHOL, SINAPYL-ALCOHOL, COUMARYL-ALCOHOL and CINNAMYL-ALC (cf. EC 1.1.1.194 coniferyl-alcohol dehydrogenase).natural substrates
cinnamyl-alcohol dehydrogenase
sinapaldehyde + NADPH + H+ = sinapyl alcohol + NADP+
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: Acts on CONIFERYL-ALCOHOL, SINAPYL-ALCOHOL, COUMARYL-ALCOHOL and CINNAMYL-ALC (cf. EC 1.1.1.194 coniferyl-alcohol dehydrogenase).natural substrates
alcohol dehydrogenase (NADP+)
sinapaldehyde + NADPH + H+ = sinapyl alcohol + NADP+
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: Acts on CONIFERYL-ALCOHOL, SINAPYL-ALCOHOL, COUMARYL-ALCOHOL and CINNAMYL-ALC (cf. EC 1.1.1.194 coniferyl-alcohol dehydrogenase).natural substrates
aryl-alcohol dehydrogenase (NADP+)
sinapaldehyde + NADPH + H+ = sinapyl alcohol + NADP+
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: Acts on CONIFERYL-ALCOHOL, SINAPYL-ALCOHOL, COUMARYL-ALCOHOL and CINNAMYL-ALC (cf. EC 1.1.1.194 coniferyl-alcohol dehydrogenase).natural substrates
cinnamyl-alcohol dehydrogenase
p-coumaryl alcohol + NADP+ = p-coumaraldehyde + NADPH
; "show the reaction diagram")
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: cinnamyl alcohol dehydrogenase: Acts on CONIFERYL-ALCOHOL, SINAPYL-ALCOHOL, COUMARYL-ALCOHOL and CINNAMYL-ALC (cf. EC 1.1.1.194 coniferyl-alcohol dehydrogenase).natural substrates
coniferyl alcohol + acetyl-CoA = coniferyl acetate + CoA
; "show the reaction diagram")
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: coniferyl alcohol acyltransferase (CFAT)natural substrates
acetyl-CoA-benzylalcohol acetyltransferase
coniferyl alcohol + acetyl-CoA = coniferyl acetate + CoA
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: coniferyl alcohol acyltransferase (CFAT)natural substrates
alcohol O-acetyltransferase
coniferyl alcohol + acetyl-CoA = coniferyl acetate + CoA
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: coniferyl alcohol acyltransferase (CFAT)natural substrates
coniferyl acetate + NADPH + H+ = eugenol + acetate + NADP+
; "show the reaction diagram")
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: The enzyme acts in the opposite direction. The enzymes from TAX-39350 (sweet basil) |CITS: [16782809][17912370]|, TAX-36903 and TAX-4102 |CITS:[18208524]| only accept coniferyl acetate and form CPD-6481. The enzyme from TAX-271192 (anise) forms CPD-9933 (from 4-coumaryl acetate) in vivo, although the cloned enzyme can form eugenol from coniferyl acetate [18987218]. The enzyme from TAX-66636 (creosote bush) also forms CPD-6483 from a coumaryl ester and can use NADH [17624297].natural substrates
eugenol synthase
coniferyl acetate + NADPH + H+ = eugenol + acetate + NADP+
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: The enzyme acts in the opposite direction. The enzymes from TAX-39350 (sweet basil) |CITS: [16782809][17912370]|, TAX-36903 and TAX-4102 |CITS:[18208524]| only accept coniferyl acetate and form CPD-6481. The enzyme from TAX-271192 (anise) forms CPD-9933 (from 4-coumaryl acetate) in vivo, although the cloned enzyme can form eugenol from coniferyl acetate [18987218]. The enzyme from TAX-66636 (creosote bush) also forms CPD-6483 from a coumaryl ester and can use NADH [17624297].natural substrates
isoeugenol + acetate + NADP+ = coniferyl acetate + NADPH + H+
; "show the reaction diagram")
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: multi-step reaction intermediate (quinone methide [CPD:C20269])natural substrates, multi-step reaction
isoeugenol synthase
isoeugenol + acetate + NADP+ = coniferyl acetate + NADPH + H+
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: multi-step reaction intermediate (quinone methide [CPD:C20269])natural substrates, multi-step reaction
(iso)eugenol O-methyltransferase
S-adenosyl-L-methionine + isoeugenol = S-adenosyl-L-homocysteine + isomethyleugenol
; "show the reaction diagram")
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natural substrates
trans-anol O-methyltransferase
S-adenosyl-L-methionine + isoeugenol = S-adenosyl-L-homocysteine + isomethyleugenol
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natural substrates