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Ligand malonyl-CoA
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Basic Ligand Information
BRENDA
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Show all BRENDA pathways known for malonyl-CoA
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open all tablesRoles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (91 results)
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EC NUMBER 
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
malonyl-CoA + NADPH + H+ = malonate semialdehyde + CoA + NADP+
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S-adenosyl-L-methionine + malonyl-CoA = S-adenosyl-L-homocysteine + malonyl-CoA methyl ester
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[biotin carboxyl-carrier protein]-N6-biotinyl-L-lysine + malonyl-CoA = [biotin carboxyl-carrier protein]-N6-carboxybiotinyl-L-lysine + acetyl-CoA
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apigenin 7-O-apiosylglucoside + malonyl-CoA = apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
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malonyl-CoA + kaempferol 3-O-glucoside = CoA + kaempferol 3-O-glucoside malonylester
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cinnamoyl-CoA + malonyl-CoA = 3,5-dihydroxystilbene + CoA + CO2
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malonyl-CoA + N-methylanthraniloyl-CoA = CoA + 1,3-dihydroxy-N-methylacridone + CO2
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acetyl-CoA + 8 malonyl-CoA + 11 NADPH + S-adenosyl-L-methionine + 11 H+ = dihydromonacolin L + 9 CoA + 8 CO2 + 11 NADP+ + S-adenosyl-L-homocysteine + 6 H2O
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acetyl-CoA + malonyl-CoA + NADPH + H+ + S-adenosyl-L-methionine = dihydromonacolin L + CoA + CO2 + NADP+ + S-adenosyl-L-homocysteine + H2O
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acetyl-CoA + 3 malonyl-CoA + NADPH + H+ = 6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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acetyl-CoA + malonyl-CoA + NADPH + H+ = 6-methylsalicylate + CoA + CO2 + NADP+ + H2O
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acetyl-CoA + malonyl-CoA + NADPH = 6-methylsalicylate + CoA + CO2 + NADP+
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malonyl-CoA + 4-coumaroyl-CoA + NADPH + H+ = CoA + isoliquiritigenin + CO2 + NADP+ + H2O
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malonyl-CoA + delphinidin 3-O-beta-D-glucoside = CoA + delphinidin 3-O-(6-malonyl-beta-D-glucoside)
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malonyl-CoA + cyanidin 3-O-[[2-O-(2-O-sinapoyl)-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-beta-D-glucoside = CoA + cyanidin 3-O-[[2-O-(2-O-sinapoyl)-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-(6-O-malonyl)-beta-D-glucoside
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malonyl-CoA + cyanidin 3-O-[[2-O-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-beta-D-glucoside = CoA + cyanidin 3-O-[[2-O-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-(6-O-malonyl)-beta-D-glucoside
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malonyl-CoA + cyanin = CoA + cyanidin 3-O-beta-D-glucoside 5-O-(6-O-malonyl)-beta-D-glucoside
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malonyl-CoA + malvin = CoA + malvidin 3-O-beta-D-glucoside 5-O-(6-O-malonyl)-beta-D-glucoside
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malonyl-CoA + pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside = CoA + 4'''-demalonylsalvianin
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3 malonyl-CoA + benzoyl-CoA = 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
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a very-long-chain acyl-CoA + malonyl-CoA = a very-long-chain 3-oxoacyl-CoA + CO2 + CoA
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a very-long-chain acyl-CoA + malonyl-CoA = a very-long-chain 3-oxoacyl-CoA + CO2 + coenzyme A
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3 malonyl-CoA + hexanoyl-CoA = 3 CoA + 3,5,7-trioxododecanoyl-CoA + 3 CO2
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malonyl-CoA + 2-hydroxybenzoyl-CoA = 2 CoA + 4-hydroxycoumarin + CO2
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malonyl-CoA + 3-hydroxybenzoyl-CoA = 2 CoA + 2-oxabicyclo[4.3.1]deca-1(10),6,8-triene-3,5-dione + CO2
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2 4-coumaroyl-CoA + malonyl-CoA + H2O = 3 CoA + bisdemethoxycurcumin + 2 CO2
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4-coumaroyl-CoA + malonyl-CoA + H2O = 2 CoA + 4-hydroxybenzalacetone + 2 CO2
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5 malonyl-CoA = 5 CoA + 5,7-dihydroxy-2-methyl-4H-chromen-4-one + 5 CO2 + H2O
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3 malonyl-CoA + benzoyl-CoA = 4 CoA + 2,4,6-trihydroxybenzophenone + 3 CO2
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7 malonyl-CoA + hexanoyl-[acyl-carrier protein] = 7 CoA + norsolorinic acid anthrone + [acyl-carrier protein] + 7 CO2 + 2 H2O
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malonyl-CoA + cyanidin 3-O-(6''-O-4-coumarylglucoside)-5-O-(6'''-O-malonylglucoside) = CoA + ?
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malonyl-CoA + (S)-1-pyrroline-5-carboxylate + H2O = CoA + (2S,5S)-5-carboxymethylproline + CO2
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malonyl-CoA + (S)-1-pyrroline-5-carboxylate + H2O = CoA + (2S,5S)-carboxymethylproline + CO2
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malonyl-CoA + L-glutamate-gamma-semialdehyde = CoA + (2S,5S)-5-carboxymethylproline + CO2
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malonyl-CoA + 2-aminobenzoyl-CoA = 2 CoA + 4-hydroxy-2(1H)-quinolone + CO2
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5 malonyl-CoA = 1,3,6,8-tetrahydroxynaphthalene + 5 CoA + 5 CO2 + H2O
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acetyl-CoA + 5 malonyl-CoA + 3 NADPH + 3 H+ = 5-methyl-1-naphthoate + 6 CoA + 5 CO2 + 4 H2O + 3 NADP+
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acetyl-CoA + 5 malonyl-CoA + 2 NADPH + 2 H+ = 2-hydroxy-5-methyl-1-naphthoate + 6 CoA + 5 CO2 + 3 H2O + 2 NADP+
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malonyl-CoA + 5 (2S)-methylmalonyl-CoA + 5 NADPH + 5 H+ = 10-deoxymethynolide + 6 CoA + 6 CO2 + 5 NADP+ + 2 H2O
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malonyl-CoA + 6 (2S)-methylmalonyl-CoA + 5 NADPH + 5 H+ = narbonolide + 7 CoA + 7 CO2 + 5 NADP+ + 2 H2O
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acetyl-CoA + malonyl-CoA + [2-methylbutanoate polyketide synthase] + 2 NADPH + 2 H+ + S-adenosyl-L-methionine = (S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase] + 2 CoA + CO2 + 2 NADP+ + S-adenosyl-L-homocysteine + H2O
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3 malonyl-CoA = phloroglucinol + 3 CO2 + 3 CoA
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malonamoyl-[OxyC acyl-carrier protein] + malonyl-CoA = 18-carbamoyl-3,5,7,9,11,13,15,17-octaoxooctadecanoyl-[OxyC acyl-carrier protein] + CO2 + CoA
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4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase] + 8 malonyl-CoA + 16 NADPH + 16 H+ = 17-(4-hydroxyphenyl)heptadecanoyl-[4-hydroxyphenylalkanoate synthase] + 8 CO2 + 8 CoA + 16 NADP+ + 8 H2O
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4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase] + 9 malonyl-CoA + 18 NADPH + 18 H+ + holo-[4-hydroxyphenylalkanoate synthase] = 19-(4-hydroxyphenyl)nonadecanoyl-[4-hydroxyphenylalkanoate synthase] + 9 CO2 + 9 CoA + 18 NADP+ + 9 H2O
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3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH = C35-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
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3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 19-(4-hydroxyphenyl)-nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH = C37-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
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3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + docosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH = C34-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
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3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + icosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH = C32-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
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a medium-chain acyl-CoA + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = a mycoketide-CoA + 10 CO2 + 10 CoA + 22 NADP+ + 11 H2O
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malonyl-CoA + acyl-carrier protein = CoA + malonyl-acyl-carrier protein
malonyl-CoA + an [acyl-carrier protein] = CoA + a malonyl-[acyl-carrier protein]
malonyl-CoA + [acyl-carrier protein] = CoA + malonyl-[acyl-carrier protein]
3 malonyl-CoA + 4-coumaroyl-CoA = 4 CoA + naringenin chalcone + 3 CO2
3 malonyl-CoA + benzoyl-CoA = 4 CoA + 2,4,6-trihydroxybenzophenone + 3 CO2
4-coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 4 CoA + 3 CO2
acetyl-CoA + 7 malonyl-CoA + 14 NADPH + 14 H+ = palmitate + 8 CoA + 7 CO2 + 14 NADP+ + 6 H2O
acetyl-CoA + malonyl-CoA + NADH + NADPH = ?
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3 malonyl-CoA + 4-coumaroyl-CoA = 4 CoA + trans-resveratrol + 4 CO2
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16 malonyl-CoA + 28 H+ = 16 CoA + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one + 16 CO2 + 16 H2O
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8 malonyl-CoA = 8 CoA + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one + 8 CO2 + H2O
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8 malonyl-CoA + 4 NADPH + 16 H+ = 8 CoA + (2E,4E,10E)-15-hydroxyhexadeca-2,4,10-trienoic acid + 8 CO2 + 4 NADP+ + 6 H2O
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9 malonyl-CoA + 5 NADPH + 19 H+ = 9 CoA + (4E,6Z,12E)-17-hydroxyoctadeca-4,6,12-trienoic acid + 9 CO2 + 5 NADP+ + 7 H2O
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8 malonyl-CoA + NADPH + H+ = 8 CoA + (4E,6E,8E,10E,12E,14E)-3-hydroxyhexadeca-4,6,8,10,12,14-hexaenoic acid + NADP+ + H2O + CO2
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In Vivo Product in Enzyme-catalyzed Reactions (7 results)
EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
[biotin carboxyl-carrier protein]-N6-carboxybiotinyl-L-lysine + acetyl-CoA = [biotin carboxyl-carrier protein]-N6-biotinyl-L-lysine + malonyl-CoA
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Substrate in Enzyme-catalyzed Reactions (435 results)
EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
malonyl-CoA + NADPH + H+ = malonate semialdehyde + CoA + NADP+
722819, 741279, 762813, 762815, 762880, 762883, 762940, 763082, 763124, 763281, 763426, 763439, 762978
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S-adenosyl-L-methionine + malonyl-CoA = S-adenosyl-L-homocysteine + malonyl-CoA methyl ester
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[biotin carboxyl-carrier protein 87]-N6-biotinyl-L-lysine + malonyl-CoA = [biotin carboxyl-carrier protein 87]-N6-carboxybiotinyl-L-lysine + acetyl-CoA
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[biotin carboxyl-carrier protein]-N6-biotinyl-L-lysine + malonyl-CoA = [biotin carboxyl-carrier protein]-N6-carboxybiotinyl-L-lysine + acetyl-CoA
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malonyl-CoA + 1-aminocyclopropan-1-carboxylic acid = CoA + malonyl-1-aminocyclopropan-1-carboxylic acid
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malonyl-CoA + 2,3,4,5-tetrachloroaniline = CoA + N-(2,3,4,5-tetrachlorophenyl)-malonamate
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malonyl-CoA + 2,3,4-trichloroaniline = CoA + N-(2,3,4-trichlorophenyl)-malonamate
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malonyl-CoA + 2,4,5-trichloroaniline = CoA + N-(2,4,5-trichlorophenyl)-malonamate
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malonyl-CoA + 3,4,5-trichloroaniline = CoA + N-(3,4,5-trichloro-phenyl)-malonamate
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malonyl-CoA + 3,4,5-trichloroaniline = CoA + N-(3,4,5-trichlorophenyl)-malonamate
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malonyl-CoA + 3,4-dichloroaniline = CoA + N-(3,4-dichlorophenyl)-malonamate
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malonyl CoA + genistein 7-O-glucoside = CoA + genistein 7-O-glucoside 6''-O-malonylester
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apigenin 7-O-apiosylglucoside + malonyl-CoA = apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
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apigenin 7-O-glucoside + malonyl-CoA = CoA + apigenin 7-O-glucoside 6''-O-malonylester
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apiin + malonyl-CoA = apigenin 7-O-apiosylglucoside -6''-O-malonylester + malonyl-CoA
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diosmetin 7-O-glucoside + malonyl-CoA = CoA + diosmetin 7-O-glucoside 6''-O-malonylester
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isorhamnetin 3-O-glucoside + malonyl-CoA = CoA + isorhamnetin 3-O-glucoside 6''-O-malonylester
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isorhamnetin 7-O-glucoside + malonyl-CoA = CoA + isorhamnetin 7-O-glucoside 6''-O-malonylester
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kaempferol 3-O-glucoside + malonyl-CoA = CoA + kaempferol 3-O-glucoside 6''-O-malonylester
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luteolin 7-O-glucoside + malonyl-CoA = CoA + luteolin 7-O-glucoside 6''-O-malonylester
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malonyl-CoA + (-)-maackiain 3-O-beta-D-glucoside = CoA + (-)-maackiain 3-O-(6-O-malonyl)-beta-D-glucoside
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malonyl-CoA + 2',4,4'-trihydroxychalcone 4-O-glucoside = CoA + 2',4,4'-trihydroxychalcone 4-O-glucoside 6''-O-malonylester
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malonyl-CoA + biochanin A 7-O-glucoside = CoA + biochanin A 7-O-glucoside-6''-O-malonylester
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malonyl-CoA + biochanin A-beta-D-glucoside = coenzyme A + biochanin A 7-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + daidzein 7-O-glucoside = CoA + daidzein 7-O-glucoside 6''-O-malonylester
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malonyl-CoA + formononetin 7-O-glucoside = CoA + formononetin 7-O-glucoside-6''-O-malonylester
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malonyl-CoA + genistein 7-O-glucoside = CoA + genistein 7-O-glucoside 6''-O-malonylester
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malonyl-CoA + glycitein 7-O-glucoside = CoA + glycitein 7-O-glucoside 6''-O-malonylester
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malonyl-CoA + kaempferol 7-O-glucoside = CoA + kaempferol 7-O-glucoside 6''-O-malonylester
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malonyl-CoA + orobol 7-O-glucoside = CoA + orobol 7-O-glucoside 6''-O-malonylester
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malonyl-CoA + pratensein 7-O-glucoside = CoA + pratensein 7-O-glucoside 6''-O-malonylester
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naringenin 7-O-glucoside + malonyl-CoA = CoA + naringenin 7-O-glucoside 6''-O-malonylester
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quercetagetin 7-O-glucoside + malonyl-CoA = CoA + quercetagetin 7-O-glucoside 6''-O-malonylester
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quercetin 3-O-glucoside + malonyl-CoA = CoA + quercetin 3-O-glucoside 6''-O-malonylester
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quercetin 7-O-glucoside + malonyl-CoA = CoA + quercetin 7-O-glucoside 6''-O-malonylester
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malonyl-CoA + isorhamnetin 3-O-glucoside = CoA + isorhamnetin 3-O-glucoside malonylester
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malonyl-CoA + kaempferol 3-O-glucoside = CoA + kaempferol 3-O-glucoside malonylester
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malonyl-CoA + p-nitrophenyl beta-D-glucopyranoside = CoA + p-nitrophenyl 6-O-malonyl-beta-D-glucopyranoside
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malonyl-CoA + phenyl beta-D-glucopyranoside = CoA + phenyl 6-O-malonyl-beta-D-glucopyranoside
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malonyl-CoA + quercetin 3-O-glucoside = CoA + quercetin 3-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + quercetin 3-O-glucoside = CoA + quercetin 3-O-(6-O-malonylbeta-D-glucoside)
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malonyl-CoA + quercetin 3-O-glucoside = CoA + quercetin 3-O-glucoside malonylester
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malonyl-CoA + 2-hydroxy-amino-6-methyldipyrido[1,2-a: 3',2'-d]imidazole = CoA + N-malonyloxyamino-6-methyldipyrido[1,2-a: 3',2'-d]imidazole
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cinnamoyl-CoA + malonyl-CoA = 3,5-dihydroxystilbene + CoA + CO2
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2 malonyl-CoA + 4-coumaroyl-CoA = 3 CoA + 4-hydroxy-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2H-pyran-2-one + 2 CO2
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2 malonyl-CoA + benzoyl-CoA = 3 CoA + 2,4,6-trihydroxybenzophenone + 2 CO2
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3 malonyl-CoA + 3-hydroxybenzoyl-CoA = 4 CoA + 2,3',4,6-tetrahydroxybenzophenone + 3 CO2
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3 malonyl-CoA + benzoyl-CoA = 4 CoA + 2,4,6-trihydroxybenzophenone + 4-hydroxy-6-(2-oxo-2-phenylethyl)-2H-pyran-2-one + 4-hydroxy-6-phenyl-2H-pyran-2-one + 3 CO2
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3 malonyl-CoA + cinnamoyl-CoA = 4 CoA + 4-hydroxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one + 3 CO2
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3 malonyl-CoA + hexanoyl-CoA = 4 CoA + 4-hydroxy-6-pentyl-2H-pyran-2-one + 5-hexanoyl-4-hydroxy-6-methyl-2H-pyran-2-one + 3 CO2
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3 malonyl-CoA + phenylacetyl-CoA = 4 CoA + 4-hydroxy-6-(2-oxo-3-phenylpropyl)-2H-pyran-2-one + 6-benzyl-4-hydroxy-2H-pyran-2-one + 2-phenyl-1-(2,4,6-trihydroxyphenyl)ethanone + 3 CO2
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3-hydroxybenzoyl-CoA + 3 malonyl-CoA = 2,3',4,6-tetrahydroxybenzophenone + 4 CoA + 3 CO2
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4-hydroxybenzoyl-CoA + 3 malonyl-CoA = 2,4,4',6-trihydroxybenzophenone + 4 CoA + 3 CO2
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2-(3,4-dihydroxyphenyl)-3-[[6-O-[(2E)-3-[4-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoyl]-beta-D-glucopyranosyl-(1-6)-[2-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-beta-D-xylopyranosyl-(1-2)]-beta-D-glucopyranosyl]oxy]-7-hydroxychromenium-5-yl beta-D-glucopyranoside + malonyl-CoA = 5-[[6-O-(carboxyacetyl)-beta-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-7-hydroxychromenium-3-yl 6-O-[(2E)-3-[4-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoyl]-beta-D-glucopyranosyl-(1-6)-[2-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-beta-D-xylopyranosyl-(1-2)]-beta-D-glucopyranoside + CoA
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2-(3,4-dihydroxyphenyl)-3-[[6-O-[(2E)-3-[4-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoyl]-beta-D-glucopyranosyl-(1-6)-[beta-D-xylopyranosyl-(1-2)]-beta-D-glucopyranosyl]oxy]-7-hydroxychromenium-5-yl beta-D-glucopyranoside + malonyl-CoA = 5-[[6-O-(carboxyacetyl)-beta-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-7-hydroxychromenium-3-yl 6-O-[(2E)-3-[4-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoyl]-beta-D-glucopyranosyl-(1-6)-[beta-D-xylopyranosyl-(1-2)]-beta-D-glucopyranoside + CoA
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cyanin + malonyl-CoA = 5-[[6-O-(carboxyacetyl)-b-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-7-hydroxychromenium-3-yl beta-D-glucopyranoside + CoA
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malvin + malonyl-CoA = 5-[[6-O-(carboxyacetyl)-beta-D-glucopyranosyl]oxy]-7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenium-3-yl beta-D-glucopyranoside + CoA
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isobutyryl-CoA + 3 malonyl-CoA = phloroisobutyrophenone + 3 CO2 + 4 CoA
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isovaleryl-CoA + malonyl-CoA = phloroisovalerophenone + CO2 + CoA
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3 malonyl-CoA + N-methylanthraniloyl-CoA = 4 CoA + 1,3-dihydroxy-N-methylacridone + N-methylanthraniloyltriacetic acid lactone + 4-hydroxy-N-methylquinolone + 3 CO2
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4-methoxycinnamoyl-CoA + 3 malonyl-CoA = 4-methoxy-2',4',6'-trihydroxychalcone + CoA + CO2
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N-methylanthraniloyl-CoA + 3 malonyl-CoA = 1,3-dihydroxy-N-methylacridone + 4 CoA + 3 CO2
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N-methylanthraniloyl-CoA + 3 malonyl-CoA = 1,3-dihydroxy-N-methylacridone + CoA + CO2
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malonyl-CoA + N-methylanthraniloyl-CoA = CoA + 1,3-dihydroxy-N-methylacridone + CO2
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acetyl-CoA + 8 malonyl-CoA + 11 NADPH + S-adenosyl-L-methionine + 11 H+ = dihydromonacolin L + 9 CoA + 8 CO2 + 11 NADP+ + S-adenosyl-L-homocysteine + 6 H2O
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acetyl-CoA + malonyl-CoA + NADPH + H+ + S-adenosyl-L-methionine = 4-hydroxy-6-[(1E,3E,5E)-1-methylhepta-1,3,5-trien-1-yl]-2H-pyran-2-one + 4-hydroxy-6-[(1E,3E,5E,7E)-3-methylnona-1,3,5,7-tetraen-1-yl]-2H-pyran-2-one + CoA + CO2 + NADP+ + S-adenosyl-L-homocysteine + H2O
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acetyl-CoA + malonyl-CoA + NADPH + H+ + S-adenosyl-L-methionine = dihydromonacolin L + CoA + CO2 + NADP+ + S-adenosyl-L-homocysteine + H2O
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acetoacetyl-CoA + 3 malonyl-CoA + NADPH + H+ = 6-methyl triacetic acid lactone + CoA + NADP+
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acetyl-CoA + 3 malonyl-CoA + NADPH + H+ = 6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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acetyl-CoA + malonyl-CoA + NADPH + H+ = 6-methylsalicylate + CoA + CO2 + NADP+ + H2O
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acetyl-CoA + malonyl-CoA + NADPH = 6-methylsalicylate + CoA + CO2 + NADP+
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malonyl-CoA + 4-coumaroyl-CoA + NADPH + H+ = CoA + isoliquiritigenin + CO2 + NADP+ + H2O
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malonyl-CoA + cyanidin 3-O-beta-D-glucoside = CoA + cyanidin 3-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + delphinidin 3-O-beta-D-glucoside = CoA + delphinidin 3-O-(6-malonyl-beta-D-glucoside)
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malonyl-CoA + delphinidin 3-O-beta-D-glucoside = CoA + delphinidin 3-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + malvidin 3-O-beta-D-glucoside = CoA + malvidin 3-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + pelargonidin 3-O-beta-D-glucoside = CoA + pelargonidin 3-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + peonidin 3-O-beta-D-glucoside = CoA + peonidin 3-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + petunidin 3-O-beta-D-glucoside = CoA + petunidin 3-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + quercetin 3-O-beta-D-glucoside = CoA + quercetin 3-O-(6-O-malonyl-beta-D-glucoside)
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malonyl-CoA + cyanidin 3-O-[[2-O-(2-O-sinapoyl)-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-beta-D-glucoside = CoA + cyanidin 3-O-[[2-O-(2-O-sinapoyl)-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-(6-O-malonyl)-beta-D-glucoside
-
malonyl-CoA + cyanidin 3-O-[[2-O-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-beta-D-glucoside = CoA + cyanidin 3-O-[[2-O-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-(6-O-malonyl)-beta-D-glucoside
-
malonyl-CoA + cyanin = CoA + cyanidin 3-O-beta-D-glucoside 5-O-(6-O-malonyl)-beta-D-glucoside
-
malonyl-CoA + malvin = CoA + malvidin 3-O-beta-D-glucoside 5-O-(6-O-malonyl)-beta-D-glucoside
-
malonyl-CoA + pelargonidin 3-O-(6-caffeoyl-beta-D-glucoside) 5-O-beta-D-glucoside = CoA + 4'''-demalonylsalvianin
-
3 malonyl-CoA + benzoyl-CoA = 4 CoA + 3,5-dihydroxybiphenyl + 4 CO2
-
malonyl-CoA + 2-hydroxybenzoyl-CoA = CoA + 2-hydroxybenzoyltriacetic acid lactone + CO2
-
malonyl-CoA + benzoyl-CoA = CoA + 3,5-dihydroxybiphenyl + CO2
-
(9Z)-hexadec-9-enoyl-CoA + malonyl-CoA = (11Z)-3-oxooctadec-11-enoyl-CoA + CO2 + coenzyme A
-
(9Z,12Z)-octadec-9,12-dienoyl-CoA + malonyl-CoA = (11Z,14Z)-3-oxoeicosa-11,14-dienoyl-CoA + CO2 + coenzyme A
-
(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl-CoA + malonyl-CoA = (11Z,14Z,17Z)-3-oxoeicosa-11,14,17-trienoyl-CoA + CO2 + coenzyme A
-
a very-long-chain acyl-CoA + malonyl-CoA = a very-long-chain 3-oxoacyl-CoA + CO2 + CoA
-
a very-long-chain acyl-CoA + malonyl-CoA = a very-long-chain 3-oxoacyl-CoA + CO2 + coenzyme A
-
very-long-chain acyl-CoA + malonyl-CoA = CoA + very-long-chain 3-oxoacyl-CoA + CO2
-
3 malonyl-CoA + hexanoyl-CoA = 3 CoA + 3,5,7-trioxododecanoyl-CoA + 3 CO2
-
malonyl-CoA + 2-hydroxybenzoyl-CoA = 2 CoA + 4-hydroxycoumarin + CO2
-
malonyl-CoA + 3-hydroxybenzoyl-CoA = 2 CoA + 2-oxabicyclo[4.3.1]deca-1(10),6,8-triene-3,5-dione + CO2
-
cinnamoyl-CoA + 2 malonyl-CoA + H2O = 3 CoA + 4-hydroxy-6-[(E)-2-phenylethenyl]-2H-pyran-2-one + 2 CO2
-
2 4-coumaroyl-CoA + malonyl-CoA + H2O = 3 CoA + bisdemethoxycurcumin + 2 CO2
-
2 feruloyl-CoA + malonyl-CoA + H2O = 3 CoA + 4-hydroxy-6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2H-pyran-2-one + curcumin
-
4-coumaroyl-CoA + cinnamoyl-CoA + malonyl-CoA + H2O = 3 CoA + cinnamoyl-4-coumaroyl-methane + 2 CO2
-
N-methylanthraniloyl-CoA + 3 malonyl-CoA + H2O = 1,3-dihydroxy-N-methylacridone + ?
-
4-coumaroyl-CoA + malonyl-CoA + H2O = 2 CoA + 4-hydroxybenzalacetone + 2 CO2
723358, 723451, 684699, 721184, 721796, 721798, 722174, 722314, 722633, 723327, 723330, 757902, 757487
-
anthraniloyl-CoA + malonyl-CoA + H2O = 4-hydroxy-1,3-dimethyl-2(1H)-quinolone + ?
-
feruloyl-CoA + malonyl-CoA + H2O = 2 CoA + (3E)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one + 2 CO2
-
malvidin 3-O-beta-D-glucoside + malonyl-CoA = CoA + malvidin 3-O-(6-O-malonyl)-beta-D-glucoside
-
5 malonyl-CoA = 5 CoA + 5,7-dihydroxy-2-methyl-4H-chromen-4-one + 5 CO2 + H2O
-
2 malonyl-CoA + benzoyl-CoA = 3 CoA + 6-phenyl-4-hydroxy-2-pyrone + 2 CO2
-
3 malonyl-CoA + 3-hydroxybenzoyl-CoA = 4 CoA + 2,3',4,6-tetrahydroxybenzophenone + 3 CO2
-
3 malonyl-CoA + benzoyl-CoA = 4 CoA + 2,4,6-trihydroxybenzophenone + 3 CO2
-
3 malonyl-CoA + butyryl-CoA = 4 CoA + 2,4,6-trihydroxybutyrophenone + 6-propyl-4-hydroxy-2-pyrone + 3 CO2
-
3 malonyl-CoA + hexanoyl-CoA = 4 CoA + 4-hydroxy-6-pentyl-2H-pyran-2-one + 4-hydroxy-6-(2-oxoheptyl)-2H-pyran-2-one + 3 CO2
-
3 malonyl-CoA + isobutyryl-CoA = 4 CoA + 2,4,6-trihydroxyisobutyrophenone + 3 CO2
-
3 malonyl-CoA + phenylacetyl-CoA = 4 CoA + 2,4,6-trihydroxyphenylbenzylketone + 3 CO2
-
7 malonyl-CoA + hexanoyl-[acyl-carrier protein] = 7 CoA + norsolorinic acid anthrone + [acyl-carrier protein] + 7 CO2 + 2 H2O
-
malonyl-CoA + cyanidin 3-O-(6''-O-4-coumarylglucoside)-5-O-(6'''-O-malonylglucoside) = CoA + ?
-
malonyl-CoA + (S)-1-pyrroline-5-carboxylate + H2O = CoA + (2S,5S)-5-carboxymethylproline + CO2
-
malonyl-CoA + (S)-1-pyrroline-5-carboxylate + H2O = CoA + (2S,5S)-carboxymethylproline + CO2
-
malonyl-CoA + L-2-aminopimelate semialdehyde = CoA + (2S,7S)-7-(carboxymethyl)-azepane-2-carboxylic acid + CO2
-
malonyl-CoA + L-glutamate-gamma-semialdehyde = CoA + (2S,5S)-5-carboxymethylproline + CO2
-
malonyl-CoA + 2-aminobenzoyl-CoA = 2 CoA + 4-hydroxy-2(1H)-quinolone + CO2
-
benzoyl-CoA + 2 malonyl-CoA = 4-hydroxy-6-phenyl-2H-pyran-2-one + CoA + CO2 + H2O
-
hexanoyl-CoA + 2 malonyl-CoA = 4-hydroxy-6-pentyl-2H-pyran-2-one + CoA + CO2 + H2O
-
5 malonyl-CoA = 1,3,6,8-tetrahydroxynaphthalene + 5 CoA + 5 CO2 + H2O
-
octanoyl-CoA + malonyl-CoA = 4-hydroxy-6-(2',4',6'-trioxotridecyl)-2-pyrone + CoA + CO2 + H2O
-
acetyl-CoA + 5 malonyl-CoA + 3 NADPH + 3 H+ = 5-methyl-1-naphthoate + 6 CoA + 5 CO2 + 4 H2O + 3 NADP+
-
acetyl-CoA + 5 malonyl-CoA + 2 NADPH + 2 H+ = 2-hydroxy-5-methyl-1-naphthoate + 6 CoA + 5 CO2 + 3 H2O + 2 NADP+
-
malonyl-CoA + 5 (2S)-methylmalonyl-CoA + 5 NADPH + 5 H+ = 10-deoxymethynolide + 6 CoA + 6 CO2 + 5 NADP+ + 2 H2O
-
malonyl-CoA + 6 (2S)-methylmalonyl-CoA + 5 NADPH + 5 H+ = narbonolide + 7 CoA + 7 CO2 + 5 NADP+ + 2 H2O
-
acetyl-CoA + malonyl-CoA + [2-methylbutanoate polyketide synthase] + 2 NADPH + 2 H+ + S-adenosyl-L-methionine = (S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase] + 2 CoA + CO2 + 2 NADP+ + S-adenosyl-L-homocysteine + H2O
-
3 malonyl-CoA = phloroglucinol + 3 CO2 + 3 CoA
-
malonamoyl-[OxyC acyl-carrier protein] + malonyl-CoA = 18-carbamoyl-3,5,7,9,11,13,15,17-octaoxooctadecanoyl-[OxyC acyl-carrier protein] + CO2 + CoA
-
4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase] + 8 malonyl-CoA + 16 NADPH + 16 H+ = 17-(4-hydroxyphenyl)heptadecanoyl-[4-hydroxyphenylalkanoate synthase] + 8 CO2 + 8 CoA + 16 NADP+ + 8 H2O
-
4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase] + 9 malonyl-CoA + 18 NADPH + 18 H+ + holo-[4-hydroxyphenylalkanoate synthase] = 19-(4-hydroxyphenyl)nonadecanoyl-[4-hydroxyphenylalkanoate synthase] + 9 CO2 + 9 CoA + 18 NADP+ + 9 H2O
-
S-anthraniloyl-L-cysteinyl-[PqsD protein] + malonyl-CoA = 2-aminobenzoylacetyl-CoA + CO2 + L-cysteinyl-[PqsD protein]
-
6 malonyl-CoA + 5 NADPH + NADH + 6 H+ = (2E,5S,6E,8E,10E)-5-hydroxydodeca-2,6,8,10-tetraenal + 6 CoA + 5 NADP+ + NAD+ + 6 CO2 + 4 H2O
-
4-nitrobenzoyl-CoA + malonyl-CoA + 4 (S)-methylmalonyl-CoA + 4 NADPH + 4 H+ = demethylluteothin + 5 CO2 + 6 CoA + 4 NADP+ + 3 H2O
-
4-nitrobenzoyl-CoA + malonyl-CoA + 6 (S)-methylmalonyl-CoA + 6 NADPH + 4 H+ = demethyldeoxyspectinabilin + 7 CO2 + 8 CoA + 6 NADP+ + 5 H2O
-
3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH = C35-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 19-(4-hydroxyphenyl)-nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH = C37-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + docosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH = C34-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + icosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH = C32-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
9-hydroxy-decanoyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
a medium-chain acyl-CoA + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = a mycoketide-CoA + 10 CO2 + 10 CoA + 22 NADP+ + 11 H2O
-
decanoyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
dodecanoyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
hexadecanoyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
hexanoyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
octadecanoyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
octanoyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
propionyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
tetradecanoyl N-acetyl-cysteamine thioester + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = ?
-
malonyl-CoA + acyl-carrier protein = CoA + malonyl-acyl-carrier protein
malonyl-CoA + acyl-carrier protein = CoA + malonyl-[acyl-carrier protein]
malonyl-CoA + an [acyl-carrier protein] = CoA + a malonyl-[acyl-carrier protein]
malonyl-CoA + N-(N-acetyl-beta-alanyl)cysteamine = CoA + N-(N-acetyl-beta-alanyl)-S-malonylcysteamine
malonyl-CoA + N-acetylcysteamine = CoA + N-acetyl-S-malonylcysteamine
malonyl-CoA + pantetheine = malonyl-pantetheine + CoA
malonyl-CoA + [acyl-carrier protein] = CoA + malonyl-[acyl-carrier protein]
palmitoyl-[acyl-carrier protein] + malonyl-CoA = 3-oxostearoyl-[acyl-carrier protein] + CO2 + CoA
palmitoyl-[acyl-carrier protein] + malonyl-CoA = 3-oxostearoyl-[acyl-carrier protein] + CO2 + CoA
stearoyl-[acyl-carrier protein] + malonyl-CoA = 3-oxoeicosanoyl-[acyl-carrier protein] + CO2 + CoA
stearoyl-[acyl-carrier protein] + malonyl-CoA = 3-oxoeicosanoyl-[acyl-carrier protein] + CO2 + CoA
malonyl-CoA + 3,4-dichloroaniline = CoA + 3-(3,4-dichloroanilino)-3-oxopropanoic acid
-
2 malonyl-CoA + 2 stearoyl-CoA = 6-heptadecyl-4-hydroxy-2H-pyran-2-one + 4-hydroxy-6-(2-oxononadecyl)-2H-pyran-2-one + 2 CoA + 2 CO2
2 malonyl-CoA + acetyl-CoA = 4-hydroxy-6-methyl-2-pyrone + 3 CoA + 2 CO2
3 malonyl-CoA + 4-coumaroyl-CoA = 4 CoA + naringenin chalcone + 3 CO2
3 malonyl-CoA + benzoyl-CoA = 4 CoA + 2,4,6-trihydroxybenzophenone + 3 CO2
4-coumaroyl-CoA + 3 malonyl-CoA = 4-coumaroyltriacetic acid lactone + 4 CoA + 3 CO2
4-coumaroyl-CoA + 3 malonyl-CoA = naringenin chalcone + 4 CoA + 3 CO2
caffeoyl-CoA + 3 malonyl-CoA = eriodictyol + 4 CoA + 3 CO2
malonyl CoA + 4-coumaroyl-CoA + NADH = 6'-deoxychalcone + CoA + CO2 + NAD+
cinnamoyl-CoA + malonyl-CoA = 5,7-dihydroxyflavanone + CoA + CO2
decanoyl-CoA + malonyl-CoA = 1-(2,4,6-trihydroxyphenyl)-decan-1-one + CoA + CO2
ferulyl-CoA + malonyl-CoA = homoeriodictyol + CoA + CO2
malonyl-CoA + 4-coumaroyl-CoA + NADPH = 5'-deoxyflavanone + CoA + CO2 + NADP+
malonyl-CoA + 4-coumaroyl-CoA = naringenin chalcone + CoA + CO2
malonyl-CoA + 4-fluorocinnamoyl-CoA = fluorinated chalcone + alpha-pyrone + 2 CoA
malonyl-CoA + benzoyl-CoA = bis-noryangonin + 4-coumaroyl triacetic acid lactone + CoA + CO2
malonyl-CoA + benzoyl-CoA = phlorobenzophenone + CO2 + CoA
malonyl-CoA + hexanoyl-CoA = 4-hydroxy-6-pentyl-2H-pyran-2-one + CoA + CO2
malonyl-CoA + n-butyryl-CoA = 1-(2,4,6-trihydroxyphenyl)-butan-1-one + CoA + CO2
malonyl-CoA + octanoyl-CoA = 1-(2,4,6-trihydroxyphenyl)-octan-1-one + CoA + CO2
malonyl-CoA + octanoyl-CoA = 6-heptyl-4-hydroxy-2H-pyran-2-one + CoA + CO2
octanoyl-CoA + malonyl-CoA = 1-(2,4,6-trihydroxyphenyl)-octan-1-one + CoA + CO2
acetyl-CoA + 7 malonyl-CoA + 14 NADPH + 14 H+ = palmitate + 8 CoA + 7 CO2 + 14 NADP+ + 6 H2O
malonyl-CoA + an [acyl-carrier protein] = CoA + a malonyl-[acyl-carrier protein]
acetyl-CoA + 7 malonyl-CoA + 7 NADH + 7 NADPH + 14 H+ = palmitoyl-CoA + 7 CoA + 7 CO2 + 7 NAD+ + 7 NADP+ + 7 H2O
487600, 487601, 487602, 487603, 487604, 487574, 487617, 487590, 487591, 487605, 487614, 487611, 487609
-
acetyl-CoA + malonyl-CoA + NADH + NADPH = ?
-
3 malonyl-CoA + 4-coumaroyl-CoA = 4 CoA + trans-resveratrol + 4 CO2
-
4-coumaroyl-CoA + malonyl-CoA = 3,4',5-trihydroxystilbene + CoA + CO2
-
4-fluorocinnamoyl-CoA + malonyl-CoA = 4'-fluoro-trans-3,5-dihydroxystyrylfuran + CoA + CO2
-
acetyl-CoA + malonyl-CoA = 6-acetonyl-4-hydroxy-2-pyrone + 6-methyl-4-hydroxy-2-pyrone + CoA + CO2
-
benzoyl-CoA + malonyl-CoA = bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
-
isovaleryl-CoA + malonyl-CoA = bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
-
n-butyryl-CoA + malonyl-CoA = bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
-
n-hexanoyl-CoA + malonyl-CoA = bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
-
trans-3-(3-thienyl)acryloyl-CoA + malonyl-CoA = trans-3,5-dihydroxystyrylthiophene + CoA + CO2
-
trans-3-furanacryloyl-CoA + malonyl-CoA = trans-3,5-dihydroxystyrylfuran + CoA + CO2
-
16 malonyl-CoA + 28 H+ = 16 CoA + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one + 16 CO2 + 16 H2O
-
8 malonyl-CoA = 8 CoA + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-2-methyl-2,3-dihydro-4H-chromen-4-one + 2,7-dihydroxy-5-[(4-hydroxy-2-oxo-2H-pyran-6-yl)methyl]-5-methyl-2,3-dihydro-4H-chromen-4-one + 8 CO2 + H2O
-
malonyl-CoA + an [acyl-carrier protein] = CoA + a methylmalonyl-[acyl-carrier protein]
-
8 malonyl-CoA + 4 NADPH + 16 H+ = 8 CoA + (2E,4E,10E)-15-hydroxyhexadeca-2,4,10-trienoic acid + 8 CO2 + 4 NADP+ + 6 H2O
-
9 malonyl-CoA + 5 NADPH + 19 H+ = 9 CoA + (4E,6Z,12E)-17-hydroxyoctadeca-4,6,12-trienoic acid + 9 CO2 + 5 NADP+ + 7 H2O
-
8 malonyl-CoA + NADPH + H+ = 8 CoA + (4E,6E,8E,10E,12E,14E)-3-hydroxyhexadeca-4,6,8,10,12,14-hexaenoic acid + NADP+ + H2O + CO2
-
2-oxo-3-methylbutanoate + malonyl-CoA + H2O = 2-hydroxy-3-metylbutane-11,2-tricarboxyl acid + CoA
-
malonyl-CoA + 3-hydroxy-3-methylglutarate = malonate + 3-hydroxy-3-methylglutaryl-CoA
-
malonyl-CoA + H2O = CoA + malonate
-
Malonyl-CoA = Acetyl-CoA + CO2
652319, 691657, 692683, 652214, 652698, 653773, 677462, 690446, 691997, 693373, 694551, 704849, 706013, 714415, 681279, 690405, 691964, 4843, 4844, 4846, 4849, 4851, 4854, 4860, 4862, 649300, 649301, 649317, 649668, 649690, 649775, 652024, 677530, 678604, 678643, 679449, 681284, 681625, 693327, 4848, 4855, 4845, 4863, 4852, 728812, 4864, 4866, 4867, 4850, 4856, 4859, 714263, 4847, 4853, 4857, 4858, 4861, 4865, 649211, 727260, 727943, 748540, 749255, 746899, 747402, 747635, 747464, 651828, 651816, 691684
-
N-hydroxy-L-ornithine + malonyl-CoA = delta-N-acetyl-delta-N-hydroxy-L-ornithine + coenzyme A + CO2
-
Product in Enzyme-catalyzed Reactions (29 results)
EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
[biotin carboxyl-carrier protein 87]-N6-carboxybiotinyl-L-lysine + acetyl-CoA = [biotin carboxyl-carrier protein 87]-N6-biotinyl-L-lysine + malonyl-CoA
-
[biotin carboxyl-carrier protein]-N6-carboxybiotinyl-L-lysine + acetyl-CoA = [biotin carboxyl-carrier protein]-N6-biotinyl-L-lysine + malonyl-CoA
-
3-hydroxy-3-methylglutaryl-CoA + malonate = 3-hydroxy-3-methylglutarate + malonyl-CoA
-
ATP + acetyl-CoA + HCO3- = ADP + phosphate + malonyl-CoA
37589, 37604, 37613, 652222, 37606, 37593, 0, 652243, 1430, 37615, 37617, 37618, 651675, 37625, 37571, 37579, 37584, 37585, 37586, 37590, 37591, 37592, 37599, 37603, 37607, 37609, 37612, 644967, 650945, 651983, 653098, 653683, 37583, 37622, 653892, 37572, 37581, 37587, 37602, 37588, 37605, 37628, 37610, 653543, 37594, 37597, 37614, 37620, 649663, 653502, 37576, 37596, 37608, 37629, 649765, 37574, 653435, 37595, 37626, 37627, 37578, 37575, 37582, 1435, 37621, 37601, 37577, 651665, 1879, 37616, 37580, 37598, 37600, 650895, 651169, 651638, 653672, 650397, 653622, 37624, 37573
-
Activator in Enzyme-catalyzed Reactions (4 results)
EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
Inhibitor in Enzyme-catalyzed Reactions (89 results)
EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
2.4 mM, no inhibition of NADP+-dependent reaction, 14% inhibition of NAD+-dependent reaction
-
inhibition of mitochondrial enzyme and cytosolic enzyme to a much lower extent than with acetyl-CoA
-
inhibits the purified enzyme, inhibition is affected by buffer, pH, substrate and presence or absence of bovine serum albumin
-
regulatory role, enzyme belongs to the group of malonyl-CoA inhibitable carnitine acyltransferases with highly conserved residues being involved in the inhibition, i.e. Thr314, Asn464, Ala478, Met593, and Cys608, amino acid sequence comparison with enzymes from other species
-
-
486528, 486529, 486535, 486540, 486560, 676866, 685368, 688981, 702111, 702130, 703293, 703294, 703641, 704114, 704705, 705296, 705679, 718550
-
a malonyl-CoA insensitive enzyme and a malonyl-CoA sensitive enzyme; enzyme from liver mitochondrial inner membrane becomes inhibitable by malonyl-CoA if reconstituted with outer membrane malonyl-CoA binding protein; mitochondrial isozyme CPT I, sensitivity against malonyl-CoA is mediated by a 86 kDa malonyl-CoA binding protein complexed with CPT and other proteins of the beta-oxidation, detergent and salt sensitive; no inhibition
-
benzyl alcohol, isoamyl alcohol and 2-(2-methoxyethoxy)ethyl-8-(cis-2-n-octylpropyl)octanoate decrease the ability of malonyl-CoA to inhibit CPT I; inhibition is temperature dependent
-
complete inhibition at 0.05 mM; complete inhibition at 0.05 mM; complete inhibition at 0.05 mM; complete inhibition at 0.05 mM
-
CPT I, sensitivity is reduced in vivo during gamma-linolenic acid treatment; membrane or micelle composition and properties influence the sensitivity of CPT I to inhibition
-
CPT I; CPT I catalytic activity and malonyl-CoA sensitivity is located on 1 single polypeptide; CPT II not inhibited; recombinant CPT I is highly sensitive, recombinant CPT II not
-
CPT I; CPT I, inhibition depends on age; inhibition is temperature dependent; regulatory role in vivo
-
CPT I; inhibition is very pH-dependent: malonyl-CoA concentrations causing 50% inhibition at pH 6.0, 6.5, 7.0, 7.5 and 8.0 are 0.00004, 0.001, 0.009, 0.04 and 0.2 mM, respectively
-
CPT I; membrane or micelle composition and properties influence the sensitivity of CPT I to inhibition; regulatory role in vivo
-
CPT II not inhibited; mitochondrial isozyme CPT I, sensitivity against malonyl-CoA is mediated by a 86 kDa malonyl-CoA binding protein complexed with CPT and other proteins of the beta-oxidation, detergent and salt sensitive
-
differences in sensitivity of hepatic and heart enzyme; inhibits CPT I not CPT II; isoforms L-CPT I and M-CPT I
-
Glu3, Leu23, and Ser24 in M-CPTI are important for malonyl-CoA inhibition and binding but not for calalysis. IC50: 0.00007 mM for wild-type enzyme, 0.01 mM for mutant enzyme E3A, 0.00015 for mutant enzyme H5A, 0.01 mM for mutant enzyme E3A/V19A/L23A/S24A, 0.0068 mM for mutant enzyme E3A/H5A/V19A/L23A/S24A
-
IC50: 0.0005 mM for the recombinant wild-type enzyme, IC50: 0.00052 mM for the recombinant revertant A305C, IC50 values of recombinant mutant isozymes M-CPT I, overview
-
IC50: 0.00339 mM for wild-type enzyme, 0.00021 mM for mutant enzyme E590A, 0.00039 mM for mutant enzyme E590Q, 0.00025 mM for mutant enzyme E590K
-
IC50: 0.0073 mM for the recombinant wild-type isozyme CPT1A, IC50: 0.0384 mM for CPT1A mutant R243T, IC50 values of other mutants, overview, determination of two binding sites, the A site and the O site, the latter involved residue Arg243, binding structure, interactions between N- and C-terminal residues are involved in malonyl-CoA binding to the A site, isozyme CPT1A in malonyl-CoA molecular docking, overview
-
IC50: 0.0123 for wild-type enzyme, 0.015 mM for mutant enzyme T314S, 0.0087 mM for mutant enzyme N464D, 0.0395 mM for mutant enzyme A478G, 0.0275 mM for mutant enzyme C608A, 0.319 mM for mutant enzyme M593 mM, 0.155 mM for mutant enzyme M593A, 0.22 mM for mutant enzyme M593E
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inhibition of isoform L-CPT I is increased by 2[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylic acid
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inhibition of soluble peroxisomal form, no inhibition of enzyme from inner mitochondrial membrane
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L-CPT I, recombinant enzyme from Saccharomyces cerevisiae is inhibited only in intact mitochondria, not as solubilized enzyme
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mitochondrial isozyme CPT I, sensitivity against malonyl-CoA is mediated by a 86 kDa malonyl-CoA binding protein complexed with CPT and other proteins of the beta-oxidation, detergent and salt sensitive
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mitochondrial isozyme CPT I, sensitivity against malonyl-CoA is mediated by a 86 kDa malonyl-CoA binding protein complexed with CPT and other proteins of the beta-oxidation, detergent and salt sensitive; regulatory role in vivo
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phosphorylation of the CKII site in the C-terminal end of CPT-I leads to decreased malonyl-CoA sensitivity
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the activity of CPT I is largely controlled by cytosolic levels of its biological inhibitor malonyl-CoA, being a key regulator of fatty acid partitioning in skeletal muscle by virtue of its ability to inhibit CPT I
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inhibition of MCT1 at 0.01 mM and inhibition of both isozymes at 0.02 mM and 0.04 mM; inhibits both MCT1 and MCT2
feedback inhibition, regulatory function, isozyme PanK3, slight inhibition of isozyme PanK1beta
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inhibits acetyl-CoA carboxylase activity 50 to 57% and propionyl-CoA carboxylase activity 11 to 13%
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product inhibition, competitive to acetyl-CoA; product inhibition, competitive to acetyl-CoA
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3D Structure of Enzyme-Ligand-Complex (PDB) (19 results)
EC NUMBER
ENZYME 3D STRUCTURE
Enzyme Kinetic Parameters
kcat Value (Turnover Number) (124 results)
EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
7.3
-
pH 7.0, 30°C, value is obtained by measurement of formation of pelargonidin 3-O-(6'-O-malonyl-beta-D-glucoside)
0.0013
-
cyanidin 3-O-[[2-O-(2-O-sinapoyl)-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-beta-D-glucoside as co-substrate, pH 7.1, 25°C
0.2
-
cyanidin 3-O-[[2-O-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-beta-D-glucoside as co-substrate, pH 7.1, 25°C
0.08
-
mutant enzyme Y256R/A289R, pH and temperature not specified in the publication
0.11
-
mutant enzyme K210L/Y256R, pH and temperature not specified in the publication
420
-
hexahistidine-tagged fusion protein, reaction with E. coli acyl-carrier-protein
450
-
hexahistidine-tagged fusion protein, reaction with Streptomyces coelicolor acyl-carrier-protein
9.7
-
cosubstrate 5-aminosalicylate, pH 7.5, temperature not specified in the publication
0.055
-
mutant enzyme Q82P/C198F, at pH 8.0, temperature not specified in the publication
0.063
-
mutant enzyme R105Q, at pH 8.0, temperature not specified in the publication
0.14
-
in the presence of 0.001 mM chalcone isomerase-like protein CHIL, at pH 7.5 and 30°C
5
-
didomain construct bearing mutation R606A, pH not specified in the publication, 25°C
3.3
-
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
109.2
-
pH 8.5, temperature not specified in the publication, wild-type enzyme, 0.2 M H2O2
114.2
-
pH 8.5, temperature not specified in the publication, mutant C206S, 0.2 M H2O2
128.3
-
pH 8.5, temperature not specified in the publication, wild-type enzyme, 0.05 M H2O2
135
-
pH 8.5, temperature not specified in the publication, wild-type enzyme, 0.1 M H2O2
137.5
-
pH 8.5, temperature not specified in the publication, mutant C243S, 0.1 M H2O2
141.2
-
pH 8.5, temperature not specified in the publication, mutant C206S, 00.1 M H2O2
141.2
-
pH 8.5, temperature not specified in the publication, wild-type enzyme, no H2O2
162.5
-
pH 8.5, temperature not specified in the publication, mutant C206S/C243S, no H2O2
167.1
-
pH 8.5, temperature not specified in the publication, mutant C206S/C243S, 0.2 M H2O2
175.4
-
pH 8.5, temperature not specified in the publication, mutant C206S/C243S, 0.1 M H2O2
208.3
-
pH 8.5, temperature not specified in the publication, mutant C243S, 0.2 M H2O2
KM Value (261 results)
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0021
-
2-(3,4-dihydroxyphenyl)-3-[[6-O-[(2E)-3-[4-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoyl]-beta-D-glucopyranosyl-(1-6)-[2-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-beta-D-xylopyranosyl-(1-2)]-beta-D-glucopyranosyl]oxy]-7-hydroxychromenium-5-yl beta-D-glucopyranoside as cosubstrate
0.0153
-
2-(3,4-dihydroxyphenyl)-3-[[6-O-[(2E)-3-[4-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoyl]-beta-D-glucopyranosyl-(1-6)-[beta-D-xylopyranosyl-(1-2)]-beta-D-glucopyranosyl]oxy]-7-hydroxychromenium-5-yl beta-D-glucopyranoside as cosubstrate
0.0021
-
cyanidin 3-O-[[2-O-(2-O-sinapoyl)-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-beta-D-glucoside as co-substrate, pH 7.1, 25°C
0.0153
-
cyanidin 3-O-[[2-O-beta-D-xylosyl]-6-O-(6-O-(4-coumaroyl)-beta-D-glucoside)] 5-O-beta-D-glucoside as co-substrate, pH 7.1, 25°C
0.0283
-
R206G mutant protein, donor lauroyl-CoA, 0.1 mM lauroyl-CoA, pH 6.5, 25°C
0.0103
-
mutant enzyme Y256R/A289R, pH and temperature not specified in the publication
0.0135
-
mutant enzyme K210L/Y256R, pH and temperature not specified in the publication
0.06
-
hexahistidine-tagged fusion protein, reaction with Streptomyces coelicolor acyl-carrier-protein
0.327
-
hexahistidine-tagged fusion protein, reaction with E. coli acyl-carrier-protein
0.486
-
cosubstrate 5-aminosalicylate, pH 7.5, temperature not specified in the publication
0.0374
-
mutant enzyme R105Q, at pH 8.0, temperature not specified in the publication
0.0397
-
mutant enzyme Q82P/C198F, at pH 8.0, temperature not specified in the publication
0.0579
-
mutant enzyme Q82P, at pH 8.0, temperature not specified in the publication
0.477
-
in 50 mM HEPES, pH 7.5 and 0.1 mM 4,4'-dithiodipyridine, at pH 7.8 and 25°C
0.018
-
didomain construct bearing mutation R606A, pH not specified in the publication, 25°C
0.14
-
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.35
-
pH 8.5, temperature not specified in the publication, wild-type enzyme, 0.2 M H2O2
0.42
-
pH 8.5, temperature not specified in the publication, wild-type enzyme, 0.1 M H2O2
0.46
-
pH 8.5, temperature not specified in the publication, wild-type enzyme, 0.05 M H2O2
0.56
-
pH 8.5, temperature not specified in the publication, mutant C243S, 0.2 M H2O2
0.68
-
pH 8.5, temperature not specified in the publication, mutant C243S, 0.1 M H2O2
0.79
-
pH 8.5, temperature not specified in the publication, mutant C206S, 0.2 M H2O2
0.8
1
pH 8.5, temperature not specified in the publication, mutant C206S/C243S, 0.2 M H2O2
0.83
-
pH 8.5, temperature not specified in the publication, wild-type enzyme, no H2O2
0.99
-
pH 8.5, temperature not specified in the publication, mutant C206S/C243S, 0.1 M H2O2
1.04
-
pH 8.5, temperature not specified in the publication, mutant C206S, 00.1 M H2O2
1.16
-
pH 8.5, temperature not specified in the publication, mutant C206S/C243S, no H2O2
Ki Value (13 results)
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00067
-
KI-values: 0.00064 mM and 0.0007 mM malony-CoA (from secondary Dixon plots)
IC50 Value (54 results)
EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00007
-
Glu3, Leu23, and Ser24 in M-CPTI are important for malonyl-CoA inhibition and binding but not for calalysis. IC50: 0.00007 mM for wild-type enzyme, 0.01 mM for mutant enzyme E3A, 0.00015 for mutant enzyme H5A, 0.01 mM for mutant enzyme E3A/V19A/L23A/S24A,
0.00019
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chimeric protein: residues 1-50 of pig enzyme recombined with human enzyme, mitochondrial preparation
0.000325
-
chimeric protein: residues 1-128 of pig enzyme recombined with human enzyme, mitochondrial preparation
0.000359
-
chimeric protein: residues 1-128 of human enzyme recombined with pig enzyme, mitochondrial preparation
0.000457
-
chimeric protein: residues 1-50 of human enzyme recombined with pig enzyme, mitochondrial preparation
0.00052
-
IC50: 0.00052 mM for the recombinant revertant A305C, IC50 values of recombinant mutant isozymes M-CPT I overview
0.00339
-
IC50: 0.00339 mM for wild-type enzyme, 0.00021 mM for mutant enzyme E590A, 0.00039 mM for mutant enzyme E590Q, 0.00025 mM for mutant enzyme E590K
0.0073
0.0384
IC50: 0.0073 mM for the recombinant wild-type isozyme CPT1A, IC50: 0.0384 mM for CPT1A mutant R243T, IC50 values of other mutants, overview, determination of two binding sites, the A site and the O site, the latter involved residue Arg243, binding struct