Ligand octanoyl-CoA

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Basic Ligand Information

Molecular Structure
Picture of octanoyl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C29H50N7O17P3S
octanoyl-CoA
KQMZYOXOBSXMII-CECATXLMSA-N
Synonyms:
capryloyl-CoA, caprylyl-CoA, n-capryloyl-CoA, n-octanoyl-CoA


Show all pahtways known for Show all BRENDA pathways known for octanoyl-CoA

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
octanoyl-CoA + NADPH + H+ = octanal + CoA + NADP+
show the reaction diagram
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octanoyl-CoA + electron transferring flavoprotein = 2-octenoyl-CoA + reduced electron transferring flavoprotein
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octanoyl-CoA + 1,2-di-(cis-9-octadecenoyl)-sn-glycerol = CoA + 1,2-di-(cis-9-octadecenoyl)-3-octanoyl-sn-glycerol
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octanoyl-CoA + malonyl-[acyl-carrier protein] = 3-oxodecanoyl-[acyl-carrier protein] + CoA + CO2
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octanoyl-CoA + (2-aminobenzoyl)acetate = 2-heptyl-4-quinolone + CoA + CO2 + H2O
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octanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate = 2-O-[6-O-octanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
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octanoyl-CoA + H2O = octanoate + CoA
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
trans-2-octenoyl-CoA + NADPH + H+ = octanoyl-CoA + NADP+
show the reaction diagram
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octanoyl-L-carnitine + CoA = L-carnitine + octanoyl-CoA
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ATP + octanoic acid + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (85 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
octanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyoctanoyl-CoA + succinate + CO2
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octanoyl-CoA + NADPH + H+ = octanal + CoA + NADP+
show the reaction diagram
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octanoyl-CoA + NADPH + H+ = octanal + NADP+
show the reaction diagram
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octanoyl-CoA + NADPH + H+ = ?
show the reaction diagram
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octanoyl-CoA + O2 = trans-2-octenoyl-CoA + H2O2
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octanoyl-CoA + acceptor = oct-2-enoyl-CoA + reduced acceptor
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octanoyl-CoA + acceptor = ? + reduced acceptor
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octanoyl-CoA + 2,6-dichlorophenolindophenol = cis-geranyl-CoA + reduced 2,6-dichlorophenolindophenol
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octanoyl-CoA + glycine = CoA + N-octanoylglycine
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octanoyl-CoA + sn-glycerol 3-phosphate = CoA + 1-n-octanoyl-sn-glycerol 3-phosphate
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S-adenosyl-L-methionine + octanoyl-CoA = 5'-methylthioadenosine + N-octanoyl-L-homoserine-1,4-lactone + CoA
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octanoyl-CoA + malonyl-CoA = ?
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octanoyl-CoA + 1,2-di-(cis-9-octadecenoyl)-sn-glycerol = CoA + 1,2-di-(cis-9-octadecenoyl)-3-octanoyl-sn-glycerol
show the reaction diagram
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octanoyl-CoA + malonyl-[acyl-carrier protein] = 3-oxodecanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
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octanoyl-CoA + L-carnitine = CoA + L-octanoylcarnitine
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n-octanoyl-CoA + sn-2-monooleoylglycerol = CoA + 1-octanoyl-2-oleoylglycerol
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1-palmitoyl-lysophosphatidylcholine + n-octanoyl-CoA = CoA + 1-palmitoyl-2-octanoylphosphatidylcholine
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octanoyl-CoA + (2-aminobenzoyl)acetate = 2-heptyl-4-quinolone + CoA + CO2 + H2O
show the reaction diagram
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octanoyl-CoA + [Wnt]-L-serine = CoA + [Wnt]-O-octanoyl-L-serine
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octanoyl-CoA = 6-heptyl-4-hydroxy-2H-pyran-2-one + 4-hydroxy-6-(2-oxononyl)-2H-pyran-2-one + 4-hydroxyl-6-(2',4',6'-trioxotridecyl)-2-pyrone + 4-hydroxyl-6-(2',4',6',8'-tetraoxopentadecyl)-2-pyrone + CO2 + CoA
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octanoyl-CoA + glycine = ? + CoA + CO2
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octanoyl-CoA + [acyl-carrier protein] = CoA + octanoyl-[acyl-carrier protein]
show the reaction diagram
octanoyl-CoA + L-arginine = N-[(4S)-4-amino-5-oxododecyl]guanidine + CO2 + CoA
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octanoyl-CoA + retinol = CoA + retinyloctanoate
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octanoyl-CoA + malonyl-CoA + NADPH + H+ = ?
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octanoyl-CoA + H2O + oxaloacetate = (2S,3S)-2-hydroxydecane-1,2,3-tricarboxylate + CoA
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octanoyl-CoA + H2O = ?
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octanoyl-CoA = octanoate + CoA
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octanoyl-CoA + H2O = CoA + octanoate
show the reaction diagram
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octanoyl-CoA + H2O = CoA + octanoate
show the reaction diagram
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octanoyl-CoA + H2O = octanoate + CoA
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (30 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
caprylaldehyde + CoA + NAD+ = caprylyl-CoA + NADH
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trans-2-octenoyl-CoA + NADH + H+ = octanoyl-CoA + NAD+
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cis-2-octenoyl-CoA + NADPH + H+ = octanoyl-CoA + NADP+
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trans-2-octenoyl-CoA + NADH = octanoyl-CoA + NAD+
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trans-2-octenoyl-CoA + NADH + H+ = octanoyl-CoA + NAD+
show the reaction diagram
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3-oxodecanoyl-CoA + CoA = acetyl-CoA + octanoyl-CoA
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octanoylcarnitine + CoASH = octanoyl-CoA + carnitine
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acetyl-CoA + octanoate = acetate + octanoyl-CoA
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octanoate + acetoacetyl-CoA = octanoyl-CoA + acetoacetate
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ATP + octanoate + CoA = AMP + diphosphate + octanoyl-CoA
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GTP + octanoate + CoA = GDP + phosphate + octanoyl-CoA
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ATP + n-caprylate + CoA = AMP + diphosphate + n-capryloyl-CoA
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ATP + octanoate + CoA = AMP + diphosphate + octanoyl-CoA
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ATP + octanoate + CoA = ADP + phosphate + octanoyl-CoA
show the reaction diagram
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ATP + octanoate + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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ATP + octanoate + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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ATP + caprylate + CoA = AMP + diphosphate + caprylyl-CoA
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ATP + octanoic acid + CoA = AMP + diphosphate + octanoyl-CoA
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Inhibitor in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.0045 mM, 98% inhibition of enoyl-CoA hydratase activity
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substrate inhibition
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0.5 mM, 67% inhibition
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0.16 mM, about 60% inhibition
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0.1 mM, 74% inhibtion
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competitively inhibits malonyl-transferase reaction
noncompetitive inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (55 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (55 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
2.25
-
-
0.367
-
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0.066
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pH 8.0, 30°C
4.1
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didomain construct, pH not specified in the publication, 25°C
6.8
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pH 8.2, temperature not specified in the publication

KM Value (83 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.13
-
pH 7.0, 30°C
0.015
-
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0.015
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pH 8.5, 25°C, recombinant MBP-AinS
0.33
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in 10 mM Tris/maleic acid pH 6.7, 0.65 M mannitol and 0.36 mM EGTA, at 30°C
0.0122
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pH 8.0, 30°C
0.00073
-
didomain construct, pH not specified in the publication, 25°C
0.33
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0.006
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pH 8.2, temperature not specified in the publication

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.198
-
-
0.0081
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pH 8.0
0.5
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pH 6.0, 30°C

References & Links

Links to other databases for octanoyl-CoA

ChEBI
PubChem
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PubChem