MetaCyc Reaction:

Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical Reactions
Reactions Classified By SubstrateSmall-Molecule Reactions

EC Number:

Enzymes and Genes:

Arabidopsis thaliana col: enoyl-CoA hydratase: AT3G06860
Cucumis sativus:
Escherichia coli K-12 substr. MG1655:
Homo sapiens:
Saccharomyces cerevisiae: peroxisomal multifunctional enzyme type 2: FOX2

The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the Enzyme Commission system.

Most BioCyc compounds have been protonated to a reference pH value of 7.3. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Instance reactions:
(S)-3-hydroxytetradecanoyl-CoA + NAD+ → 3-oxo-myristoyl-CoA + NADH + H+ (no EC#)

(S)-3-hydroxyhexadecanoyl-CoA + NAD+ → 3-oxo-palmitoyl-CoA + NADH + H+ (

(11Z)-(S)-3-hydroxyhexadec-11-enoyl-CoA + NAD+ → (11Z)-3-oxo-hexadecenoyl-CoA + NADH + H+ (

3-hydroxy-5-cis-tetradecenoyl-CoA + NAD+ = 3-keto-5-cis-tetradecenoyl-CoA + NADH + H+ (

Direct generic reactions:
a (3S)-3-hydroxyacyl-CoA + NAD+ = a 3-oxoacyl-CoA + NADH + H+ (

a (3S)-3-hydroxyacyl-CoA + NAD+ → a 3-oxoacyl-CoA + NADH + H+ (

Enzyme Commission Primary Name: long-chain-3-hydroxyacyl-CoA dehydrogenase

Enzyme Commission Synonyms: β-hydroxyacyl-CoA dehydrogenase, long-chain 3-hydroxyacyl coenzyme A dehydrogenase, 3-hydroxyacyl-CoA dehydrogenase, LCHAD

Taxonomic Range: Metazoa

Standard Gibbs Free Energy (ΔrG in kcal/mol): 21.624023Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
This enzyme was purified from the mitochondrial inner membrane. The enzyme has a preference for long-chain substrates, and activity with a C16 substrate was 6- to 15-fold higher than with a C4 substrate. (cf. EC, 3-hydroxyacyl-CoA dehydrogenase.

Citations: [ElFakhri82]

Gene-Reaction Schematic

Gene-Reaction Schematic

Instance reaction of [a (3S)-3-hydroxyacyl-CoA + NAD+ → a 3-oxoacyl-CoA + NADH + H+] (
i1: a long-chain (3S)-3-hydroxyacyl-CoA + NAD+ = a long-chain 3-oxoacyl-CoA + NADH + H+ (

Unification Links: KEGG:R01778

Relationship Links: BRENDA:EC:, ENZYME:EC:, IUBMB-ExplorEnz:EC:, UniProt:RELATED-TO:P40939, UniProt:RELATED-TO:Q64428

Revised 13-Sep-2010 by Caspi R, SRI International


ElFakhri82: El-Fakhri M, Middleton B (1982). "The existence of an inner-membrane-bound, long acyl-chain-specific 3-hydroxyacyl-CoA dehydrogenase in mammalian mitochondria." Biochim Biophys Acta 713(2);270-9. PMID: 7150615

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.5 on Thu Nov 26, 2015, BIOCYC14A.