KEGG   ENZYME: 3.3.2.10Help
Entry
EC 3.3.2.10                 Enzyme                                 

Name
soluble epoxide hydrolase;
epoxide hydrase (ambiguous);
epoxide hydratase (ambiguous);
arene-oxide hydratase (ambiguous);
aryl epoxide hydrase (ambiguous);
trans-stilbene oxide hydrolase;
sEH;
cytosolic epoxide hydrolase
Class
Hydrolases;
Acting on ether bonds;
Ether hydrolases
BRITE hierarchy
Sysname
epoxide hydrolase
Reaction(IUBMB)
an epoxide + H2O = a glycol [RN:R02822]
Reaction(KEGG)
Substrate
epoxide [CPD:C00722];
H2O [CPD:C00001]
Product
glycol [CPD:C15588]
Comment
Catalyses the hydrolysis of trans-substituted epoxides, such as trans-stilbene oxide, as well as various aliphatic epoxides derived from fatty-acid metabolism [7]. It is involved in the metabolism of arachidonic epoxides (epoxyicosatrienoic acids; EETs) and linoleic acid epoxides. The EETs, which are endogenous chemical mediators, act at the vascular, renal and cardiac levels to regulate blood pressure [4,5]. The enzyme from mammals is a bifunctional enzyme: the C-terminal domain exhibits epoxide-hydrolase activity and the N-terminal domain has the activity of EC 3.1.3.76, lipid-phosphate phosphatase [1,2]. Like EC 3.3.2.9, microsomal epoxide hydrolase, it is probable that the reaction involves the formation of an hydroxyalkyl---enzyme intermediate [4,6]. The enzyme can also use leukotriene A4, the substrate of EC 3.3.2.6, leukotriene-A4 hydrolase, but it forms 5,6-dihydroxy-7,9,11,14-icosatetraenoic acid rather than leukotriene B4 as the product [9,10]. In vertebrates, five epoxide-hydrolase enzymes have been identified to date: EC 3.3.2.6 (leukotriene-A4 hydrolase), EC 3.3.2.7 (hepoxilin-epoxide hydrolase), EC 3.3.2.9 (microsomal epoxide hydrolase), EC 3.3.2.10 (soluble epoxide hydrolase) and EC 3.3.2.11 (cholesterol 5,6-oxide hydrolase) [7].
History
EC 3.3.2.10 created 2006 (EC 3.3.2.3 part-incorporated 2006)
Pathway
Arachidonic acid metabolism
Chloroalkane and chloroalkene degradation
Metabolic pathways
Microbial metabolism in diverse environments
Orthology
K08726  
soluble epoxide hydrolase
Genes
HSA: 
2053(EPHX2)
PTR: 
464074(EPHX2)
PPS: 
100990932(EPHX2)
GGO: 
101136750(EPHX2)
PON: 
100172736(EPHX2)
MCC: 
712926(EPHX2)
MCF: 
102134633(EPHX2)
MMU: 
13850(Ephx2)
RNO: 
65030(Ephx2)
CGE: 
100757328(Ephx2)
HGL: 
101715352(Ephx2)
TUP: 
102480725(EPHX2)
CFA: 
477373(EPHX2)
AML: 
100483572(EPHX2)
FCA: 
101092355(EPHX2)
PTG: 
102957184(EPHX2)
BTA: 
511716(EPHX2) 785508
BOM: 
102267808(EPHX2)
PHD: 
102326909(EPHX2)
CHX: 
102185835(EPHX2)
SSC: 
414425(EPHX2)
CFR: 
102517269(EPHX2)
BACU: 
103015729(EPHX2)
LVE: 
103082628(EPHX2)
ECB: 
100060414(EPHX2)
MYB: 
102255588(EPHX2)
MYD: 
102755564(EPHX2)
PALE: 
102886924(EPHX2)
MDO: 
100030580(EPHX2)
SHR: 
OAA: 
100093187(EPHX2)
GGA: 
421999(EPHX2)
MGP: 
FAB: 
101820851(EPHX2)
PHI: 
FPG: 
101922601(EPHX2)
FCH: 
102047869(EPHX2)
CLV: 
102084991(EPHX2)
ASN: 
102382847(EPHX2)
AMJ: 
PSS: 
102463793(EPHX2)
CMY: 
102944771(EPHX2)
ACS: 
PBI: 
XLA: 
447032(ephx2)
XTR: 
448759(ephx2)
DRE: 
494099(ephx2)
TRU: 
MZE: 
OLA: 
XMA: 
BFO: 
CIN: 
SPU: 
590376 590472(EH1) 752510(eh2)
NVE: 
TAD: 
CIC: 
YLI: 
NCR: 
MGR: 
PNO: 
PTE: 
PFJ: 
LBC: 
CCI: 
SCM: 
UMA: 
PGR: 
ACAN: 
PIF: 
 » show all
Taxonomy
Reference
1  [PMID:12574510]
  Authors
Newman JW, Morisseau C, Harris TR, Hammock BD.
  Title
The soluble epoxide hydrolase encoded by EPXH2 is a bifunctional enzyme with novel lipid phosphate phosphatase activity.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 100 (2003) 1558-63.
  Organism
Homo sapiens
  Sequence
[hsa:2053]
Reference
2  [PMID:12574508]
  Authors
Cronin A, Mowbray S, Durk H, Homburg S, Fleming I, Fisslthaler B, Oesch F, Arand M.
  Title
The N-terminal domain of mammalian soluble epoxide hydrolase is a phosphatase.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 100 (2003) 1552-7.
  Organism
Homo sapiens, Rattus norvegicus
  Sequence
[hsa:2053] [rno:65030]
Reference
3  [PMID:4584115]
  Authors
Oesch F.
  Title
Mammalian epoxide hydrases: inducible enzymes catalysing the inactivation of carcinogenic and cytotoxic metabolites derived from aromatic and olefinic compounds.
  Journal
Xenobiotica. 3 (1973) 305-40.
  Organism
Homo sapiens, Macaca mulatta, Mus musculus, Rattus norvegicus, Sus scofa, Cavia porcellus, Oryctolagus cuniculus
Reference
4  [PMID:15822179]
  Authors
Morisseau C, Hammock BD.
  Title
Epoxide hydrolases: mechanisms, inhibitor designs, and biological roles.
  Journal
Annu. Rev. Pharmacol. Toxicol. 45 (2005) 311-33.
  Organism
Homo sapiens, Mus musculus, Rattus norvegicus
Reference
5  [PMID:11090543]
  Authors
Yu Z, Xu F, Huse LM, Morisseau C, Draper AJ, Newman JW, Parker C, Graham L, Engler MM, Hammock BD, Zeldin DC, Kroetz DL.
  Title
Soluble epoxide hydrolase regulates hydrolysis of vasoactive epoxyeicosatrienoic acids.
  Journal
Circ. Res. 87 (2000) 992-8.
  Organism
Homo sapiens, Mus musculus, Rattus norvegicus
Reference
6
  Authors
Lacourciere, G.M. and Armstrong, R.N.
  Title
The catalytic mechanism of microsomal epoxide hydrolase involves an ester intermediate.
  Journal
J. Am. Chem. Soc. 115 (1993) 10466-10456.
Reference
7  [PMID:11154734]
  Authors
Fretland AJ, Omiecinski CJ.
  Title
Epoxide hydrolases: biochemistry and molecular biology.
  Journal
Chem. Biol. Interact. 129 (2000) 41-59.
  Organism
Rattus norvegicus
Reference
8  [PMID:7840649]
  Authors
Zeldin DC, Wei S, Falck JR, Hammock BD, Snapper JR, Capdevila JH.
  Title
Metabolism of epoxyeicosatrienoic acids by cytosolic epoxide hydrolase: substrate structural determinants of asymmetric catalysis.
  Journal
Arch. Biochem. Biophys. 316 (1995) 443-51.
  Organism
Rattus norvegicus
Reference
9  [PMID:3009453]
  Authors
Haeggstrom J, Meijer J, Radmark O.
  Title
Leukotriene A4. Enzymatic conversion into 5,6-dihydroxy-7,9,11,14-eicosatetraenoic acid by mouse liver cytosolic epoxide hydrolase.
  Journal
J. Biol. Chem. 261 (1986) 6332-7.
  Organism
Mus musculus
Reference
10 [PMID:15748653]
  Authors
Newman JW, Morisseau C, Hammock BD.
  Title
Epoxide hydrolases: their roles and interactions with lipid metabolism.
  Journal
Prog. Lipid. Res. 44 (2005) 1-51.
  Organism
Homo sapiens, Macaca mulatta, Mus musculus, Rattus norvegicus, Sus scofa, Equus caballus, Arabidopsis thaliana, Zea mays, Ananas comosus, Euphorbia lagascae, Oryctolagus cuniculus, Mesocricetus sp., Papio sp., Glycine max, Nicotiana tabacum, Brassica napus, Oryza sativa, Solanum tuberosum, Triticum aestivum, Citrus jambhiri, Spinacia oleracea, Malus pumila, Ricinus communis, Vicia sativa, Apium graveolens, Oncorhynchus mykiss, Oryzias latipes, Pimphales promelas, Stenotomus chrysops
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
UM-BBD (Biocatalysis/Biodegradation Database): 
BRENDA, the Enzyme Database: 
CAS: 
9048-63-9

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