Epoxide

An epoxide is a cyclic ether (R1R2-C-O-R3R4) with a three-atom ring. This ring approximates an equilateral triangle, which makes it strained, and hence highly reactive, more so than other ethers. Epoxides are uncommon in nature. They arise usually via oxygenation of alkenes by the action of cytochrome P450. They are substrates of epoxide hydrolases
Substrate Main targeted enzyme families Type Structure
rac-oFSO Epoxide_hydrolase Epoxide
CHEMBL3184534 Epoxide_hydrolase Epoxide tert-Butyl
SCHEMBL9211400 Epoxide_hydrolase Epoxide
ORCE Haloperoxidase Alkyl ester Epoxide
Mycotoxin-T-2 Carb_B_Chordata Hormone-sensitive_lipase_like Natural Toxin Mycotoxin-metabolite Epoxide
Carbamazepine-10,11-epoxide Epoxide_hydrolase Benzazepin Epoxide Carboxamide Azepane
Trans-8-ethylstyrene-7,8-oxide Epoxide_hydrolase Epoxide
Naphthalene-1,2-epoxide Epoxide_hydrolase Epoxide Naphtyl ester Naphthalen
1,2-epoxybutane Epoxide_hydrolase Epoxide
pNPGE Epoxide
1-Cbz-pyrrolidine Epoxide_hydrolase Epoxide Benzyloxycarbonyl Carbamate
Epichlorohydrin Epoxide_hydrolase Epoxide
o-cresyl-glycidyl-ether Epoxide_hydrolase Epoxide
TFMSO Epoxide_hydrolase Epoxide Trifluoro
Cerulenin-hemiaminal Dieckmann_Cyclase Epoxide Azabicyclo
Cerulenin Dieckmann_Cyclase Epoxide Carboxamide
Fluostatin-C CFTR-inhibitory-factor_Cif Epoxide
12(13)-EpOME Epoxide_hydrolase Epoxide Fatty acid
Coronaric-acid Epoxide_hydrolase Epoxide Fatty acid
11,12-EET Epoxide_hydrolase Epoxide Fatty acid
14,15-EET Epoxide_hydrolase CFTR-inhibitory-factor_Cif Epoxide Fatty acid
17,18-EpETE CFTR-inhibitory-factor_Cif Epoxide Fatty acid
14,15-EpETE CFTR-inhibitory-factor_Cif Epoxide Fatty acid
17,18-EEQ Epoxide_hydrolase Epoxy-fatty-acid Epoxide Fatty acid
19,20-EDP CFTR-inhibitory-factor_Cif Epoxide_hydrolase Epoxide Epoxy-fatty-acid Fatty acid
Cis-stilbene-oxide CFTR-inhibitory-factor_Cif Epoxide_hydrolase Epoxide
1,2-epoxyoctane Epoxide_hydrolase CFTR-inhibitory-factor_Cif Epoxide
16,17-EDP CFTR-inhibitory-factor_Cif Epoxide Fatty acid
S1,2-Epoxy-4-vinylcyclohexane CFTR-inhibitory-factor_Cif Epoxide
Cyclopentene-oxide Epoxide_hydrolase Epoxide
cis-2,3-epoxybutane Epoxide_hydrolase Epoxide
Limonene-oxide Epoxide_hydrolase Epoxide
Cyclohexene-oxide CFTR-inhibitory-factor_Cif Epoxide_hydrolase Epoxide
12,13-epoxyoctadec-9-enoic-acid Epoxide_hydrolase Epoxide Fatty acid
Epoxyoleic-acid Epoxide_hydrolase Epoxide Fatty acid
Hepoxilin-A3 Epoxide_hydrolase Natural Epoxide Fatty acid
Hepoxilin-B3 Epoxide_hydrolase Natural Epoxide Fatty acid
Glycidyl-phenyl-ether Epoxide_hydrolase Epoxide
DPPO Epoxide_hydrolase CFTR-inhibitory-factor_Cif Epoxide
PHOME Epoxide_hydrolase Fluorescent Probe Epoxide Cyanide Naphthalen
CMNGC Epoxide_hydrolase CFTR-inhibitory-factor_Cif Fluorescent Probe Epoxide Cyanide Naphthalen
Epoxyhexane Epoxide_hydrolase Epoxide
Epibromohydrin CFTR-inhibitory-factor_Cif Epoxide
TSO Epoxide_hydrolase Epoxide
Styrene-oxide Epoxide_hydrolase CFTR-inhibitory-factor_Cif Epoxide
1,2-Epoxy-9-decene Epoxide_hydrolase Epoxide
3,4-Epoxy-1-cyclohexene Epoxide_hydrolase Epoxide
p-nitrostyrene-oxide Epoxide_hydrolase Epoxide pNP
o-nitrostyrene-oxide Epoxide_hydrolase Epoxide 2-nitrophenyl
Juvenile-hormone-II Epoxide_hydrolase Natural Lactone Epoxide
Juvenile-hormone-III Epoxide_hydrolase Juvenile_hormone_esterase Natural Lactone Epoxide