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Literature summary for 3.3.2.11 extracted from

  • Poirot, M.; Soules, R.; Mallinger, A.; Dalenc, F.; Silvente-Poirot, S.
    Chemistry, biochemistry, metabolic fate and mechanism of action of 6-oxo-cholestan-3beta,5alpha-diol (OCDO), a tumor promoter and cholesterol metabolite (2018), Biochimie, 153, 139-149 .
    View publication on PubMed

Application

Application Comment Organism
drug development the enzyme is a target for inhibition of the 6-oxo-cholestan-3beta,5alpha-diol (OCDO) biosynthesis in cancer therapy Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
6-oxo-cholestan-3beta,5alpha-diol OCDO, inhibition of the ChEH activity by OCDO, at higher concentration OCDO is reported to inhibit cholesterol biosynthesis from mevalonate but not from acetate at the D8D7I step (the catalytic subunit of ChEH), leading to the accumulation of Delta-8 sterols. Identification of OCDO as an oncometabolite in humans Homo sapiens
dendrogenin A DDA Homo sapiens
tamoxifen
-
Homo sapiens
tesmilifene
-
Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O Homo sapiens
-
5alpha-cholestane-3beta,5alpha,6beta-triol
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
breast
-
Homo sapiens
-
breast cancer cell enzyme ChEH is upregulated Homo sapiens
-
MCF-7 cell
-
Homo sapiens
-
additional information ChEH is expressed in most mammalian cells Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O
-
Homo sapiens 5alpha-cholestane-3beta,5alpha,6beta-triol
-
?

Synonyms

Synonyms Comment Organism
ChEH
-
Homo sapiens
cholesterol epoxide hydrolase
-
Homo sapiens
cholesterol-5,6-epoxide hydrolase
-
Homo sapiens

Expression

Organism Comment Expression
Homo sapiens enzyme ChEH is upregulated in breast cancer compared to healthy breast tissue up

General Information

General Information Comment Organism
metabolism cholesterol-5,6-epoxide pathway in normal breast and breast cancers, overview Homo sapiens
physiological function in breast tumors from patients, OCDO production as well as the expression of the enzymes involved in the pathway producing 6-oxo-cholestan-3beta,5alpha-diol (OCDO), namely ChEH subunits and 11beta-hydroxysteroid dehydrogenase of type 2 (HSD2), are higher compared to normal tissues, and overexpression of these enzymes correlates with a higher risk of patient death, indicating that this onco-metabolism is of major importance to breast cancer pathology. The ChEH product 5alpha-cholestane-3beta,5alpha,6beta-triol is metabolized into OCDO Homo sapiens