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Literature summary extracted from

  • Shinkyo, R.; Xu, L.; Tallman, K.A.; Cheng, Q.; Porter, N.A.; Guengerich, F.P.
    Conversion of 7-dehydrocholesterol to 7-ketocholesterol is catalyzed by human cytochrome P450 7A1 and occurs by direct oxidation without an epoxide intermediate (2011), J. Biol. Chem., 286, 33021-33028.
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
1.14.14.23 medicine in inborn error of metabolism known as Smith-Lemli-Opitz syndrome, 7-oxocholesterol levels may also be elevated in tissue and fluids as a result of CYP7A1 oxidation of 7-dehydrocholesterol Homo sapiens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.14.23 0.0011
-
 7-dehydrocholesterol pH 7.4, 30°C Homo sapiens
1.14.14.23 0.0018
-
 lathosterol 7-oxocholestanol formation, pH 7.4, 30°C Homo sapiens
1.14.14.23 0.0021
-
 lathosterol epoxide formation, pH 7.4, 30°C Homo sapiens

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.14.14.23 microsome
-
 Homo sapiens
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.23 7-dehydrocholesterol + NADPH + H+ Homo sapiens
-
 7-oxocholesterol + NADP+ + H2O minor product: 7alpha,8alpha-epoxide ?
1.14.14.23 lathosterol + NADPH + H+ Homo sapiens i.e. DELTA-dihydro-7-dehydrocholesterol 7-oxocholestanol + cholestanol-7alpha,8alpha-epoxide + NADP+ + H2O about 1:2 ratio of 7-oxo and epoxide products, the epoxide does not rearrange to the ketone ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.23 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.23 liver
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.23 7-dehydrocholesterol + NADPH + H+
-
 Homo sapiens 7-oxocholesterol + NADP+ + H2O minor product: 7alpha,8alpha-epoxide ?
1.14.14.23 7-dehydrocholesterol + NADPH + H+
-
 Homo sapiens 7-oxocholesterol + NADP+ + H2O reaction with 7-[2H1]dehydrocholesterol yields complete migration of deuterium in the product 7-oxocholesterol. Minor product: 7alpha8alpha-epoxide ?
1.14.14.23 lathosterol + NADPH + H+ i.e. DELTA-dihydro-7-dehydrocholesterol Homo sapiens 7-oxocholestanol + cholestanol-7alpha,8alpha-epoxide + NADP+ + H2O about 1:2 ratio of 7-oxo and epoxide products, the epoxide does not rearrange to the ketone ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.23 CYP7A1
-
 Homo sapiens

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.14.23 0.04
-
 7-dehydrocholesterol pH 7.4, 30°C Homo sapiens
1.14.14.23 0.06
-
 lathosterol 7-oxocholestanol formation, pH 7.4, 30°C Homo sapiens
1.14.14.23 0.12
-
 lathosterol epoxide formation, pH 7.4, 30°C Homo sapiens

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.14.14.23 30
-
 7-dehydrocholesterol pH 7.4, 30°C Homo sapiens
1.14.14.23 30
-
 lathosterol 7-oxocholestanol formation, pH 7.4, 30°C Homo sapiens
1.14.14.23 50
-
 lathosterol epoxide formation, pH 7.4, 30°C Homo sapiens