1.14.14.23: cholesterol 7alpha-monooxygenase
This is an abbreviated version!
For detailed information about cholesterol 7alpha-monooxygenase, go to the full flat file.
Word Map on EC 1.14.14.23
-
1.14.14.23
-
lipoprotein
-
hepatocytes
-
triglyceride
-
biliary
-
hmg-coa
-
farnesoid
-
fecal
-
low-density
-
hypercholesterolemia
-
cholic
-
high-fat
-
chenodeoxycholic
-
3-hydroxy-3-methylglutaryl
-
ba
-
cyp8b1
-
cholestyramine
-
enterohepatic
-
cholestasis
-
hdl
-
gallstone
-
hypocholesterolemic
-
27-hydroxylase
-
oxysterols
-
cholesteryl
-
hmgcr
-
cyp27a1
-
taurocholate
-
cholesterol-lowering
-
hypolipidemic
-
ldl-cholesterol
-
acyl-coa:cholesterol
-
27-hydroxycholesterol
-
alpha-hydroxylation
-
lithogenic
-
ursodeoxycholic
-
lxralpha
-
hnf4alpha
-
cyp3a11
-
sult2a1
-
4alpha
-
cholesterogenesis
-
gut-liver
-
npc1l1
-
cholesterol-free
-
srebp2
-
ldl-receptor
-
c1-like
-
medicine
-
analysis
-
obeticholic
-
cholestanol
-
guggulsterone
- 1.14.14.23
- lipoprotein
- hepatocytes
- triglyceride
- biliary
- hmg-coa
-
farnesoid
-
fecal
-
low-density
- hypercholesterolemia
-
cholic
-
high-fat
-
chenodeoxycholic
-
3-hydroxy-3-methylglutaryl
- ba
- cyp8b1
- cholestyramine
-
enterohepatic
- cholestasis
- hdl
- gallstone
-
hypocholesterolemic
-
27-hydroxylase
- oxysterols
-
cholesteryl
- hmgcr
- cyp27a1
- taurocholate
-
cholesterol-lowering
-
hypolipidemic
-
ldl-cholesterol
-
acyl-coa:cholesterol
- 27-hydroxycholesterol
-
alpha-hydroxylation
-
lithogenic
-
ursodeoxycholic
-
lxralpha
-
hnf4alpha
- cyp3a11
- sult2a1
- 4alpha
-
cholesterogenesis
-
gut-liver
-
npc1l1
-
cholesterol-free
-
srebp2
-
ldl-receptor
-
c1-like
- medicine
- analysis
-
obeticholic
- cholestanol
-
guggulsterone
Reaction
Synonyms
7alpha-hydroxylase, bile acid-synthetic enzyme, C7alphaOH, cholesterol 7 alpha-hydroxylase, cholesterol 7-alpha hydroxylase, Cholesterol 7-alpha-hydroxylase, Cholesterol 7-alpha-monooxygenase, cholesterol 7a-hydroxylase, cholesterol 7alpha hydroxylase, cholesterol 7alpha-hydroxylase, cholesterol-NADPH oxidoreductase, 7alpha-hydroxylating, CYP125A4, CYP7A, CYP7A1, Cyp7alpha1, CYPVII, cytochrome P450 125A4, EC 1.14.13.17, hepatic cholesterol 7alpha-hydroxylase, More, oxygenase, cholesterol 7alpha-mono-
ECTree
Advanced search results
Substrates Products
Substrates Products on EC 1.14.14.23 - cholesterol 7alpha-monooxygenase
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
REACTION DIAGRAM
25-hydroxycholesterol + [reduced NADPH-hemoprotein reductase] + O2
?
-
-
-
?
27-hydroxycholesterol + [reduced NADPH-hemoprotein reductase] + O2
?
-
-
-
?
5alpha-cholestan-3beta-ol + NADPH + O2
5alpha-cholestan-3beta,7alpha-diol + NADP+ + H2O
-
-
-
?
7-dehydrocholesterol + NADPH + H+
7-oxocholesterol + NADP+ + H2O
-
-
minor product: 7alpha,8alpha-epoxide, reaction with 7-[2H1]dehydrocholesterol yields complete migration of deuterium in the product 7-oxocholesterol. Minor product: 7alpha8alpha-epoxide
-
?
cholest-4-en-3-one + [reduced NADPH-hemoprotein reductase] + O2
?
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
lathosterol + NADPH + H+
7-oxocholestanol + cholestanol-7alpha,8alpha-epoxide + NADP+ + H2O
-
i.e. DELTA-dihydro-7-dehydrocholesterol
about 1:2 ratio of 7-oxo and epoxide products, the epoxide does not rearrange to the ketone
-
?
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
the gene encoding CYP7A1 is tightly regulated in order to control intrahepatic cholesterol and bile acid levels, ligands of the xenobiotic-sensing pregnane X receptor inhibit CYP7A1 expression, bile acids regulate CYP7A1 via small heterodimer partner and liver receptor homolog-1, drugs repress chicken hepatic nuclear factor 4alpha transcript levels concomitant with a reduction in CYP7A1 expression, overview
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
rate-limiting step in bile acid formation
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism, rate-limiting and major regulatory enzyme in the synthesis of bile acids
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism, rate-limiting enzyme in the classical pathway of bile acid synthesis
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
CYP7A1 is a rate-limiting enzyme in bile acid synthesis and therefore plays an important role in maintaining cholesterol homeostasis, cholesterol metabolism, overview
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first and rate-limiting step in the neutral pathway of cholesterol metabolism
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
insulin, forkhead box O1, and sterol regulatory element-binding protein 1c are involved in regulation of expression of gene CYP7A1, genetic mechanism, overview
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
stereospecific hydroxylation of cholesterol
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism, rate-limiting and major regulatory enzyme in the synthesis of bile acids
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism, rate-limiting enzyme in the classical pathway of bile acid synthesis
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
hydroxylation of cholesterol with strict regio- and stereoselectivity, inert towards other sterols and intermediates in conversion of cholesterol to bile acids
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
rate-limiting step in bile acid formation
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
rate-limiting step in bile acid formation
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
rate-limiting step in bile acid formation
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
rate-limiting step in bile acid formation
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
first step of cholesterol catabolism, rate-limiting and major regulatory enzyme in the synthesis of bile acids
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
rate-limiting enzyme in cholesterol conversion to bile acids
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
the enzyme is involved in bile acid biosynthesis in liver
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
?
cholesterol + [reduced NADPH-hemoprotein reductase] + O2
7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
rate-limiting enzyme in cholesterol conversion to bile acids
-
-
?
?
-
-
the cholesterol 7alpha-hydroxylase is critical in bile acid and cholesterol metabolism, polymorphisms of CP7A1 are of no physiologic significance, overview
-
-
?
additional information
?
-
substrate spcecificity and recognition structure, CYP7A1 can bind and hydroxylate cholesterol and cholest-4-en-3-one with high efficiency as well as oxysterols, overview. Cholest-4-en-3-one bound parallel to the heme with the alpha-side of the steroid nucleus facing the heme plane at a distance of about 3.5 A, substrate binding strutcure, detailed overview
-
-
?
additional information
?
-
-
substrate spcecificity and recognition structure, CYP7A1 can bind and hydroxylate cholesterol and cholest-4-en-3-one with high efficiency as well as oxysterols, overview. Cholest-4-en-3-one bound parallel to the heme with the alpha-side of the steroid nucleus facing the heme plane at a distance of about 3.5 A, substrate binding strutcure, detailed overview
-
-
?
additional information
?
-
-
enzyme CYP125A4 also oxidizes cholesterol, although it has a much higher activity for the oxidation of 7alpha-hydroxycholesterol, EC 1.14.14.23. The enzyme forms 7alpha,26-dihydroxycholesterol
-
-
?
additional information
?
-
-
specificity of reconstituted enzyme system
-
-
?
additional information
?
-
-
specificity of reconstituted enzyme system
-
-
?
additional information
?
-
-
specificity of reconstituted enzyme system
-
-
?
additional information
?
-
-
specificity of reconstituted enzyme system
-
-
?
additional information
?
-
-
the sex difference in plasma cholesterol content diminishes after ovariectomy, hypercholesterolemia is more severe in the female than in the male Nagase analbuminemic rats, molecular mechanism
-
-
?
additional information
?
-
-
TGFbeta stimulates rat Cyp7a1 reporter activity. Smad3, FoxO1 and HNF4alpha synergistically stimulate rat Cyp7a1 gene transcription. TNFalpha and cJun attenuate TGFbeta1 stimulation of rat Cyp7a1
-
-
?
additional information
?
-
-
the sex difference in plasma cholesterol content diminishes after ovariectomy, hypercholesterolemia is more severe in the female than in the male Nagase analbuminemic rats, molecular mechanism
-
-
?