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Information on EC 1.14.14.23 - cholesterol 7alpha-monooxygenase
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1.14.14.23 cholesterol 7alpha-monooxygenaseIUBMB Comments
A P-450 heme-thiolate liver protein that catalyses the first step in the biosynthesis of bile acids. The direct electron donor to the enzyme is EC 1.6.2.4, NADPH---hemoprotein reductase.
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Word Map
- 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
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
cyp7a1, cholesterol 7 alpha-hydroxylase, cholesterol 7alpha-hydroxylase, 7alpha-hydroxylase, cyp7a, hepatic cholesterol 7alpha-hydroxylase, cholesterol 7-alpha hydroxylase, cholesterol 7-alpha-hydroxylase, cholesterol 7a-hydroxylase, cholesterol 7alpha hydroxylase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
bile acid-synthetic enzyme
C7alphaOH
cholesterol 7 alpha-hydroxylase
Cholesterol 7-alpha-hydroxylase
-
-
-
-
Cholesterol 7-alpha-monooxygenase
-
-
-
-
cholesterol 7alpha-hydroxylase
cholesterol-NADPH oxidoreductase, 7alpha-hydroxylating
CYP7A1
CYPVII
-
-
-
-
EC 1.14.13.17
-
-
formerly
-
oxygenase, cholesterol 7alpha-mono-
-
-
-
-
cholesterol 7alpha-hydroxylase
-
-
-
-
cholesterol 7alpha-hydroxylase
-
-
CYP7A1
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cholesterol + [reduced NADPH-hemoprotein reductase] + O2 = 7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
-
-
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SYSTEMATIC NAME
IUBMB Comments
cholesterol,NADPH-hemoprotein reductase:oxygen oxidoreductase (7alpha-hydroxylating)
A P-450 heme-thiolate liver protein that catalyses the first step in the biosynthesis of bile acids. The direct electron donor to the enzyme is EC 1.6.2.4, NADPH---hemoprotein reductase.
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CAS REGISTRY NUMBER
COMMENTARY
9037-53-0
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
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
-
?
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
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
-
-
?
additional information
?
-
-
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
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
7-dehydrocholesterol + NADPH + H+
7-oxocholesterol + NADP+ + H2O
-
-
minor product: 7alpha,8alpha-epoxide
-
?
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
-
?
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
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
-
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
-
-
-
-
?
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
-
first step of cholesterol catabolism
-
-
?
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
-
rate-limiting enzyme in cholesterol conversion to bile acids
-
-
?
additional information
?
-
-
the cholesterol 7alpha-hydroxylase is critical in bile acid and cholesterol metabolism, polymorphisms of CP7A1 are of no physiologic significance, 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
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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
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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
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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
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
cytochrome b5
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essential component of the cholesterol 7alpha-hydroxylase system
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
bile acid
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feedback inhibition preventing the accumulation of cytotoxic hydrophobic bile acids
additional information
ligands of the xenobiotic-sensing pregnane X receptor inhibit CYP7A1 expression, molecular mechanisms underlying CYP7A1 inhibition, drugs repress chicken hepatic nuclear factor 4alpha transcript levels concomitant with a reduction in CYP7A1 expression
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additional information
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ligands of the xenobiotic-sensing pregnane X receptor inhibit CYP7A1 expression, molecular mechanisms underlying CYP7A1 inhibition, drugs repress chicken hepatic nuclear factor 4alpha transcript levels concomitant with a reduction in CYP7A1 expression
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additional information
mechanism of insulin regulation of CYP7A1 gene expression in human hepatocytes, physiological concentrations of insulin rapidly stimulate CYP7A1 mRNA expression in primary human hepatocytes but inhibit CYP7A1 expression after extended treatment, forkhead box O1 and sterol regulatory element-binding protein 1c are involved, overview
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additional information
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mechanism of insulin regulation of CYP7A1 gene expression in human hepatocytes, physiological concentrations of insulin rapidly stimulate CYP7A1 mRNA expression in primary human hepatocytes but inhibit CYP7A1 expression after extended treatment, forkhead box O1 and sterol regulatory element-binding protein 1c are involved, overview
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
2,4,6-trihydroxyacetophenone
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CYP7A1 induction, 166%, and activation, 160%, by 2,4,6-trihydroxyacetophenone, which also antagonizes the inhibition of CYP7A1 expression by chenodeoxycholic acid
Thiol-containing substances
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e.g. mercaptoethanol, dithiothreitol or cysteamine enhance activity
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additional information
enzyme expression is induced by cholesterol, bile acids, cytokines, steroid hormones, and thyroid hormone
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additional information
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a protein purified from rat liver cytosol with minumum molecular weight of 25000 stimulates cholesterol 7alpha-hydroxylase activity in presence of glutathione or thioredoxin
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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