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17beta-estradiol + NADPH + H+ + O2
1,3,5(10)-estratrien-3,7-alpha,17beta-triol + NADP+ + H2O
-
-
-
-
?
22-hydroxycholesterol + NADPH + H+ + O2
7alpha,22-dihydroxycholesterol + NADP+ + H2O
-
-
-
-
?
24,25-epoxycholesterol + NADPH + H+ + O2
7alpha,hydroxy-24,25-epoxycholesterol + NADP+ + H2O
-
-
-
-
?
24-hydroxycholesterol + NADPH + H+ + O2
7alpha,24-dihydroxycholesterol + NADP+ + H2O
-
-
-
-
?
25-hydroxycholesterol + NADPH + H+ + O2
? + NADP+ + H2O
-
-
-
?
27-hydroxycholesterol + NADPH + H+ + O2
3beta,7alpha-dihydroxy-5-cholestenoic acid + NADP+ + H2O
-
-
-
?
4-androstene-3,17-dione + NADPH + H+ + O2
7alpha-hydroxy-4-androstene-3,17-dione + NADP+ + H2O
-
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NADPH + O2
5alpha-androstane-3alpha,7alpha,17beta-triol + NADP+ + H2O
5alpha-androstane-3alpha,17beta-diol + NADPH + O2
? + NADP+ + H2O
5alpha-androstane-3beta,17beta-diol + NADPH + H+ + O2
5alpha,androstane-3beta,7alpha,17beta-triol + NADP+ + H2O
-
-
-
-
?
5alpha-androstane-3beta,17beta-diol + NADPH + H+ + O2
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
dehydroepiandrosterone + NADPH + H+ + O2
3beta,7alpha-dihydroxy-5-androsten-17-one + NADP+ + H2O
-
-
-
-
?
dehydroepiandrosterone + NADPH + H+ + o2
7alpha-hydroxy-dehydroepiandrosterone + NADP+ + H2O
dehydroepiandrosterone + NADPH + H+ + O2
? + NADP+ + H2O
additional information
?
-
5alpha-androstane-3alpha,17beta-diol + NADPH + O2
5alpha-androstane-3alpha,7alpha,17beta-triol + NADP+ + H2O
-
major product, plus some hydroxylation at position 6
-
?
5alpha-androstane-3alpha,17beta-diol + NADPH + O2
5alpha-androstane-3alpha,7alpha,17beta-triol + NADP+ + H2O
-
-
major product, plus some hydroxylation at position 6
-
?
5alpha-androstane-3alpha,17beta-diol + NADPH + O2
? + NADP+ + H2O
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NADPH + O2
? + NADP+ + H2O
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NADPH + O2
? + NADP+ + H2O
-
-
-
-
?
5alpha-androstane-3beta,17beta-diol + NADPH + H+ + O2
?
-
-
-
-
?
5alpha-androstane-3beta,17beta-diol + NADPH + H+ + O2
?
-
-
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
-
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
-
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
CYP7B1 oxysterol 7alpha-hydroxylase pathway synthesizes 25% to 30% of all bile acids
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
dietary cholesterol or colestipol do not affect oxysterol 7alpha-hydroxylase enzyme activity, mRNA, or protein levels
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
loss of the enzyme in liver is compensated for by increases in the synthesis of bile acids by other pathways
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
substrates in descending order of activity: cholest-5-ene-3beta,25-diol, cholest-5-ene-3beta,27-diol, 24,25-epoxycholesterol, 22-hydroxycholesterol, 24-hydroxycholesterol
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
-
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
-
-
-
?
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
-
-
-
?
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
-
-
-
-
?
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
-
-
-
?
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
CYP7B1 oxysterol 7alpha-hydroxylase pathway synthesizes 25% to 30% of all bile acids
-
-
?
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
-
loss of the enzyme in liver is compensated for by increases in the synthesis of bile acids by other pathways
-
-
?
dehydroepiandrosterone + NADPH + H+ + o2
7alpha-hydroxy-dehydroepiandrosterone + NADP+ + H2O
-
-
-
-
?
dehydroepiandrosterone + NADPH + H+ + o2
7alpha-hydroxy-dehydroepiandrosterone + NADP+ + H2O
-
-
-
?
dehydroepiandrosterone + NADPH + H+ + o2
7alpha-hydroxy-dehydroepiandrosterone + NADP+ + H2O
-
-
-
?
dehydroepiandrosterone + NADPH + H+ + o2
7alpha-hydroxy-dehydroepiandrosterone + NADP+ + H2O
-
-
-
-
?
dehydroepiandrosterone + NADPH + H+ + O2
? + NADP+ + H2O
-
-
-
?
dehydroepiandrosterone + NADPH + H+ + O2
? + NADP+ + H2O
-
-
-
-
?
dehydroepiandrosterone + NADPH + H+ + O2
? + NADP+ + H2O
-
-
-
-
?
additional information
?
-
-
regulation of CYP7B1 transcription by Sp1 may play a pivotal role in regulating oxysterol levels, which regulate cholesterol metabolism
-
-
?
additional information
?
-
-
retinoid-related orphan receptor alpha positively and directly regulates the expression of Cyp7b1
-
-
?
additional information
?
-
-
both phorbol myristate acetate and cAMP decreases CYP7B1 activity by 60% and 34% respectively, in a time-dependent fashion. Changes in CYP7B1 messenger RNA levels correlate with changes in specific activities. CYP7B1 specific activity is highly regulated but does not seem to be rate limiting for bile acid synthesis
-
-
?
additional information
?
-
-
the enzyme is regulated by bile acids and cholesterol
-
-
?
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25-hydroxycholesterol + NADPH + H+ + O2
? + NADP+ + H2O
-
-
-
?
27-hydroxycholesterol + NADPH + H+ + O2
3beta,7alpha-dihydroxy-5-cholestenoic acid + NADP+ + H2O
-
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
dehydroepiandrosterone + NADPH + H+ + o2
7alpha-hydroxy-dehydroepiandrosterone + NADP+ + H2O
-
-
-
?
additional information
?
-
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
CYP7B1 oxysterol 7alpha-hydroxylase pathway synthesizes 25% to 30% of all bile acids
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
dietary cholesterol or colestipol do not affect oxysterol 7alpha-hydroxylase enzyme activity, mRNA, or protein levels
-
-
?
cholest-5-ene-3beta,25-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,25-triol + NADP+ + H2O
-
loss of the enzyme in liver is compensated for by increases in the synthesis of bile acids by other pathways
-
-
?
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
CYP7B1 oxysterol 7alpha-hydroxylase pathway synthesizes 25% to 30% of all bile acids
-
-
?
cholest-5-ene-3beta,27-diol + NADPH + H+ + O2
cholest-5-ene-3beta,7alpha,27-triol + NADP+ + H2O
-
loss of the enzyme in liver is compensated for by increases in the synthesis of bile acids by other pathways
-
-
?
additional information
?
-
-
regulation of CYP7B1 transcription by Sp1 may play a pivotal role in regulating oxysterol levels, which regulate cholesterol metabolism
-
-
?
additional information
?
-
-
retinoid-related orphan receptor alpha positively and directly regulates the expression of Cyp7b1
-
-
?
additional information
?
-
-
both phorbol myristate acetate and cAMP decreases CYP7B1 activity by 60% and 34% respectively, in a time-dependent fashion. Changes in CYP7B1 messenger RNA levels correlate with changes in specific activities. CYP7B1 specific activity is highly regulated but does not seem to be rate limiting for bile acid synthesis
-
-
?
additional information
?
-
-
the enzyme is regulated by bile acids and cholesterol
-
-
?
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5alpha-androstane-3alpha,17beta-diol
5alpha-Androstane-3beta,17beta-diol
dehydroepiandrosterone
-
inhibits hydroxylation of 5alpha-androstane-3beta,17beta-diol
LY294002
-
specific inhibitor of phosphatidylinositol 3-kinase, abolishes estrogen receptor-mediated upregulation of a CYP7B1 promoter-luciferase reporter in Hep-G2 cells but not in HEK-293 cells
PD98059
-
markedly suppresses basal CYP7B1 promoter activity, abolishes upregulation of CYP7B1 by estrogen receptor in Hep-G2 cells
SP600125
-
markedly suppresses basal CYP7B1 promoter activity, abolishes upregulation of CYP7B1 by estrogen receptor in Hep-G2 cells but not in HEK-293 cells
5alpha-androstane-3alpha,17beta-diol
inhibition of the reaction with dehydroepiandrosterone
5alpha-androstane-3alpha,17beta-diol
-
inhibition of the reaction with dehydroepiandrosterone; significantly inhibits CYP7B1-mediated 7alpha-hydroxylation
5alpha-Androstane-3beta,17beta-diol
-
inhibits hydroxylation of dehydroepiandrosterone by approximately 60-70% when both steroids are present at equimolar concentrations. A 10fold higher concentration of 5alpha-androstane-3beta,17beta-diol than of dehydroepiandrosterone in the incubation mixture results in the suppression of dehydroepiandrosterone hydroxylation by 80%. In HEK293 cells, the suppressive effect of 5alpha-androstane-3beta,17beta-diol on dehydroepiandrosterone metabolism is statistically significant also at a 10fold lower concentration of 5alpha-androstane-3beta,17beta-diol than of dehydroepiandrosterone in the incubation mixture
5alpha-Androstane-3beta,17beta-diol
-
inhibits hydroxylation of dehydroepiandrosterone by approximately 60-70% when both steroids are present at equimolar concentrations. A 10fold higher concentration of 5alpha-androstane-3beta,17beta-diol than of dehydroepiandrosterone in the incubation mixture results in the suppression of dehydroepiandrosterone hydroxylation by 80%
additional information
-
overexpression of Akt, in the absence of estrogen stimulation, suppresses basal CYP7B1 promoter activity by about 75%. Overexpression of dominant-negative mutant Akt abolishes estrogen receptor-mediated stimulation of CYP7B1 in Hep-G2 cells
-
additional information
-
mRNA encoding CYP39A1 gene is significantly repressed by pregnane X receptor activation in primary hepatocytes of wild-type mice but not in pregnane X receptor-/- hepatocytes
-
additional information
-
no inhibition: testosterone, dehydroepiandrosterone sulfate
-
additional information
-
testosterone, dehydroepiandrosterone-sulfate or 22-hydroxycholesterol have little or no effects on CYP7B1-mediated activities
-
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metabolism
CYP7B1 is an enzyme expressed in many human tissues and implicated in cholesterol metabolism. In the liver, this protein is part of the alternate/acidic pathway for primary bile acid production while in brain, CYP7B1 provides the primary metabolic route for cholesterol derivatives dehydroepiandrosterone and related hydroxysteroids via 7alpha-hydroxylation
physiological function
activity towards 5alpha-androstane-3alpha,17beta-diol is very low or undetectable in livers of Cyp7b1(-/-) knockout mice. CYP7B1-mediated catalysis may play a role for control of the cellular levels of androgens, not only of estrogens
physiological function
-
CYP7B1-mediated catalysis may play a role for control of the cellular levels of androgens, not only of estrogens
physiological function
CYP7B1-mediated catalysis may play a role for control of the cellular levels of androgens, not only of estrogens
physiological function
-
important role for CYP7B1 in cellular growth, particularly in connection with estrogenic signalling
physiological function
-
key enzyme in bile acid synthesis by the alternative pathway
physiological function
-
pregnane X receptor activation significantly regulates genes in the liver involved in lipoprotein transportation and cholesterol metabolism, including CYP39A1, in both wild-type and ApoE-/- mice
additional information
spastic paraplegia type 5, SPG5, is caused by mutations in CYP7B1, a gene encoding the cytochrome P-450 oxysterol 7-alpha-hydroxylase, CYP7B1, an enzyme implicated in cholesterol metabolism. Mutations in CYP7B1 are found in both pure and complicated forms of the disease, clinical phenotypes, overview
additional information
-
spastic paraplegia type 5, SPG5, is caused by mutations in CYP7B1, a gene encoding the cytochrome P-450 oxysterol 7-alpha-hydroxylase, CYP7B1, an enzyme implicated in cholesterol metabolism. Mutations in CYP7B1 are found in both pure and complicated forms of the disease, clinical phenotypes, overview
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Schwarz, M.; Lund, E.G.; Lathe, R.; Björkhem, I.; Russell, D.W.
Identification and characterization of a mouse oxysterol 7alpha-hydroxylase cDNA
J. Biol. Chem.
272
23995-24001
1997
Mus musculus
brenda
Russell, D.W.
The enzymes, regulation, and genetics of bile acid synthesis
Annu. Rev. Biochem.
72
137-174
2003
Homo sapiens (O75881), Mus musculus (Q60991)
brenda
Martin, C.; Bean, R.; Rose, K.; Habib, F.; Seckl, J.
cyp7b1 catalyses the 7alpha-hydroxylation of dehydroepiandrosterone and 25-hydroxycholesterol in rat prostate
Biochem. J.
355
509-515
2001
Rattus norvegicus
brenda
Toll, A.; Wikvall, K.; Sudjana-Sugiaman, E.; Kondo, K.H.; Björhem, I.
7alpha-Hydroxylation of 25-hydroxycholesterol in liver microsomes. Evidence that the enzyme involved is different from cholesterol 7alpha-hydoxylase
Eur. J. Biochem.
224
309-316
1994
Homo sapiens, Rattus norvegicus, Sus scrofa
brenda
Wu, Z.; Chiang, J.Y.
Transcriptional regulation of human oxysterol 7alpha-hydroxylase gene (CYP7B1) by Sp1
Gene
272
191-197
2001
Homo sapiens
brenda
Pandak William, M.; Hylemon Phillip, B.; Ren, S.; Marques, D.; Gil, G.; Redford, K.; Mallonee, D.; Vlahcevic, Z.R.
Regulation of oxysterol 7alpha-hydroxylase (CYP7B1) in primary cultures of rat hepatocytes
Hepatology
35
1400-1408
2002
Rattus norvegicus
brenda
Li-Hawkins, J.; Lund, E.G.; Turley, S.D.; Russell, D.W.
Disruption of the oxysterol 7alpha-hydroxylase gene in mice
J. Biol. Chem.
275
16536-16542
2000
Mus musculus
brenda
Li-Hawkins, J.; Lund, E.G.; Bronson, A.D.; Russell, D.W.
Expression cloning of an oxysterol 7alpha-hydroxylase selective for 24-hydroxycholesterol
J. Biol. Chem.
275
16543-16549
2000
Homo sapiens, Mus musculus
brenda
Wu, Z.; Martin, K.O.; Javitt, N.B.; Chiang, J.Y.
Structure and functions of human oxysterol 7alpha-hydroxylase cDNAs and gene CYP7B1
J. Lipid Res.
40
2195-2203
1999
Homo sapiens
brenda
Ren, S.; Marques, D.; Redford, K.; Hylemon, P.B.; Gil, G.; Vlahcevic, Z.R.; Pandak, W.M.
Regulation of oxysterol 7alpha-hydroxylase (CYP7B1) in the rat
Metabolism
52
636-642
2003
Rattus norvegicus
brenda
Tsaousidou, M.K.; Ouahchi, K.; Warner, T.T.; Yang, Y.; Simpson, M.A.; Laing, N.G.; Wilkinson, P.A.; Madrid, R.E.; Patel, H.; Hentati, F.; Patton, M.A.; Hentati, A.; Lamont, P.J.; Siddique, T.; Crosby, A.H.
Sequence alterations within CYP7B1 implicate defective cholesterol homeostasis in motor-neuron degeneration
Am. J. Hum. Genet.
82
510-515
2008
Homo sapiens
brenda
Pettersson, H.; Holmberg, L.; Axelson, M.; Norlin, M.
CYP7B1-mediated metabolism of dehydroepiandrosterone and alpha-androstane-3beta,17beta-diol - potential role(s) for estrogen signaling
FEBS J.
275
1778-1789
2008
Homo sapiens, Sus scrofa
brenda
Hennebert, O.; Chalbot, S.; Alran, S.; Morfin, R.
Dehydroepiandrosterone 7alpha-hydroxylation in human tissues: possible interference with type 1 11beta-hydroxysteroid dehydrogenase-mediated processes
J. Steroid Biochem. Mol. Biol.
104
326-333
2007
Homo sapiens
brenda
Wada, T.; Kang, H.S.; Angers, M.; Gong, H.; Bhatia, S.; Khadem, S.; Ren, S.; Ellis, E.; Strom, S.C.; Jetten, A.M.; Xie, W.
Identification of oxysterol 7alpha-hydroxylase (Cyp7b1) as a novel retinoid-related orphan receptor alpha (RORalpha) (NR1F1) target gene and a functional cross-talk between RORalpha and liver X receptor (NR1H3)
Mol. Pharmacol.
73
891-899
2008
Mus musculus
brenda
Olsson, M.; Gustafsson, O.; Skogastierna, C.; Tolf, A.; Rietz, B.D.; Morfin, R.; Rane, A.; Ekstroem, L.
Regulation and expression of human CYP7B1 in prostate: overexpression of CYP7B1 during progression of prostatic adenocarcinoma
Prostate
67
1439-1446
2007
Homo sapiens
brenda
Burke, K.T.; Horn, P.S.; Tso, P.; Heubi, J.E.; Woollett, L.A.
Hepatic bile acid metabolism in the neonatal hamster: expansion of the bile acid pool parallels increased Cyp7a1 expression levels
Am. J. Physiol. Gastrointest. Liver Physiol.
297
G144-G151
2009
Mesocricetus auratus
brenda
Diczfalusy, U.; Olofsson, K.; Carlsson, A.; Gong, M.; Golenbock, D.; Rooyackers, O.; Fläring, U.; Björkbacka, H.
Marked upregulation of cholesterol 25-hydroxylase expression by lipopolysaccharide
J. Lipid Res.
50
2258-2264
2009
Mus musculus
brenda
Pettersson, H.; Lundqvist, J.; Oliw, E.; Norlin, M.
CYP7B1-mediated metabolism of 5alpha-androstane-3alpha,17beta-diol (3alpha-Adiol): A novel pathway for potential regulation of the cellular levels of androgens and neurosteroids
Biochim. Biophys. Acta
1791
1206-1215
2009
Homo sapiens, Homo sapiens (O75881), Sus scrofa, Mus musculus (Q60991)
brenda
Zhou, C.; King, N.; Chen, K.Y.; Breslow, J.L.
Activation of pregnane X receptor induces hypercholesterolemia in wild-type and accelerates atherosclerosis in apolipoprotein E deficient mice
J. Lipid Res.
50
2004-2010
2009
Mus musculus
brenda
Tang, W.; Pettersson, H.; Norlin, M.
Involvement of the PI3K/Akt pathway in estrogen-mediated regulation of human CYP7B1: identification of CYP7B1 as a novel target for PI3K/Akt and MAPK signalling
J. Steroid Biochem. Mol. Biol.
112
63-73
2008
Homo sapiens
brenda
Arnoldi, A.; Crimella, C.; Tenderini, E.; Martinuzzi, A.; D'Angelo, M.G.; Musumeci, O.; Toscano, A.; Scarlato, M.; Fantin, M.; Bresolin, N.; Bassi, M.T.
Clinical phenotype variability in patients with hereditary spastic paraplegia type 5 associated with CYP7B1 mutations
Clin. Genet.
81
150-157
2012
Homo sapiens (O75881), Homo sapiens
brenda
Roos, P.; Svenstrup, K.; Danielsen, E.R.; Thomsen, C.; Nielsen, J.E.
CYP7B1: novel mutations and magnetic resonance spectroscopy abnormalities in hereditary spastic paraplegia type 5A
Acta Neurol. Scand.
129
330-334
2013
Homo sapiens
brenda
Siam, A.; Brancale, A.; Simons, C.
Comparative modeling of 25-hydroxycholesterol-7alpha-hydroxylase (CYP7B1): ligand binding and analysis of hereditary spastic paraplegia type 5 CYP7B1 mutations
J. Mol. Model.
18
441-453
2012
Homo sapiens (O75881), Homo sapiens
brenda