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3-alpha-
hydroxysteroid
dehydrogenase
3-oxo-5-beta-
steroid
4-dehydrogenase
Sterol
26-hydroxylase,
mitochondrial
Sterol
26-hydroxylase,
mitochondrial
Sterol
26-hydroxylase,
mitochondrial
Bile acyl-CoA
synthetase
Alpha-
methylacyl- CoA
racemase
Peroxisomal
acyl-coenzyme A
oxidase 2
Peroxisomal
multifunctional
enzyme type 2
Non-specific
lipid-transfer
protein
Bile
acid-CoA:amino
acid N-
acyltransferase
Bile
acid-CoA:amino
acid N-
acyltransferase
Bile acyl-CoA
synthetase
3 beta-
hydroxysteroid
dehydrogenase
type 7
Prostacyclin
synthase
Cholesterol
7-alpha-
monooxygenase
Lysosomal acid
lipase/cholesteryl
ester hydrolase
3-oxo-5-beta-
steroid
4-dehydrogenase
Sterol
26-hydroxylase,
mitochondrial
3-alpha-
hydroxysteroid
dehydrogenase
Sterol
26-hydroxylase,
mitochondrial
Sterol
26-hydroxylase,
mitochondrial
Bile acyl-CoA
synthetase
Alpha-
methylacyl- CoA
racemase
Peroxisomal
acyl-coenzyme A
oxidase 2
Peroxisomal
multifunctional
enzyme type 2
Bile
acid-CoA:amino
acid N-
acyltransferase
Bile
acid-CoA:amino
acid N-
acyltransferase
Bile acyl-CoA
synthetase
Cytochrome P450
3A9
25-
hydroxycholesterol
7-alpha-
hydroxylase
25-
hydroxycholesterol
7-alpha-
hydroxylase
25-
hydroxycholesterol
7-alpha-
hydroxylase
Cholesterol
7-alpha-
monooxygenase
25-
hydroxycholesterol
7-alpha-
hydroxylase
Sterol
26-hydroxylase,
mitochondrial
25-
hydroxycholesterol
7-alpha-
hydroxylase
3 beta-
hydroxysteroid
dehydrogenase
type 7
Peroxisomal
multifunctional
enzyme type 2
Non-specific
lipid-transfer
protein
Cholesterol
25-hydroxylase
3 beta-
hydroxysteroid
dehydrogenase
type 7
Peroxisomal
multifunctional
enzyme type 2
Cholesterol
Cholesterol
Cholesterol
Taurochenodesoxycholic acid
Chenodeoxycholic acid glycine
conjugate
Chenodeoxycholic acid
Lithocholyltaurine
Lithocholic acid glycine
conjugate
Lithocholic acid
Taurocholic acid
Glycocholic acid
Cholic acid
Taurodeoxycholic acid
Deoxycholic acid glycine
conjugate
Deoxycholic acid
Cholesterol
CE(22:2(13Z,16Z))
CE(22:2(13Z,16Z))
7a-Hydroxy-5b-cholestan-3-one
NAD
3a,7a-Dihydroxy-5b-cholestane
NADP
7a-Hydroxy-cholestene-3-one
NADPH
NADP
NADPH
O
2
3 α,7
α,26-Trihydroxy-5β-cholestane
NADP
H
2
O
3a,7a-Dihydroxy-5b-
cholestan-26-al
3α,7α-Dihydroxycoprostanic
acid
ATP
CoA
3a,7a-Dihydroxy-5b-
cholestanoyl-CoA
PP
i
AMP
3a,7a-Dihydroxy-5b-
cholestanoyl-CoA
H
2
O
3a,7a-Dihydroxy-5b-cholest-
24-enoyl-CoA
3 α,7 α,24-Trihydroxy-5β-
cholestanoyl-CoA
Chenodeoxycholoyl-CoA
H
2
O
Propionyl-CoA
Chenodeoxycholoyl-CoA
CoA
Taurine
Glycine
Glycocholic acid
ATP
Cholic acid
AMP
PP
i
7a-Hydroxycholesterol
NAD
NADH
NADPH
O
2
7a,12a-Dihydroxy-cholestene-
3-one
NADP
H
2
O
NADPH
O
2
NADP
H
2
O
H
2
O
Palmitic acid
NADPH
7a,12a-Dihydroxy-5b-
cholestan-3-one
NADP
5-b-Cholestane-3a ,7a
,12a-triol
NADPH
O
2
27-Deoxy-5b-cyprinol
NADP
H
2
O
NADP
NADPH
5b-Cyprinol sulfate
NADPH
O
2
3a,7a,12a-Trihydroxy-5b-
cholestan-26-al
NADP
H
2
O
3α,7α,12α-Trihydroxy-5β-
cholestanoic acid
ATP
CoA
3a,7a,12a-Trihydroxy-5b-24-
oxocholestanoyl-CoA
ADP
PP
i
3a,7a,12a-Trihydroxy-5b-24-
oxocholestanoyl-CoA
H
2
O
3a,7a,12a-Trihydroxy-5b-
cholest-24-enoyl-CoA
3a,7a,12a,24-Tetrahydroxy-
5b-cholestanoyl-CoA
NAD
3a,7a,12a-Trihydroxy-5b-24-
oxocholestanoyl-CoA
NADH
Choloyl-CoA
Taurine
CoA
Glycine
CoA
AMP
PP
i
ATP
CoA
NADPH
O
2
24-Hydroxycholesterol
NADP
H
2
O
NADPH
O
2
(24R)-Cholest-5-ene-3-β,7-
α,24-triol
NADP
H
2
O
25-Hydroxycholesterol
NADPH
O
2
7-a,25-Dihydroxycholesterol
NADP
H
2
O
NADPH
O
2
Accumulation
27-Hydroxycholesterol
NADP
H
2
O
NADPH
O
2
7-a,27-Dihydroxycholesterol
NADP
H
2
O
NADPH
O
2
NADP
H
2
O
NADPH
O
2
Accumulation
3 β-Hydroxy-5-cholestenoate
NADP
H
2
O
NADPH
O
2
3β,7α-Dihydroxy-5-
cholestenoate
NADP
H
2
O
NAD
7α-Hydroxy-3-oxo-4-
cholestenoate
NADH
H
2
O
CoA
Propionyl-CoA
O
2
H
2
O
NADP
7 α,26-Dihydroxy-4-cholesten-
3-one
NADPH
H
2
O
Heme
Heme
Heme
FAD
Heme
Heme
Heme
Heme
Heme
FAD
Heme
Heme
Heme
Heme
Heme
Heme
Heme
Heme
Iron
Acceptor
Reduced
acceptor
AH2
A
Steroid
Biosynthesis
Steroid
Biosynthesis
Steroid
Biosynthesis
Extracellular space
Intracellular space
Endoplasmic Reticurum
Endoplasmic Reticurum
Endoplamic Reticurum
Endoplasmic Reticurum
Mitochondria
Liver
Mitochondria
Blood Vesicle
Lysosome
Peroxisome
Peroxisome
Akr1c9
Akr1d1
Cyp27a1
Cyp27a1
Cyp27a1
Slc27a5
Amacr
Acox2
Hsd17b4
Scp2
Baat
Baat
Slc27a5
Hsd3b7
Ptgis
Cyp7a1
Lipa
Akr1d1
Cyp27a1
Akr1c9
Cyp27a1
Cyp27a1
Slc27a5
Amacr
Acox2
Hsd17b4
Baat
Baat
Slc27a5
Cyp3a9
Cyp7b1
Cyp7b1
Cyp7b1
Cyp7a1
Cyp7b1
Cyp27a1
Cyp7b1
Hsd3b7
Hsd17b4
Scp2
Ch25h
Hsd3b7
Hsd17b4
Cholesterol
Cholesterol
Cholesterol
Taurochenodesoxycholic
acid
Chenodeoxycholic
acid glycine
conjugate
Chenodeoxycholic
acid
Lithocholyltaurine
Lithocholic
acid glycine
conjugate
Lithocholic
acid
Taurocholic
acid
Glycocholic
acid
Cholic acid
Taurodeoxycholic
acid
Deoxycholic
acid glycine
conjugate
Deoxycholic
acid
Cholesterol
CE(22:2(13Z,16Z))
CE(22:2(13Z,16Z))
7a-Hydroxy-
5b-cholestan-
3-one
NAD
3a,7a-
Dihydroxy-5b-
cholestane
NADP
7a-Hydroxy-
cholestene-3-
one
NADPH
NADP
NADPH
Oxygen
3 α,7 α,26-
Trihydroxy-
5β-cholestane
NADP
Water
3a,7a-
Dihydroxy-5b-
cholestan-26-
al
3α,7α-
Dihydroxycoprostanic
acid
Adenosine
triphosphate
Coenzyme A
3a,7a-
Dihydroxy-5b-
cholestanoyl-
CoA
Pyrophosphate
3'-AMP
3a,7a-
Dihydroxy-5b-
cholestanoyl-
CoA
Water
3a,7a-
Dihydroxy-5b-
cholest-24-
enoyl-CoA
3 α,7 α,24-
Trihydroxy- 5β-
cholestanoyl-
CoA
Chenodeoxycholoyl-
CoA
Water
Propionyl-CoA
Chenodeoxycholoyl-
CoA
Coenzyme A
Taurine
Glycine
Glycocholic
acid
Adenosine
triphosphate
Cholic acid
3'-AMP
Pyrophosphate
7a-
Hydroxycholesterol
NAD
NADH
NADPH
Oxygen
7a,12a-
Dihydroxy-
cholestene-3-
one
NADP
Water
NADPH
Oxygen
NADP
Water
Water
Palmitic acid
NADPH
7a,12a-
Dihydroxy-5b-
cholestan-3-
one
NADP
5-b-
Cholestane-3a
,7a ,12a-triol
NADPH
Oxygen
27-Deoxy-5b-
cyprinol
NADP
Water
NADP
NADPH
5b-Cyprinol
sulfate
NADPH
Oxygen
3a,7a,12a-
Trihydroxy-
5b-cholestan-
26-al
NADP
Water
3α,7α,12α-
Trihydroxy- 5β-
cholestanoic
acid
Adenosine
triphosphate
Coenzyme A
3a,7a,12a-
Trihydroxy-
5b-24-
oxocholestanoyl-
CoA
Adenosine
diphosphate
Pyrophosphate
3a,7a,12a-
Trihydroxy-
5b-24-
oxocholestanoyl-
CoA
Water
3a,7a,12a-
Trihydroxy-
5b-cholest-
24-enoyl-CoA
3a,7a,12a,24-
Tetrahydroxy-
5b-
cholestanoyl-
CoA
NAD
3a,7a,12a-
Trihydroxy-
5b-24-
oxocholestanoyl-
CoA
NADH
Choloyl-CoA
Taurine
Coenzyme A
Glycine
Coenzyme A
3'-AMP
Pyrophosphate
Adenosine
triphosphate
Coenzyme A
NADPH
Oxygen
24-
Hydroxycholesterol
NADP
Water
NADPH
Oxygen
(24R)-
Cholest-5-
ene-3-β,7-
α,24-triol
NADP
Water
25-
Hydroxycholesterol
NADPH
Oxygen
7-a,25-
Dihydroxycholesterol
NADP
Water
NADPH
Oxygen
Accumulation
27-
Hydroxycholesterol
NADP
Water
NADPH
Oxygen
7-a,27-
Dihydroxycholesterol
NADP
Water
NADPH
Oxygen
NADP
Water
NADPH
Oxygen
Accumulation
3 β-Hydroxy-5-
cholestenoate
NADP
Water
NADPH
Oxygen
3β,7α-
Dihydroxy-5-
cholestenoate
NADP
Water
NAD
7α-Hydroxy-3-
oxo-4-
cholestenoate
NADH
Water
Coenzyme A
Propionyl-CoA
Oxygen
Water
NADP
7 α,26-
Dihydroxy-4-
cholesten-3-
one
NADPH
Water
Acceptor
Reduced
acceptor
AH2
A
Steroid
Biosynthesis
Steroid
Biosynthesis
Steroid
Biosynthesis
Intestinal
Microflora
Intestinal
Microflora
Akr1c9
Akr1d1
Cyp27a1
Cyp27a1
Cyp27a1
Slc27a5
Amacr
Acox2
Hsd17b4
Scp2
Baat
Baat
Slc27a5
Hsd3b7
Ptgis
Cyp7a1
Lipa
Akr1d1
Cyp27a1
Akr1c9
Cyp27a1
Cyp27a1
Slc27a5
Amacr
Acox2
Hsd17b4
Baat
Baat
Slc27a5
Cyp3a9
Cyp7b1
Cyp7b1
Cyp7b1
Cyp7a1
Cyp7b1
Cyp27a1
Cyp7b1
Hsd3b7
Hsd17b4
Scp2
Ch25h
Hsd3b7
Hsd17b4
Lanol
Lanol
Lanol
Taucoa
Deoxych
Cheno
Lithoch
LitCAGC
Lithoch
Cholaic
Glycoch
Cholate
TDCA
Deoxygl
Dochoa
Lanol
13,16-D
13,16-D
7HCone
NAD
3a7aDhc
NADP
7aHC3oe
NADPH
NADP
NADPH
O
2
3α7t5βc
NADP
H
2
O
37aHCal
37a-Dca
ATP
CoA
DHC-CoA
PP
i
AMP
DHC-CoA
H
2
O
d5ceCoA
37αT5CA
ChendCA
H
2
O
PropCoA
ChendCA
CoA
Taurine
Gly
Glycoch
ATP
Cholate
AMP
PP
i
7a-HCol
NAD
NADH
NADPH
O
2
7DC3O
NADP
H
2
O
NADPH
O
2
NADP
H
2
O
H
2
O
16:0
NADPH
7DHCone
NADP
5C3712T
NADPH
O
2
D5bCypl
NADP
H
2
O
NADP
NADPH
5bCypS
NADPH
O
2
37THCAL
NADP
H
2
O
Coproch
ATP
CoA
toCOA
ADP
PP
i
toCOA
H
2
O
aTrCCoA
aTC-CoA
NAD
toCOA
NADH
ChoylCA
Taurine
CoA
Gly
CoA
AMP
PP
i
ATP
CoA
NADPH
O
2
24-HCol
NADP
H
2
O
NADPH
O
2
24RCiol
NADP
H
2
O
25-HC
NADPH
O
2
7DHChol
NADP
H
2
O
NADPH
O
2
Accumulation
27-HC
NADP
H
2
O
NADPH
O
2
7a27Dih
NADP
H
2
O
NADPH
O
2
NADP
H
2
O
NADPH
O
2
Accumulation
3βh5c
NADP
H
2
O
NADPH
O
2
3β7αd5c
NADP
H
2
O
NAD
7αH304C
NADH
H
2
O
CoA
PropCoA
O
2
H
2
O
NADP
Dchnone
NADPH
H
2
O
Heme
Heme
Heme
FAD
Heme
Heme
Heme
Heme
Heme
FAD
Heme
Heme
Heme
Heme
Heme
Heme
Heme
Heme
Iron
Accepto
RA
AH2
A
PW000050
PW000050
PW000050