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Reach

chenodeoxycholate

362,296 routes · scope human · up to 3 steps · built 5 October 2026 · Reactions · API

Inferred

Every route here is a hypothesis drawn from reference reactions (Rhea and Human-GEM), not a finding. Currency species such as water, ATP and NAD(H) never form a step. Evidence key

340 compounds within 3 steps: 10 in 1, 50 in 2, 280 in 3

Does it reach a compound?

Two steps

dopamineReach from here →
1. solute carrier organic anion transporter (chenodiol)
2. transport of dopamine (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes
glycolithocholate 3-sulfateReach from here →
1. solute carrier organic anion transporter (chenodiol)
2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes
estrone 3-sulfateReach from here →
1. solute carrier organic anion transporter (chenodiol)
2. transport of estrone 3-sulfate (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 2 routes
prostaglandin E2Reach from here →
1. solute carrier organic anion transporter (chenodiol)
2. transport of prostaglandin E2 (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes
(R)-noradrenalineReach from here →
1. solute carrier organic anion transporter (chenodiol)
2. transport of noradrenaline (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. solute carrier organic anion transporter (chenodiol)
2. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.5
Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 2 routes
ursodeoxycholateReach from here →
1. solute carrier organic anion transporter (chenodiol)
2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 3 routes
prostaglandin G2Reach from here →
1. solute carrier organic anion transporter (chenodiol)
2. transport of prostaglandin G2 (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 2 routes
thromboxane B2Reach from here →
1. solute carrier organic anion transporter (chenodiol)
2. transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 2 routes
taurochenodeoxycholateReach from here →
1. chenodeoxycholate:CoA ligase (AMP-forming)
2. 3alpha,7alpha-dihydroxy-5beta-cholanoyl-CoA:taurine N-choloyltransferase
Catalysed by SLC27A5, BAATcytosol, peroxisomeOne of 5 routes

Three steps

(S)-carnitineReach from here →
Catalysed by SLC27A5, BAAT, CPT1A, CPT1C and 1 morecytosol, peroxisomeOne of 246 routes
2-phenylpropan-2-olReach from here →

Page 2 of 7

Catalysed by CYP8B1, ABCC4, CLIC2, GPX1 and 2 moreinner side of the membrane, outer side of the membrane

a hydroxy polyunsaturated fatty acidReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
a hydroperoxy polyunsaturated fatty acid + 2 glutathione = a hydroxy polyunsaturated fatty acid + glutathione disulfide + H2O

Catalysed by CYP8B1, ABCC4, GPX1, GPX2 and 1 moreinner side of the membrane, outer side of the membrane

AReach from here →

solute carrier organic anion transporter (chenodiol)
transport of S-glutathionyl-2-4-dinitrobenzene (cytosol to extracellular)
3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3extracellular space, cytosolOne of 7 routes

(14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14S,15R)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 7 moreextracellular space, cytosol

(14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (14R,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 7 moreextracellular space, cytosol

(11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP2C8 and 4 moreextracellular space, cytosol

(11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 6 moreextracellular space, cytosol

(8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8S,9R)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP2C9 and 1 moreextracellular space, cytosol

(8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = (8R,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 5 moreextracellular space, cytosol

5,6-epoxy-(8Z,11Z,14Z)-eicosatrienoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 25 moreextracellular space, cytosolOne of 4 routes

17-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 25 moreextracellular space, cytosolOne of 2 routes

16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 16-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1extracellular space, cytosol

S-choloyl-4'-phosphopantetheineReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cholate + ATP + CoA = choloyl-CoA + AMP + diphosphate
choloyl-CoA + H2O = S-choloyl-4'-phosphopantetheine + adenosine 3',5'-bisphosphate + 2 H(+)

Catalysed by CYP8B1, SLC27A5, NUDT19, NUDT7

(15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoateReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
(15S)-hydroperoxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + 2 glutathione = (15S)-hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoate + glutathione disulfide + H2O

Catalysed by CYP8B1, ABCC4, GPX1, GPX4inner side of the membrane, outer side of the membrane

(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoateReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
solute carrier organic anion transporter (cholate)
glutathione transferase (GSH)

Catalysed by CYP8B1, SLCO1A2, SLCO1B3, PTGES and 20 moreextracellular space, cytosolOne of 5 routes

10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 10-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP3A4 and 1 moreextracellular space, cytosol

prostaglandin J2Reach from here →

solute carrier organic anion transporter (chenodiol)
transport of prostaglandin D2 (cytosol to extracellular)
prostaglandin J2 hydrolysis

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 2 routes

15-oxoprostaglandin F2alphaReach from here →

solute carrier organic anion transporter (chenodiol)
transport of prostaglandin F2alpha (cytosol to extracellular)
15-keto-prostaglandin F2alpha reduction

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 4 routes

dopamine 3-O-sulfateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of dopamine (cytosol to extracellular)
dopamine + 3'-phosphoadenylyl sulfate = dopamine 3-O-sulfate + adenosine 3',5'-bisphosphate + H(+)

Catalysed by SLCO1A2, SLCO1B3, SULT1B1, SULT1A3 and 2 moreextracellular space, cytosol

dopamine 4-O-sulfateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of dopamine (cytosol to extracellular)
Dopamine 4-O-Sulfotransferase

Catalysed by SLCO1A2, SLCO1B3, SULT1A3, SULT1A1extracellular space, cytosolOne of 2 routes

prostaglandin A2-S-(R)-glutathioneReach from here →

solute carrier organic anion transporter (chenodiol)
transport of prostaglandin A2 (cytosol to extracellular)
prostaglandin A2 + glutathione = prostaglandin A2-S-(R)-glutathione

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, GSTA1 and 1 moreextracellular space, cytosolOne of 2 routes

prostaglandin A2-S-(S)-glutathioneReach from here →

solute carrier organic anion transporter (chenodiol)
transport of prostaglandin A2 (cytosol to extracellular)
prostaglandin A2 + glutathione = prostaglandin A2-S-(S)-glutathione

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, GSTP1 and 1 moreextracellular space, cytosolOne of 2 routes

prostaglandin J2-S-(R)-glutathioneReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
prostaglandin J2 + glutathione = prostaglandin J2-S-(R)-glutathione

Catalysed by CYP8B1, ABCC4, GSTA1, GSTP1 and 1 moreinner side of the membrane, outer side of the membrane

prostaglandin J2-S-(S)-glutathioneReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
prostaglandin J2 + glutathione = prostaglandin J2-S-(S)-glutathione

Catalysed by CYP8B1, ABCC4, GSTP1, GSTM1inner side of the membrane, outer side of the membrane

(8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, ALOX15extracellular space, cytosol

(14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, ALOX15extracellular space, cytosol

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanineReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, PM20D1extracellular space, cytosol

7-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 25 moreextracellular space, cytosolOne of 2 routes

13-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 25 moreextracellular space, cytosolOne of 2 routes

13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH--hemoprotein reductase] + O2 = 13(S)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP2C9extracellular space, cytosol

deoxycholoyl-24-O-(beta-D-glucuronate)Reach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cytochrome P450 (cholate)
deoxycholate + UDP-alpha-D-glucuronate = deoxycholoyl-24-O-(beta-D-glucuronate) + UDP

Catalysed by CYP8B1, CYP7A1, UGT2A1, UGT2A2 and 1 morecytosol

16(R)-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, CYP1A1 and 25 moreextracellular space, cytosol

(13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoateReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
(13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate + glutathione = (13R)-S-glutathionyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate

Catalysed by CYP8B1, ABCC4, GSTM4, LTC4Sinner side of the membrane, outer side of the membrane

S-methyl glutathioneReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
apo-[alkylcobalamin reductase] + methylcob(III)alamin + glutathione = S-methyl glutathione + cob(I)alamin-[alkylcobalamin reductase] + H(+)

Catalysed by CYP8B1, ABCC4, MMACHCinner side of the membrane, outer side of the membrane

S-adenosylglutathioneReach from here →

chenodeoxycholate + reduced [NADPH--hemoprotein reductase] + O2 = cholate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+)
cholate(in) + glutathione(in) + ATP + H2O = cholate(out) + glutathione(out) + ADP + phosphate + H(+)
apo-[alkylcobalamin reductase] + adenosylcob(III)alamin + glutathione = S-adenosylglutathione + cob(I)alamin-[alkylcobalamin reductase] + H(+)

Catalysed by CYP8B1, ABCC4, MMACHCinner side of the membrane, outer side of the membrane

8-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 2 routes

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serineReach from here →

solute carrier organic anion transporter (chenodiol)
transport of arachidonate (cytosol to extracellular)
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, FAAH and 1 moreextracellular space, cytosol

(7Z)-octadecenoyl-CoAReach from here →

chenodeoxycholate:CoA ligase (AMP-forming)
bile acid-CoA: amino acid N-acyltransferase
carnitine O-palmitoyltransferase ((7Z)-octadecenoyl-CoA)

Catalysed by SLC27A5, BAAT, CPT1A, CPT1C and 1 morecytosol, peroxisomeOne of 3 routes

(15S)-15-hydroperoxy-prostaglandin E2Reach from here →

solute carrier organic anion transporter (chenodiol)
transport of prostaglandin G2 (cytosol to extracellular)
prostaglandin G2 = (15S)-15-hydroperoxy-prostaglandin E2

Catalysed by SLCO1A2, SLCO1B3, SLCO1B1, PTGESextracellular space, cytosol