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Reach

lithocholic acid

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

249 compounds within 3 steps: 6 in 1, 57 in 2, 186 in 3

Does it reach a compound?

Two steps

S-sulfanylglutathioneReach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. Sulfide:glutathione,quinone oxidoreductase
Catalysed by SLCO1A2, SLCO1B3, SQORextracellular space, cytosol, mitochondrial matrix
dopamineReach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. transport of dopamine and GSH (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
glycolithocholate 3-sulfateReach from here →
1. bile acid-CoA:amino acid N-acyltransferase (glycine)
2. sulfotransferase (glycolithocholate)
Catalysed by BAAT, SULT2A1cytosolOne of 5 routes
estrone 3-sulfateReach from here →
1. transport of lithocholate (cytosol to extracellular)
2. transport of estrone 3-sulfate (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 2 routes
prostaglandin E2Reach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. transport of GSH and prostaglandin E2 (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
L-cysteinylglycineReach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. glutathione gamma-glutamylaminopeptidase
Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 4 moreextracellular space, cytosolOne of 4 routes
(R)-noradrenalineReach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. transport of GSH and noradrenaline (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
20-hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. Resistance-Nodulation-Cell Division (Rnd) Tcdb:2.A.60.1.2
Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosolOne of 4 routes
ursodeoxycholateReach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. transport of GSH and ursodeoxycholate (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 4 routes
prostaglandin G2Reach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. transport of GSH and prostaglandin G2 (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosolOne of 4 routes
glycodeoxycholateReach from here →
1. cytochrome P450 (lithocholate)
2. Glycodeoxycholate amidohydrolase
Catalysed by CYP8B1cytosol
thromboxane B2Reach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. transport of GSH and thromboxane B2 (cytosol to extracellular)
Catalysed by SLCO1A2, SLCO1B3, SLCO1B1extracellular space, cytosolOne of 4 routes
taurochenodeoxycholateReach from here →
1. transport of GSH and lithocholate (cytosol to extracellular)
2. solute carrier organic anion transporter (GSH)
Catalysed by SLCO1A2, SLCO1B3, SLC7A9extracellular space, cytosolOne of 4 routes

Three steps

(S)-carnitineReach from here →
Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosol, endoplasmic reticulumOne of 2 routes
CHEBI:1146900Reach from here →
Catalysed by CYP8B1

Page 2 of 5

, SLC27A2

, SLC27A5

, BAAT

cytosol

One of 7 routes

(5S)-hydroperoxy-(15S)-hydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateReach from here →

transport of GSH and lithocholate (cytosol to extracellular)
Glutathione: 15-HPETE oxidoreductase
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate + O2 = (5S)-hydroperoxy-(15S)-hydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate

Catalysed by SLCO1A2, SLCO1B3, GPX5, GPX1 and 8 moreextracellular space, cytosol

AReach from here →

transport of GSH and lithocholate (cytosol to extracellular)
transport of GSH and thyroxine (cytosol to extracellular)
3,3',5'-triiodo-L-thyronine + iodide + A + H(+) = L-thyroxine + AH2

Catalysed by SLCO1A2, SLCO1B3, DIO1, DIO3extracellular space, cytosolOne of 8 routes

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP1A1, CYP1A2 and 6 moreextracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP1A1, CYP1A2 and 6 moreextracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP2C8, CYP2C9 and 3 moreextracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP1A1, CYP2C8 and 5 moreextracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP2C9, CYP2J2extracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP1A1, CYP2D6 and 4 moreextracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, CYP1A1, CYP1A2 and 24 moreextracellular space, cytosolOne of 4 routes

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, CYP1A1, CYP1A2 and 24 moreextracellular space, cytosolOne of 2 routes

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP1A1extracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP3A4, CYP2C9extracellular space, cytosol

prostaglandin J2Reach from here →

transport of GSH and lithocholate (cytosol to extracellular)
transport of GSH and prostaglandin D2 (cytosol to extracellular)
prostaglandin J2 hydrolysis

Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosolOne of 2 routes

15-oxoprostaglandin F2alphaReach from here →

transport of GSH and lithocholate (cytosol to extracellular)
transport of GSH and prostaglandin F2alpha (cytosol to extracellular)
15-keto-prostaglandin F2alpha reduction

Catalysed by SLCO1A2, SLCO1B3, SLCO2A1extracellular space, cytosolOne of 4 routes

dopamine 3-O-sulfateReach from here →

transport of GSH and lithocholate (cytosol to extracellular)
transport of dopamine and GSH (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 →

transport of GSH and lithocholate (cytosol to extracellular)
transport of dopamine and GSH (cytosol to extracellular)
Dopamine 4-O-Sulfotransferase

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

hyocholateReach from here →

transport of lithocholate (cytosol to extracellular)
solute carrier organic anion transporter (chenodiol)
Chenodeoxycholic acid 6alpha-hydroxylase

Catalysed by SLCO1A2, SLCO1B3, CYP3A4extracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of GSH and prostaglandin A2 (cytosol to extracellular)
prostaglandin A2 + glutathione = prostaglandin A2-S-(R)-glutathione

Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, GSTA1 and 1 moreextracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of GSH and prostaglandin A2 (cytosol to extracellular)
prostaglandin A2 + glutathione = prostaglandin A2-S-(S)-glutathione

Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, GSTP1 and 1 moreextracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate

Catalysed by SLCO1A2, SLCO1B3, ALOX15extracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + 2 O2 = (14R,15S)-dihydroperoxy-(5Z,8Z,10E,12E)-eicosatetraenoate

Catalysed by SLCO1A2, SLCO1B3, ALOX15extracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
(5Z,8Z,11Z,14Z)-eicosatetraenoate + L-phenylalanine = N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-phenylalanine + H2O

Catalysed by SLCO1A2, SLCO1B3, PM20D1extracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, CYP1A1, CYP1A2 and 24 moreextracellular space, cytosolOne of 2 routes

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, CYP1A1, CYP1A2 and 24 moreextracellular space, cytosolOne of 2 routes

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (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, CYP2C9extracellular space, cytosol

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

transport of lithocholate (cytosol to extracellular)
solute carrier organic anion transporter (chenodiol)
chenodeoxycholate + UDP-alpha-D-glucuronate = chenodeoxycholoyl-24-O-(beta-D-glucuronate) + UDP

Catalysed by SLCO1A2, SLCO1B3, UGT2A2, UGT1A3extracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
unspecific monooxygenase (arachidonate)

Catalysed by SLCO1A2, SLCO1B3, CYP1A1, CYP1A2 and 24 moreextracellular space, cytosol

N-(4-oxoglutaryl)-L-cysteinylglycineReach from here →

transport of GSH and lithocholate (cytosol to extracellular)
glutathione gamma-glutamylaminopeptidase
N-(4-oxoglutaryl)-L-cysteinylglycine + H2O = L-cysteinylglycine + 2-oxoglutarate

Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 5 moreextracellular space, cytosol

beta-D-glucosyl-(1->3)-O-chenodeoxycholateReach from here →

transport of lithocholate (cytosol to extracellular)
solute carrier organic anion transporter (chenodiol)
a di-trans,poly-cis-dolichyl beta-D-glucosyl phosphate + chenodeoxycholate = beta-D-glucosyl-(1->3)-O-chenodeoxycholate + a di-trans,poly-cis-dolichyl phosphate + H(+)

Catalysed by SLCO1A2, SLCO1B3, GBA2extracellular space, cytosolOne of 2 routes

L-cystine-bis-glycineReach from here →

transport of GSH and lithocholate (cytosol to extracellular)
glutathione gamma-glutamylaminopeptidase
2 L-cysteinylglycine + [protein]-disulfide = L-cystine-bis-glycine + [protein]-dithiol

Catalysed by SLCO1A2, SLCO1B3, GGTLC3, GGT1 and 5 moreextracellular space, cytosol

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
arachidonate to 8-peroxy-(5Z,9E,11Z,14Z)-eicosatetraenoate conversion

Catalysed by SLCO1A2, SLCO1B3extracellular space, cytosolOne of 2 routes

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of arachidonate and GSH (cytosol to extracellular)
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine + H2O = (5Z,8Z,11Z,14Z)-eicosatetraenoate + L-serine

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

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

transport of GSH and lithocholate (cytosol to extracellular)
transport of GSH and prostaglandin G2 (cytosol to extracellular)
prostaglandin G2 = (15S)-15-hydroperoxy-prostaglandin E2

Catalysed by SLCO1A2, SLCO1B3, SLCO2A1, PTGESextracellular space, cytosol

cholineReach from here →

transport of GSH and lithocholate (cytosol to extracellular)
transport of acetylcholine and GSH (cytosol to extracellular)
Acetylcholine aectylhydrolase

Catalysed by SLCO1A2, SLCO1B3, BCHE, ACHEextracellular space, cytosolOne of 5 routes

pyruvateReach from here →

transport of GSH and lithocholate (cytosol to extracellular)
cystine to cysteine conversion
L-cysteine hydrogen-sulfide-lyase (deaminating

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