Table 2 Enrichment analysis of metabolic pathways associated with differential metabolites in primary cholangiocarcinoma

Phospholipid biosynthesis

29

3

0.174

4.12E-04

0.0404

0.0404

PC(32:0); LysoPA(16:0/0:0); LysoPC(16:0/0:0);

Choline; Glycerylphosphorylethanolamine; Glycerol 3-phosphate; Ethanolamine; Calcium; Magnesium; PC(32:0); PS(16:0/16:0); PA(16:0/16:0); Acetylcholine; NAD; FADH; FAD; Manganese; Palmityl-CoA; Citicoline; Dihydroxyacetone phosphate; NADH; Phosphorylcholine; CDP-DG(16:0/16:0); DG(16:0/16:0); LysoPA(16:0/0:0); PE(16:0/16:0); PI(16:0/16:0); LysoPC(16:0/0:0); PG(16:0/16:0); LysoPE(16:0/0:0); PGP(16:0/16:0); CL(16:0/16:0/16:0/16:0)

Glycerolipid metabolism

25

1

0.15

0.141

1

1

LysoPA(16:0/0:0);

Glycerol 3-phosphate; Glycerol; Glyceric acid; NADP; Palmitic acid; NADPH; Adenosine triphosphate; PA(16:0/16:0); 3-Phosphoglyceric acid; NAD; Glyceraldehyde; FAD; Palmityl-CoA; ADP; Coenzyme A; Phosphate; Dihydroxyacetone phosphate; NADH; Water; Hydroquinone; Quinone; TG(16:0_32:0); DG(16:0/16:0); LysoPA(16:0/0:0); MG(0:0/16:0/0:0)

Androgen and estrogen metabolism

33

1

0.198

0.182

1

1

Dehydroepiandrosterone sulfate;

Androstenedione; Adenosine 3',5'-diphosphate; Dehydroepiandrosterone; Formic acid; Estrone; Estradiol; NADP; NADPH; Testosterone; Uridine 5'-diphosphate; 17a-Hydroxypregnenolone; 17-Hydroxyprogesterone; Calcium; NAD; Uridine diphosphate glucuronic acid; Dehydroepiandrosterone sulfate; Phosphoadenosine phosphosulfate; Oxygen; Estrone sulfate; Sulfate; NADH; Water; Androsterone sulfate; Dihydrotestosterone; Heme; Testosterone glucuronide; 19-Hydroxyandrost-4-ene-3,17-dione; 19-Oxotestosterone; 17-beta-Estradiol-3-glucuronide; 19-Oxoandrost-4-ene-3,17-dione; 19-Hydroxytestosterone; 5b-Dihydrotestosterone; Hydrogen Ion

Bile acid biosynthesis

65

1

0.389

0.332

1

1

Chenodeoxycholic acid glycine conjugate;

Taurocholic acid; Cholesterol; Glycine; Glycocholic acid; NADP; Palmitic acid; NADPH; Pyrophosphate; Taurine; 3alpha,7alpha-Dihydroxycoprostanic acid; Chenodeoxycholic acid; Adenosine triphosphate; Cholic acid; Deoxycholic acid; Deoxycholic acid glycine conjugate; Chenodeoxycholic acid glycine conjugate; Lithocholic acid glycine conjugate; Lithocholyltaurine; Lithocholic acid; Taurodeoxycholic acid; NAD; Taurochenodesoxycholic acid; 27-Deoxy-5b-cyprinol; FAD; Propionyl-CoA; ADP; Choloyl-CoA; Oxygen; 24-Hydroxycholesterol; Coenzyme A; 5beta-Cholestane-3alpha,7alpha,12alpha-triol; NADH; 7alpha-Hydroxycholesterol; 7a-Hydroxy-cholestene-3-one; 27-Hydroxycholesterol; Water; 3a,7a-Dihydroxy-5b-cholestanoyl-CoA; 7a,12a-Dihydroxy-cholestene-3-one; Heme; 3a,7a,12a-Trihydroxy-5b-cholestan-26-al; 3'-AMP; Coprocholic acid; 25-Hydroxycholesterol; 7-a,25-Dihydroxycholesterol; 7-a,27-Dihydroxycholesterol; Chenodeoxycholoyl-CoA; CE(22:2); 7a,12a-Dihydroxy-5b-cholestan-3-one; 5b-Cyprinol sulfate; 3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA; 3a,7a,12a,24-Tetrahydroxy-5b-cholestanoyl-CoA; 3a,7a,12a-Trihydroxy-5b-24-oxocholestanoyl-CoA; 7a-Hydroxy-5b-cholestan-3-one; 3a,7a-Dihydroxy-5b-cholestane; 3a,7a-Dihydroxy-5b-cholestan-26-al; 3a,7a-Dihydroxy-5b-cholest-24-enoyl-CoA; (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol; 3beta-Hydroxy-5-cholestenoic acid; 3beta,7alpha-Dihydroxy-5-cholestenoate; 3 alpha,7 alpha,26-Trihydroxy-5beta-cholestane; 3 alpha,7 alpha,24-Trihydroxy-5beta-cholestanoyl-CoA; 7 alpha,24-Dihydroxy-4-cholesten-3-one; 7alpha-Hydroxy-3-oxo-4-cholestenoate; 7 alpha,26-Dihydroxy-4-cholesten-3-one; Iron

Arachidonic acid metabolism

67

1

0.401

0.341

1

1

LysoPC(14:0/0:0)

Glutathione; Glutamic acid; NADP; NADPH; Calcium; Magnesium; Arachidonic acid; Leukotriene B4; Prostaglandin F2a; Leukotriene C4; Prostaglandin E2; Zinc; Prostaglandin I2; Leukotriene A4; Oxygen; Prostaglandin H2; Prostaglandin D2; Thromboxane A2; 20-Hydroxy-leukotriene B4; Water; 5,6-Epoxy-8,11,14-eicosatrienoic acid; 8,9-Epoxyeicosatrienoic acid; 14,15-DiHETrE; 8,9-DiHETrE; 11,12-DiHETrE; 5,6-DHET; Prostaglandin J2; Prostaglandin A2; 6-Keto-prostaglandin F1a; Leukotriene D4; Hydrogen peroxide; Heme; Prostaglandin G2; Thromboxane B2; Oxidized glutathione; 15-HETE; 12-Keto-leukotriene B4; Prostaglandin B2; Delta-12-Prostaglandin J2; 6-Ketoprostaglandin E1; 11-Dehydro-thromboxane B2; 12(S)-HPETE; 15(S)-HPETE; 14,15-Epoxy-5,8,11-eicosatrienoic acid; 8-Isoprostane; 11,12-Epoxyeicosatrienoic acid; 8-HETE; 16(R)-HETE; 11,12,15-THETA; 12(R)-HPETE; 11H-14,15-EETA; 11,14,15-THETA; 8(S)-HPETE; 15H-11,12-EETA; 15-Deoxy-d-12,14-PGJ2; 20-Hydroxyeicosatetraenoic acid; 20-Carboxy-leukotriene B4; PC(34:4); 5-KETE; LysoPC(14:0/0:0); 5-HETE; 5-HPETE; 19(S)-HETE; 11-Epi-PGF2a; Iron; 12-KETE; Prostaglandin-c2