Details of Metabolite

General Information of MET (ID: META00997)
Name Bile acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
Bile salt; Bile acid; Bile Salts; CHEBI:22868; 4-[(3R,5S,7R,12S)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid; C01558
Source Endogenous;Human metabolite
Structure Type   Bile acids, alcohols and derivatives  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Steroids and steroid derivatives
Bile acids, alcohols and derivatives
PubChem CID
439520
Formula
C24H40O5
Structure
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3D MOL is unavailable 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
Physicochemical Properties Molecular Weight 408.6 Topological Polar Surface Area 98
XlogP 3.6 Complexity 637
Heavy Atom Count 29 Rotatable Bond Count 4
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 5
Regulatory Network
Full List of Protein(s) Regulated by This Metabolite
      Nuclear hormone receptor (NHR)
            Farnesoid X-activated receptor (NR1H4) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Bile acid addition (36 hours)
                      Induced Change NR1H4 protein abundance levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Hepatocellular carcinoma [ICD-11: 2C12]
                      Details It is reported that bile acid addition causes the increase of NR1H4 protein abundance compared with control group.
      Oxidoreductases (EC 1)
            Cytochrome P450 7A1 (CYP7A1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Bile acid addition (36 hours)
                      Induced Change CYP7A1 protein abundance levels: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Hepatocellular carcinoma [ICD-11: 2C12]
                      Details It is reported that bile acid addition causes the decrease of CYP7A1 protein abundance compared with control group.
Full List of Protein(s) Regulating This Metabolite
      Nuclear hormone receptor (NHR)
            PPAR-alpha (PPARA) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockout of Ppara
                      Induced Change Bile acid concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Ppara leads to the increase of bile acid levels compared with control group.
      Transferases (EC 2)
            Pyrophosphate geranylgeranyl synthase (GGPS1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [3]
                      Introduced Variation Knockout of Ggps1
                      Induced Change Bile acid concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Metabolic liver disease [ICD-11: 5C90]
                      Details It is reported that knockout of Ggps1 leads to the decrease of bile acid levels compared with control group.
References
1 Identification of a nuclear receptor for bile acids. Science. 1999 May 21;284(5418):1362-5.
2 Targeted Metabolomics Reveals a Protective Role for Basal PPAR in Cholestasis Induced by -Naphthylisothiocyanate. J Proteome Res. 2018 Apr 6;17(4):1500-1508.
3 Conditional loss of geranylgeranyl diphosphate synthase alleviates acute obstructive cholestatic liver injury by regulating hepatic bile acid metabolism. FEBS J. 2020 Aug;287(15):3328-3345.

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