Details of Metabolite

General Information of MET (ID: META00627)
Name 7-Alpha-Hydroxy-3-oxo-4-cholestenoate
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(7alpha)-7-Hydroxy-3-oxocholest-4-en-26-Oate; (7alpha)-7-Hydroxy-3-oxocholest-4-en-26-Oic acid; 7-Hoca; 7-alpha-Hydroxy-3-oxo-4-cholestenoate; 7a-Hydroxy-3-oxo-4-cholestenoate; 7a-Hydroxy-3-oxo-4-cholestenoic acid; 7alpha-Hydroxy-3-oxo-4-cholestenoate; 7alpha-Hydroxy-3-oxocholest-4-en-26-Oic acid
Source Aliphatic homopolycyclic compounds
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
3081085
HMDB ID
HMDB0012458
Formula
C27H42O4
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C17337
ChEBI ID
83036
ChemSpider ID
2338765
Physicochemical Properties Molecular Weight 430.6 Topological Polar Surface Area 74.6
XlogP 5.9 Complexity 756
Heavy Atom Count 31 Rotatable Bond Count 6
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Function
7alpha-Hydroxy-3-oxo-4-cholestenoate, also known as 7-Hoca, is a member of the class of compounds known as monohydroxy bile acids, alcohols, and derivatives. Thes compounds are bile acids, alcohols, or any of their derivatives bearing a hydroxyl group. 7alpha-Hydroxy-3-oxo-4-cholestenoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 7alpha-Hydroxy-3-oxo-4-cholestenoate is involved in metabolic disorders such as 27-hydroxylase deficiency, familial hypercholanemia (FHCA), and Zellweger syndrome. 7alpha-Hydroxy-3-oxo-4-cholestenoate is involved in the primary bile acid biosynthesis pathway. 7alpha-Hydroxy-3-oxo-4-cholestenoate is created from either 3beta,7alpha-dihydroxy-5-cholestenoate or 7alpha,26-dihydroxy-4-cholesten-3-one through the actions of HSD3B7 (EC 1.1.1.181) or CYP27A (EC 1.14.13.15), respectively.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Apolipoprotein (Apo)
            Apolipoprotein A-II (APOA2) 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 Mutation (-265T >C(rs5082)) of APOA2
                      Induced Change 7-Alpha-Hydroxy-3-oxo-4-cholestenoate concentration: increase (FC = 1.40)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Obesity [ICD-11: 5B81]
                      Details It is reported that mutation (-265T >C(rs5082)) of APOA2 leads to the increase of 7-alpha-hydroxy-3-oxo-4-cholestenoate levels compared with control group.
References
1 Epigenomics and metabolomics reveal the mechanism of the APOA2-saturated fat intake interaction affecting obesity. Am J Clin Nutr. 2018 Jul 1;108(1):188-200.

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