Details of Metabolite

General Information of MET (ID: META00291)
Name Cholesterol sulfate
Synonyms   Click to Show/Hide Synonyms of This Metabolite
5-Cholesten-3b-yl sulfate; 5-Cholesten-3b-yl sulphate; CHOLEST-5-en-3-yl hydrogen sulfATE; CHOLEST-5-en-3-yl hydrogen sulfuric acid; CHOLEST-5-en-3-yl hydrogen sulphate; CHOLEST-5-en-3-yl hydrogen sulphuric acid; Cholest-5-en-3b-ol sulfate; Cholest-5-en-3b-ol sulfuric acid; Cholest-5-en-3b-ol sulphate; Cholest-5-en-3b-ol sulphuric acid; Cholest-5-en-3beta-ol sulfate; Cholest-5-en-3beta-ol sulfuric acid; Cholest-5-en-3beta-ol sulphate; Cholesterol 3-sulfate; Cholesterol 3-sulfuric acid; Cholesterol 3-sulphate; Cholesterol 3-sulphuric acid; Cholesterol hydrogen sulfate; Cholesterol hydrogen sulfuric acid; Cholesterol hydrogen sulphate; Cholesterol hydrogen sulphuric acid; Cholesterol sulfuric acid; Cholesterol sulphate; Cholesterol sulphuric acid; Cholesteryl sulfate; Cholesteryl sulfate, 3H-labeled, (3beta)-isomer; Cholesteryl sulfate, ammonium salt, (3beta)-isomer; Cholesteryl sulfate, potassium salt, (3beta)-isomer; Cholesteryl sulfate, sodium salt, (3beta)-isomer; Cholesteryl sulfate, sodium salt, 26-(14)C-labeled; Cholesteryl sulfuric acid; Cholesteryl sulphate; Cholesteryl sulphuric acid
Source Endogenous;Sterol lipids;Food
Structure Type   Cholestane steroids  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Steroids and steroid derivatives
Cholestane steroids
PubChem CID
65076
HMDB ID
HMDB0000653
Formula
C27H46O4S
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
C18043
DrugBank ID
DB01990
ChEBI ID
41321
FooDB ID
FDB022164
ChemSpider ID
58586
METLIN ID
5625
Physicochemical Properties Molecular Weight 466.7 Topological Polar Surface Area 72
XlogP 8.2 Complexity 812
Heavy Atom Count 32 Rotatable Bond Count 7
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Function
Cholesterol sulfate is a sterol sulfate in human plasma. It is a component of cell membrane and has a regulatory function. It has a stabilizing function on the membrane, supports platelet adhesion and involves in signal transduction. Cholesterol sulfate is found to be associated with hypercholesterolemia, which is an inborn error of metabolism.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Leukotriene-C4 hydrolase (GGT1) 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 Knockdown (siRNA) of GGT1
                      Induced Change Cholesterol sulfate concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of cholesterol sulfate levels compared with control group.
      Lyases (EC 4)
            Cystathionine gamma-lyase (CTH) 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 Cth
                      Induced Change Cholesterol sulfate concentration: decrease (FC = 0.40)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Organic acid disorderss [ICD-11: 5C50]
                      Details It is reported that knockout of Cth leads to the decrease of cholesterol sulfate levels compared with control group.
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) 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 TP53
                      Induced Change Cholesterol sulfate concentration: increase (Log2 FC=1.82)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the increase of cholesterol sulfate levels compared with control group.
References
1 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.
2 Hydrogen Sulfide Is a Regulator of Hemoglobin Oxygen-Carrying Capacity via Controlling 2,3-BPG Production in Erythrocytes. Oxid Med Cell Longev. 2021 Feb 13;2021:8877691.
3 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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