Details of Metabolite

General Information of MET (ID: META00381)
Name Lathosterol
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(3beta)-Cholest-7-en-3-ol; (3beta,5alpha)-Cholest-7-en-3-ol; (3beta,alpha)-Cholest-7-en-3-ol; (7)-Cholestenol; 3b-Hydroxy-5-cholestene; 3beta-Hydroxy-5alpha-cholest-7-ene; 5-a-Cholest-7-en-3-beta-ol; 5-alpha-Cholest-7-en-3-beta-ol; 5alpha-Cholest-7-en-3beta-ol; 7-Cholesten-3-beta-ol; 7-Cholestenol; 7-Cholesterol; Cholest-7-en-3-ol; Cholest-7-en-3beta-ol; Cholest-7-en-ol; Cholesterol - synthetic; Cholesterol GR; Cholesterol extra pure; Cholesterol pharma; Cholesterol,NF grade; DELTA7-Cholesten-3beta-ol; DELTA7-Cholestenol; delta(7)-Cholestenol; gamma-Cholestenol; gamma-Cholesterol
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
65728
HMDB ID
HMDB0001170
Formula
C27H46O
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=65728"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C01189
ChEBI ID
17168
FooDB ID
FDB022463
ChemSpider ID
59151
METLIN ID
6052
Physicochemical Properties Molecular Weight 386.7 Topological Polar Surface Area 20.2
XlogP 8.3 Complexity 591
Heavy Atom Count 28 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Function
Lathosterol is a a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. It is used as an indicator of whole-body cholesterol synthesis. Plasma lathosterol levels are significantly elevated in patients with bile acid malabsorption. Lathosterol oxidase (EC 1.14.21.6) is an enzyme that catalyzes the chemical reaction 5alpha-cholest-7-en-3beta-ol + NAD(P)H + H+ + O2 cholesta-5,7-dien-3beta-ol + NAD(P)+ + 2 H2O.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) 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 (shRNA) of SULF1
                      Induced Change Lathosterol concentration: decrease (FC = 0.36 / 0.43)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the decrease of Lathosterol levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.

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