Details of Metabolite

General Information of MET (ID: META00739)
Name 2-Hydroxystearic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(-)-alpha-Hydroxystearate; (2S)-2-Hydroxyoctadecanoate; (2S)-2-Hydroxyoctadecanoic acid; (S)-2-Hydroxyoctadecanoate; (S)-2-Hydroxystearate; (S)-2-Hydroxystearic acid; 2-Hydroxyoctadecanoate; 2-Hydroxyoctadecanoic acid; 2-Hydroxystearate; 2-Hydroxystearic acid; DL-2-Hydroxystearate; DL-2-Hydroxystearic acid; FA(18:0(2-OH)); FA(18:0(2S-OH)); L-(-)-2-Hydroxystearate; L-(-)-2-Hydroxystearic acid; L-2-Hydroxyoctadecanoate; L-2-Hydroxyoctadecanoic acid; L-2-Hydroxystearate; L-2-Hydroxystearic acid; alpha-Hydroxyoctadecanoate; alpha-Hydroxyoctadecanoic acid; alpha-Hydroxystearate
Source Endogenous;Fatty acyls
Structure Type   Fatty acids and conjugates  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Fatty acids and conjugates
PubChem CID
439887
HMDB ID
HMDB0062549
Formula
C18H36O3
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
KEGG ID
C03045
ChEBI ID
18129
Physicochemical Properties Molecular Weight 300.5 Topological Polar Surface Area 57.5
XlogP 7.5 Complexity 229
Heavy Atom Count 21 Rotatable Bond Count 16
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
2-Hydroxystearic acid (CAS: 629-22-1), also known as 2-hydroxystearate or 2-hydroxyoctadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. The chain of 2-hydroxystearic acid bears a hydroxyl group. 2-Hydroxystearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-Hydroxystearic acid can be found in feces. 2-Hydroxystearic acid can be synthesized from octadecanoic acid, and can be synthesized into 2-hydroxystearoyl-CoA and N-2-hydroxystearoylsphingosine.
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 2-Hydroxystearic acid concentration: decrease (FC = 0.16)
                      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 2-hydroxystearic acid 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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