Details of Metabolite

General Information of MET (ID: META00682)
Name 2-Hydroxyhexadecanoic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2S)-2-Hydroxyhexadecanoate; (2S)-2-Hydroxyhexadecanoic acid; (S)-2-Hydroxyhexadecanoate; (S)-2-Hydroxyhexadecanoic acid; (S)-2-Hydroxypalmitate; (S)-2-Hydroxypalmitic acid; (S)-alpha-Hydroxypalmitate; 2-Hydroxyhexadecanoate; 2-Hydroxyhexadecanoic acid; 2-Hydroxypalmitate; 2-Hydroxypalmitic acid; 2S-Hydroxypalmitate; DL-2-Hydroxyhexadecanoate; DL-2-Hydroxyhexadecanoic acid; DL-2-Hydroxypalmitate; DL-2-Hydroxypalmitic acid; FA(16:0(2-OH)); FA(16:0(2S-OH)); L-2-Hydroxyhexadecanoate; L-2-Hydroxyhexadecanoic acid; L-2-Hydroxypalmitate; L-2-Hydroxypalmitic acid; alpha-Hydroxyhexadecanoate; alpha-Hydroxyhexadecanoic acid; alpha-Hydroxypalmitate
Source Aliphatic acyclic compounds
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
12575964
HMDB ID
HMDB0031057
Formula
C16H32O3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
Physicochemical Properties Molecular Weight 272.42 Topological Polar Surface Area 57.5
XlogP 6.4 Complexity 204
Heavy Atom Count 19 Rotatable Bond Count 14
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
2-Hydroxyhexadecanoic acid (CAS: 764-67-0), also known as 2-hydroxypalmitic 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-hydroxyhexadecanoic acid bears a hydroxyl group. 2-Hydroxyhexadecanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-Hydroxyhexadecanoic acid occurs in wool fat, which is used as a chewing gum softener.
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-Hydroxyhexadecanoic acid concentration: decrease (FC = 0.25)
                      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-hydroxyhexadecanoic 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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