General Information of MET (ID: META00250)
Name 3-Hydroxydodecanoic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(3S)-3-Hydroxydodecanoate; (S)-3-Hydroxydodecanoate; (S)-3-Hydroxydodecanoic acid; (S)-3-Hydroxylaate; (S)-3-Hydroxylaic acid; (S)-3-OH Dodecanoate; (S)-3-OH Dodecanoic acid; (S)-3-OH Laate; (S)-3-OH Laic acid; (S)-3-OH Lauric acid; (S)-b-Hydroxydodecanoate; (S)-b-Hydroxydodecanoic acid; (S)-b-Hydroxylaate; (S)-b-Hydroxylaic acid; (S)-b-OH Dodecanoate; (S)-b-OH Dodecanoic acid; (S)-b-OH Laate; (S)-b-OH Laic acid; (S)-beta-Hydroxydodecanoic acid; (S)-beta-Hydroxylaate; (S)-beta-Hydroxylauric acid; (S)-beta-OH Dodecanoic acid; (S)-beta-OH Laate; (S)-beta-OH Lauric acid; 3-Hydroxydodecanoate; 3-Hydroxydodecanoic acid; 3-Hydroxylaurate; 3-Hydroxylauric acid; DL-beta-Hydroxydodecanoate; FA(12:0(3-OH)); FA(12:0(3S-OH)); L-3-Hydroxydodecanoate; L-3-Hydroxydodecanoic acid; beta-Hydroxydodecanoate; beta-Hydroxydodecanoic acid; beta-Hydroxylaurate
Source Endogenous;Fatty acyls;Food
Structure Type   Medium-chain hydroxy acids and derivatives  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Hydroxy acids and derivatives
Medium-chain hydroxy acids and derivatives
PubChem CID
5312805
HMDB ID
HMDB0000387
Formula
C12H24O3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
36210
FooDB ID
FDB022005
ChemSpider ID
4472230
METLIN ID
5376
Physicochemical Properties Molecular Weight 216.32 Topological Polar Surface Area 57.5
XlogP 3.6 Complexity 157
Heavy Atom Count 15 Rotatable Bond Count 10
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
3-Hydroxydodecanoic acid (CAS: 1883-13-2) is a medium-chain fatty acid associated with fatty acid metabolic disorders. Deficiency of medium-chain acyl-CoA dehydrogenase is characterized by an intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels (OMIM: 201450). 3-Hydroxydodecanoic acid is also a microbial metabolite found in Acinetobacter, Moraxella, and Pseudomonas. 3-Hydroxydodecanoic acid has been identified in the human placenta.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      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 [1]
                      Introduced Variation Knockout of TP53
                      Induced Change 3-Hydroxydodecanoic acid concentration: increase (Log2 FC=1.54)
                      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 3-hydroxydodecanoic acid levels compared with control group.
      Transferases (EC 2)
            Arylamine N-acetyltransferase 1 (NAT1) 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 NAT1
                      Induced Change 3-Hydroxydodecanoic acid concentration: increase (FC = 2.3)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Breast cancer [ICD-11: 2C60]
                      Details It is reported that knockout of NAT1 leads to the increase of 3-hydroxydodecanoic acid levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
2 CRISPR/Cas9 knockout of human arylamine N-acetyltransferase 1 in MDA-MB-231 breast cancer cells suggests a role in cellular metabolism. Sci Rep. 2020 Jun 17;10(1):9804.

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