Details of Metabolite

General Information of MET (ID: META01235)
Name 12,13-Epoxy-9-octadecenoic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
12,13-epoxy-9-octadecenoic acid; (E)-11-(3-pentyloxiran-2-yl)undec-9-enoic acid; 12,13-EpOME(9); CHEMBL281291; 12,13-EODE; 6799-85-5; 9-Undecenoic acid, 11-(3-pentyl-2-oxiranyl)-; NSC56858; 11-(3-Pentyl-2-oxiranyl)-9-undcenoic acid; CHEBI:165794; 12,13-epoxy-9Z-octadecenoic acid; BDBM50280208; LMFA02000276; (+-)12(13)-EpOME; 11-(3-Pentyl-2-oxiranyl)-9-undecenoic acid; (E)-11-(3-Pentyl-oxiranyl)-undec-9-enoic acid
Source Aliphatic heteromonocyclic 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
5356421
HMDB ID
HMDB0004702
Formula
C18H32O3
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
C14826
ChEBI ID
38299
FooDB ID
FDB023414
ChemSpider ID
4512106
Physicochemical Properties Molecular Weight 296.4 Topological Polar Surface Area 49.8
XlogP 5.6 Complexity 299
Heavy Atom Count 21 Rotatable Bond Count 14
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Function
12,13-EpOME, also known as vernolsaeure or vernolic acids, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 12,13-epome is considered to be an octadecanoid lipid molecule. 12,13-EpOME is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transcription factor (TF)
            R2R3-MYB (AN2) 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 Overexpression of AN2
                      Induced Change 12,13-Epoxy-9-octadecenoic acid concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the increase of 12,13-epoxy-9-octadecenoic acid levels compared with control group.
References
1 Comprehensive Influences of Overexpression of a MYB Transcriptor Regulating Anthocyanin Biosynthesis on Transcriptome and Metabolome of Tobacco Leaves. Int J Mol Sci. 2019 Oct 16;20(20):5123.

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