General Information of MET (ID: META00651)
Name Norvaline
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(.+-.)-norvaline; (.+/-.)-norvaline; (R)-Norvaline; 2-Amino-DL-valeric acid; 2-Aminopentanoic acids; 2-Aminovaleric acid; 2-Aminovaleric acids; D-2-Aminopentanoate; D-2-Aminopentanoic acid; D-2-Aminovalerate; D-2-Aminovaleric acid; D-Ape; D-Norvaline; D-Nva; DL-2-Aminopentanoic acid; DL-Norvaline; DL-alpha -Aminovaleric acid; DL-alpha-Amino-N-valenic acid; DL-alpha-Aminovaleric acid; Norvaline (acd/name 4.0); Norvalines; alpha -DL-Aminopentanoic acid; alpha-Aminopentanoic acid; alpha-Aminovaleric acid; alpha-DL-Aminopentanoic acid
Source Endogenous;Cosmetic;Microbial
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
439575
HMDB ID
HMDB0013716
Formula
C5H11NO2
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
C01799
ChEBI ID
28804
ChemSpider ID
388660
Physicochemical Properties Molecular Weight 117.15 Topological Polar Surface Area 63.3
XlogP -2.1 Complexity 82.5
Heavy Atom Count 8 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
Norvaline is a non-proteinogenic branched-chain amino acid. It has previously been reported to be a natural component of an antifungal peptide of Bacillus subtilis. Norvaline and other modified branched chain amino acids have received attention in recent studies, as they appear to be incorporated in some recombinant proteins found in E. coli. Norvaline is an amino acid with the chemical formula C5H11NO2, isomeric with valine. This amino acid is often made synthetically.
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 Norvaline concentration: decrease (FC = 0.32)
                      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 norvaline 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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