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Showing metabocard for N-Butyrylglycine (HMDB0000808)

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enzymes (4) Show 4 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:11 UTC
HMDB IDHMDB0000808
Secondary Accession Numbers
  • HMDB00808
Metabolite Identification
Common NameN-Butyrylglycine
DescriptionN-Butyrylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism, such as ethylmalonic encephalopathy. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13), which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine amino acids composed of glycine substituted at the nitrogen rather than the usual carbon position, resulting in the loss of hydrogen bonding donors. Polymers of these compounds are called Peptoids.
Structure
Data?1676999711
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000808 (N-Butyrylglycine)

N-Butyrylglycine.mol
  Mrv1652305271900222D          

 10  9  0  0  0  0            999 V2000
    1.7862   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2  6  1  0  0  0  0
M  END
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3D MOL for HMDB0000808 (N-Butyrylglycine)

HMDB0000808
     RDKit          3D
N-Butyrylglycine
 21 20  0  0  0  0  0  0  0  0999 V2000
   -3.7816    0.1242   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3696    0.5443   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621   -0.3002    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    0.2392   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889    1.2399   -0.8058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767   -0.3280    0.4621 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4507    0.2578    0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799   -0.4766    0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620   -1.4774    1.4963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8910   -0.0745    0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2940   -0.0446   -1.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3431    0.9465    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014   -0.7839    0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075    0.5186   -1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2126    1.6007   -0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5228   -0.3820    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3514   -1.3536   -0.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1650   -1.1660    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4773    1.3391    0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5293    0.1914   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -0.6146   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
 10 21  1  0
M  END
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3D SDF for HMDB0000808 (N-Butyrylglycine)

N-Butyrylglycine.mol
  Mrv1652305271900222D          

 10  9  0  0  0  0            999 V2000
    1.7862   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000808

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO3/c1-2-3-5(8)7-4-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)

> <INCHI_KEY>
WPSSBBPLVMTKRN-UHFFFAOYSA-N

> <FORMULA>
C6H11NO3

> <MOLECULAR_WEIGHT>
145.1564

> <EXACT_MASS>
145.073893223

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
14.63825075516502

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-butanamidoacetic acid

> <ALOGPS_LOGP>
0.03

> <JCHEM_LOGP>
-0.18352444200000004

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.809584079020865

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.062989857092291

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8713891837814174

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
34.6751

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyrylglycine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000808 (N-Butyrylglycine)

HMDB0000808
     RDKit          3D
N-Butyrylglycine
 21 20  0  0  0  0  0  0  0  0999 V2000
   -3.7816    0.1242   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3696    0.5443   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621   -0.3002    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    0.2392   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889    1.2399   -0.8058 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767   -0.3280    0.4621 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4507    0.2578    0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799   -0.4766    0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620   -1.4774    1.4963 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8910   -0.0745    0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2940   -0.0446   -1.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3431    0.9465    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8014   -0.7839    0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075    0.5186   -1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2126    1.6007   -0.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5228   -0.3820    1.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3514   -1.3536   -0.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1650   -1.1660    1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4773    1.3391    0.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5293    0.1914   -1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258   -0.6146   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
 10 21  1  0
M  END
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PDB for HMDB0000808 (N-Butyrylglycine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: N-Butyrylglycine.mol                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.667  -0.385   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.001   0.385   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.334  -1.925   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.668   0.385   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.667   0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.667   1.925   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.334   0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
CONECT    1    3    4    5                                                  
CONECT    2    3    6                                                       
CONECT    3    2    1                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    7    8    2                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0000808 (N-Butyrylglycine)

COMPND    HMDB0000808
HETATM    1  C1  UNL     1      -3.782   0.124  -0.252  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.370   0.544  -0.464  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.362  -0.300   0.250  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.000   0.239  -0.056  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.089   1.240  -0.806  1.00  0.00           O  
HETATM    6  N1  UNL     1       1.177  -0.328   0.462  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.451   0.258   0.115  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.580  -0.477   0.755  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.362  -1.477   1.496  1.00  0.00           O  
HETATM   10  O3  UNL     1       4.891  -0.075   0.550  1.00  0.00           O  
HETATM   11  H1  UNL     1      -4.294  -0.045  -1.237  1.00  0.00           H  
HETATM   12  H2  UNL     1      -4.343   0.946   0.237  1.00  0.00           H  
HETATM   13  H3  UNL     1      -3.801  -0.784   0.377  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.108   0.519  -1.551  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.213   1.601  -0.111  1.00  0.00           H  
HETATM   16  H6  UNL     1      -1.523  -0.382   1.331  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.351  -1.354  -0.144  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.165  -1.166   1.095  1.00  0.00           H  
HETATM   19  H9  UNL     1       2.477   1.339   0.398  1.00  0.00           H  
HETATM   20  H10 UNL     1       2.529   0.191  -1.007  1.00  0.00           H  
HETATM   21  H11 UNL     1       5.426  -0.615  -0.139  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5    5    6
CONECT    6    7   18
CONECT    7    8   19   20
CONECT    8    9    9   10
CONECT   10   21
END
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SMILES for HMDB0000808 (N-Butyrylglycine)

CCCC(=O)NCC(O)=O
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INCHI for HMDB0000808 (N-Butyrylglycine)

InChI=1S/C6H11NO3/c1-2-3-5(8)7-4-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Butanamidoacetic acidChEBI
2-Butyramidoacetic acidChEBI
Butanamidoacetic acidChEBI
Butyramidoacetic acidChEBI
N-(1-Oxobutyl)glycineChEBI
N-Butyryl-glycineChEBI
2-ButanamidoacetateGenerator
2-ButyramidoacetateGenerator
ButanamidoacetateGenerator
ButyramidoacetateGenerator
N-ButanoylglycineHMDB
ButyrylglycineHMDB
N-ButyrylglycineChEBI
Chemical FormulaC6H11NO3
Average Molecular Weight145.1564
Monoisotopic Molecular Weight145.073893223
IUPAC Name2-butanamidoacetic acid
Traditional Namebutyrylglycine
CAS Registry Number20208-73-5
SMILES
CCCC(=O)NCC(O)=O
InChI Identifier
InChI=1S/C6H11NO3/c1-2-3-5(8)7-4-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)
InChI KeyWPSSBBPLVMTKRN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Health effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility17.6 g/LALOGPS
logP0.03ALOGPS
logP-0.18ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)4.06ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.68 m³·mol⁻¹ChemAxon
Polarizability14.64 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.56931661259
DarkChem[M-H]-128.34231661259
AllCCS[M+H]+133.67632859911
AllCCS[M-H]-131.08732859911
DeepCCS[M+H]+128.24230932474
DeepCCS[M-H]-125.20430932474
DeepCCS[M-2H]-161.71330932474
DeepCCS[M+Na]+136.80330932474
AllCCS[M+H]+133.732859911
AllCCS[M+H-H2O]+129.732859911
AllCCS[M+NH4]+137.432859911
AllCCS[M+Na]+138.532859911
AllCCS[M-H]-131.132859911
AllCCS[M+Na-2H]-133.432859911
AllCCS[M+HCOO]-136.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-ButyrylglycineCCCC(=O)NCC(O)=O2324.8Standard polar33892256
N-ButyrylglycineCCCC(=O)NCC(O)=O1321.8Standard non polar33892256
N-ButyrylglycineCCCC(=O)NCC(O)=O1434.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-Butyrylglycine,1TMS,isomer #1CCCC(=O)NCC(=O)O[Si](C)(C)C1440.0Semi standard non polar33892256
N-Butyrylglycine,1TMS,isomer #2CCCC(=O)N(CC(=O)O)[Si](C)(C)C1443.6Semi standard non polar33892256
N-Butyrylglycine,2TMS,isomer #1CCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1485.6Semi standard non polar33892256
N-Butyrylglycine,2TMS,isomer #1CCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1474.2Standard non polar33892256
N-Butyrylglycine,2TMS,isomer #1CCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1624.6Standard polar33892256
N-Butyrylglycine,1TBDMS,isomer #1CCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C1666.4Semi standard non polar33892256
N-Butyrylglycine,1TBDMS,isomer #2CCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C1662.1Semi standard non polar33892256
N-Butyrylglycine,2TBDMS,isomer #1CCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1929.8Semi standard non polar33892256
N-Butyrylglycine,2TBDMS,isomer #1CCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1878.0Standard non polar33892256
N-Butyrylglycine,2TBDMS,isomer #1CCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1902.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-Butyrylglycine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-9100000000-9d6efb3c85f5b734b9572017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Butyrylglycine GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9100000000-4ce0b184f69d62f099452017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Butyrylglycine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Butyrylglycine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Butyrylglycine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Butyrylglycine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Butyrylglycine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-06Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-00b9-9000000000-7adf49075b14108e93492012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0006-9000000000-576cac3520e069cb33202012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0006-9000000000-589800c2ea24ecb7aebf2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 20V, Negative-QTOFsplash10-00di-9000000000-b3e19fb89ab7f8339f2e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 10V, Negative-QTOFsplash10-00di-9200000000-b60655767fe4a769d2662021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 40V, Negative-QTOFsplash10-00di-9000000000-f47f0bb4cb0efbf144fa2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 30V, Negative-QTOFsplash10-00di-9000000000-95316273955129cf7e6b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 20V, Negative-QTOFsplash10-00di-9000000000-302b2ee38de565a37b1c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 10V, Negative-QTOFsplash10-00di-9200000000-2189f5ead5cd1348492e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 30V, Positive-QTOFsplash10-0007-9000000000-67ae386d2d6c2621c3532021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 10V, Positive-QTOFsplash10-00b9-9000000000-71dc9b997be4266692de2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 35V, Positive-QTOFsplash10-0006-9000000000-a613b064539c5ea98c202021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 0V, Positive-QTOFsplash10-004i-9200000000-718939a915913fcec1e82021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 40V, Positive-QTOFsplash10-0006-9000000000-c131993ed337f3b0feea2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 20V, Positive-QTOFsplash10-0006-9000000000-58824233a2ab6bd149d42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 10V, Positive-QTOFsplash10-00b9-9000000000-89d3b4c8bf2d57d6c8792021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N-Butyrylglycine 40V, Negative-QTOFsplash10-00di-9000000000-b14c7d503bd32ff268c62021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Butyrylglycine 10V, Positive-QTOFsplash10-002b-6900000000-e59b7f02c0f7ab1a87832017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Butyrylglycine 20V, Positive-QTOFsplash10-056r-9200000000-11ba905b90d514e982952017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Butyrylglycine 40V, Positive-QTOFsplash10-054o-9000000000-3cb204e64741c19ece1d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Butyrylglycine 10V, Negative-QTOFsplash10-0006-0900000000-07244fdd0645eec307362017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Butyrylglycine 20V, Negative-QTOFsplash10-006x-6900000000-575a19c7ca83334fdfb62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Butyrylglycine 40V, Negative-QTOFsplash10-05fu-9000000000-0ad3481b5038bd8019062017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Butyrylglycine 10V, Positive-QTOFsplash10-004i-9500000000-d854cf8e092f964760492021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Butyrylglycine 20V, Positive-QTOFsplash10-0006-9000000000-addf5ac376eea5fcd4fc2021-09-21Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0-0.3 umol/mmol creatinineNewborn (0-30 days old)Both
Normal		 details
UrineDetected and Quantified<0.16 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified<1.65 umol/mmol creatinineChildren (1 - 13 years old)FemaleNormal details
UrineDetected and Quantified0.800 +/- 0.700 umol/mmol creatinineInfant (0-1 year old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.24 +/- 0.36 umol/mmol creatinineInfant (0-1 year old)BothNormal details
UrineDetected and Quantified0.0081–0.1346 umol/mmol creatinineAdult (25-30 years old)Both
Not Available		 details
UrineDetected and Quantified0.006.5–0.1704 umol/mmol creatinineAdult (25-30 years old)Both
Not Available		 details
UrineDetected and Quantified0.0121–0.2370 umol/mmol creatinineAdult (25-30 years old)Both
Not Available		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected and Quantified0.01 umol/mmol creatinineAdult (>18 years old)Not Specified
Propionic acidemia		 details
UrineDetected and Quantified2.1 umol/mmol creatinineChildren (1 - 13 years old)FemaleEthylmalonic encephalopathy details
UrineDetected and Quantified0-3.894 umol/mmol creatinineInfant (0-1 year old)Both
Short chain acyl-CoA Dehydrogenase deficiency (SCAD)		 details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Propionic acidemia
  1. Riemersma M, Hazebroek MR, Helderman-van den Enden ATJM, Salomons GS, Ferdinandusse S, Brouwers MCGJ, van der Ploeg L, Heymans S, Glatz JFC, van den Wijngaard A, Krapels IPC, Bierau J, Brunner HG: Propionic acidemia as a cause of adult-onset dilated cardiomyopathy. Eur J Hum Genet. 2017 Nov;25(11):1195-1201. doi: 10.1038/ejhg.2017.127. Epub 2017 Aug 30. [PubMed:28853722 ]
Ethylmalonic encephalopathy
  1. Nowaczyk MJ, Lehotay DC, Platt BA, Fisher L, Tan R, Phillips H, Clarke JT: Ethylmalonic and methylsuccinic aciduria in ethylmalonic encephalopathy arise from abnormal isoleucine metabolism. Metabolism. 1998 Jul;47(7):836-9. [PubMed:9667231 ]
  2. G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Short Chain Acyl-Coa Dehydrogenase Deficiency
  1. Bhala A, Willi SM, Rinaldo P, Bennett MJ, Schmidt-Sommerfeld E, Hale DE: Clinical and biochemical characterization of short-chain acyl-coenzyme A dehydrogenase deficiency. J Pediatr. 1995 Jun;126(6):910-5. [PubMed:7776094 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022256
KNApSAcK IDNot Available
Chemspider ID79766
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5772
PubChem Compound88412
PDB IDNot Available
ChEBI ID89963
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000258
Good Scents IDNot Available
References
Synthesis ReferenceBondi, S.; Eissler, F. Lipoproteins and the Fatty Degeneration of Cells. Biochemische Zeitschrift (1910), 23 499-513.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Tein I, Haslam RH, Rhead WJ, Bennett MJ, Becker LE, Vockley J: Short-chain acyl-CoA dehydrogenase deficiency: a cause of ophthalmoplegia and multicore myopathy. Neurology. 1999 Jan 15;52(2):366-72. [PubMed:9932958 ]
  2. Bhala A, Willi SM, Rinaldo P, Bennett MJ, Schmidt-Sommerfeld E, Hale DE: Clinical and biochemical characterization of short-chain acyl-coenzyme A dehydrogenase deficiency. J Pediatr. 1995 Jun;126(6):910-5. [PubMed:7776094 ]
  3. Ito T, Kidouchi K, Sugiyama N, Kajita M, Chiba T, Niwa T, Wada Y: Liquid chromatographic-atmospheric pressure chemical ionization mass spectrometric analysis of glycine conjugates and urinary isovalerylglycine in isovaleric acidemia. J Chromatogr B Biomed Appl. 1995 Aug 18;670(2):317-22. [PubMed:8548022 ]
  4. Dawson DB, Waber L, Hale DE, Bennett MJ: Transient organic aciduria and persistent lacticacidemia in a patient with short-chain acyl-coenzyme A dehydrogenase deficiency. J Pediatr. 1995 Jan;126(1):69-71. [PubMed:7815229 ]
  5. Hagen T, Korson MS, Sakamoto M, Evans JE: A GC/MS/MS screening method for multiple organic acidemias from urine specimens. Clin Chim Acta. 1999 May;283(1-2):77-88. [PubMed:10404733 ]

Enzymes

Enzyme Details
1. Glycine N-acyltransferase
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Mitochondrial acyltransferase which transfers an acyl group to the N-terminus of glycine and glutamine, although much less efficiently. Can conjugate numerous substrates to form a variety of N-acylglycines, with a preference for benzoyl-CoA over phenylacetyl-CoA as acyl donors. Thereby detoxify xenobiotics, such as benzoic acid or salicylic acid, and endogenous organic acids, such as isovaleric acid.
Gene Name:
GLYAT
Uniprot ID:
Q6IB77
Molecular weight:
18506.33
Enzyme Details
2. Glycine N-acyltransferase-like protein 1
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Acyltransferase which transfers an acyl group to the N-terminus of glutamine. Can use phenylacetyl-CoA as an acyl donor.
Gene Name:
GLYATL1
Uniprot ID:
Q969I3
Molecular weight:
35100.895
Enzyme Details
3. Glycine N-acyltransferase-like protein 2
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Mitochondrial acyltransferase which transfers the acyl group to the N-terminus of glycine. Conjugates numerous substrates, such as arachidonoyl-CoA and saturated medium and long-chain acyl-CoAs ranging from chain-length C8:0-CoA to C18:0-CoA, to form a variety of N-acylglycines. Shows a preference for monounsaturated fatty acid oleoyl-CoA (C18:1-CoA) as an acyl donor. Does not exhibit any activity toward C22:6-CoA and chenodeoxycholoyl-CoA, nor toward serine or alanine.
Gene Name:
GLYATL2
Uniprot ID:
Q8WU03
Molecular weight:
34277.055
Enzyme Details
4. Glycine N-acyltransferase-like protein 3
General function:
Involved in glycine N-acyltransferase activity
Specific function:
Acyltransferase which transfers the acyl group to the N- terminus of glycine
Gene Name:
GLYATL3
Uniprot ID:
Q5SZD4
Molecular weight:
32703.3