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Showing metabocard for 2-Methylglutaric acid (HMDB0000422)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:14:49 UTC
HMDB IDHMDB0000422
Secondary Accession Numbers
  • HMDB00422
Metabolite Identification
Common Name2-Methylglutaric acid
Description2-Methylglutaric acid, also known as alpha-methylglutarate or 2-methylpentanedioate, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. 2-Methylglutaric acid is also classified as an alpha,omega-dicarboxylic acid. It is glutaric acid substituted at position 2 by a methyl group. 2-Methylglutaric acid arises from the microbial metabolism of the isoprenoid alkaloid pristane (PMID: 4327007 ; PMID: 20143352 ).
Structure
Data?1676999688
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000422 (2-Methylglutaric acid)


  Mrv1652305261923542D          

 10  9  0  0  0  0            999 V2000
   10.9938   -9.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2793   -8.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7068   -9.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4214   -8.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5648   -9.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8503   -9.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1358   -9.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5648  -10.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2793   -9.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4214   -9.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2  9  2  0  0  0  0
  3 10  1  0  0  0  0
  4 10  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7 10  1  0  0  0  0
M  END
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3D MOL for HMDB0000422 (2-Methylglutaric acid)

HMDB0000422
     RDKit          3D
2-Methylglutaric acid
 20 19  0  0  0  0  0  0  0  0999 V2000
   -1.2582   -1.4926   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -0.2330    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1451    0.5332   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3773   -0.2946    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.4956   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4746    1.6732   -0.7291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8675    0.0081   -0.1309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2783    0.6224   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057    0.2250   -0.8500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4505    1.8662    0.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5733   -2.2751   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433   -1.2959   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -1.8369   -0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0575   -0.4779    1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1617    1.4189    0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1706    0.8615   -1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -1.2211   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896   -0.5453    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145   -0.7656    0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1826    2.7338    0.0269 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  1  0
  5  6  2  0
  5  7  1  0
  2  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
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  7 19  1  0
 10 20  1  0
M  END
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3D SDF for HMDB0000422 (2-Methylglutaric acid)


  Mrv1652305261923542D          

 10  9  0  0  0  0            999 V2000
   10.9938   -9.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2793   -8.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7068   -9.4604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4214   -8.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5648   -9.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8503   -9.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1358   -9.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5648  -10.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2793   -9.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4214   -9.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2  9  2  0  0  0  0
  3 10  1  0  0  0  0
  4 10  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000422

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O4/c1-4(6(9)10)2-3-5(7)8/h4H,2-3H2,1H3,(H,7,8)(H,9,10)

> <INCHI_KEY>
AQYCMVICBNBXNA-UHFFFAOYSA-N

> <FORMULA>
C6H10O4

> <MOLECULAR_WEIGHT>
146.1412

> <EXACT_MASS>
146.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.956525275740471

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylpentanedioic acid

> <ALOGPS_LOGP>
0.33

> <JCHEM_LOGP>
0.5890719759999997

> <ALOGPS_LOGS>
-0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.676174036855366

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8942615644961274

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
32.7125

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-methylglutaric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000422 (2-Methylglutaric acid)

HMDB0000422
     RDKit          3D
2-Methylglutaric acid
 20 19  0  0  0  0  0  0  0  0999 V2000
   -1.2582   -1.4926   -0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -0.2330    0.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1451    0.5332   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3773   -0.2946    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5884    0.4956   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4746    1.6732   -0.7291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8675    0.0081   -0.1309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2783    0.6224   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2057    0.2250   -0.8500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4505    1.8662    0.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5733   -2.2751   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433   -1.2959   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -1.8369   -0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0575   -0.4779    1.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1617    1.4189    0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1706    0.8615   -1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -1.2211   -0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3896   -0.5453    1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145   -0.7656    0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1826    2.7338    0.0269 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  1  0
  5  6  2  0
  5  7  1  0
  2  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
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  7 19  1  0
 10 20  1  0
M  END
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PDB for HMDB0000422 (2-Methylglutaric acid)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      20.522 -17.659   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      19.188 -15.349   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.519 -17.659   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.853 -15.349   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      17.854 -17.659   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.521 -16.889   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.187 -17.659   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.854 -19.199   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.188 -16.889   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.853 -16.889   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   10                                                            
CONECT    5    6    8    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6   10                                                       
CONECT    8    5                                                            
CONECT    9    1    2    5                                                  
CONECT   10    3    4    7                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0000422 (2-Methylglutaric acid)

COMPND    HMDB0000422
HETATM    1  C1  UNL     1      -1.258  -1.493  -0.685  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.110  -0.233   0.096  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.145   0.533  -0.231  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.377  -0.295   0.052  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.588   0.496  -0.282  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.475   1.673  -0.729  1.00  0.00           O  
HETATM    7  O2  UNL     1       3.867   0.008  -0.131  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.278   0.622  -0.100  1.00  0.00           C  
HETATM    9  O3  UNL     1      -3.206   0.225  -0.850  1.00  0.00           O  
HETATM   10  O4  UNL     1      -2.451   1.866   0.489  1.00  0.00           O  
HETATM   11  H1  UNL     1      -0.573  -2.275  -0.304  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.143  -1.296  -1.769  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.323  -1.837  -0.561  1.00  0.00           H  
HETATM   14  H4  UNL     1      -1.057  -0.478   1.195  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.162   1.419   0.445  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.171   0.862  -1.273  1.00  0.00           H  
HETATM   17  H7  UNL     1       1.293  -1.221  -0.545  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.390  -0.545   1.120  1.00  0.00           H  
HETATM   19  H9  UNL     1       4.115  -0.766   0.471  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.183   2.734   0.027  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    8   14
CONECT    3    4   15   16
CONECT    4    5   17   18
CONECT    5    6    6    7
CONECT    7   19
CONECT    8    9    9   10
CONECT   10   20
END
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SMILES for HMDB0000422 (2-Methylglutaric acid)

CC(CCC(O)=O)C(O)=O
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INCHI for HMDB0000422 (2-Methylglutaric acid)

InChI=1S/C6H10O4/c1-4(6(9)10)2-3-5(7)8/h4H,2-3H2,1H3,(H,7,8)(H,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
alpha-Methylglutaric acidChEBI
a-MethylglutarateGenerator
a-Methylglutaric acidGenerator
alpha-MethylglutarateGenerator
Α-methylglutarateGenerator
Α-methylglutaric acidGenerator
2-MethylglutarateGenerator
(+-)-2-Methylglutaric acidHMDB
2-MethylpentanedioateHMDB
2-Methylpentanedioic acidHMDB
2-Methyleneglutaric acidHMDB
2-MethyleneglutarateHMDB
alpha-Methylene glutarateHMDB
alpha-Methylene glutarate, ion(2-)HMDB
2-Methylene glutarateHMDB
2-Methyl-glutarateHMDB
Chemical FormulaC6H10O4
Average Molecular Weight146.1412
Monoisotopic Molecular Weight146.057908808
IUPAC Name2-methylpentanedioic acid
Traditional Nameα-methylglutaric acid
CAS Registry Number617-62-9
SMILES
CC(CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C6H10O4/c1-4(6(9)10)2-3-5(7)8/h4H,2-3H2,1H3,(H,7,8)(H,9,10)
InChI KeyAQYCMVICBNBXNA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility908 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg123.83830932474
[M-H]-Not Available125.7http://allccs.zhulab.cn/database/detail?ID=AllCCS00000193
Predicted Molecular Properties
PropertyValueSource
Water Solubility40.6 g/LALOGPS
logP0.33ALOGPS
logP0.59ChemAxon
logS-0.56ALOGPS
pKa (Strongest Acidic)3.89ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.71 m³·mol⁻¹ChemAxon
Polarizability13.96 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]+132.19231661259
DarkChem[M-H]-126.18331661259
AllCCS[M+H]+133.96232859911
AllCCS[M-H]-130.07332859911
DeepCCS[M+H]+126.79130932474
DeepCCS[M-H]-123.73830932474
DeepCCS[M-2H]-160.62230932474
DeepCCS[M+Na]+135.46430932474
AllCCS[M+H]+134.032859911
AllCCS[M+H-H2O]+129.932859911
AllCCS[M+NH4]+137.732859911
AllCCS[M+Na]+138.832859911
AllCCS[M-H]-130.132859911
AllCCS[M+Na-2H]-132.332859911
AllCCS[M+HCOO]-134.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.35 minutes32390414
Predicted by Siyang on May 30, 20229.622 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.61 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid172.9 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1110.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid312.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid78.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid178.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid66.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid265.9 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid306.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)118.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid629.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid236.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid871.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid196.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid243.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate544.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA254.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water341.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methylglutaric acidCC(CCC(O)=O)C(O)=O2193.7Standard polar33892256
2-Methylglutaric acidCC(CCC(O)=O)C(O)=O1086.3Standard non polar33892256
2-Methylglutaric acidCC(CCC(O)=O)C(O)=O1317.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Methylglutaric acid,1TMS,isomer #1CC(CCC(=O)O[Si](C)(C)C)C(=O)O1362.2Semi standard non polar33892256
2-Methylglutaric acid,1TMS,isomer #2CC(CCC(=O)O)C(=O)O[Si](C)(C)C1362.6Semi standard non polar33892256
2-Methylglutaric acid,2TMS,isomer #1CC(CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1429.9Semi standard non polar33892256
2-Methylglutaric acid,1TBDMS,isomer #1CC(CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O1608.9Semi standard non polar33892256
2-Methylglutaric acid,1TBDMS,isomer #2CC(CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C1609.6Semi standard non polar33892256
2-Methylglutaric acid,2TBDMS,isomer #1CC(CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1880.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Methylglutaric acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0002-0920000000-058119efdad0e6068dea2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylglutaric acid GC-MS (2 TMS)splash10-00ai-3940000000-8782dc79a05f39a17f8d2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylglutaric acid GC-EI-TOF (Non-derivatized)splash10-0002-0920000000-058119efdad0e6068dea2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylglutaric acid GC-MS (Non-derivatized)splash10-00ai-3940000000-8782dc79a05f39a17f8d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylglutaric acid GC-EI-TOF (Non-derivatized)splash10-0002-0910000000-0bd8441fd4009432274c2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ufu-9400000000-1e9201c037b72e9c87ed2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (2 TMS) - 70eV, Positivesplash10-00dr-9330000000-52eec5e35a4ce98c0c8c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylglutaric acid GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0lds-2900000000-123aaa34af2e8d52e51d2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0040-9200000000-faea3a69ade74a66ca8d2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-0udj-0900000000-fa03e7ba7f633b68fc462012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid LC-ESI-QTOF , negative-QTOFsplash10-0udj-0900000000-fa03e7ba7f633b68fc462017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid 10V, Negative-QTOFsplash10-0udi-1900000000-e55576bb9e40fc692b112021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid 40V, Negative-QTOFsplash10-0a4i-9000000000-3a09ebcd9df6c8b9d7052021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid 35V, Negative-QTOFsplash10-0udi-3900000000-903cd6da1e3ce07026092021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid 35V, Negative-QTOFsplash10-0f6t-0900000000-b6b1c89c1b543e1995ef2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Methylglutaric acid 20V, Negative-QTOFsplash10-0zfr-9800000000-b7ff12e523601525ed362021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 10V, Positive-QTOFsplash10-002b-2900000000-53f4bf9bd33ce331bf8e2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 20V, Positive-QTOFsplash10-0zi9-9700000000-138f9359c8b2e1649fe92016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 40V, Positive-QTOFsplash10-0a4i-9000000000-8b29b71e8ebeb8a47d582016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 10V, Negative-QTOFsplash10-0002-0900000000-a2cb03ab6a83bf49c1c12016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 20V, Negative-QTOFsplash10-0zfs-5900000000-9cad4067f18ca4925fe12016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 40V, Negative-QTOFsplash10-0a4i-9100000000-319d179b79e3ded5f35c2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 10V, Positive-QTOFsplash10-0gz9-6900000000-915a89351e6516f0eb032021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 20V, Positive-QTOFsplash10-0a59-9200000000-b0b3fda893b8c02edcaa2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 40V, Positive-QTOFsplash10-0a4l-9000000000-e913a5660f37725847512021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 10V, Negative-QTOFsplash10-0fc1-2900000000-38e0ae66521bf5362db92021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 20V, Negative-QTOFsplash10-001i-9500000000-145e70f2542a9c48db6b2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylglutaric acid 40V, Negative-QTOFsplash10-053u-9000000000-e92e5f860173c6f463f52021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart 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
  • Extracellular
  • Membrane
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
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.1 umol/mmol creatinineNewborn (0-30 days old)BothNormal details
UrineDetected and Quantified0.1 (0.1-2.6) umol/mmol creatinineChildren (1-13 years old)Both
Normal		 details
UrineDetected and Quantified0.1 (0.1-1.0) umol/mmol creatinineChildren (1-13 years old)Both
Normal		 details
UrineDetected and Quantified0.1 umol/mmol creatinineAdolescent (13-18 years old)Both
Normal		 details
UrineDetected and Quantified0.8 (0.3-1.7) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified3.409 +/- 5.482 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected and Quantified3.282 +/- 1.466 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
 details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022036
KNApSAcK IDC00052128
Chemspider ID11549
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5411
PubChem Compound12046
PDB IDNot Available
ChEBI ID68567
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000159
Good Scents IDNot Available
References
Synthesis ReferenceIgnaczak, M.; Deka, M. Synthesis of 2-methylglutaric acid by oxidation of 3-methyl-1,2-cyclopentanedione by anode-generated Ce(IV). Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya (1994), 37(7-9), 63-6.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Guneral F, Bachmann C: Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Clin Chem. 1994 Jun;40(6):862-6. [PubMed:8087979 ]
  2. Isidorov VA, Kotowska U, Vinogorova VT: GC identification of organic compounds based on partition coefficients of their TMS derivatives in a hexane-acetonitrile system and retention indices. Anal Sci. 2005 Dec;21(12):1483-9. [PubMed:16379391 ]
  3. Lefevere MF, Verhaeghe BJ, Declerck DH, Van Bocxlaer JF, De Leenheer AP, De Sagher RM: Metabolic profiling of urinary organic acids by single and multicolumn capillary gas chromatography. J Chromatogr Sci. 1989 Jan;27(1):23-9. [PubMed:2925825 ]
  4. Waddell TG, Miller TJ: Chemical evolution of the citric acid cycle: sunlight photolysis of the amino acids glutamate and aspartate. Orig Life Evol Biosph. 1991-1992;21(4):219-23. [PubMed:1688138 ]
  5. McKenna EJ, Kallio RE: Microbial metabolism of the isoprenoid alkane pristane. Proc Natl Acad Sci U S A. 1971 Jul;68(7):1552-4. doi: 10.1073/pnas.68.7.1552. [PubMed:4327007 ]
  6. Le TN, Mikolasch A, Awe S, Sheikhany H, Klenk HP, Schauer F: Oxidation of aliphatic, branched chain, and aromatic hydrocarbons by Nocardia cyriacigeorgica isolated from oil-polluted sand samples collected in the Saudi Arabian Desert. J Basic Microbiol. 2010 Jun;50(3):241-53. doi: 10.1002/jobm.200900358. [PubMed:20143352 ]