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Showing metabocard for A,b-Dihydroxyisobutyric acid (HMDB0002601)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:58 UTC
Update Date2023-02-21 17:16:26 UTC
HMDB IDHMDB0002601
Secondary Accession Numbers
  • HMDB02601
Metabolite Identification
Common NameA,b-Dihydroxyisobutyric acid
DescriptionA,b-Dihydroxyisobutyric acid, also known as 2,3-dihydroxy-2-methylpropionate or alpha,beta-dihydroxyisobutyrate, belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. A,b-Dihydroxyisobutyric acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make a,b-dihydroxyisobutyric acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on A,b-Dihydroxyisobutyric acid.
Structure
Data?1676999786
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002601 (A,b-Dihydroxyisobutyric acid)


  Mrv0541 02231219332D          

  8  7  0  0  0  0            999 V2000
   14.2781  -11.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9926  -11.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7071  -11.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4216  -11.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7071  -12.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7071  -11.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4216  -10.5931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1360  -11.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  4  8  1  0  0  0  0
M  END
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3D MOL for HMDB0002601 (A,b-Dihydroxyisobutyric acid)

HMDB0002601
     RDKit          3D
A,b-Dihydroxyisobutyric acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.4877    1.0464   -0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0363    0.2921    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069    1.0355    1.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -1.0374    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948   -0.8955    0.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359    0.0102    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2279    0.4387    1.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9349   -0.7077   -0.8814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964    1.8730   -0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    1.5447   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223    0.4219   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    1.5244    1.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335   -1.4751    1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691   -1.7645   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106   -1.6224    0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522   -0.6842   -1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  8 16  1  0
M  END
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3D SDF for HMDB0002601 (A,b-Dihydroxyisobutyric acid)


  Mrv0541 02231219332D          

  8  7  0  0  0  0            999 V2000
   14.2781  -11.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9926  -11.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7071  -11.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4216  -11.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7071  -12.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7071  -11.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4216  -10.5931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1360  -11.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  4  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002601

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H8O4/c1-4(8,2-5)3(6)7/h5,8H,2H2,1H3,(H,6,7)

> <INCHI_KEY>
DGADNPLBVRLJGD-UHFFFAOYSA-N

> <FORMULA>
C4H8O4

> <MOLECULAR_WEIGHT>
120.1039

> <EXACT_MASS>
120.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
10.653759540169283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dihydroxy-2-methylpropanoic acid

> <ALOGPS_LOGP>
-1.25

> <JCHEM_LOGP>
-1.0859735986666668

> <ALOGPS_LOGS>
0.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.345095100532951

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5921284647538427

> <JCHEM_PKA_STRONGEST_BASIC>
-3.172691351130413

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
25.096799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.40e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methylglyceric acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0002601 (A,b-Dihydroxyisobutyric acid)

HMDB0002601
     RDKit          3D
A,b-Dihydroxyisobutyric acid
 16 15  0  0  0  0  0  0  0  0999 V2000
   -0.4877    1.0464   -0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0363    0.2921    0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3069    1.0355    1.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -1.0374    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948   -0.8955    0.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359    0.0102    0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2279    0.4387    1.0599 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9349   -0.7077   -0.8814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1964    1.8730   -0.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3485    1.5447   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0223    0.4219   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871    1.5244    1.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335   -1.4751    1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691   -1.7645   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6106   -1.6224    0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522   -0.6842   -1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  8 16  1  0
M  END
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PDB for HMDB0002601 (A,b-Dihydroxyisobutyric acid)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      26.652 -22.084   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      27.986 -21.314   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.320 -22.084   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.654 -21.314   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.320 -23.624   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      29.320 -20.544   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      30.654 -19.774   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.987 -22.084   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3    7    8                                                  
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    4                                                            
CONECT    8    4                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0002601 (A,b-Dihydroxyisobutyric acid)

COMPND    HMDB0002601
HETATM    1  C1  UNL     1      -0.488   1.046  -0.935  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.036   0.292   0.269  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.307   1.035   1.415  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.729  -1.037   0.438  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.095  -0.895   0.586  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.436   0.010   0.168  1.00  0.00           C  
HETATM    7  O3  UNL     1       2.228   0.439   1.060  1.00  0.00           O  
HETATM    8  O4  UNL     1       1.935  -0.708  -0.881  1.00  0.00           O  
HETATM    9  H1  UNL     1      -1.196   1.873  -0.640  1.00  0.00           H  
HETATM   10  H2  UNL     1       0.349   1.545  -1.474  1.00  0.00           H  
HETATM   11  H3  UNL     1      -1.022   0.422  -1.688  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.487   1.524   1.747  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.334  -1.475   1.394  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.469  -1.764  -0.367  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.611  -1.622   0.159  1.00  0.00           H  
HETATM   16  H8  UNL     1       2.852  -0.684  -1.251  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    4    6
CONECT    3   12
CONECT    4    5   13   14
CONECT    5   15
CONECT    6    7    7    8
CONECT    8   16
END
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SMILES for HMDB0002601 (A,b-Dihydroxyisobutyric acid)

CC(O)(CO)C(O)=O
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INCHI for HMDB0002601 (A,b-Dihydroxyisobutyric acid)

InChI=1S/C4H8O4/c1-4(8,2-5)3(6)7/h5,8H,2H2,1H3,(H,6,7)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2,3-Dihydroxy-2-methylpropionic acidChEBI
alpha,beta-Dihydroxyisobutyric acidChEBI
2,3-Dihydroxy-2-methylpropionateGenerator
a,b-DihydroxyisobutyrateGenerator
alpha,beta-DihydroxyisobutyrateGenerator
Α,β-dihydroxyisobutyrateGenerator
Α,β-dihydroxyisobutyric acidGenerator
2,3-Dihydroxy-2-methyl-propanoateHMDB
2,3-Dihydroxy-2-methyl-propanoic acidHMDB
2,3-Dihydroxy-2-methylpropanoateHMDB
2,3-Dihydroxy-2-methylpropanoic acidHMDB
2-C-MethylglycerateHMDB
2-C-Methylglyceric acidHMDB
2-Methyl-2,3-dihydroxypropionateHMDB
2-Methyl-2,3-dihydroxypropionic acidHMDB
2-MethylglycerateHMDB
2-Methylglyceric acidHMDB
2-MethylglyceronateHMDB
2-Methylglyceronic acidHMDB
a-MethylglycerateHMDB
a-Methylglyceric acidHMDB
alpha-MethylglycerateHMDB
alpha-Methylglyceric acidHMDB
a,b-Dihydroxyisobutyric acidGenerator
a,b-Dihydroxy-isobutyrateGenerator, HMDB
Chemical FormulaC4H8O4
Average Molecular Weight120.1039
Monoisotopic Molecular Weight120.042258744
IUPAC Name2,3-dihydroxy-2-methylpropanoic acid
Traditional Name2-methylglyceric acid
CAS Registry Number21620-60-0
SMILES
CC(O)(CO)C(O)=O
InChI Identifier
InChI=1S/C4H8O4/c1-4(8,2-5)3(6)7/h5,8H,2H2,1H3,(H,6,7)
InChI KeyDGADNPLBVRLJGD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassBeta hydroxy acids and derivatives
Direct ParentBeta hydroxy acids and derivatives
Alternative Parents
Substituents
  • Beta-hydroxy acid
  • Alpha-hydroxy acid
  • Tertiary alcohol
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
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 Solubility540 g/LALOGPS
logP-1.2ALOGPS
logP-1.1ChemAxon
logS0.65ALOGPS
pKa (Strongest Acidic)3.59ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.1 m³·mol⁻¹ChemAxon
Polarizability10.65 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]+125.3731661259
DarkChem[M-H]-119.86631661259
DeepCCS[M+H]+123.50430932474
DeepCCS[M-H]-120.70530932474
DeepCCS[M-2H]-157.15830932474
DeepCCS[M+Na]+131.80930932474
AllCCS[M+H]+129.132859911
AllCCS[M+H-H2O]+124.932859911
AllCCS[M+NH4]+133.032859911
AllCCS[M+Na]+134.132859911
AllCCS[M-H]-122.932859911
AllCCS[M+Na-2H]-126.232859911
AllCCS[M+HCOO]-129.832859911

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. 1.26 minutes32390414
Predicted by Siyang on May 30, 20229.3592 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.96 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid270.8 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid651.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid345.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid54.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid213.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid60.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid270.1 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 Acid267.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)443.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid600.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid41.0 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid723.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid202.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid267.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate644.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA277.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water355.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
A,b-Dihydroxyisobutyric acidCC(O)(CO)C(O)=O2386.7Standard polar33892256
A,b-Dihydroxyisobutyric acidCC(O)(CO)C(O)=O1041.4Standard non polar33892256
A,b-Dihydroxyisobutyric acidCC(O)(CO)C(O)=O1115.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
A,b-Dihydroxyisobutyric acid,1TMS,isomer #1CC(CO)(O[Si](C)(C)C)C(=O)O1190.1Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,1TMS,isomer #2CC(O)(CO[Si](C)(C)C)C(=O)O1188.5Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,1TMS,isomer #3CC(O)(CO)C(=O)O[Si](C)(C)C1094.6Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,2TMS,isomer #1CC(CO[Si](C)(C)C)(O[Si](C)(C)C)C(=O)O1283.1Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,2TMS,isomer #2CC(CO)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1210.5Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,2TMS,isomer #3CC(O)(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C1204.4Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,3TMS,isomer #1CC(CO[Si](C)(C)C)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1299.6Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,1TBDMS,isomer #1CC(CO)(O[Si](C)(C)C(C)(C)C)C(=O)O1443.0Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,1TBDMS,isomer #2CC(O)(CO[Si](C)(C)C(C)(C)C)C(=O)O1429.2Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,1TBDMS,isomer #3CC(O)(CO)C(=O)O[Si](C)(C)C(C)(C)C1344.7Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,2TBDMS,isomer #1CC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)O1708.7Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,2TBDMS,isomer #2CC(CO)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1675.6Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,2TBDMS,isomer #3CC(O)(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1658.0Semi standard non polar33892256
A,b-Dihydroxyisobutyric acid,3TBDMS,isomer #1CC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1966.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - A,b-Dihydroxyisobutyric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-e1621256a3593b108d7b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - A,b-Dihydroxyisobutyric acid GC-MS (3 TMS) - 70eV, Positivesplash10-00xr-9483000000-65c48fae8da1c633d6e02017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - A,b-Dihydroxyisobutyric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - A,b-Dihydroxyisobutyric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 10V, Positive-QTOFsplash10-00di-5900000000-1e5b5bdae0747362e72e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 20V, Positive-QTOFsplash10-0kdi-9300000000-095b57159a1bf51f99e62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 40V, Positive-QTOFsplash10-0a4i-9000000000-c11a68b5d083815170fb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 10V, Negative-QTOFsplash10-014i-5900000000-8d727db5f35d4b5b4f5a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 20V, Negative-QTOFsplash10-009i-9100000000-ba0f4e2e0107afb4a8eb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 40V, Negative-QTOFsplash10-0a4i-9000000000-507242d2271f378a8b482016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 10V, Negative-QTOFsplash10-0gb9-4900000000-c5f0ac9727f0a3efdfc02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 20V, Negative-QTOFsplash10-00dr-9100000000-3787459d4219bd7ca7f32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 40V, Negative-QTOFsplash10-0a4l-9000000000-d86f752a19333583745e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 10V, Positive-QTOFsplash10-0zfr-9800000000-2220e44bfb31db07608e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 20V, Positive-QTOFsplash10-0a4i-9000000000-86f9f5a80900ccc1a6712021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - A,b-Dihydroxyisobutyric acid 40V, Positive-QTOFsplash10-052e-9000000000-d1253ed770e4b16d8e792021-09-25Wishart 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
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
UrineDetected and Quantified1.0 (0.0-2.0) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023033
KNApSAcK IDNot Available
Chemspider ID487503
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6723
PubChem Compound560781
PDB IDNot Available
ChEBI ID36532
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Niwa T, Maeda K, Asada H, Shibata M, Ohki T, Saito A, Furukawa H: Gas chromatographic-mass spectrometric analysis of organic acids in renal tissue biopsy: identification of 4-hydroxybutyric acid and 4-hydroxy-2-butenoic acid. J Chromatogr. 1982 Jun 11;230(1):1-6. [PubMed:7107749 ]
  2. Schellenberg KA, Shaeffer J: Formation of methyl ester of 2-methylglyceric acid from thymine glycol residues: a convenient new method for determining radiation damage to DNA. Biochemistry. 1986 Apr 8;25(7):1479-82. [PubMed:3707888 ]