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Showing metabocard for 4-Hydroxyisovaleric acid (HMDB0002011)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-05-22 14:17:31 UTC
Update Date2023-02-21 17:16:02 UTC
HMDB IDHMDB0002011
Secondary Accession Numbers
  • HMDB02011
Metabolite Identification
Common Name4-Hydroxyisovaleric acid
Description4-Hydroxyisovaleric acid, also known as 4-hydroxyisopentanoate, belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. 4-Hydroxyisovaleric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1676999762
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002011 (4-Hydroxyisovaleric acid)


  Mrv0541 02231219192D          

  8  7  0  0  0  0            999 V2000
   15.7468   -3.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3193   -3.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6047   -4.5513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1758   -3.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4613   -3.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8903   -3.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1758   -4.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6047   -3.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  8  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  6  8  1  0  0  0  0
M  END
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3D MOL for HMDB0002011 (4-Hydroxyisovaleric acid)

HMDB0002011
     RDKit          3D
4-Hydroxyisovaleric acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -0.6424    1.4162    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4202   -0.0559    0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5948   -0.7870   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364   -0.4600   -1.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226   -0.5518   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0382    0.1405    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145    1.0429    1.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2449   -0.2187   -0.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606    1.9054   -0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9248    1.9020    1.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    1.6066   -0.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -0.2596    1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017   -0.3352    0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4892   -1.8649    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864   -0.8190   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7274   -0.4186   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -1.6341    0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580   -0.6088   -1.1286 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
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  8 18  1  0
M  END
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3D SDF for HMDB0002011 (4-Hydroxyisovaleric acid)


  Mrv0541 02231219192D          

  8  7  0  0  0  0            999 V2000
   15.7468   -3.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3193   -3.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6047   -4.5513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1758   -3.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4613   -3.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8903   -3.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1758   -4.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6047   -3.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  8  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  6  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002011

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O3/c1-4(3-6)2-5(7)8/h4,6H,2-3H2,1H3,(H,7,8)

> <INCHI_KEY>
ZGYGEPZZMAXSKH-UHFFFAOYSA-N

> <FORMULA>
C5H10O3

> <MOLECULAR_WEIGHT>
118.1311

> <EXACT_MASS>
118.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
11.912681109086346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxy-3-methylbutanoic acid

> <ALOGPS_LOGP>
-0.09

> <JCHEM_LOGP>
-0.1499469926666665

> <ALOGPS_LOGS>
0.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.487778583149005

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.589412306262043

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5977380607571785

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
28.2719

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.76e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxyisopentanoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002011 (4-Hydroxyisovaleric acid)

HMDB0002011
     RDKit          3D
4-Hydroxyisovaleric acid
 18 17  0  0  0  0  0  0  0  0999 V2000
   -0.6424    1.4162    0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4202   -0.0559    0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5948   -0.7870   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364   -0.4600   -1.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226   -0.5518   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0382    0.1405    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145    1.0429    1.2174 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2449   -0.2187   -0.2215 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606    1.9054   -0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9248    1.9020    1.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    1.6066   -0.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4236   -0.2596    1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5017   -0.3352    0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4892   -1.8649    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864   -0.8190   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7274   -0.4186   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -1.6341    0.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3580   -0.6088   -1.1286 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
  2  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  8 18  1  0
M  END
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PDB for HMDB0002011 (4-Hydroxyisovaleric 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      29.394  -6.956   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      36.063  -6.186   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      34.729  -8.496   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      32.061  -6.956   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.728  -6.186   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      33.395  -6.186   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.061  -8.496   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.729  -6.956   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2    8                                                            
CONECT    3    8                                                            
CONECT    4    5    6    7                                                  
CONECT    5    1    4                                                       
CONECT    6    4    8                                                       
CONECT    7    4                                                            
CONECT    8    2    3    6                                                  
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0002011 (4-Hydroxyisovaleric acid)

COMPND    HMDB0002011
HETATM    1  C1  UNL     1      -0.642   1.416   0.369  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.420  -0.056   0.625  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.595  -0.787  -0.036  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.536  -0.460  -1.409  1.00  0.00           O  
HETATM    5  C4  UNL     1       0.823  -0.552  -0.082  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.038   0.140   0.350  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.014   1.043   1.217  1.00  0.00           O  
HETATM    8  O3  UNL     1       3.245  -0.219  -0.222  1.00  0.00           O  
HETATM    9  H1  UNL     1       0.261   1.905  -0.061  1.00  0.00           H  
HETATM   10  H2  UNL     1      -0.925   1.902   1.341  1.00  0.00           H  
HETATM   11  H3  UNL     1      -1.502   1.607  -0.305  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.424  -0.260   1.691  1.00  0.00           H  
HETATM   13  H5  UNL     1      -2.502  -0.335   0.377  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.489  -1.865   0.122  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.386  -0.819  -1.819  1.00  0.00           H  
HETATM   16  H8  UNL     1       0.727  -0.419  -1.180  1.00  0.00           H  
HETATM   17  H9  UNL     1       0.955  -1.634   0.150  1.00  0.00           H  
HETATM   18  H10 UNL     1       3.358  -0.609  -1.129  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    5   12
CONECT    3    4   13   14
CONECT    4   15
CONECT    5    6   16   17
CONECT    6    7    7    8
CONECT    8   18
END
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SMILES for HMDB0002011 (4-Hydroxyisovaleric acid)

CC(CO)CC(O)=O
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INCHI for HMDB0002011 (4-Hydroxyisovaleric acid)

InChI=1S/C5H10O3/c1-4(3-6)2-5(7)8/h4,6H,2-3H2,1H3,(H,7,8)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
4-HydroxyisovalerateGenerator
4-HydroxyisopentanoateHMDB
4-Hydroxyisopentanoic acidHMDB
4-Hydroxy-isovalerateHMDB
4-Hydroxyisovaleric acidMeSH
Chemical FormulaC5H10O3
Average Molecular Weight118.1311
Monoisotopic Molecular Weight118.062994186
IUPAC Name4-hydroxy-3-methylbutanoic acid
Traditional Name4-hydroxyisopentanoate
CAS Registry Number77220-86-1
SMILES
CC(CO)CC(O)=O
InChI Identifier
InChI=1S/C5H10O3/c1-4(3-6)2-5(7)8/h4,6H,2-3H2,1H3,(H,7,8)
InChI KeyZGYGEPZZMAXSKH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Short-chain hydroxy acid
  • Hydroxy fatty acid
  • Branched fatty acid
  • 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 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 SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility276 g/LALOGPS
logP-0.09ALOGPS
logP-0.15ChemAxon
logS0.37ALOGPS
pKa (Strongest Acidic)4.59ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity28.27 m³·mol⁻¹ChemAxon
Polarizability11.91 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]+126.44931661259
DarkChem[M-H]-119.56631661259
DeepCCS[M+H]+137.20530932474
DeepCCS[M-H]-134.44330932474
DeepCCS[M-2H]-170.89330932474
DeepCCS[M+Na]+145.77630932474
AllCCS[M+H]+128.432859911
AllCCS[M+H-H2O]+124.232859911
AllCCS[M+NH4]+132.332859911
AllCCS[M+Na]+133.432859911
AllCCS[M-H]-126.732859911
AllCCS[M+Na-2H]-130.032859911
AllCCS[M+HCOO]-133.632859911

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, 2022.1.55 minutes32390414
Predicted by Siyang on May 30, 20229.3065 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.08 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid130.4 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1011.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid319.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid77.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid183.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid57.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid266.3 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 Acid281.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)127.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid611.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid175.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid873.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid201.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid233.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate507.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA258.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water265.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Hydroxyisovaleric acidCC(CO)CC(O)=O2338.7Standard polar33892256
4-Hydroxyisovaleric acidCC(CO)CC(O)=O1035.9Standard non polar33892256
4-Hydroxyisovaleric acidCC(CO)CC(O)=O1112.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Hydroxyisovaleric acid,1TMS,isomer #1CC(CO[Si](C)(C)C)CC(=O)O1222.3Semi standard non polar33892256
4-Hydroxyisovaleric acid,1TMS,isomer #2CC(CO)CC(=O)O[Si](C)(C)C1159.5Semi standard non polar33892256
4-Hydroxyisovaleric acid,2TMS,isomer #1CC(CO[Si](C)(C)C)CC(=O)O[Si](C)(C)C1272.0Semi standard non polar33892256
4-Hydroxyisovaleric acid,1TBDMS,isomer #1CC(CO[Si](C)(C)C(C)(C)C)CC(=O)O1453.0Semi standard non polar33892256
4-Hydroxyisovaleric acid,1TBDMS,isomer #2CC(CO)CC(=O)O[Si](C)(C)C(C)(C)C1388.2Semi standard non polar33892256
4-Hydroxyisovaleric acid,2TBDMS,isomer #1CC(CO[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C1691.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxyisovaleric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0536-9100000000-3fc712efcbb9fc4f30642017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxyisovaleric acid GC-MS (2 TMS) - 70eV, Positivesplash10-00di-9710000000-7889823db89ae94de7b42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Hydroxyisovaleric 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 - 4-Hydroxyisovaleric acid 10V, Positive-QTOFsplash10-0uxr-5900000000-44f5a19c4f52d431d4e02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 20V, Positive-QTOFsplash10-0a4l-9100000000-6535308e2dd234ab5aeb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 40V, Positive-QTOFsplash10-0006-9000000000-dde3270c1cbccc8b30132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 10V, Negative-QTOFsplash10-014i-9800000000-d1842134a343234223a82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 20V, Negative-QTOFsplash10-06dj-9300000000-3e6079f4c1d5f243bf2e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 40V, Negative-QTOFsplash10-0a4l-9000000000-123016e0357d669baece2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 10V, Negative-QTOFsplash10-000t-9100000000-d3579e59fa662e6106f02021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 20V, Negative-QTOFsplash10-00r2-9000000000-e002e53abd30ff5cf6332021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 40V, Negative-QTOFsplash10-014l-9000000000-ae9180e212f0ab050d7c2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 10V, Positive-QTOFsplash10-0udi-7900000000-257554ef10cca5f6bacd2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 20V, Positive-QTOFsplash10-0a5c-9000000000-18339fa3b7cdee3b15142021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Hydroxyisovaleric acid 40V, Positive-QTOFsplash10-0006-9000000000-cfbc37820035236f6cf32021-09-25Wishart 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
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot AvailableNot AvailableIsovaleric acidemia details
Associated Disorders and Diseases
Disease References
Isovaleric acidemia
  1. Kumps A, Duez P, Mardens Y: Metabolic, nutritional, iatrogenic, and artifactual sources of urinary organic acids: a comprehensive table. Clin Chem. 2002 May;48(5):708-17. [PubMed:11978597 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022793
KNApSAcK IDNot Available
Chemspider ID116413
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBeta-Hydroxy beta-methylbutyric acid
METLIN ID6434
PubChem Compound131760
PDB IDNot Available
ChEBI ID384411
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. Truscott RJ, Malegan D, McCairns E, Burke D, Hick L, Sims P, Halpern B, Tanaka K, Sweetman L, Nyhan WL, Hammond J, Bumack C, Haan EA, Danks DM: New metabolites in isovaleric acidemia. Clin Chim Acta. 1981 Mar 5;110(2-3):187-203. [PubMed:6452974 ]

Enzymes

Enzyme Details
1. Sulfotransferase family cytosolic 2B member 1
General function:
Involved in sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:
SULT2B1
Uniprot ID:
O00204
Molecular weight:
39598.595
Reactions
4-Hydroxyisovaleric acid → 3-methyl-4-(sulfooxy)butanoic aciddetails
Enzyme Details
2. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
4-Hydroxyisovaleric acid → 6-(3-carboxy-2-methylpropoxy)-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
4-Hydroxyisovaleric acid → 3,4,5-trihydroxy-6-[(4-hydroxy-3-methylbutanoyl)oxy]oxane-2-carboxylic aciddetails