Hmdb loader

Showing metabocard for 2-Ketohexanoic acid (HMDB0001864)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-02-23 10:34:24 UTC
Update Date2023-02-21 17:15:52 UTC
HMDB IDHMDB0001864
Secondary Accession Numbers
  • HMDB01864
Metabolite Identification
Common Name2-Ketohexanoic acid
Description2-Ketohexanoic acid, also known as alpha-ketocaproic acid or 2-oxohexanoate, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. 2-Ketohexanoic 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 2-ketohexanoic acid a potential biomarker for the consumption of these foods. 2-Ketohexanoic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on 2-Ketohexanoic acid.
Structure
Data?1676999752
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001864 (2-Ketohexanoic acid)


  Mrv1652305261923542D          

  9  8  0  0  0  0            999 V2000
   19.6857   -4.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9711   -2.9285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2568   -4.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8280   -4.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1134   -3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5423   -3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3990   -4.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9711   -3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2568   -4.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  8  2  0  0  0  0
  3  9  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  9  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001864 (2-Ketohexanoic acid)

HMDB0001864
     RDKit          3D
2-Ketohexanoic acid
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.7860    0.7440    0.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8162    0.1173   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372   -0.0479    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.6435   -0.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8366   -0.8596   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852   -2.0565   -0.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.2387   -0.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296    1.4174   -0.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974   -0.0032    0.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321    0.3321    1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7003    1.8614    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8163    0.4373    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295   -0.9078   -0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8297    0.6967   -1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.9199    0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891   -0.7365    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0121   -1.6112   -1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    0.0203   -1.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468    0.0812    1.1368 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
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  9 19  1  0
M  END
Download

3D SDF for HMDB0001864 (2-Ketohexanoic acid)


  Mrv1652305261923542D          

  9  8  0  0  0  0            999 V2000
   19.6857   -4.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9711   -2.9285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2568   -4.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8280   -4.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1134   -3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5423   -3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3990   -4.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9711   -3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2568   -4.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  8  2  0  0  0  0
  3  9  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  9  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001864

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O3/c1-2-3-4-5(7)6(8)9/h2-4H2,1H3,(H,8,9)

> <INCHI_KEY>
XNIHZNNZJHYHLC-UHFFFAOYSA-N

> <FORMULA>
C6H10O3

> <MOLECULAR_WEIGHT>
130.1418

> <EXACT_MASS>
130.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
13.188514079718631

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxohexanoic acid

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
1.6555471303333333

> <ALOGPS_LOGS>
-1.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.528763234882678

> <JCHEM_PKA_STRONGEST_BASIC>
-9.656705905216171

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
31.818599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-oxohexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001864 (2-Ketohexanoic acid)

HMDB0001864
     RDKit          3D
2-Ketohexanoic acid
 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.7860    0.7440    0.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8162    0.1173   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372   -0.0479    0.2662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4442   -0.6435   -0.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8366   -0.8596   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852   -2.0565   -0.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.2387   -0.1618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296    1.4174   -0.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974   -0.0032    0.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321    0.3321    1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7003    1.8614    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8163    0.4373    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295   -0.9078   -0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8297    0.6967   -1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.9199    0.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4891   -0.7365    1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0121   -1.6112   -1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    0.0203   -1.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468    0.0812    1.1368 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
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  9 19  1  0
M  END
Download

PDB for HMDB0001864 (2-Ketohexanoic 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      36.747  -7.777   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      35.413  -5.467   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      34.079  -9.317   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      31.412  -7.777   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.078  -7.006   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.746  -7.006   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.745  -7.777   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      35.413  -7.006   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.079  -7.777   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5                                                            
CONECT    8    1    2    9                                                  
CONECT    9    3    6    8                                                  
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
Download

3D PDB for HMDB0001864 (2-Ketohexanoic acid)

COMPND    HMDB0001864
HETATM    1  C1  UNL     1      -2.786   0.744   0.648  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.816   0.117  -0.326  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.437  -0.048   0.266  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.444  -0.643  -0.772  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.837  -0.860  -0.342  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.185  -2.056  -0.129  1.00  0.00           O  
HETATM    7  C6  UNL     1       2.784   0.239  -0.162  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.430   1.417  -0.339  1.00  0.00           O  
HETATM    9  O3  UNL     1       4.097  -0.003   0.207  1.00  0.00           O  
HETATM   10  H1  UNL     1      -2.632   0.332   1.657  1.00  0.00           H  
HETATM   11  H2  UNL     1      -2.700   1.861   0.664  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.816   0.437   0.333  1.00  0.00           H  
HETATM   13  H4  UNL     1      -2.229  -0.908  -0.531  1.00  0.00           H  
HETATM   14  H5  UNL     1      -1.830   0.697  -1.261  1.00  0.00           H  
HETATM   15  H6  UNL     1      -0.003   0.920   0.590  1.00  0.00           H  
HETATM   16  H7  UNL     1      -0.489  -0.737   1.126  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.012  -1.611  -1.095  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.503   0.020  -1.671  1.00  0.00           H  
HETATM   19  H10 UNL     1       4.447   0.081   1.137  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5   17   18
CONECT    5    6    6    7
CONECT    7    8    8    9
CONECT    9   19
END
Download

SMILES for HMDB0001864 (2-Ketohexanoic acid)

CCCCC(=O)C(O)=O
Download

INCHI for HMDB0001864 (2-Ketohexanoic acid)

InChI=1S/C6H10O3/c1-2-3-4-5(7)6(8)9/h2-4H2,1H3,(H,8,9)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-Keto-N-caproic acidChEBI
2-oxo 6:0ChEBI
2-oxo C6:0ChEBI
2-OxohexanoateChEBI
alpha-Ketocaproic acidChEBI
alpha-Ketohexanoic acidChEBI
2-Keto-N-caproateGenerator
2-Oxohexanoic acidGenerator
a-KetocaproateGenerator
a-Ketocaproic acidGenerator
alpha-KetocaproateGenerator
Α-ketocaproateGenerator
Α-ketocaproic acidGenerator
a-KetohexanoateGenerator
a-Ketohexanoic acidGenerator
alpha-KetohexanoateGenerator
Α-ketohexanoateGenerator
Α-ketohexanoic acidGenerator
2-KetohexanoateGenerator
2-KetocaproateMeSH
alpha-Ketocaproic acid, sodium saltMeSH
2-Ketocaproic acidHMDB
2-oxo-HexanoateHMDB
2-oxo-Hexanoic acidHMDB
2-Ketohexanoic acidChEBI
Chemical FormulaC6H10O3
Average Molecular Weight130.1418
Monoisotopic Molecular Weight130.062994186
IUPAC Name2-oxohexanoic acid
Traditional Name2-oxohexanoic acid
CAS Registry Number2492-75-3
SMILES
CCCCC(=O)C(O)=O
InChI Identifier
InChI=1S/C6H10O3/c1-2-3-4-5(7)6(8)9/h2-4H2,1H3,(H,8,9)
InChI KeyXNIHZNNZJHYHLC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassMedium-chain keto acids and derivatives
Direct ParentMedium-chain keto acids and derivatives
Alternative Parents
Substituents
  • Medium-chain keto acid
  • Alpha-keto acid
  • Alpha-hydroxy ketone
  • Ketone
  • Monocarboxylic 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 locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point198.70 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility145000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.350 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility8.02 g/LALOGPS
logP0.94ALOGPS
logP1.66ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.53ChemAxon
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.82 m³·mol⁻¹ChemAxon
Polarizability13.19 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]+129.0731661259
DarkChem[M-H]-125.34731661259
AllCCS[M+H]+131.26432859911
AllCCS[M-H]-128.43632859911
DeepCCS[M+H]+132.04530932474
DeepCCS[M-H]-129.2830932474
DeepCCS[M-2H]-165.74330932474
DeepCCS[M+Na]+140.53130932474
AllCCS[M+H]+131.332859911
AllCCS[M+H-H2O]+127.132859911
AllCCS[M+NH4]+135.232859911
AllCCS[M+Na]+136.332859911
AllCCS[M-H]-128.432859911
AllCCS[M+Na-2H]-131.132859911
AllCCS[M+HCOO]-134.032859911

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, 2022.3.32 minutes32390414
Predicted by Siyang on May 30, 202211.8686 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.14 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid38.8 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1602.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid386.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid131.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid253.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid183.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid437.8 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 Acid498.2 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)108.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid945.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid344.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1131.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid277.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid350.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate447.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA300.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water98.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Ketohexanoic acidCCCCC(=O)C(O)=O1894.2Standard polar33892256
2-Ketohexanoic acidCCCCC(=O)C(O)=O1382.6Standard non polar33892256
2-Ketohexanoic acidCCCCC(=O)C(O)=O1046.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Ketohexanoic acid,1TMS,isomer #1CCCCC(=O)C(=O)O[Si](C)(C)C1169.3Semi standard non polar33892256
2-Ketohexanoic acid,1TMS,isomer #2CCCC=C(O[Si](C)(C)C)C(=O)O1273.3Semi standard non polar33892256
2-Ketohexanoic acid,2TMS,isomer #1CCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1331.0Semi standard non polar33892256
2-Ketohexanoic acid,2TMS,isomer #1CCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1277.7Standard non polar33892256
2-Ketohexanoic acid,2TMS,isomer #1CCCC=C(O[Si](C)(C)C)C(=O)O[Si](C)(C)C1337.9Standard polar33892256
2-Ketohexanoic acid,1TBDMS,isomer #1CCCCC(=O)C(=O)O[Si](C)(C)C(C)(C)C1392.6Semi standard non polar33892256
2-Ketohexanoic acid,1TBDMS,isomer #2CCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O1513.1Semi standard non polar33892256
2-Ketohexanoic acid,2TBDMS,isomer #1CCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1773.3Semi standard non polar33892256
2-Ketohexanoic acid,2TBDMS,isomer #1CCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1663.6Standard non polar33892256
2-Ketohexanoic acid,2TBDMS,isomer #1CCCC=C(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1668.3Standard polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
    • Zerihun T. Dame, ...
 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022718
KNApSAcK IDNot Available
Chemspider ID140384
KEGG Compound IDC00902
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID4144
PubChem Compound159664
PDB IDNot Available
ChEBI ID17308
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1620931
References
Synthesis ReferenceIgarashi, Minoru; Midorikawa, Hiroshi. Synthesis of a-oxo acids from diethyl alkylidenemalonates. Journal of Organic Chemistry (1964), 29(7), 2080-2.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Nakahara T, Ishida J, Yamaguchi M, Nakamura M: Determination of alpha-keto acids including phenylpyruvic acid in human plasma by high-performance liquid chromatography with chemiluminescence detection. Anal Biochem. 1990 Nov 1;190(2):309-13. [PubMed:2291475 ]
  2. Shroads AL, Henderson GN, Cheung J, James MO, Stacpoole PW: Unified gas chromatographic-mass spectrometric method for quantitating tyrosine metabolites in urine and plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Sep 5;808(2):153-61. [PubMed:15261808 ]
  3. Lenzen S, Formanek H, Panten U: Signal function of metabolism of neutral amino acids and 2-keto acids for initiation of insulin secretion. J Biol Chem. 1982 Jun 25;257(12):6631-3. [PubMed:7045091 ]
  4. Heissig H, Urban KA, Hastedt K, Zunkler BJ, Panten U: Mechanism of the insulin-releasing action of alpha-ketoisocaproate and related alpha-keto acid anions. Mol Pharmacol. 2005 Oct;68(4):1097-105. Epub 2005 Jul 13. [PubMed:16014804 ]