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Showing metabocard for 2,3-Butanediol (HMDB0003156)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:37 UTC
Update Date2022-03-07 02:49:17 UTC
HMDB IDHMDB0003156
Secondary Accession Numbers
  • HMDB0003692
  • HMDB03156
  • HMDB03692
Metabolite Identification
Common Name2,3-Butanediol
Description2,3-Butanediol is an isomer of butanediol. The 2R,3R stereoisomer of 2,3-butanediol is produced by a variety of microorganisms, in a process known as butanediol fermentation. 2,3-Butanediol fermentation is the anaerobic fermentation of glucose with 2,3-butanediol as one of the end products. The overall stoichiometry of the reaction is 2 pyruvate + NADH --> 2CO2 + 2,3-butanediol. Butanediol fermentation is typical for Enterobacter species or microbes found in the gut. 2,3-butanediol has been identified in the sera of alcoholics and it may be a specific marker of alcohol abuse (PMID:6139706 ). In humans, 2,3-butanediol is oxidized to acetyl-CoA via acetoin. 2,3-Butanediol is also found in cocoa butter. 2,3-Butanediol can also be found in Bacillus, Klebsiella and Serratia (PMID:21272631 ).
Structure
Data?1582752264
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003156 (2,3-Butanediol)


  Mrv1652305261923552D          

  6  5  0  0  0  0            999 V2000
   25.3362  -15.8507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1927  -15.4381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9072  -15.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6217  -15.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6217  -14.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9072  -16.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
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3D MOL for HMDB0003156 (2,3-Butanediol)

HMDB0254475
     RDKit          3D
meso-2,3-Butanediol
 16 15  0  0  0  0  0  0  0  0999 V2000
    1.5853    0.0378    0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832   -0.4197   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    0.4430   -1.5478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339   -0.4632    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2596    0.9218    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -0.9392   -0.9580 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386    1.0292    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588   -0.6778    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2085    0.0790    1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8338   -1.4392   -0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4528    0.7720   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9243   -1.1976    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815    1.5762    0.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    1.3770   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8262    0.7981    1.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8554   -1.8972   -0.8332 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
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
M  END
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3D SDF for HMDB0003156 (2,3-Butanediol)


  Mrv1652305261923552D          

  6  5  0  0  0  0            999 V2000
   25.3362  -15.8507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1927  -15.4381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9072  -15.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6217  -15.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6217  -14.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9072  -16.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003156

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3

> <INCHI_KEY>
OWBTYPJTUOEWEK-UHFFFAOYSA-N

> <FORMULA>
C4H10O2

> <MOLECULAR_WEIGHT>
90.121

> <EXACT_MASS>
90.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
9.86836471486291

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butane-2,3-diol

> <ALOGPS_LOGP>
-0.59

> <JCHEM_LOGP>
-0.37552903133333315

> <ALOGPS_LOGS>
0.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.678062098346835

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.224481598439645

> <JCHEM_PKA_STRONGEST_BASIC>
-3.006341228739074

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
23.3912

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.03e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-butanediol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0003156 (2,3-Butanediol)

HMDB0254475
     RDKit          3D
meso-2,3-Butanediol
 16 15  0  0  0  0  0  0  0  0999 V2000
    1.5853    0.0378    0.5378 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832   -0.4197   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    0.4430   -1.5478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8339   -0.4632    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2596    0.9218    0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -0.9392   -0.9580 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386    1.0292    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4588   -0.6778    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2085    0.0790    1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8338   -1.4392   -0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4528    0.7720   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9243   -1.1976    0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815    1.5762    0.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    1.3770   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8262    0.7981    1.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8554   -1.8972   -0.8332 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
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
M  END
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PDB for HMDB0003156 (2,3-Butanediol)

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      47.294 -29.588   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      43.293 -28.818   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      44.627 -29.588   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      45.961 -28.818   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.961 -27.278   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      44.627 -31.128   0.000  0.00  0.00           C+0
CONECT    1    4                                                            
CONECT    2    3                                                            
CONECT    3    2    4    6                                                  
CONECT    4    1    3    5                                                  
CONECT    5    4                                                            
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0003156 (2,3-Butanediol)

COMPND    HMDB0003156
HETATM    1  C1  UNL     1      -1.557  -0.351   0.590  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.644   0.284  -0.406  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.474  -0.466  -1.566  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.734   0.590   0.162  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.499  -0.670   0.414  1.00  0.00           C  
HETATM    6  O2  UNL     1       1.404   1.318  -0.848  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.083  -0.516   1.588  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.472   0.268   0.798  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.945  -1.316   0.157  1.00  0.00           H  
HETATM   10  H4  UNL     1      -1.117   1.257  -0.716  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.362  -0.850  -1.856  1.00  0.00           H  
HETATM   12  H6  UNL     1       0.681   1.254   1.041  1.00  0.00           H  
HETATM   13  H7  UNL     1       2.348  -0.788  -0.320  1.00  0.00           H  
HETATM   14  H8  UNL     1       1.973  -0.672   1.437  1.00  0.00           H  
HETATM   15  H9  UNL     1       0.889  -1.596   0.282  1.00  0.00           H  
HETATM   16  H10 UNL     1       1.125   2.253  -0.757  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    4   10
CONECT    3   11
CONECT    4    5    6   12
CONECT    5   13   14   15
CONECT    6   16
END
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SMILES for HMDB0003156 (2,3-Butanediol)

CC(O)C(C)O
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INCHI for HMDB0003156 (2,3-Butanediol)

InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2,3-Butylene glycolChEBI
2,3-DihydroxybutaneChEBI
Dimethylene glycolChEBI
Dimethylethylene glycolChEBI
Pseudobutylene glycolChEBI
Sym-dimethylethylene glycolChEBI
2,3-Butylene glycol, (r*,r*)-isomerMeSH
2,3-Butylene glycol, (r*,r*,)-(+-)-isomerMeSH
2,3-Butylene glycol, (r*,s*)-isomerMeSH
2,3-Butylene glycol, (S-(r*,r*))-isomerMeSH
2,3-Butylene glycol, R-(r*,r*)-isomerMeSH
Butane-2,3-diolMeSH
2,3-ButandiolHMDB
2,3-ButanodiolHMDB
D-2,3-Butane diolHMDB
2,3-ButanediolChEBI
Chemical FormulaC4H10O2
Average Molecular Weight90.121
Monoisotopic Molecular Weight90.068079564
IUPAC Namebutane-2,3-diol
Traditional Name2,3-butanediol
CAS Registry Number513-85-9
SMILES
CC(O)C(C)O
InChI Identifier
InChI=1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3
InChI KeyOWBTYPJTUOEWEK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct Parent1,2-diols
Alternative Parents
Substituents
  • Secondary alcohol
  • 1,2-diol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point25 °CNot Available
Boiling Point182.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000 mg/mL at 20 °CNot Available
LogP-0.92HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility603 g/LALOGPS
logP-0.59ALOGPS
logP-0.38ChemAxon
logS0.83ALOGPS
pKa (Strongest Acidic)14.22ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity23.39 m³·mol⁻¹ChemAxon
Polarizability9.87 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]+116.99731661259
DarkChem[M-H]-111.81631661259
DeepCCS[M+H]+121.79530932474
DeepCCS[M-H]-119.87130932474
DeepCCS[M-2H]-155.42730932474
DeepCCS[M+Na]+129.99830932474
AllCCS[M+H]+126.332859911
AllCCS[M+H-H2O]+122.032859911
AllCCS[M+NH4]+130.432859911
AllCCS[M+Na]+131.632859911
AllCCS[M-H]-127.332859911
AllCCS[M+Na-2H]-132.032859911
AllCCS[M+HCOO]-137.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,3-ButanediolCC(O)C(C)O1560.6Standard polar33892256
2,3-ButanediolCC(O)C(C)O748.9Standard non polar33892256
2,3-ButanediolCC(O)C(C)O776.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2,3-Butanediol,1TMS,isomer #1CC(O)C(C)O[Si](C)(C)C907.9Semi standard non polar33892256
2,3-Butanediol,2TMS,isomer #1CC(O[Si](C)(C)C)C(C)O[Si](C)(C)C1056.1Semi standard non polar33892256
2,3-Butanediol,1TBDMS,isomer #1CC(O)C(C)O[Si](C)(C)C(C)(C)C1121.5Semi standard non polar33892256
2,3-Butanediol,2TBDMS,isomer #1CC(O[Si](C)(C)C(C)(C)C)C(C)O[Si](C)(C)C(C)(C)C1462.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2,3-Butanediol EI-B (Non-derivatized)splash10-0002-9000000000-e110e7ce89cc64b78ca22017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,3-Butanediol EI-B (Non-derivatized)splash10-0002-9000000000-39d2dfc0a50d8ba018c72017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,3-Butanediol EI-B (Non-derivatized)splash10-0002-9000000000-e110e7ce89cc64b78ca22018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,3-Butanediol EI-B (Non-derivatized)splash10-0002-9000000000-39d2dfc0a50d8ba018c72018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3-Butanediol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9000000000-cc27e53ef044f7cb15a52016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3-Butanediol GC-MS (2 TMS) - 70eV, Positivesplash10-01b9-9520000000-fa7488838e20f2dd123b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3-Butanediol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3-Butanediol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3-Butanediol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3-Butanediol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3-Butanediol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3-Butanediol GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,3-Butanediol Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0006-9000000000-a38d022475e970ac03d72012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,3-Butanediol Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-03dl-9000000000-c09bcb32a4424164b2b12012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,3-Butanediol Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-01p9-9000000000-7e0b3df968981c428a952012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,3-Butanediol EI-B (HITACHI M-80B) , Positive-QTOFsplash10-0002-9000000000-f6fb3d0277c373b5e5572012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,3-Butanediol EI-B (HITACHI M-80A) , Positive-QTOFsplash10-0002-9000000000-94dd097f8cd58f7a22e52012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,3-Butanediol 35V, Positive-QTOFsplash10-0006-9000000000-973d129e78b29fbf88042021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 10V, Positive-QTOFsplash10-0006-9000000000-373d8ab05d8ca30b99362016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 20V, Positive-QTOFsplash10-006x-9000000000-c995422d63c292e20b8f2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 40V, Positive-QTOFsplash10-0a4i-9000000000-5639537d59074e5a4a6c2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 10V, Negative-QTOFsplash10-000i-9000000000-aa5e86f920a11ea2d7492016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 20V, Negative-QTOFsplash10-000i-9000000000-cef0995334342db934ba2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 40V, Negative-QTOFsplash10-00di-9000000000-c4f65aef56394c6d3a252016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 10V, Negative-QTOFsplash10-000i-9000000000-09fc38b483234e7b66aa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 20V, Negative-QTOFsplash10-000f-9000000000-79fde7f9417c0129ac4c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 40V, Negative-QTOFsplash10-0006-9000000000-452a5f79625d3401d4952021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 10V, Positive-QTOFsplash10-0a4i-9000000000-2e058d12c0f9880bd53d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 20V, Positive-QTOFsplash10-0a4i-9000000000-77a30103f1d168eecd212021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3-Butanediol 40V, Positive-QTOFsplash10-0002-9000000000-4c2f1d8ca7aa89a88c6c2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Adrenal Cortex
  • Epidermis
  • Fibroblasts
  • Intestine
  • Neuron
  • Platelet
  • Spleen
  • Testis
  • Thyroid Gland
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified13.8 +/- 7.5 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
BloodDetected and Quantified2.0 (0.0-5.0) uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified100.0 (5.0-211.0) uMAdult (>18 years old)Both
Cirrhosis		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease References
Cirrhosis
  1. Casazza JP, Frietas J, Stambuk D, Morgan MY, Veech RL: The measurement of 1,2-propanediol, D, L-2,3-butanediol and meso-2,3-butanediol in controls and alcoholic cirrhotics. Alcohol Alcohol Suppl. 1987;1:607-9. [PubMed:3426740 ]
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011934
KNApSAcK IDC00050411
Chemspider ID21106093
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2,3-Butanediol
METLIN IDNot Available
PubChem Compound262
PDB IDNot Available
ChEBI ID62064
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000412
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Ohno S, Nakajima Y, Nakajin S: Triphenyltin and Tributyltin inhibit pig testicular 17beta-hydroxysteroid dehydrogenase activity and suppress testicular testosterone biosynthesis. Steroids. 2005 Aug;70(9):645-51. [PubMed:15899506 ]
  2. Plaisant F, Clippe A, Vander Stricht D, Knoops B, Gressens P: Recombinant peroxiredoxin 5 protects against excitotoxic brain lesions in newborn mice. Free Radic Biol Med. 2003 Apr 1;34(7):862-72. [PubMed:12654475 ]
  3. Wroblewski VJ: Mechanism of deiodination of 125I-human growth hormone in vivo. Relevance to the study of protein disposition. Biochem Pharmacol. 1991 Jul 25;42(4):889-97. [PubMed:1867644 ]
  4. Murray JI, Whitfield ML, Trinklein ND, Myers RM, Brown PO, Botstein D: Diverse and specific gene expression responses to stresses in cultured human cells. Mol Biol Cell. 2004 May;15(5):2361-74. Epub 2004 Mar 5. [PubMed:15004229 ]
  5. Paul BZ, Vilaire G, Kunapuli SP, Bennett JS: Concurrent signaling from Galphaq- and Galphai-coupled pathways is essential for agonist-induced alphavbeta3 activation on human platelets. J Thromb Haemost. 2003 Apr;1(4):814-20. [PubMed:12871420 ]
  6. Ueda N, Tsuboi K, Lambert DM: A second N-acylethanolamine hydrolase in mammalian tissues. Neuropharmacology. 2005 Jun;48(8):1079-85. [PubMed:15910884 ]
  7. Walker V, Mills GA: Urinary organic acid excretion by babies born before 33 weeks of gestation. Clin Chem. 1989 Jul;35(7):1460-6. [PubMed:2758593 ]
  8. Sakai A, Sakakibara R, Ishiguro M: Human chorionic gonadotropin-ricin A chain hybrid protein: a hormone analog for the study of signal transduction. J Biochem. 1989 Feb;105(2):275-80. [PubMed:2542238 ]
  9. Jin Y, Kim DK, Khil LY, Oh U, Kim J, Kwak J: Thimerosal decreases TRPV1 activity by oxidation of extracellular sulfhydryl residues. Neurosci Lett. 2004 Oct 21;369(3):250-5. [PubMed:15464274 ]
  10. Moshkin AV: [Stabilization of creatine kinase isoenzymes in the cerebrospinal fluid in cranio-cerebral trauma]. Lab Delo. 1989;(2):48-52. [PubMed:2467061 ]
  11. Chujor CS, Feingold KR, Elias PM, Holleran WM: Glucosylceramide synthase activity in murine epidermis: quantitation, localization, regulation, and requirement for barrier homeostasis. J Lipid Res. 1998 Feb;39(2):277-85. [PubMed:9507988 ]
  12. Sachs MK, Huang CM, Ost D, Jungkind DL: Failure of dithiothreitol and pronase to reveal a false-positive cryptococcal antigen determination in cerebrospinal fluid. Am J Clin Pathol. 1991 Sep;96(3):381-4. [PubMed:1877537 ]
  13. Herblin WF, Chiu AT, McCall DE, Ardecky RJ, Carini DJ, Duncia JV, Pease LJ, Wong PC, Wexler RR, Johnson AL, et al.: Angiotensin II receptor heterogeneity. Am J Hypertens. 1991 Apr;4(4 Pt 2):299S-302S. [PubMed:1854455 ]
  14. Cooper CA, Bury NR, Grosell M: The effects of pH and the iron redox state on iron uptake in the intestine of a marine teleost fish, gulf toadfish (Opsanus beta). Comp Biochem Physiol A Mol Integr Physiol. 2006 Mar;143(3):292-8. Epub 2006 Jan 20. [PubMed:16431145 ]
  15. Hermand P, Gane P, Huet M, Jallu V, Kaplan C, Sonneborn HH, Cartron JP, Bailly P: Red cell ICAM-4 is a novel ligand for platelet-activated alpha IIbbeta 3 integrin. J Biol Chem. 2003 Feb 14;278(7):4892-8. Epub 2002 Dec 10. [PubMed:12477717 ]
  16. Kuehnle J, Holzbaur J: 2,3-Butanediol in serum of alcoholics. Lancet. 1983 Dec 10;2(8363):1369-70. [PubMed:6139706 ]
  17. Ji XJ, Huang H, Ouyang PK: Microbial 2,3-butanediol production: a state-of-the-art review. Biotechnol Adv. 2011 May-Jun;29(3):351-64. doi: 10.1016/j.biotechadv.2011.01.007. Epub 2011 Jan 24. [PubMed:21272631 ]

Enzymes

Enzyme Details
1. Vitamin K epoxide reductase complex subunit 1
General function:
Involved in vitamin-K-epoxide reductase (warfarin-sensi
Specific function:
Involved in vitamin K metabolism. Catalytic subunit of the vitamin K epoxide reductase (VKOR) complex which reduces inactive vitamin K 2,3-epoxide to active vitamin K.
Gene Name:
VKORC1
Uniprot ID:
Q9BQB6
Molecular weight:
18234.3