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Showing metabocard for Glucosereductone (HMDB0040261)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:47:49 UTC
Update Date2023-02-21 17:28:04 UTC
HMDB IDHMDB0040261
Secondary Accession Numbers
  • HMDB40261
Metabolite Identification
Common NameGlucosereductone
DescriptionGlucosereductone belongs to the class of organic compounds known as 1,3-dicarbonyl compounds. These are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group. Glucosereductone has been detected, but not quantified in, alcoholic beverages. This could make glucosereductone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Glucosereductone.
Structure
Data?1677000484
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0040261 (Glucosereductone)


  Mrv0541 02241215252D          

  6  5  0  0  0  0            999 V2000
   -0.0397   -0.6010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816    0.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    0.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    0.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.2006    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
  2  5  1  0  0  0  0
  3  4  2  0  0  0  0
  5  6  2  0  0  0  0
M  END
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3D MOL for HMDB0040261 (Glucosereductone)

HMDB0040261
     RDKit          3D
Glucosereductone
 10  9  0  0  0  0  0  0  0  0999 V2000
   -0.7554   -1.2943   -1.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.4585   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1519    0.4400   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299    1.2936    0.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2364   -0.3767    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7842   -1.1924   -0.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9179   -0.3746   -0.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5373    1.0639   -0.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061    1.1511    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -0.2521    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  2  7  1  0
  3  8  1  0
  4  9  1  0
  5 10  1  0
M  END
Download

3D SDF for HMDB0040261 (Glucosereductone)


  Mrv0541 02241215252D          

  6  5  0  0  0  0            999 V2000
   -0.0397   -0.6010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397    0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816    0.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    0.2006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6816    0.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.2006    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
  2  5  1  0  0  0  0
  3  4  2  0  0  0  0
  5  6  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040261

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H4O3/c4-1-3(6)2-5/h1-3,6H

> <INCHI_KEY>
NVXLIZQNSVLKPO-UHFFFAOYSA-N

> <FORMULA>
C3H4O3

> <MOLECULAR_WEIGHT>
88.0621

> <EXACT_MASS>
88.016043994

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
7.226826763674431

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxypropanedial

> <ALOGPS_LOGP>
-0.80

> <JCHEM_LOGP>
-1.3635082336666668

> <ALOGPS_LOGS>
0.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.378769717842202

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.534561201767214

> <JCHEM_PKA_STRONGEST_BASIC>
-4.110163431345746

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
18.4752

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.53e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glucic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0040261 (Glucosereductone)

HMDB0040261
     RDKit          3D
Glucosereductone
 10  9  0  0  0  0  0  0  0  0999 V2000
   -0.7554   -1.2943   -1.4952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.4585   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1519    0.4400   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3299    1.2936    0.8570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2364   -0.3767    0.4544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7842   -1.1924   -0.2761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9179   -0.3746   -0.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5373    1.0639   -0.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061    1.1511    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -0.2521    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  2  7  1  0
  3  8  1  0
  4  9  1  0
  5 10  1  0
M  END
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PDB for HMDB0040261 (Glucosereductone)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -0.074  -1.122   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.074   0.374   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.272   1.122   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.620   0.374   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.272   1.122   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.620   0.374   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0040261 (Glucosereductone)

COMPND    HMDB0040261
HETATM    1  O1  UNL     1      -0.755  -1.294  -1.495  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.925  -0.459  -0.631  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.152   0.440  -0.132  1.00  0.00           C  
HETATM    4  O2  UNL     1      -0.330   1.294   0.857  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.236  -0.377   0.454  1.00  0.00           C  
HETATM    6  O3  UNL     1       1.784  -1.192  -0.276  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.918  -0.375  -0.211  1.00  0.00           H  
HETATM    8  H2  UNL     1       0.537   1.064  -0.975  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.306   1.151   0.929  1.00  0.00           H  
HETATM   10  H4  UNL     1       1.525  -0.252   1.480  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4    5    8
CONECT    4    9
CONECT    5    6    6   10
END
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SMILES for HMDB0040261 (Glucosereductone)

OC(C=O)C=O
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INCHI for HMDB0040261 (Glucosereductone)

InChI=1S/C3H4O3/c4-1-3(6)2-5/h1-3,6H
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Glucic acidHMDB
Glucose-reductoneHMDB
Hydroxy-propanedialHMDB
Propanedial, hydroxy- (9ci)HMDB
ReductoneHMDB
TartronalHMDB
TartronaldehydeHMDB
Tartronic aldehydeHMDB
Triose reductoneHMDB
2-HydroxymalonaldehydeMeSH, HMDB
2-Hydroxy-1,3-propanedialMeSH, HMDB
Chemical FormulaC3H4O3
Average Molecular Weight88.0621
Monoisotopic Molecular Weight88.016043994
IUPAC Name2-hydroxypropanedial
Traditional Nameglucic acid
CAS Registry Number497-15-4
SMILES
OC(C=O)C=O
InChI Identifier
InChI=1S/C3H4O3/c4-1-3(6)2-5/h1-3,6H
InChI KeyNVXLIZQNSVLKPO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,3-dicarbonyl compounds. These are carbonyl compounds with the generic formula O=C(R)C(H)C(R')=O, where R and R' can be any group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct Parent1,3-dicarbonyl compounds
Alternative Parents
Substituents
  • 1,3-dicarbonyl compound
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Short-chain aldehyde
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point143 °CNot Available
Boiling Point274.01 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.587 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility453 g/LALOGPS
logP-0.8ALOGPS
logP-1.4ChemAxon
logS0.71ALOGPS
pKa (Strongest Acidic)7.53ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity18.48 m³·mol⁻¹ChemAxon
Polarizability7.23 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
DeepCCS[M+H]+119.9730932474
DeepCCS[M-H]-117.89930932474
DeepCCS[M-2H]-153.66730932474
DeepCCS[M+Na]+128.20130932474
AllCCS[M+H]+125.232859911
AllCCS[M+H-H2O]+120.832859911
AllCCS[M+NH4]+129.332859911
AllCCS[M+Na]+130.532859911
AllCCS[M-H]-122.232859911
AllCCS[M+Na-2H]-126.832859911
AllCCS[M+HCOO]-131.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GlucosereductoneOC(C=O)C=O2109.1Standard polar33892256
GlucosereductoneOC(C=O)C=O601.6Standard non polar33892256
GlucosereductoneOC(C=O)C=O799.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glucosereductone,1TMS,isomer #1C[Si](C)(C)OC(C=O)C=O1042.0Semi standard non polar33892256
Glucosereductone,1TMS,isomer #2C[Si](C)(C)OC=C(O)C=O1070.9Semi standard non polar33892256
Glucosereductone,2TMS,isomer #1C[Si](C)(C)OC=C(C=O)O[Si](C)(C)C1198.6Semi standard non polar33892256
Glucosereductone,2TMS,isomer #1C[Si](C)(C)OC=C(C=O)O[Si](C)(C)C1103.5Standard non polar33892256
Glucosereductone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(C=O)C=O1296.0Semi standard non polar33892256
Glucosereductone,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(O)C=O1322.6Semi standard non polar33892256
Glucosereductone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(C=O)O[Si](C)(C)C(C)(C)C1691.7Semi standard non polar33892256
Glucosereductone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(C=O)O[Si](C)(C)C(C)(C)C1536.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Glucosereductone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6r-9000000000-6392b2ef71b5f4d019642017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glucosereductone GC-MS (1 TMS) - 70eV, Positivesplash10-00g0-9300000000-3711946d5d10f09073922017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glucosereductone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glucosereductone 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 - Glucosereductone 10V, Positive-QTOFsplash10-000i-9000000000-0b68c3f22b6e1881a7ae2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 20V, Positive-QTOFsplash10-00dr-9000000000-53839a4c7084f6d5ffd22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 40V, Positive-QTOFsplash10-006x-9000000000-1d961d432d1e006267a82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 10V, Negative-QTOFsplash10-000i-9000000000-dfc2682ad871fff94df72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 20V, Negative-QTOFsplash10-052r-9000000000-1769eced4a1138c405362017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 40V, Negative-QTOFsplash10-0a4i-9000000000-e7fc3e45205bd1dea4072017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 10V, Negative-QTOFsplash10-000l-9000000000-7866922c9a85bf34ec032021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 20V, Negative-QTOFsplash10-0006-9000000000-a36d488f6a6b1853e2492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 40V, Negative-QTOFsplash10-0006-9000000000-6ffb9541e24882de3fac2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 10V, Positive-QTOFsplash10-0006-9000000000-ffdf397d67d4980257e02021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 20V, Positive-QTOFsplash10-0006-9000000000-29af01a83f4ec447e2e32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glucosereductone 40V, Positive-QTOFsplash10-0006-9000000000-50003a65f97669f3e7222021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019978
KNApSAcK IDNot Available
Chemspider ID3650542
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4451502
PDB IDNot Available
ChEBI ID173321
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1495191
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Halasz A, Thiboutot S, Ampleman G, Hawari J: Microwave-assisted hydrolysis of nitroglycerin (NG) under mild alkaline conditions: new insight into the degradation pathway. Chemosphere. 2010 Mar;79(2):228-32. doi: 10.1016/j.chemosphere.2010.01.013. Epub 2010 Feb 2. [PubMed:20129642 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .