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Showing metabocard for Isomaltol (HMDB0303336)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 01:08:01 UTC
Update Date2021-09-24 01:08:01 UTC
HMDB IDHMDB0303336
Secondary Accession NumbersNone
Metabolite Identification
Common NameIsomaltol
DescriptionIsomaltol is a member of the class of compounds known as aryl alkyl ketones. Aryl alkyl ketones are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. Isomaltol is soluble (in water) and a very weakly acidic compound (based on its pKa). Isomaltol can be found in tamarind, which makes isomaltol a potential biomarker for the consumption of this food product. Isomaltol is a natural furan obtained by the enzymatic degradation of starch. It is also a flavor component in bread crust, produced by thermal degradation (caramelization) of sugars. Isomaltol is obtained after the Maillard reaction from an amino acid and a reducing sugar .
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0303336 (Isomaltol)


  Mrv0541 02241217252D          

  9  9  0  0  0  0            999 V2000
    1.2783   -0.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533    1.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -1.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2783    1.0721    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  9  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
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3D MOL for HMDB0303336 (Isomaltol)

HMDB0303336
     RDKit          3D
Isomaltol
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.2642    0.1996   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.9357   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737   -2.0958   -0.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956   -0.7014   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0388   -1.6274   -0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -1.0574   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    0.3096    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236    0.5452    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1116    1.7680    0.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2908   -0.0783   -0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    1.0477   -0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3774    0.5069    1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -1.5438   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576    1.0716    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731    2.5911    0.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8  4  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  6 13  1  0
  7 14  1  0
  9 15  1  0
M  END
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3D SDF for HMDB0303336 (Isomaltol)


  Mrv0541 02241217252D          

  9  9  0  0  0  0            999 V2000
    1.2783   -0.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533    1.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -1.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2783    1.0721    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  9  2  0  0  0  0
  3  4  1  0  0  0  0
  3  7  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303336

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C1=C(O)C=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O3/c1-4(7)6-5(8)2-3-9-6/h2-3,8H,1H3

> <INCHI_KEY>
HPIGCVXMBGOWTF-UHFFFAOYSA-N

> <FORMULA>
C6H6O3

> <MOLECULAR_WEIGHT>
126.11

> <EXACT_MASS>
126.031694058

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
11.783012985925938

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3-hydroxyfuran-2-yl)ethan-1-one

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
0.9375746570000001

> <ALOGPS_LOGS>
-0.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.19636646858229

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.08133277944003

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4373248799376026

> <JCHEM_POLAR_SURFACE_AREA>
50.440000000000005

> <JCHEM_REFRACTIVITY>
30.8326

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isomaltol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0303336 (Isomaltol)

HMDB0303336
     RDKit          3D
Isomaltol
 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.2642    0.1996   -0.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -0.9357   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737   -2.0958   -0.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956   -0.7014   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0388   -1.6274   -0.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -1.0574   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840    0.3096    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236    0.5452    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1116    1.7680    0.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2908   -0.0783   -0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9589    1.0477   -0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3774    0.5069    1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -1.5438   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576    1.0716    0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6731    2.5911    0.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8  4  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  6 13  1  0
  7 14  1  0
  9 15  1  0
M  END
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PDB for HMDB0303336 (Isomaltol)

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  C   UNK     0       2.386  -0.615   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.462   0.769   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.078   0.769   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.846   2.001   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.386   1.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.386   0.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.846  -0.461   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.538  -2.001   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.386   2.001   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    3    6    8                                                  
CONECT    8    7                                                            
CONECT    9    2                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for HMDB0303336 (Isomaltol)

COMPND    HMDB0303336
HETATM    1  C1  UNL     1      -2.264   0.200  -0.020  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.328  -0.936  -0.108  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.774  -2.096  -0.220  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.096  -0.701  -0.065  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.039  -1.627  -0.135  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.217  -1.057  -0.065  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.084   0.310   0.056  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.724   0.545   0.057  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.112   1.768   0.158  1.00  0.00           O  
HETATM   10  H1  UNL     1      -3.291  -0.078  -0.343  1.00  0.00           H  
HETATM   11  H2  UNL     1      -1.959   1.048  -0.659  1.00  0.00           H  
HETATM   12  H3  UNL     1      -2.377   0.507   1.060  1.00  0.00           H  
HETATM   13  H4  UNL     1       3.192  -1.544  -0.095  1.00  0.00           H  
HETATM   14  H5  UNL     1       2.858   1.072   0.137  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.673   2.591   0.241  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    3    4
CONECT    4    5    8    8
CONECT    5    6
CONECT    6    7    7   13
CONECT    7    8   14
CONECT    8    9
CONECT    9   15
END
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SMILES for HMDB0303336 (Isomaltol)

CC(=O)C1=C(O)C=CO1
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INCHI for HMDB0303336 (Isomaltol)

InChI=1S/C6H6O3/c1-4(7)6-5(8)2-3-9-6/h2-3,8H,1H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC6H6O3
Average Molecular Weight126.11
Monoisotopic Molecular Weight126.031694058
IUPAC Name1-(3-hydroxyfuran-2-yl)ethan-1-one
Traditional Nameisomaltol
CAS Registry NumberNot Available
SMILES
CC(=O)C1=C(O)C=CO1
InChI Identifier
InChI=1S/C6H6O3/c1-4(7)6-5(8)2-3-9-6/h2-3,8H,1H3
InChI KeyHPIGCVXMBGOWTF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl alkyl ketones
Alternative Parents
Substituents
  • Aryl alkyl ketone
  • Heteroaromatic compound
  • Vinylogous acid
  • Furan
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
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
logP0.71ALOGPS
logP0.94ChemAxon
logS-0.6ALOGPS
pKa (Strongest Acidic)8.08ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area50.44 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity30.83 m³·mol⁻¹ChemAxon
Polarizability11.78 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+125.2832859911
AllCCS[M+H-H2O]+120.45232859911
AllCCS[M+Na]+131.0932859911
AllCCS[M+NH4]+129.78832859911
AllCCS[M-H]-120.45332859911
AllCCS[M+Na-2H]-122.47532859911
AllCCS[M+HCOO]-124.74132859911
DeepCCS[M+H]+128.81830932474
DeepCCS[M-H]-126.50530932474
DeepCCS[M-2H]-162.45230932474
DeepCCS[M+Na]+137.35130932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 10V, Positive-QTOFsplash10-056r-0900000000-5cde4bc1bd389bd76ebb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 20V, Positive-QTOFsplash10-0a6r-1900000000-5051d374d980e44eec8d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 40V, Positive-QTOFsplash10-0aou-9500000000-6af6acc6e7446ea49d132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 10V, Negative-QTOFsplash10-004i-2900000000-6b02f3a9c6ced05575732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 20V, Negative-QTOFsplash10-0059-7900000000-9d96f642f3ecb30a31fc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 40V, Negative-QTOFsplash10-0zir-9100000000-5154980e68e1cb33012c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 10V, Positive-QTOFsplash10-002f-9700000000-f5aa102f43b23f03ac5c2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 20V, Positive-QTOFsplash10-0006-9000000000-d8f1aec2d4967999476f2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 40V, Positive-QTOFsplash10-0006-9000000000-a123cf8141de1158bd322021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 10V, Negative-QTOFsplash10-0059-9600000000-6a67d9c9a5e8284868d22021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 20V, Negative-QTOFsplash10-007o-9000000000-a95510244fea2addeb8e2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomaltol 40V, Negative-QTOFsplash10-0a4l-9000000000-47a6133c49db8189d98c2021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB011190
KNApSAcK IDNot Available
Chemspider ID17845
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18898
PDB IDNot Available
ChEBI IDNot Available
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 ReferencesNot Available