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Showing metabocard for 6-isobutyl-4-hydroxy-2-pyrone (HMDB0304229)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 08:11:59 UTC
Update Date2021-09-24 08:11:59 UTC
HMDB IDHMDB0304229
Secondary Accession NumbersNone
Metabolite Identification
Common Name6-isobutyl-4-hydroxy-2-pyrone
Description6-isobutyl-4-hydroxy-2-pyrone belongs to pyranones and derivatives class of compounds. Those are compounds containing a pyran ring which bears a ketone. 6-isobutyl-4-hydroxy-2-pyrone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 6-isobutyl-4-hydroxy-2-pyrone can be found in a number of food items such as chinese cabbage, chervil, mustard spinach, and red algae, which makes 6-isobutyl-4-hydroxy-2-pyrone a potential biomarker for the consumption of these food products.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304229 (6-isobutyl-4-hydroxy-2-pyrone)


  Mrv1533005141521412D          

 12 12  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  2  0  0  0  0
  2 12  1  0  0  0  0
M  CHG  1  10  -1
M  END
Download

3D MOL for HMDB0304229 (6-isobutyl-4-hydroxy-2-pyrone)

HMDB0304229
     RDKit          3D
6-isobutyl-4-hydroxy-2-pyrone
 23 23  0  0  0  0  0  0  0  0999 V2000
   -1.6470    1.2649   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6280   -0.2376   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529   -0.6845    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542   -0.7560    0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929   -0.3136    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8619   -0.7148    1.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1197   -0.3051    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313   -0.6920    1.5561 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.2108    0.4687   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086    0.8519   -1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2453    1.5693   -2.1097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9335    0.4318   -0.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4083    1.5793   -1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9604    1.7437    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6712    1.6795    0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364   -0.6873   -1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8081   -1.7703    0.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0009   -0.1309    1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8075   -0.4890   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6269   -1.8631    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329   -0.4142    1.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -1.3244    2.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1880    0.7938   -0.6398 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
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  9 23  1  0
M  CHG  1   8  -1
M  END
Download

3D SDF for HMDB0304229 (6-isobutyl-4-hydroxy-2-pyrone)


  Mrv1533005141521412D          

 12 12  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  2  0  0  0  0
  2 12  1  0  0  0  0
M  CHG  1  10  -1
M  END
> <DATABASE_ID>
HMDB0304229

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC1=CC([O-])=CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C9H12O3/c1-6(2)3-8-4-7(10)5-9(11)12-8/h4-6,10H,3H2,1-2H3/p-1

> <INCHI_KEY>
DFYHDDCNKMPXMX-UHFFFAOYSA-M

> <FORMULA>
C9H11O3

> <MOLECULAR_WEIGHT>
167.185

> <EXACT_MASS>
167.071367794

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.099368431132135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(2-methylpropyl)-2-oxo-2H-pyran-4-olate

> <ALOGPS_LOGP>
2.02

> <JCHEM_LOGP>
1.8031918059999998

> <ALOGPS_LOGS>
-1.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.933792272127278

> <JCHEM_PKA_STRONGEST_BASIC>
-5.889559260172764

> <JCHEM_POLAR_SURFACE_AREA>
49.36

> <JCHEM_REFRACTIVITY>
58.0308

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-methylpropyl)-6-oxopyran-4-olate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0304229 (6-isobutyl-4-hydroxy-2-pyrone)

HMDB0304229
     RDKit          3D
6-isobutyl-4-hydroxy-2-pyrone
 23 23  0  0  0  0  0  0  0  0999 V2000
   -1.6470    1.2649   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6280   -0.2376   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9529   -0.6845    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542   -0.7560    0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929   -0.3136    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8619   -0.7148    1.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1197   -0.3051    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313   -0.6920    1.5561 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.2108    0.4687   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1086    0.8519   -1.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2453    1.5693   -2.1097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9335    0.4318   -0.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4083    1.5793   -1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9604    1.7437    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6712    1.6795    0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5364   -0.6873   -1.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8081   -1.7703    0.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0009   -0.1309    1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8075   -0.4890   -0.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6269   -1.8631    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8329   -0.4142    1.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7427   -1.3244    2.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1880    0.7938   -0.6398 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
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  6 22  1  0
  9 23  1  0
M  CHG  1   8  -1
M  END
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PDB for HMDB0304229 (6-isobutyl-4-hydroxy-2-pyrone)

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O-1
HETATM   11  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8                                                            
CONECT   11    6                                                            
CONECT   12    2                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0304229 (6-isobutyl-4-hydroxy-2-pyrone)

COMPND    HMDB0304229
HETATM    1  C1  UNL     1      -1.647   1.265  -0.156  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.628  -0.238  -0.101  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.953  -0.685   0.525  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.554  -0.756   0.843  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.793  -0.314   0.419  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.862  -0.715   1.190  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.120  -0.305   0.799  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.231  -0.692   1.556  1.00  0.00           O1-
HETATM    9  C8  UNL     1       3.211   0.469  -0.326  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.109   0.852  -1.076  1.00  0.00           C  
HETATM   11  O2  UNL     1       2.245   1.569  -2.110  1.00  0.00           O  
HETATM   12  O3  UNL     1       0.933   0.432  -0.655  1.00  0.00           O  
HETATM   13  H1  UNL     1      -1.408   1.579  -1.212  1.00  0.00           H  
HETATM   14  H2  UNL     1      -0.960   1.744   0.567  1.00  0.00           H  
HETATM   15  H3  UNL     1      -2.671   1.679   0.079  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.536  -0.687  -1.114  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.808  -1.770   0.759  1.00  0.00           H  
HETATM   18  H6  UNL     1      -3.001  -0.131   1.507  1.00  0.00           H  
HETATM   19  H7  UNL     1      -3.808  -0.489  -0.120  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.627  -1.863   0.850  1.00  0.00           H  
HETATM   21  H9  UNL     1      -0.833  -0.414   1.854  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.743  -1.324   2.068  1.00  0.00           H  
HETATM   23  H11 UNL     1       4.188   0.794  -0.640  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    4   16
CONECT    3   17   18   19
CONECT    4    5   20   21
CONECT    5    6    6   12
CONECT    6    7   22
CONECT    7    8    9    9
CONECT    9   10   23
CONECT   10   11   11   12
END
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SMILES for HMDB0304229 (6-isobutyl-4-hydroxy-2-pyrone)

CC(C)CC1=CC([O-])=CC(=O)O1
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INCHI for HMDB0304229 (6-isobutyl-4-hydroxy-2-pyrone)

InChI=1S/C9H12O3/c1-6(2)3-8-4-7(10)5-9(11)12-8/h4-6,10H,3H2,1-2H3/p-1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
6-(2-Methylpropyl)-2-oxo-2H-pyran-4-olic acidGenerator
Chemical FormulaC9H11O3
Average Molecular Weight167.185
Monoisotopic Molecular Weight167.071367794
IUPAC Name6-(2-methylpropyl)-2-oxo-2H-pyran-4-olate
Traditional Name2-(2-methylpropyl)-6-oxopyran-4-olate
CAS Registry NumberNot Available
SMILES
CC(C)CC1=CC([O-])=CC(=O)O1
InChI Identifier
InChI=1S/C9H12O3/c1-6(2)3-8-4-7(10)5-9(11)12-8/h4-6,10H,3H2,1-2H3/p-1
InChI KeyDFYHDDCNKMPXMX-UHFFFAOYSA-M
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassPyranones and derivatives
Direct ParentPyranones and derivatives
Alternative Parents
Substituents
  • Pyranone
  • Heteroaromatic compound
  • Vinylogous acid
  • Lactone
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic anion
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
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
logP2.02ALOGPS
logP1.8ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)7.93ChemAxon
pKa (Strongest Basic)-5.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area49.36 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity58.03 m³·mol⁻¹ChemAxon
Polarizability17.1 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+134.57732859911
AllCCS[M+H-H2O]+130.06732859911
AllCCS[M+Na]+139.99632859911
AllCCS[M+NH4]+138.78332859911
AllCCS[M-H]-134.17332859911
AllCCS[M+Na-2H]-135.24832859911
AllCCS[M+HCOO]-136.50332859911
DeepCCS[M+H]+136.35330932474
DeepCCS[M-H]-133.13930932474
DeepCCS[M-2H]-170.30830932474
DeepCCS[M+Na]+145.67730932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-isobutyl-4-hydroxy-2-pyrone 10V, Negative-QTOFsplash10-00di-0900000000-b279e7ceeb26ed4148382019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-isobutyl-4-hydroxy-2-pyrone 20V, Negative-QTOFsplash10-00di-2900000000-9d978ebab3c2ce7514882019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-isobutyl-4-hydroxy-2-pyrone 40V, Negative-QTOFsplash10-0abc-6900000000-2c5d3d78eba4fdce17db2019-02-23Wishart 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 IDFDB030599
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25203460
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