Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-08 21:43:03 UTC

Update Date

2021-09-14 14:57:10 UTC

HMDB ID

HMDB0029226

Secondary Accession Numbers

HMDB29226

Metabolite Identification

Common Name

5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone

Description

5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review very few articles have been published on 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0029226
     RDKit          3D
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -3.7880   -1.3386   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098   -0.2414    0.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5048    0.4813    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.1270   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.7866   -0.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8692    0.3246   -1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271   -0.7174   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3697   -0.1959    0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6832   -0.9915    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160   -0.9575   -0.8320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837   -0.8776   -1.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104   -1.0301   -1.5162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163    1.8545    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586    2.2556    1.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.5511    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352    1.9297    1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7613   -1.8564   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -0.9729   -1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9325   -2.0549   -0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303   -0.7275   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4592   -0.0549   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878    1.2222   -1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538   -1.6135   -0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007   -0.3503    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6581    0.8654    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868   -2.0334    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4206   -0.4770    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224    2.4044    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0668    3.0940    1.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919    1.4127    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  3  1  0
 12  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
M  END


  Mrv1652303102016542D          

 16 17  0  0  0  0            999 V2000
    1.8056    0.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -0.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -2.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -2.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556   -1.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0431   -0.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8056   -2.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -3.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4556   -2.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9806    0.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956    0.7561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889    0.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2889   -0.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -0.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564    0.9860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029226

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(CC2CCC(=O)O2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O4/c1-15-11-7-8(2-4-10(11)13)6-9-3-5-12(14)16-9/h2,4,7,9,13H,3,5-6H2,1H3

> <INCHI_KEY>
GCIFEQYZDROELP-UHFFFAOYSA-N

> <FORMULA>
C12H14O4

> <MOLECULAR_WEIGHT>
222.2372

> <EXACT_MASS>
222.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
22.76829354886457

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.7612161106666666

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.943931319237853

> <JCHEM_PKA_STRONGEST_BASIC>
-4.889146538856179

> <JCHEM_POLAR_SURFACE_AREA>
55.76

> <JCHEM_REFRACTIVITY>
57.790000000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029226
     RDKit          3D
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -3.7880   -1.3386   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098   -0.2414    0.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5048    0.4813    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.1270   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.7866   -0.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8692    0.3246   -1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271   -0.7174   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3697   -0.1959    0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6832   -0.9915    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160   -0.9575   -0.8320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837   -0.8776   -1.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104   -1.0301   -1.5162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163    1.8545    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586    2.2556    1.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.5511    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352    1.9297    1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7613   -1.8564   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -0.9729   -1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9325   -2.0549   -0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303   -0.7275   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4592   -0.0549   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878    1.2222   -1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538   -1.6135   -0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007   -0.3503    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6581    0.8654    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868   -2.0334    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4206   -0.4770    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224    2.4044    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0668    3.0940    1.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919    1.4127    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  3  1  0
 12  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0       3.370   0.166   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.140  -1.168   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.370  -2.502   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.140  -3.835   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.680  -3.835   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.450  -2.502   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.680  -1.168   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.370  -5.169   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.140  -6.503   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.450  -5.169   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.830   0.166   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.925   1.411   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.539   0.935   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.539  -0.605   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.925  -1.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.785   1.841   0.000  0.00  0.00           O+0
CONECT    1    2   11                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6                                                       
CONECT    8    4    9                                                       
CONECT    9    8                                                            
CONECT   10    5                                                            
CONECT   11    1   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   11   14                                                       
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0029226
HETATM    1  C1  UNL     1      -3.788  -1.339  -0.653  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.710  -0.241   0.249  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.505   0.481   0.331  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.427   0.127  -0.450  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.213   0.787  -0.426  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.869   0.325  -1.302  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.727  -0.717  -0.629  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.370  -0.196   0.619  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.683  -0.992   0.615  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.016  -0.957  -0.832  1.00  0.00           C  
HETATM   11  O2  UNL     1       5.184  -0.878  -1.282  1.00  0.00           O  
HETATM   12  O3  UNL     1       2.810  -1.030  -1.516  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.116   1.855   0.443  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.159   2.256   1.248  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.368   1.551   1.184  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.435   1.930   1.981  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.761  -1.856  -0.535  1.00  0.00           H  
HETATM   18  H2  UNL     1      -3.645  -0.973  -1.704  1.00  0.00           H  
HETATM   19  H3  UNL     1      -2.933  -2.055  -0.477  1.00  0.00           H  
HETATM   20  H4  UNL     1      -1.530  -0.728  -1.134  1.00  0.00           H  
HETATM   21  H5  UNL     1       0.459  -0.055  -2.249  1.00  0.00           H  
HETATM   22  H6  UNL     1       1.488   1.222  -1.559  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.154  -1.613  -0.393  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.801  -0.350   1.534  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.658   0.865   0.436  1.00  0.00           H  
HETATM   26  H10 UNL     1       3.487  -2.033   0.928  1.00  0.00           H  
HETATM   27  H11 UNL     1       4.421  -0.477   1.235  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.822   2.404   0.495  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.067   3.094   1.923  1.00  0.00           H  
HETATM   30  H14 UNL     1      -4.292   1.413   1.919  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   20
CONECT    5    6   13   13
CONECT    6    7   21   22
CONECT    7    8   12   23
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   11   11   12
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16
CONECT   16   30
END

HMDB0029226
     RDKit          3D
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone
 30 31  0  0  0  0  0  0  0  0999 V2000
   -3.7880   -1.3386   -0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098   -0.2414    0.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5048    0.4813    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.1270   -0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.7866   -0.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8692    0.3246   -1.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271   -0.7174   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3697   -0.1959    0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6832   -0.9915    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160   -0.9575   -0.8320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837   -0.8776   -1.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104   -1.0301   -1.5162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163    1.8545    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586    2.2556    1.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.5511    1.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352    1.9297    1.9805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7613   -1.8564   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -0.9729   -1.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9325   -2.0549   -0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303   -0.7275   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4592   -0.0549   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878    1.2222   -1.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1538   -1.6135   -0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007   -0.3503    1.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6581    0.8654    0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4868   -2.0334    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4206   -0.4770    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224    2.4044    0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0668    3.0940    1.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919    1.4127    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15  3  1  0
 12  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5'-(3'-Methoxy-4'-hydroxyphenyl)-g-valerolactone	Generator
5'-(3'-Methoxy-4'-hydroxyphenyl)-γ-valerolactone	Generator
3-Methoxy-4-hydroxyphenylvalerolactone	HMDB
5-(3'-Methoxy-4'-hydroxyphenyl)-g-valerolactone	Generator
5-(3'-Methoxy-4'-hydroxyphenyl)-γ-valerolactone	Generator

Chemical Formula

C₁₂H₁₄O₄

Average Molecular Weight

222.2372

Monoisotopic Molecular Weight

222.089208936

IUPAC Name

5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Traditional Name

5-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(CC2CCC(=O)O2)=C1

InChI Identifier

InChI=1S/C12H14O4/c1-15-11-7-8(2-4-10(11)13)6-9-3-5-12(14)16-9/h2,4,7,9,13H,3,5-6H2,1H3

InChI Key

GCIFEQYZDROELP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (HMDB: HMDB0029226)

Excreta

Biofluid or Excreta

Urine (PMID: 19754154)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Source

Endogenous

Endogenous (HMDB: HMDB0029226)

Exogenous

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0029226)

Tea

Tea products (HMDB: HMDB0029226)

Nut

Nuts (HMDB: HMDB0029226)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0029226)

Fruit

Berries (HMDB: HMDB0029226)

Pome

Apple (HMDB: HMDB0029226)

Not Available

Nutrient (HMDB: HMDB0029226)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.76 g/L	ALOGPS
logP	1.75	ALOGPS
logP	1.76	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.94	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	57.79 m³·mol⁻¹	ChemAxon
Polarizability	22.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	153.068	31661259
DarkChem	[M-H]-	153.332	31661259
DeepCCS	[M+H]+	154.417	30932474
DeepCCS	[M-H]-	152.059	30932474
DeepCCS	[M-2H]-	185.122	30932474
DeepCCS	[M+Na]+	160.511	30932474
AllCCS	[M+H]+	150.9	32859911
AllCCS	[M+H-H2O]+	146.8	32859911
AllCCS	[M+NH4]+	154.8	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	152.7	32859911
AllCCS	[M+Na-2H]-	152.8	32859911
AllCCS	[M+HCOO]-	153.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone	COC1=C(O)C=CC(CC2CCC(=O)O2)=C1	3433.1	Standard polar	33892256
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone	COC1=C(O)C=CC(CC2CCC(=O)O2)=C1	1981.4	Standard non polar	33892256
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone	COC1=C(O)C=CC(CC2CCC(=O)O2)=C1	2094.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone,1TMS,isomer #1	COC1=CC(CC2CCC(=O)O2)=CC=C1O[Si](C)(C)C	2094.1	Semi standard non polar	33892256
5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone,1TBDMS,isomer #1	COC1=CC(CC2CCC(=O)O2)=CC=C1O[Si](C)(C)C(C)(C)C	2357.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004u-3900000000-101e5c2c33e484d9f010	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone GC-MS (1 TMS) - 70eV, Positive	splash10-00g0-4190000000-000515bca2b1d6a2ca9d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 10V, Positive-QTOF	splash10-00di-0490000000-3413b4e3e517e00cfbf9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 20V, Positive-QTOF	splash10-022j-2920000000-94eb508dd7b5dbe4b3ad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 40V, Positive-QTOF	splash10-000i-9600000000-8b60dc51ce2c4af7d617	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 10V, Negative-QTOF	splash10-00di-0290000000-fdbff165badbfda7678e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 20V, Negative-QTOF	splash10-00fr-3890000000-d79c916c180c816dc61a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 40V, Negative-QTOF	splash10-0007-9700000000-2b53eaeae51e5ee367a5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 10V, Negative-QTOF	splash10-00di-0390000000-9a380509ecb8a99d382a	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 20V, Negative-QTOF	splash10-0072-3920000000-c0c07a111c1cb7ab64f5	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 40V, Negative-QTOF	splash10-01b9-4950000000-c54c4a613e53ca8f6a96	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 10V, Positive-QTOF	splash10-05g0-0960000000-2b447bcb4b9cfc4fa088	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 20V, Positive-QTOF	splash10-0a4i-1900000000-d1b3792ec19f26d11fe9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone 40V, Positive-QTOF	splash10-0a4r-4900000000-8de8f4672ef53eda4bf9	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 979	19754154	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Diabetes mellitus	23637065	details

Associated Disorders and Diseases

Disease References

Diabetes mellitus type 2
Llorach R, Urpi-Sarda M, Tulipani S, Garcia-Aloy M, Monagas M, Andres-Lacueva C: Metabolomic fingerprint in patients at high risk of cardiovascular disease by cocoa intervention. Mol Nutr Food Res. 2013 Jun;57(6):962-73. doi: 10.1002/mnfr.201200736. Epub 2013 May 2. [PubMed:23637065 ]

Associated OMIM IDs

125853 (Diabetes mellitus type 2)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

979

FooDB ID

FDB029858

KNApSAcK ID

Not Available

Chemspider ID

2293832

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3028410

PDB ID

Not Available

ChEBI ID

165227

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone → 3,4,5-trihydroxy-6-{2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid	details

Enzyme Details

2. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone → {2-methoxy-4-[(5-oxooxolan-2-yl)methyl]phenyl}oxidanesulfonic acid	details

Showing metabocard for 5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone (HMDB0029226)

MOL for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

3D MOL for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

3D SDF for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

3D-SDF for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

PDB for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

3D PDB for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

SMILES for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

INCHI for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

Structure for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

3D Structure for HMDB0029226 (5'-(3'-Methoxy-4'-hydroxyphenyl)-gamma-valerolactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions