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Showing metabocard for (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one (HMDB0030765)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:38:54 UTC
Update Date2022-03-07 02:52:41 UTC
HMDB IDHMDB0030765
Secondary Accession Numbers
  • HMDB30765
Metabolite Identification
Common Name(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one
Description(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one, also known as 3-methyl-4,8-dihydroxy-3,4-dihydroisocoumarin or 4,8-dihydroxy-3-methylbenzopyran-1-one, belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one.
Structure
Data?1563862034
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030765 ((-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one)


  Mrv0541 05061305292D          

 14 15  0  0  0  0            999 V2000
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  5  1  0  0  0  0
 14 10  1  0  0  0  0
M  END
Download

3D MOL for HMDB0030765 ((-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one)

HMDB0030765
     RDKit          3D
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one
 24 25  0  0  0  0  0  0  0  0999 V2000
   -2.6724   -0.7972    0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298    0.0706    1.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0243   -0.7629    1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2196   -1.2085    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7540   -2.2109    1.9581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8890   -0.4728    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415   -0.8733   -0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977   -1.9520    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7404   -0.1247   -1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    0.9692   -1.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8675    1.3701   -1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2814    0.6402   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    1.0881    0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7628    1.5547   -0.7681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6730   -1.0239    0.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905   -0.3357   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1567   -1.7602   -0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    0.6083    1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -2.6007    1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -0.4752   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657    1.5316   -2.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707    2.2572   -1.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8330    1.9988    0.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    2.5092   -0.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
 12  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
 14 24  1  0
M  END
Download

3D SDF for HMDB0030765 ((-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one)


  Mrv0541 05061305292D          

 14 15  0  0  0  0            999 V2000
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  5  1  0  0  0  0
 14 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030765

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1OC(=O)C2=C(C=CC=C2O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c1-5-9(12)6-3-2-4-7(11)8(6)10(13)14-5/h2-5,9,11-12H,1H3

> <INCHI_KEY>
STSOHAOGZMLWFR-UHFFFAOYSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.184

> <EXACT_MASS>
194.057908808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
18.53012692437463

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,8-dihydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
1.6606248423333332

> <ALOGPS_LOGS>
-0.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.313602969278904

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.567712452623942

> <JCHEM_PKA_STRONGEST_BASIC>
-3.605892516568062

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
49.0001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.82e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,8-dihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0030765 ((-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one)

HMDB0030765
     RDKit          3D
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one
 24 25  0  0  0  0  0  0  0  0999 V2000
   -2.6724   -0.7972    0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298    0.0706    1.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0243   -0.7629    1.8878 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2196   -1.2085    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7540   -2.2109    1.9581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8890   -0.4728    0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1415   -0.8733   -0.0907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977   -1.9520    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7404   -0.1247   -1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917    0.9692   -1.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8675    1.3701   -1.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2814    0.6402   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    1.0881    0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7628    1.5547   -0.7681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6730   -1.0239    0.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8905   -0.3357   -0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1567   -1.7602   -0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5233    0.6083    1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -2.6007    1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946   -0.4752   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5657    1.5316   -2.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707    2.2572   -1.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8330    1.9988    0.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    2.5092   -0.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13  2  1  0
 12  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  0
 13 23  1  0
 14 24  1  0
M  END
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PDB for HMDB0030765 ((-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    1    9   14                                                  
CONECT    6    3    8    9                                                  
CONECT    7    4    8   11                                                  
CONECT    8    6    7   10                                                  
CONECT    9    5    6   12                                                  
CONECT   10    8   13   14                                                  
CONECT   11    7                                                            
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14    5   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END
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3D PDB for HMDB0030765 ((-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one)

COMPND    HMDB0030765
HETATM    1  C1  UNL     1      -2.672  -0.797   0.187  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.830   0.071   1.070  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.024  -0.763   1.888  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.220  -1.209   1.456  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.754  -2.211   1.958  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.889  -0.473   0.395  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.142  -0.873  -0.091  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.798  -1.952   0.396  1.00  0.00           O  
HETATM    9  C6  UNL     1       2.740  -0.125  -1.125  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.092   0.969  -1.630  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.867   1.370  -1.163  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.281   0.640  -0.153  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.031   1.088   0.342  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.763   1.555  -0.768  1.00  0.00           O  
HETATM   15  H1  UNL     1      -3.673  -1.024   0.640  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.891  -0.336  -0.794  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.157  -1.760  -0.023  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.523   0.608   1.768  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.633  -2.601   1.059  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.695  -0.475  -1.456  1.00  0.00           H  
HETATM   21  H7  UNL     1       2.566   1.532  -2.422  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.371   2.257  -1.591  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.833   1.999   0.977  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.649   2.509  -0.919  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   13   18
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   12
CONECT    7    8    9
CONECT    8   19
CONECT    9   10   10   20
CONECT   10   11   21
CONECT   11   12   12   22
CONECT   12   13
CONECT   13   14   23
CONECT   14   24
END
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SMILES for HMDB0030765 ((-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one)

CC1OC(=O)C2=C(C=CC=C2O)C1O
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INCHI for HMDB0030765 ((-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one)

InChI=1S/C10H10O4/c1-5-9(12)6-3-2-4-7(11)8(6)10(13)14-5/h2-5,9,11-12H,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-Methyl-4,8-dihydroxy-3,4-dihydroisocoumarinChEBI
4,8-Dihydroxy-3-methylbenzopyran-1-oneChEBI
trans-4-HydroxymelleinHMDB
Chemical FormulaC10H10O4
Average Molecular Weight194.184
Monoisotopic Molecular Weight194.057908808
IUPAC Name4,8-dihydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
Traditional Name4,8-dihydroxy-3-methyl-3,4-dihydro-2-benzopyran-1-one
CAS Registry Number70287-70-6
SMILES
CC1OC(=O)C2=C(C=CC=C2O)C1O
InChI Identifier
InChI=1S/C10H10O4/c1-5-9(12)6-3-2-4-7(11)8(6)10(13)14-5/h2-5,9,11-12H,1H3
InChI KeySTSOHAOGZMLWFR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class2-benzopyrans
Direct Parent2-benzopyrans
Alternative Parents
Substituents
  • 2-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Vinylogous acid
  • Carboxylic acid ester
  • Lactone
  • Secondary alcohol
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Organic oxygen compound
  • Organooxygen compound
  • Alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point131 - 132 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility38.2 g/LALOGPS
logP0.92ALOGPS
logP1.66ChemAxon
logS-0.71ALOGPS
pKa (Strongest Acidic)9.57ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity49 m³·mol⁻¹ChemAxon
Polarizability18.53 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+143.49531661259
DarkChem[M-H]-142.0831661259
DeepCCS[M+H]+142.43230932474
DeepCCS[M-H]-140.07430932474
DeepCCS[M-2H]-174.54230932474
DeepCCS[M+Na]+149.36730932474
AllCCS[M+H]+142.932859911
AllCCS[M+H-H2O]+138.532859911
AllCCS[M+NH4]+146.932859911
AllCCS[M+Na]+148.132859911
AllCCS[M-H]-140.832859911
AllCCS[M+Na-2H]-141.132859911
AllCCS[M+HCOO]-141.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. 4.11 minutes32390414
Predicted by Siyang on May 30, 202210.9012 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.9 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid28.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1928.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid318.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid114.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid187.8 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid114.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid412.0 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid581.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)66.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid789.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid335.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1261.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid293.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid366.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate441.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA189.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water103.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-oneCC1OC(=O)C2=C(C=CC=C2O)C1O3184.1Standard polar33892256
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-oneCC1OC(=O)C2=C(C=CC=C2O)C1O1762.1Standard non polar33892256
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-oneCC1OC(=O)C2=C(C=CC=C2O)C1O1742.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one,1TMS,isomer #1CC1OC(=O)C2=C(O[Si](C)(C)C)C=CC=C2C1O1852.4Semi standard non polar33892256
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one,1TMS,isomer #2CC1OC(=O)C2=C(O)C=CC=C2C1O[Si](C)(C)C1778.0Semi standard non polar33892256
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one,2TMS,isomer #1CC1OC(=O)C2=C(O[Si](C)(C)C)C=CC=C2C1O[Si](C)(C)C1896.8Semi standard non polar33892256
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one,1TBDMS,isomer #1CC1OC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=CC=C2C1O2125.6Semi standard non polar33892256
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one,1TBDMS,isomer #2CC1OC(=O)C2=C(O)C=CC=C2C1O[Si](C)(C)C(C)(C)C2028.3Semi standard non polar33892256
(-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one,2TBDMS,isomer #1CC1OC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=CC=C2C1O[Si](C)(C)C(C)(C)C2354.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-00fr-1900000000-69e57eb37055c79e73cb2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one GC-MS (2 TMS) - 70eV, Positivesplash10-00xr-3293000000-8635cb061927f8b4a82e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 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 - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 10V, Positive-QTOFsplash10-0002-0900000000-247abc63c019c8e58ad32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 20V, Positive-QTOFsplash10-00xs-1900000000-5945a0a89e32deab87502015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 40V, Positive-QTOFsplash10-0a4l-9400000000-0e6a7a7eb473de988f592015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 10V, Negative-QTOFsplash10-0006-0900000000-a3fbc26cbb345095b7bc2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 20V, Negative-QTOFsplash10-0006-6900000000-478d164ae727a8f8afda2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 40V, Negative-QTOFsplash10-05tf-9700000000-dc24a24e8fc2837f382e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 10V, Positive-QTOFsplash10-0002-0900000000-b50e9830bd70ef0d558d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 20V, Positive-QTOFsplash10-002b-1900000000-fcbb1d0037004dcbacf32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 40V, Positive-QTOFsplash10-0fkc-5900000000-6ab7cacc2aacb888a4dd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 10V, Negative-QTOFsplash10-0006-0900000000-5ec464263dc2f8944f102021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 20V, Negative-QTOFsplash10-0006-2900000000-9e715bcacb8c71afcae72021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-trans-3,4-Dihydro-4,8-dihydroxy-3-methyl-1H-2-benzopyran-1-one 40V, Negative-QTOFsplash10-0007-9800000000-9d7c2d86d7118fed509e2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart 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 IDFDB002698
KNApSAcK IDC00000119
Chemspider ID148269
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound169539
PDB IDNot Available
ChEBI ID141335
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 References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .