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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:32 UTC

Update Date

2022-03-07 02:52:07 UTC

HMDB ID

HMDB0029302

Secondary Accession Numbers

HMDB29302

Metabolite Identification

Common Name

1-Phenyl-6,7-dihydroxy-isochroman

Description

1-Phenyl-6,7-dihydroxy-isochroman 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. Based on a literature review very few articles have been published on 1-Phenyl-6,7-dihydroxy-isochroman.

Structure

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

HMDB0029302
     RDKit          3D
1-Phenyl-6,7-dihydroxy-isochroman
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.4599    3.3135   -1.9783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325    2.1111   -1.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196    1.3195   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    0.0912   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8506   -0.2883   -0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2219    0.5309   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5149    0.0797    0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    0.7461    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    0.3047    1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0215   -0.8333    0.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -1.5341   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -1.0506   -0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576    1.7501   -1.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680    2.5174   -1.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930   -1.5954    0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6407   -1.5803    1.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261   -1.5342    1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318   -0.8191   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    3.9345   -2.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3493    1.5746   -1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522    1.6553    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131    0.8104    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812   -1.1887    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816   -2.4240   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360   -1.6538   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    3.3987   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -1.7142    1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -2.4502   -0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3554   -2.5899    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5165   -1.0352    2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -1.6026   -0.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914   -0.2439    0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  2  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13  2  1  0
 18  4  1  0
 12  7  1  0
  1 19  1  0
  3 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
M  END


  Mrv0541 02241212082D          

 18 20  0  0  0  0            999 V2000
   -3.4473    0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184    0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0184   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -0.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763    0.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -0.7661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473   -1.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1618   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473   -3.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -2.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 11  1  0  0  0  0
  3 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029302

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O3/c16-13-8-11-6-7-18-9-12(11)14(15(13)17)10-4-2-1-3-5-10/h1-5,8,16-17H,6-7,9H2

> <INCHI_KEY>
VRLJYLQPMSKUMO-UHFFFAOYSA-N

> <FORMULA>
C15H14O3

> <MOLECULAR_WEIGHT>
242.2699

> <EXACT_MASS>
242.094294314

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.757234042471897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-phenyl-3,4-dihydro-1H-2-benzopyran-6,7-diol

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
2.9290057773333333

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.543275638022497

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.21463494260182

> <JCHEM_PKA_STRONGEST_BASIC>
-4.156740555399258

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
70.03270000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-phenyl-3,4-dihydro-1H-2-benzopyran-6,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029302
     RDKit          3D
1-Phenyl-6,7-dihydroxy-isochroman
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.4599    3.3135   -1.9783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325    2.1111   -1.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196    1.3195   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    0.0912   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8506   -0.2883   -0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2219    0.5309   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5149    0.0797    0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    0.7461    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    0.3047    1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0215   -0.8333    0.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -1.5341   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -1.0506   -0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576    1.7501   -1.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680    2.5174   -1.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930   -1.5954    0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6407   -1.5803    1.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261   -1.5342    1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318   -0.8191   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    3.9345   -2.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3493    1.5746   -1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522    1.6553    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131    0.8104    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812   -1.1887    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816   -2.4240   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360   -1.6538   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    3.3987   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -1.7142    1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -2.4502   -0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3554   -2.5899    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5165   -1.0352    2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -1.6026   -0.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914   -0.2439    0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  2  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13  2  1  0
 18  4  1  0
 12  7  1  0
  1 19  1  0
  3 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
M  END

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      -6.435   1.650   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.769   0.880   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.769  -0.660   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.435  -1.430   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.101  -0.660   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.101   0.880   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.768   1.650   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.768  -1.430   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.434  -0.660   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.434   0.880   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -9.102   1.650   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -9.102  -1.430   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.435  -2.970   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.769  -3.740   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.769  -5.280   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.435  -6.050   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.101  -5.280   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.101  -3.740   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    7    9                                                       
CONECT   11    2                                                            
CONECT   12    3                                                            
CONECT   13    4   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0029302
HETATM    1  O1  UNL     1      -1.460   3.313  -1.978  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.232   2.111  -1.333  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.320   1.320  -1.035  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.127   0.091  -0.376  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.851  -0.288  -0.044  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.222   0.531  -0.356  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.515   0.080   0.072  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.212   0.746   1.060  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.454   0.305   1.512  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.022  -0.833   0.966  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.340  -1.534  -0.039  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.111  -1.051  -0.449  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.058   1.750  -1.009  1.00  0.00           C  
HETATM   14  O2  UNL     1       1.168   2.517  -1.291  1.00  0.00           O  
HETATM   15  C13 UNL     1      -0.693  -1.595   0.639  1.00  0.00           C  
HETATM   16  O3  UNL     1      -1.641  -1.580   1.669  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.926  -1.534   1.246  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.232  -0.819  -0.018  1.00  0.00           C  
HETATM   19  H1  UNL     1      -0.721   3.934  -2.225  1.00  0.00           H  
HETATM   20  H2  UNL     1      -3.349   1.575  -1.281  1.00  0.00           H  
HETATM   21  H3  UNL     1       1.852   1.655   1.553  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.013   0.810   2.288  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.981  -1.189   1.311  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.782  -2.424  -0.462  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.636  -1.654  -1.238  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.192   3.399  -1.738  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.291  -1.714   1.140  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.933  -2.450  -0.023  1.00  0.00           H  
HETATM   29  H11 UNL     1      -3.355  -2.590   1.249  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.516  -1.035   2.062  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.300  -1.603  -0.839  1.00  0.00           H  
HETATM   32  H14 UNL     1      -4.191  -0.244   0.019  1.00  0.00           H  
CONECT    1    2   19
CONECT    2    3    3   13
CONECT    3    4   20
CONECT    4    5    5   18
CONECT    5    6   15
CONECT    6    7   13   13
CONECT    7    8    8   12
CONECT    8    9   21
CONECT    9   10   10   22
CONECT   10   11   23
CONECT   11   12   12   24
CONECT   12   25
CONECT   13   14
CONECT   14   26
CONECT   15   16   27   28
CONECT   16   17
CONECT   17   18   29   30
CONECT   18   31   32
END

HMDB0029302
     RDKit          3D
1-Phenyl-6,7-dihydroxy-isochroman
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.4599    3.3135   -1.9783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2325    2.1111   -1.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196    1.3195   -1.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    0.0912   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8506   -0.2883   -0.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2219    0.5309   -0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5149    0.0797    0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    0.7461    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    0.3047    1.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0215   -0.8333    0.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398   -1.5341   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -1.0506   -0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576    1.7501   -1.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1680    2.5174   -1.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6930   -1.5954    0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6407   -1.5803    1.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261   -1.5342    1.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2318   -0.8191   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    3.9345   -2.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3493    1.5746   -1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522    1.6553    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131    0.8104    2.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812   -1.1887    1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816   -2.4240   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360   -1.6538   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920    3.3987   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -1.7142    1.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -2.4502   -0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3554   -2.5899    1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5165   -1.0352    2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -1.6026   -0.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914   -0.2439    0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  2  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13  2  1  0
 18  4  1  0
 12  7  1  0
  1 19  1  0
  3 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Phenyl-6,7-dihydroxy-3,4-dihydro-1H-2-benzopyran	HMDB

Chemical Formula

C₁₅H₁₄O₃

Average Molecular Weight

242.2699

Monoisotopic Molecular Weight

242.094294314

IUPAC Name

8-phenyl-3,4-dihydro-1H-2-benzopyran-6,7-diol

Traditional Name

8-phenyl-3,4-dihydro-1H-2-benzopyran-6,7-diol

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C15H14O3/c16-13-8-11-6-7-18-9-12(11)14(15(13)17)10-4-2-1-3-5-10/h1-5,8,16-17H,6-7,9H2

InChI Key

VRLJYLQPMSKUMO-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029302)
Cell membrane (HMDB: HMDB0029302)

Source

Endogenous

Endogenous (HMDB: HMDB0029302)

Exogenous

Food

Food (HMDB: HMDB0029302)

Exogenous (HMDB: HMDB0029302)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	0.073 g/L	ALOGPS
logP	2.65	ALOGPS
logP	2.93	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.03 m³·mol⁻¹	ChemAxon
Polarizability	25.76 Å³	ChemAxon
Number of Rings	3	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]+	154.264	31661259
DarkChem	[M-H]-	153.381	31661259
DeepCCS	[M+H]+	158.117	30932474
DeepCCS	[M-H]-	155.721	30932474
DeepCCS	[M-2H]-	188.962	30932474
DeepCCS	[M+Na]+	164.138	30932474
AllCCS	[M+H]+	155.0	32859911
AllCCS	[M+H-H2O]+	151.0	32859911
AllCCS	[M+NH4]+	158.8	32859911
AllCCS	[M+Na]+	159.9	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	158.1	32859911
AllCCS	[M+HCOO]-	157.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	6.35 minutes	32390414
Predicted by Siyang on May 30, 2022	13.4156 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.91 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2020.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	374.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	177.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	210.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	634.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	589.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	118.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1259.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	460.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1248.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	374.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	421.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	426.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	301.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	50.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Phenyl-6,7-dihydroxy-isochroman	OC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C1	2591.6	Standard polar	33892256
1-Phenyl-6,7-dihydroxy-isochroman	OC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C1	2199.6	Standard non polar	33892256
1-Phenyl-6,7-dihydroxy-isochroman	OC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C1	2252.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(COCC2)C(C2=CC=CC=C2)=C1O	2246.8	Semi standard non polar	33892256
1-Phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #2	C[Si](C)(C)OC1=C(O)C=C2CCOCC2=C1C1=CC=CC=C1	2220.1	Semi standard non polar	33892256
1-Phenyl-6,7-dihydroxy-isochroman,2TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(COCC2)C(C2=CC=CC=C2)=C1O[Si](C)(C)C	2252.2	Semi standard non polar	33892256
1-Phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(COCC2)C(C2=CC=CC=C2)=C1O	2513.6	Semi standard non polar	33892256
1-Phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O)C=C2CCOCC2=C1C1=CC=CC=C1	2484.9	Semi standard non polar	33892256
1-Phenyl-6,7-dihydroxy-isochroman,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(COCC2)C(C2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C	2703.2	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 - 1-Phenyl-6,7-dihydroxy-isochroman GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dj-0490000000-a3d76ee53fc824695d61	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman GC-MS (2 TMS) - 70eV, Positive	splash10-00di-2139000000-8d1763183d6ef11a5437	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 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 - 1-Phenyl-6,7-dihydroxy-isochroman 10V, Positive-QTOF	splash10-0006-0090000000-88c545fa543c8307c555	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 20V, Positive-QTOF	splash10-0007-1390000000-a8c02b4186b6a143f859	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 40V, Positive-QTOF	splash10-002f-5940000000-991cb358bf78e12ae6bc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 10V, Negative-QTOF	splash10-0006-0090000000-e4e09d42a5fc3d243e86	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 20V, Negative-QTOF	splash10-0006-1090000000-ccd3ace7556074bf623e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 40V, Negative-QTOF	splash10-03fr-5970000000-0d8c1cb50be4c627931b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 10V, Positive-QTOF	splash10-0006-0090000000-a810a7788942d2c00b91	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 20V, Positive-QTOF	splash10-0006-0090000000-9ba27e47c5c0b0697de6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 40V, Positive-QTOF	splash10-01ot-2940000000-589ffb669d80d616b2b7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 10V, Negative-QTOF	splash10-0006-0090000000-b72122e63043a3d3aeba	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 20V, Negative-QTOF	splash10-0006-0190000000-6cdb74af6b3d077cb79d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 40V, Negative-QTOF	splash10-001i-1920000000-a8e4b32f2e5d50e36dad	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

664

FooDB ID

FDB000342

KNApSAcK ID

Not Available

Chemspider ID

30776768

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750844

PDB ID

Not Available

ChEBI ID

173743

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for 1-Phenyl-6,7-dihydroxy-isochroman (HMDB0029302)

MOL for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

3D MOL for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

3D SDF for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

3D-SDF for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

PDB for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

3D PDB for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

SMILES for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

INCHI for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

Structure for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

3D Structure for HMDB0029302 (1-Phenyl-6,7-dihydroxy-isochroman)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra