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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:33 UTC

Update Date

2022-03-07 02:52:07 UTC

HMDB ID

HMDB0029303

Secondary Accession Numbers

HMDB29303

Metabolite Identification

Common Name

1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman

Description

1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 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 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman.

Structure

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

HMDB0029303
     RDKit          3D
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman
 37 39  0  0  0  0  0  0  0  0999 V2000
   -0.2076   -4.3380    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079   -4.1164   -0.8378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -2.8142   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873   -1.7748   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886   -0.4771   -0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.6067    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    0.7781    1.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201    0.0112    1.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4240    1.8143    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    1.9514    3.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3374    2.6492    2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6370    2.4820    1.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922    1.4496    0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    1.3304   -0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7584    1.2699    0.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    2.3786    0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    3.2846    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0963   -0.1896   -2.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1977   -1.2753   -2.9160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049   -2.5543   -2.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -3.6356   -3.3722 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -3.8656    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981   -3.7997    0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -5.4253    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701   -1.9472    0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -0.4732    1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    1.3427    3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084    3.4429    2.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5905    2.2171   -1.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762    0.4402   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5456    2.1374    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    3.0247    0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    3.9419    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    3.9116    1.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3210    0.8180   -2.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -1.0593   -3.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833   -3.5366   -4.3309 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 13  6  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  1  0
M  END

  Mrv0541 02241212082D          

 21 23  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
   -2.0184   -3.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473   -4.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -2.8286    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  1  0  0  0  0
 13 18  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029303

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC2

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O5/c1-20-14-7-10(2-3-12(14)17)15-11-8-21-5-4-9(11)6-13(18)16(15)19/h2-3,6-7,17-19H,4-5,8H2,1H3

> <INCHI_KEY>
NTXDKLARYKJXCA-UHFFFAOYSA-N

> <FORMULA>
C16H16O5

> <MOLECULAR_WEIGHT>
288.2952

> <EXACT_MASS>
288.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
29.679172446961054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-6,7-diol

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
2.46776919

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.839910048420313

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.086669522576742

> <JCHEM_PKA_STRONGEST_BASIC>
-4.083894962655786

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
78.47680000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-6,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029303
     RDKit          3D
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman
 37 39  0  0  0  0  0  0  0  0999 V2000
   -0.2076   -4.3380    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079   -4.1164   -0.8378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -2.8142   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873   -1.7748   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886   -0.4771   -0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.6067    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    0.7781    1.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201    0.0112    1.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4240    1.8143    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    1.9514    3.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3374    2.6492    2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6370    2.4820    1.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922    1.4496    0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    1.3304   -0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7584    1.2699    0.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    2.3786    0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    3.2846    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0963   -0.1896   -2.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1977   -1.2753   -2.9160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049   -2.5543   -2.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -3.6356   -3.3722 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -3.8656    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981   -3.7997    0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -5.4253    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701   -1.9472    0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -0.4732    1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    1.3427    3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084    3.4429    2.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5905    2.2171   -1.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762    0.4402   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5456    2.1374    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    3.0247    0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    3.9419    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    3.9116    1.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3210    0.8180   -2.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -1.0593   -3.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833   -3.5366   -4.3309 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 13  6  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  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
HETATM   19  O   UNK     0      -3.768  -6.050   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.435  -7.590   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.434  -5.280   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   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   13   17                                                       
CONECT   19   17   21                                                       
CONECT   20   16                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0029303
HETATM    1  C1  UNL     1      -0.208  -4.338   0.485  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.208  -4.116  -0.838  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.497  -2.814  -1.217  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.387  -1.775  -0.339  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.689  -0.477  -0.766  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.562   0.607   0.218  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.573   0.778   1.195  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.620   0.011   1.240  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.424   1.814   2.139  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.440   1.951   3.086  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.337   2.649   2.132  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.637   2.482   1.187  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.492   1.450   0.245  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.619   1.330  -0.748  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.758   1.270   0.032  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.023   2.379   0.750  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.859   3.285   1.023  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.096  -0.190  -2.045  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.198  -1.275  -2.916  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.905  -2.554  -2.508  1.00  0.00           C  
HETATM   21  O5  UNL     1       1.006  -3.636  -3.372  1.00  0.00           O  
HETATM   22  H1  UNL     1       0.456  -3.866   1.234  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.198  -3.800   0.583  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.354  -5.425   0.699  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.070  -1.947   0.683  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.361  -0.473   1.332  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.232   1.343   3.078  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.208   3.443   2.846  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.591   2.217  -1.411  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.476   0.440  -1.374  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.546   2.137   1.727  1.00  0.00           H  
HETATM   32  H11 UNL     1      -3.792   3.025   0.203  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.753   3.942   0.108  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.087   3.912   1.914  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.321   0.818  -2.343  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.519  -1.059  -3.930  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.283  -3.537  -4.331  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   25
CONECT    5    6   18   18
CONECT    6    7    7   13
CONECT    7    8    9
CONECT    8   26
CONECT    9   10   11   11
CONECT   10   27
CONECT   11   12   28
CONECT   12   13   13   17
CONECT   13   14
CONECT   14   15   29   30
CONECT   15   16
CONECT   16   17   31   32
CONECT   17   33   34
CONECT   18   19   35
CONECT   19   20   20   36
CONECT   20   21
CONECT   21   37
END

HMDB0029303
     RDKit          3D
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman
 37 39  0  0  0  0  0  0  0  0999 V2000
   -0.2076   -4.3380    0.4854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079   -4.1164   -0.8378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -2.8142   -1.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3873   -1.7748   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6886   -0.4771   -0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5619    0.6067    0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    0.7781    1.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6201    0.0112    1.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4240    1.8143    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    1.9514    3.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3374    2.6492    2.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6370    2.4820    1.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4922    1.4496    0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    1.3304   -0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7584    1.2699    0.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0230    2.3786    0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    3.2846    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0963   -0.1896   -2.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1977   -1.2753   -2.9160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9049   -2.5543   -2.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -3.6356   -3.3722 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -3.8656    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1981   -3.7997    0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541   -5.4253    0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701   -1.9472    0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3605   -0.4732    1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    1.3427    3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2084    3.4429    2.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5905    2.2171   -1.4111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762    0.4402   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5456    2.1374    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    3.0247    0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7530    3.9419    0.1083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    3.9116    1.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3210    0.8180   -2.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -1.0593   -3.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833   -3.5366   -4.3309 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20  3  1  0
 13  6  1  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  8 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 21 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-3,4-dihydro-1H-2-benzopyran	HMDB

Chemical Formula

C₁₆H₁₆O₅

Average Molecular Weight

288.2952

Monoisotopic Molecular Weight

288.099773622

IUPAC Name

8-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-6,7-diol

Traditional Name

8-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-6,7-diol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC2

InChI Identifier

InChI=1S/C16H16O5/c1-20-14-7-10(2-3-12(14)17)15-11-8-21-5-4-9(11)6-13(18)16(15)19/h2-3,6-7,17-19H,4-5,8H2,1H3

InChI Key

NTXDKLARYKJXCA-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

Benzopyran
Isochromane
Methoxyphenol
2-benzopyran
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029303)
Cytoplasm (HMDB: HMDB0029303)

Source

Endogenous

Endogenous (HMDB: HMDB0029303)

Exogenous

Food

Food (HMDB: HMDB0029303)

Exogenous (HMDB: HMDB0029303)

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	0.078 g/L	ALOGPS
logP	2.1	ALOGPS
logP	2.47	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.09	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.48 m³·mol⁻¹	ChemAxon
Polarizability	29.68 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]+	167.338	31661259
DarkChem	[M-H]-	169.762	31661259
DeepCCS	[M+H]+	168.335	30932474
DeepCCS	[M-H]-	165.943	30932474
DeepCCS	[M-2H]-	198.829	30932474
DeepCCS	[M+Na]+	174.395	30932474
AllCCS	[M+H]+	166.0	32859911
AllCCS	[M+H-H2O]+	162.3	32859911
AllCCS	[M+NH4]+	169.4	32859911
AllCCS	[M+Na]+	170.3	32859911
AllCCS	[M-H]-	169.3	32859911
AllCCS	[M+Na-2H]-	168.8	32859911
AllCCS	[M+HCOO]-	168.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman	COC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC2	3420.7	Standard polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman	COC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC2	2692.1	Standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman	COC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC2	2679.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #1	COC1=CC(C2=C(O)C(O)=CC3=C2COCC3)=CC=C1O[Si](C)(C)C	2671.2	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #2	COC1=CC(C2=C3COCCC3=CC(O)=C2O[Si](C)(C)C)=CC=C1O	2644.7	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #3	COC1=CC(C2=C(O)C(O[Si](C)(C)C)=CC3=C2COCC3)=CC=C1O	2672.0	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TMS,isomer #1	COC1=CC(C2=C3COCCC3=CC(O)=C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2582.2	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TMS,isomer #2	COC1=CC(C2=C(O)C(O[Si](C)(C)C)=CC3=C2COCC3)=CC=C1O[Si](C)(C)C	2589.8	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TMS,isomer #3	COC1=CC(C2=C3COCCC3=CC(O[Si](C)(C)C)=C2O[Si](C)(C)C)=CC=C1O	2615.4	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,3TMS,isomer #1	COC1=CC(C2=C3COCCC3=CC(O[Si](C)(C)C)=C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2612.5	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #1	COC1=CC(C2=C(O)C(O)=CC3=C2COCC3)=CC=C1O[Si](C)(C)C(C)(C)C	2976.6	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #2	COC1=CC(C2=C3COCCC3=CC(O)=C2O[Si](C)(C)C(C)(C)C)=CC=C1O	2928.3	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #3	COC1=CC(C2=C(O)C(O[Si](C)(C)C(C)(C)C)=CC3=C2COCC3)=CC=C1O	2968.9	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TBDMS,isomer #1	COC1=CC(C2=C3COCCC3=CC(O)=C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3092.7	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TBDMS,isomer #2	COC1=CC(C2=C(O)C(O[Si](C)(C)C(C)(C)C)=CC3=C2COCC3)=CC=C1O[Si](C)(C)C(C)(C)C	3105.4	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TBDMS,isomer #3	COC1=CC(C2=C3COCCC3=CC(O[Si](C)(C)C(C)(C)C)=C2O[Si](C)(C)C(C)(C)C)=CC=C1O	3110.0	Semi standard non polar	33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,3TBDMS,isomer #1	COC1=CC(C2=C3COCCC3=CC(O[Si](C)(C)C(C)(C)C)=C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3282.3	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-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0090000000-25a5682caa4755f0f8a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman GC-MS (3 TMS) - 70eV, Positive	splash10-059l-0000900000-513a3f9b16174a215ac9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(3-Methoxy-4-hydroxy)-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-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 10V, Positive-QTOF	splash10-000i-0090000000-6eae817128fc8ff45216	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 20V, Positive-QTOF	splash10-052s-1090000000-e97f859d6b89f9d7dd78	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 40V, Positive-QTOF	splash10-0f79-1590000000-4aa9de8f96427ec7a8f4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 10V, Negative-QTOF	splash10-000i-0090000000-ac0078822a3fcb5d89c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 20V, Negative-QTOF	splash10-000i-0090000000-4f07bf314b0669b067b6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 40V, Negative-QTOF	splash10-0btc-0490000000-654e87ed883bb2ad56cc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 10V, Positive-QTOF	splash10-000i-0090000000-b6b4c83f827cbeb9f89f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 20V, Positive-QTOF	splash10-000i-0090000000-13a46b6467035f88335c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 40V, Positive-QTOF	splash10-0a5j-0190000000-0d46c4ef212d58fd06de	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 10V, Negative-QTOF	splash10-000i-0090000000-1b01e1b5bd30ed06ec25	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 20V, Negative-QTOF	splash10-000i-0090000000-19a3e50dc6a9f90d356f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 40V, Negative-QTOF	splash10-000i-0190000000-8332efa9e191f5ecedec	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

665

FooDB ID

FDB000343

KNApSAcK ID

Not Available

Chemspider ID

30776769

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750845

PDB ID

Not Available

ChEBI ID

174747

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-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman (HMDB0029303)

MOL for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

3D MOL for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

3D SDF for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

3D-SDF for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

PDB for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

3D PDB for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

SMILES for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

INCHI for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

Structure for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

3D Structure for HMDB0029303 (1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra