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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:24:58 UTC

Update Date

2022-03-07 02:56:03 UTC

HMDB ID

HMDB0039063

Secondary Accession Numbers

HMDB39063

Metabolite Identification

Common Name

7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one

Description

7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one has been detected, but not quantified in, citrus. This could make 7-[(6-hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one.

Structure

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

HMDB0039063
     RDKit          3D
7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.9570   -0.1451   -1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3905   -0.8195   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9045   -2.1310    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659   -0.2172    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5026    0.0027    1.7953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9995   -1.1197    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521   -0.6415    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8819    1.9100    0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0131    0.5590   -0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    1.8042   -0.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160    2.1497   -0.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955    1.4805   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

  Mrv0541 05061310492D          

 23 24  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
HMDB0039063

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CCC(O)C(C)=C)=C/COC1=CC2=C(C=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O4/c1-13(2)17(20)8-4-14(3)10-11-22-16-7-5-15-6-9-19(21)23-18(15)12-16/h5-7,9-10,12,17,20H,1,4,8,11H2,2-3H3/b14-10+

> <INCHI_KEY>
OWAQHJLCKMIPKB-GXDHUFHOSA-N

> <FORMULA>
C19H22O4

> <MOLECULAR_WEIGHT>
314.3756

> <EXACT_MASS>
314.151809192

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.16224821044343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-{[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}-2H-chromen-2-one

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.473771317666667

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.09893432016619

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4431618655187535

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
91.37559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-{[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039063
     RDKit          3D
7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.9570   -0.1451   -1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3905   -0.8195   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9045   -2.1310    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659   -0.2172    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5026    0.0027    1.7953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9995   -1.1197    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521   -0.6415    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2044    0.6179    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819    1.9100    0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0131    0.5590   -0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    1.8042   -0.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9955    1.4805   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740    2.0644    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3120    1.4782    0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5514    0.2818   -0.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8014   -0.2962   -0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9803   -1.4887   -0.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8838   -2.0083   -1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0137   -3.1061   -1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -1.4380   -1.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4828   -0.2814   -0.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
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 18 44  1  0
 23 45  1  0
M  END

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       8.002  12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002   7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  13.860   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.668   5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.667  12.320   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.335   7.700   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4    8   14                                                       
CONECT    5    7   15                                                       
CONECT    6    9   15                                                       
CONECT    7    5   16                                                       
CONECT    8    4   17                                                       
CONECT    9    6   19                                                       
CONECT   10   11   14                                                       
CONECT   11   10   22                                                       
CONECT   12   16   18                                                       
CONECT   13    1    2   17                                                  
CONECT   14    3    4   10                                                  
CONECT   15    5    6   18                                                  
CONECT   16    7   12   22                                                  
CONECT   17    8   13   20                                                  
CONECT   18   12   15   23                                                  
CONECT   19    9   21   23                                                  
CONECT   20   17                                                            
CONECT   21   19                                                            
CONECT   22   11   16                                                       
CONECT   23   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0039063
HETATM    1  C1  UNL     1      -5.957  -0.145  -1.200  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.390  -0.819  -0.224  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.904  -2.131   0.232  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.166  -0.217   0.447  1.00  0.00           C  
HETATM    5  O1  UNL     1      -4.503   0.003   1.795  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.000  -1.120   0.297  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.752  -0.642   0.922  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.204   0.618   0.414  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.882   1.910   0.593  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.013   0.559  -0.182  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.602   1.804  -0.711  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.816   2.150  -0.143  1.00  0.00           O  
HETATM   13  C11 UNL     1       2.996   1.481  -0.170  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.074   2.064   0.520  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.312   1.478   0.558  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.551   0.282  -0.084  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.801  -0.296  -0.036  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.980  -1.489  -0.694  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.884  -2.008  -1.352  1.00  0.00           C  
HETATM   20  O3  UNL     1       6.014  -3.106  -1.969  1.00  0.00           O  
HETATM   21  O4  UNL     1       4.708  -1.438  -1.381  1.00  0.00           O  
HETATM   22  C18 UNL     1       4.483  -0.281  -0.758  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.230   0.291  -0.810  1.00  0.00           C  
HETATM   24  H1  UNL     1      -5.542   0.806  -1.492  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.831  -0.586  -1.672  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.574  -2.385   1.256  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.618  -2.891  -0.525  1.00  0.00           H  
HETATM   28  H5  UNL     1      -7.024  -2.031   0.299  1.00  0.00           H  
HETATM   29  H6  UNL     1      -4.007   0.757  -0.037  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.350  -0.859   2.297  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.801  -1.274  -0.817  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.247  -2.179   0.629  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.002  -1.480   0.860  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.870  -0.485   2.043  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.125   2.664   0.984  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.313   2.334  -0.330  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.639   1.902   1.403  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.470  -0.408  -0.228  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.117   2.635  -0.696  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.804   1.667  -1.835  1.00  0.00           H  
HETATM   41  H18 UNL     1       3.921   3.013   1.040  1.00  0.00           H  
HETATM   42  H19 UNL     1       6.158   1.917   1.088  1.00  0.00           H  
HETATM   43  H20 UNL     1       7.614   0.168   0.499  1.00  0.00           H  
HETATM   44  H21 UNL     1       7.926  -2.018  -0.713  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.462  -0.213  -1.371  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3    4
CONECT    3   26   27   28
CONECT    4    5    6   29
CONECT    5   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   10   10
CONECT    9   35   36   37
CONECT   10   11   38
CONECT   11   12   39   40
CONECT   12   13
CONECT   13   14   14   23
CONECT   14   15   41
CONECT   15   16   16   42
CONECT   16   17   22
CONECT   17   18   18   43
CONECT   18   19   44
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   23
CONECT   23   45
END

HMDB0039063
     RDKit          3D
7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one
 45 46  0  0  0  0  0  0  0  0999 V2000
   -5.9570   -0.1451   -1.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3905   -0.8195   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9045   -2.1310    0.2322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659   -0.2172    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5026    0.0027    1.7953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9995   -1.1197    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521   -0.6415    0.9218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2044    0.6179    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819    1.9100    0.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0131    0.5590   -0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    1.8042   -0.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160    2.1497   -0.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955    1.4805   -0.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0740    2.0644    0.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3120    1.4782    0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5514    0.2818   -0.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8014   -0.2962   -0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9803   -1.4887   -0.6943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8838   -2.0083   -1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0137   -3.1061   -1.9692 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -1.4380   -1.3808 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4828   -0.2814   -0.7584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2304    0.2915   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5415    0.8057   -1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8314   -0.5856   -1.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5741   -2.3852    1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6185   -2.8909   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0242   -2.0305    0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0075    0.7566   -0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3497   -0.8591    2.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8014   -1.2738   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -2.1786    0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0017   -1.4804    0.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696   -0.4851    2.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250    2.6637    0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3130    2.3343   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    1.9020    1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4695   -0.4085   -0.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1168    2.6351   -0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8038    1.6668   -1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9211    3.0132    1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1583    1.9166    1.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6135    0.1676    0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9265   -2.0182   -0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4619   -0.2129   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 13  1  0
 22 16  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 18 44  1  0
 23 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-(6R-Hydroxy-3,7-dimethylocta-2,5-dienyl)-7-hydroxycoumarin	HMDB

Chemical Formula

C₁₉H₂₂O₄

Average Molecular Weight

314.3756

Monoisotopic Molecular Weight

314.151809192

IUPAC Name

7-{[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}-2H-chromen-2-one

Traditional Name

7-{[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}chromen-2-one

CAS Registry Number

118584-19-3

SMILES

C\C(CCC(O)C(C)=C)=C/COC1=CC2=C(C=CC(=O)O2)C=C1

InChI Identifier

InChI=1S/C19H22O4/c1-13(2)17(20)8-4-14(3)10-11-22-16-7-5-15-6-9-19(21)23-18(15)12-16/h5-7,9-10,12,17,20H,1,4,8,11H2,2-3H3/b14-10+

InChI Key

OWAQHJLCKMIPKB-GXDHUFHOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Fatty alcohol
Alkyl aryl ether
Pyranone
Pyran
Fatty acyl
Benzenoid
Heteroaromatic compound
Secondary alcohol
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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: HMDB0039063)
Cell membrane (HMDB: HMDB0039063)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039063)

Source

Exogenous

Exogenous (HMDB: HMDB0039063)

Food

Food (HMDB: HMDB0039063)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0039063)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039063)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	75 °C	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	0.02 g/L	ALOGPS
logP	3.46	ALOGPS
logP	3.47	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	18.1	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	91.38 m³·mol⁻¹	ChemAxon
Polarizability	35.16 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	176.954	31661259
DarkChem	[M-H]-	175.423	31661259
DeepCCS	[M+H]+	188.628	30932474
DeepCCS	[M-H]-	185.669	30932474
DeepCCS	[M-2H]-	221.153	30932474
DeepCCS	[M+Na]+	197.443	30932474
AllCCS	[M+H]+	176.5	32859911
AllCCS	[M+H-H2O]+	173.4	32859911
AllCCS	[M+NH4]+	179.4	32859911
AllCCS	[M+Na]+	180.2	32859911
AllCCS	[M-H]-	180.4	32859911
AllCCS	[M+Na-2H]-	180.3	32859911
AllCCS	[M+HCOO]-	180.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one	C\C(CCC(O)C(C)=C)=C/COC1=CC2=C(C=CC(=O)O2)C=C1	3584.6	Standard polar	33892256
7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one	C\C(CCC(O)C(C)=C)=C/COC1=CC2=C(C=CC(=O)O2)C=C1	2655.2	Standard non polar	33892256
7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one	C\C(CCC(O)C(C)=C)=C/COC1=CC2=C(C=CC(=O)O2)C=C1	2838.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one,1TMS,isomer #1	C=C(C)C(CC/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1)O[Si](C)(C)C	2767.5	Semi standard non polar	33892256
7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one,1TBDMS,isomer #1	C=C(C)C(CC/C(C)=C/COC1=CC=C2C=CC(=O)OC2=C1)O[Si](C)(C)C(C)(C)C	2993.4	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 - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-7290000000-bc0db0fc3c4c8bb59fe5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one GC-MS (1 TMS) - 70eV, Positive	splash10-00dm-9555000000-7a39b161ac95730ae56e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 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 - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 10V, Positive-QTOF	splash10-00kb-0494000000-64aed51b8fefedfd9efb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 20V, Positive-QTOF	splash10-0hmt-6961000000-8df44c9c421f8282e17b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 40V, Positive-QTOF	splash10-00xr-9510000000-ae55f380832b54302890	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 10V, Negative-QTOF	splash10-03di-0449000000-7a46b00e298db70c59a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 20V, Negative-QTOF	splash10-03di-0921000000-4060bc58415ab9c24c5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 40V, Negative-QTOF	splash10-014i-1900000000-6824305e563318e003a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 10V, Positive-QTOF	splash10-01ot-0493000000-a2f8929bb95e72fc9bba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 20V, Positive-QTOF	splash10-0bti-1980000000-70b92b1d7320eb6aeeb9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 40V, Positive-QTOF	splash10-03yi-5950000000-5da8f66ccad9ce83ff3c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 10V, Negative-QTOF	splash10-03di-0932000000-f1756a550184aab3f6ab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 20V, Negative-QTOF	splash10-03di-0900000000-23227685fa997a9b7c42	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one 40V, Negative-QTOF	splash10-0159-0900000000-9b580b5b88a82878ed97	2021-09-23	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

Not Available

FooDB ID

FDB018561

KNApSAcK ID

C00019896

Chemspider ID

35014733

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13965524

PDB ID

Not Available

ChEBI ID

174283

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one (HMDB0039063)

MOL for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

3D MOL for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

3D SDF for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

3D-SDF for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

PDB for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

3D PDB for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

SMILES for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

INCHI for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

Structure for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

3D Structure for HMDB0039063 (7-[(6-Hydroxy-3,7-dimethyl-2,7-octadienyl)oxy]-2H-1-benzopyran-2-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra