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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 18:35:25 UTC

Update Date

2021-09-23 18:35:26 UTC

HMDB ID

HMDB0302544

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Suberosin

Description

Suberosin, also known as 7-methoxy-6-prenylcoumarin, belongs to coumarins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Suberosin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Suberosin can be found in lemon, mandarin orange (clementine, tangerine), and sweet orange, which makes suberosin a potential biomarker for the consumption of these food products.

Structure

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

HMDB0302544
     RDKit          3D
Suberosin
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.9153    4.0015    0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2223    2.7903    0.5447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836    1.5381    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1198    1.4181    0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    0.1828   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    0.0983   -0.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -1.0527   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220   -1.1148   -0.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994   -2.2330   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5552   -2.1842   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261   -0.9508    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -0.8254    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0063    0.4019    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.5741    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.7209    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1445   -0.9665    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8519   -2.2636    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5746    0.0362   -0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    4.2460    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6797    3.9885   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    4.8369    0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    2.2842   -0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4011   -3.1770   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -3.0703   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -1.7046    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417    1.1088    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9472    1.2160    0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622   -1.4909    1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593   -2.5161    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679   -2.3052   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1858   -3.0920   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3425   -0.3721   -1.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270    0.9841   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7213    0.3344   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13  3  1  0
 11  5  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
M  END

  Mrv0541 02241221492D          

 18 19  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   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   -0.4125    0.0000 C   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
    5.0013   -0.4125    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
    2.8579   -1.6500    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  2 13  1  0  0  0  0
  9 14  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
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302544

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC=C(C)C)C=C2C=CC(=O)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O3/c1-10(2)4-5-11-8-12-6-7-15(16)18-14(12)9-13(11)17-3/h4,6-9H,5H2,1-3H3

> <INCHI_KEY>
RSZDAYHEZSRVHS-UHFFFAOYSA-N

> <FORMULA>
C15H16O3

> <MOLECULAR_WEIGHT>
244.2857

> <EXACT_MASS>
244.109944378

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.505267433752287

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-methoxy-6-(3-methylbut-2-en-1-yl)-2H-chromen-2-one

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
3.3542553490000007

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.840926847825866

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
72.25460000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
suberosin

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302544
     RDKit          3D
Suberosin
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.9153    4.0015    0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2223    2.7903    0.5447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836    1.5381    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1198    1.4181    0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    0.1828   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    0.0983   -0.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -1.0527   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220   -1.1148   -0.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994   -2.2330   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5552   -2.1842   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261   -0.9508    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -0.8254    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0063    0.4019    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.5741    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.7209    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1445   -0.9665    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8519   -2.2636    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5746    0.0362   -0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    4.2460    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6797    3.9885   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    4.8369    0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    2.2842   -0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4011   -3.1770   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -3.0703   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -1.7046    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417    1.1088    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9472    1.2160    0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622   -1.4909    1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593   -2.5161    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679   -2.3052   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1858   -3.0920   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3425   -0.3721   -1.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270    0.9841   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7213    0.3344   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13  3  1  0
 11  5  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.336  -0.770   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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    2                                                       
CONECT   14    9   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0302544
HETATM    1  C1  UNL     1      -0.915   4.001   0.447  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.222   2.790   0.545  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.784   1.538   0.371  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.120   1.418   0.079  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.713   0.183  -0.100  1.00  0.00           C  
HETATM    6  O2  UNL     1      -3.992   0.098  -0.378  1.00  0.00           O  
HETATM    7  C5  UNL     1      -4.596  -1.053  -0.557  1.00  0.00           C  
HETATM    8  O3  UNL     1      -5.822  -1.115  -0.823  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.899  -2.233  -0.457  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.555  -2.184  -0.167  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.926  -0.951   0.020  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.591  -0.825   0.312  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.006   0.402   0.490  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.432   0.574   0.806  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.142  -0.721   0.893  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.144  -0.966   0.082  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.852  -2.264   0.173  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.575   0.036  -0.919  1.00  0.00           C  
HETATM   19  H1  UNL     1      -1.393   4.246   1.418  1.00  0.00           H  
HETATM   20  H2  UNL     1      -1.680   3.989  -0.334  1.00  0.00           H  
HETATM   21  H3  UNL     1      -0.188   4.837   0.239  1.00  0.00           H  
HETATM   22  H4  UNL     1      -2.746   2.284  -0.018  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.401  -3.177  -0.605  1.00  0.00           H  
HETATM   24  H6  UNL     1      -1.950  -3.070  -0.075  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.001  -1.705   0.402  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.542   1.109   1.789  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.947   1.216   0.072  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.862  -1.491   1.613  1.00  0.00           H  
HETATM   29  H11 UNL     1       4.059  -2.516   1.242  1.00  0.00           H  
HETATM   30  H12 UNL     1       4.768  -2.305  -0.444  1.00  0.00           H  
HETATM   31  H13 UNL     1       3.186  -3.092  -0.208  1.00  0.00           H  
HETATM   32  H14 UNL     1       4.342  -0.372  -1.611  1.00  0.00           H  
HETATM   33  H15 UNL     1       3.927   0.984  -0.468  1.00  0.00           H  
HETATM   34  H16 UNL     1       2.721   0.334  -1.594  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   22
CONECT    5    6   11   11
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   10   23
CONECT   10   11   24
CONECT   11   12
CONECT   12   13   13   25
CONECT   13   14
CONECT   14   15   26   27
CONECT   15   16   16   28
CONECT   16   17   18
CONECT   17   29   30   31
CONECT   18   32   33   34
END

HMDB0302544
     RDKit          3D
Suberosin
 34 35  0  0  0  0  0  0  0  0999 V2000
   -0.9153    4.0015    0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2223    2.7903    0.5447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836    1.5381    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1198    1.4181    0.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128    0.1828   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919    0.0983   -0.3783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -1.0527   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8220   -1.1148   -0.8225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994   -2.2330   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5552   -2.1842   -0.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9261   -0.9508    0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -0.8254    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0063    0.4019    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    0.5741    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -0.7209    0.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1445   -0.9665    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8519   -2.2636    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5746    0.0362   -0.9185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    4.2460    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6797    3.9885   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    4.8369    0.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    2.2842   -0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4011   -3.1770   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -3.0703   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008   -1.7046    0.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417    1.1088    1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9472    1.2160    0.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622   -1.4909    1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0593   -2.5161    1.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7679   -2.3052   -0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1858   -3.0920   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3425   -0.3721   -1.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270    0.9841   -0.4684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7213    0.3344   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
 13  3  1  0
 11  5  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
 17 30  1  0
 17 31  1  0
 18 32  1  0
 18 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Methoxy-6-(3-methyl-2-buten-1-yl)-2H-chromen-2-one	ChEBI
7-Methoxy-6-prenylcoumarin	ChEBI

Chemical Formula

C₁₅H₁₆O₃

Average Molecular Weight

244.2857

Monoisotopic Molecular Weight

244.109944378

IUPAC Name

7-methoxy-6-(3-methylbut-2-en-1-yl)-2H-chromen-2-one

Traditional Name

suberosin

CAS Registry Number

Not Available

SMILES

COC1=C(CC=C(C)C)C=C2C=CC(=O)OC2=C1

InChI Identifier

InChI=1S/C15H16O3/c1-10(2)4-5-11-8-12-6-7-15(16)18-14(12)9-13(11)17-3/h4,6-9H,5H2,1-3H3

InChI Key

RSZDAYHEZSRVHS-UHFFFAOYSA-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
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

coumarins (CHEBI:69041 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302544)

Food

Fruit

Citrus

Lemon (FooDB: FOOD00054)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

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
logP	3.5	ALOGPS
logP	3.35	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	72.25 m³·mol⁻¹	ChemAxon
Polarizability	26.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	154.367	32859911
AllCCS	[M+H-H2O]+	150.398	32859911
AllCCS	[M+Na]+	159.12	32859911
AllCCS	[M+NH4]+	158.057	32859911
AllCCS	[M-H]-	158.813	32859911
AllCCS	[M+Na-2H]-	158.493	32859911
AllCCS	[M+HCOO]-	158.262	32859911
DeepCCS	[M+H]+	160.222	30932474
DeepCCS	[M-H]-	157.865	30932474
DeepCCS	[M-2H]-	190.751	30932474
DeepCCS	[M+Na]+	166.316	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 10V, Positive-QTOF	splash10-0002-0090000000-dcb02685c9a09b3be7ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 20V, Positive-QTOF	splash10-00kb-3190000000-5ac41c388d69a70507d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 40V, Positive-QTOF	splash10-014i-9720000000-b798f6483ba8dbc5ab47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 10V, Negative-QTOF	splash10-0006-0190000000-588081f4ea707bca8530	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 20V, Negative-QTOF	splash10-0006-0390000000-16139711ec7ca5576eb3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 40V, Negative-QTOF	splash10-0564-1920000000-bd72c51a075f6f2359fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 10V, Positive-QTOF	splash10-0002-0390000000-46cbf6cc615ae9ac99d7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 20V, Positive-QTOF	splash10-000i-0950000000-77ce74246af4f2f0370f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 40V, Positive-QTOF	splash10-03kj-0910000000-a5cb64b9afd8ad9fb43c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 10V, Negative-QTOF	splash10-0006-0090000000-705d0952967a1d174ad1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 20V, Negative-QTOF	splash10-0006-0190000000-e7ea0324ed700dabdd6e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberosin 40V, Negative-QTOF	splash10-05is-0900000000-992ae1b6e41166fafaad	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB005065

KNApSAcK ID

C00037864

Chemspider ID

61761

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

69041

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1418011

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Suberosin (HMDB0302544)

MOL for HMDB0302544 (Suberosin)

3D MOL for HMDB0302544 (Suberosin)

3D SDF for HMDB0302544 (Suberosin)

3D-SDF for HMDB0302544 (Suberosin)

PDB for HMDB0302544 (Suberosin)

3D PDB for HMDB0302544 (Suberosin)

SMILES for HMDB0302544 (Suberosin)

INCHI for HMDB0302544 (Suberosin)

Structure for HMDB0302544 (Suberosin)

3D Structure for HMDB0302544 (Suberosin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra