Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:03:33 UTC

Update Date

2022-03-07 02:54:02 UTC

HMDB ID

HMDB0034255

Secondary Accession Numbers

HMDB34255

Metabolite Identification

Common Name

5-Methoxyseselin

Description

5-Methoxyseselin belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. 5-Methoxyseselin has been detected, but not quantified in, citrus. This could make 5-methoxyseselin a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on 5-Methoxyseselin.

Structure

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

HMDB0034255
     RDKit          3D
5-Methoxyseselin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.6643    3.4338   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9053    2.0525   -0.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945    1.1251   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5522    1.4872   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4328    0.5116   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.8001    0.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2556   -1.1328    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915   -2.3944    0.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -2.8226    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9193   -4.0775    0.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7621   -1.9514    0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5466   -0.6172    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -0.1832    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1358   -1.8121    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4016   -1.4835    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339   -0.0891   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7230    0.4065    1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377   -0.1231   -1.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7772    0.8278   -0.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4610    3.9666    0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8464    3.5292   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    3.9139   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    2.4982   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7700   -2.3328    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3561    0.1027    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481   -2.8437    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1969   -2.2203    0.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5393    1.0029    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1423    1.0568    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728   -0.4599    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    0.8655   -1.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0307   -0.7669   -2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5722   -0.6694   -1.2388 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 13  3  1  0
 19  5  1  0
 13  7  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 17 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
M  END

  Mrv0541 05061307402D          

 19 21  0  0  0  0            999 V2000
    6.0754   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0754    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  7  1  0  0  0  0
 16 13  2  0  0  0  0
 17  3  1  0  0  0  0
 17 11  1  0  0  0  0
 18 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034255

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=CC(C)(C)O2)C2=C1C=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11(17-3)9-4-5-13(16)18-14(9)10/h4-8H,1-3H3

> <INCHI_KEY>
ZNMRQYJUVCXNGK-UHFFFAOYSA-N

> <FORMULA>
C15H14O4

> <MOLECULAR_WEIGHT>
258.2693

> <EXACT_MASS>
258.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.92228616368181

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methoxy-8,8-dimethyl-2H,8H-pyrano[2,3-f]chromen-2-one

> <ALOGPS_LOGP>
3.04

> <JCHEM_LOGP>
2.5263117516666664

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.58521009975945

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
72.40520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034255
     RDKit          3D
5-Methoxyseselin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.6643    3.4338   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9053    2.0525   -0.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945    1.1251   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5522    1.4872   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4328    0.5116   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.8001    0.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2556   -1.1328    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915   -2.3944    0.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -2.8226    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9193   -4.0775    0.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7621   -1.9514    0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5466   -0.6172    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -0.1832    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1358   -1.8121    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4016   -1.4835    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339   -0.0891   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7230    0.4065    1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377   -0.1231   -1.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7772    0.8278   -0.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4610    3.9666    0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8464    3.5292   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    3.9139   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    2.4982   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7700   -2.3328    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3561    0.1027    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481   -2.8437    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1969   -2.2203    0.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5393    1.0029    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1423    1.0568    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728   -0.4599    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    0.8655   -1.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0307   -0.7669   -2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5722   -0.6694   -1.2388 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 13  3  1  0
 19  5  1  0
 13  7  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 17 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  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      11.341  -0.220   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.341   1.760   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.231   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.231   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.461   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.851  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.391  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.771   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.161   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.461  -1.897   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.771   4.771   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.771  -0.564   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.391   2.104   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   17                                                            
CONECT    4    5    9                                                       
CONECT    5    4   13                                                       
CONECT    6    7   10                                                       
CONECT    7    6   15                                                       
CONECT    8   11   12                                                       
CONECT    9    4   11   14                                                  
CONECT   10    6   12   14                                                  
CONECT   11    8    9   17                                                  
CONECT   12    8   10   19                                                  
CONECT   13    5   16   18                                                  
CONECT   14    9   10   18                                                  
CONECT   15    1    2    7   19                                             
CONECT   16   13                                                            
CONECT   17    3   11                                                       
CONECT   18   13   14                                                       
CONECT   19   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0034255
HETATM    1  C1  UNL     1      -2.664   3.434  -0.428  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.905   2.052  -0.185  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.895   1.125  -0.086  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.552   1.487  -0.218  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.433   0.512  -0.108  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.099  -0.800   0.127  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.256  -1.133   0.255  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.492  -2.394   0.477  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.712  -2.823   0.614  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.919  -4.078   0.833  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.762  -1.951   0.525  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.547  -0.617   0.292  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.246  -0.183   0.150  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.136  -1.812   0.240  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.402  -1.484   0.117  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.834  -0.089  -0.137  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.723   0.406   1.012  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.638  -0.123  -1.434  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.777   0.828  -0.233  1.00  0.00           O  
HETATM   20  H1  UNL     1      -2.461   3.967   0.500  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.846   3.529  -1.191  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.563   3.914  -0.897  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.274   2.498  -0.400  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.770  -2.333   0.643  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.356   0.103   0.216  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.848  -2.844   0.426  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.197  -2.220   0.197  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.539   1.003   0.599  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.142   1.057   1.702  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.073  -0.460   1.628  1.00  0.00           H  
HETATM   31  H12 UNL     1       3.776   0.865  -1.867  1.00  0.00           H  
HETATM   32  H13 UNL     1       3.031  -0.767  -2.132  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.572  -0.669  -1.239  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   23
CONECT    5    6    6   19
CONECT    6    7   14
CONECT    7    8   13   13
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   24
CONECT   12   13   25
CONECT   14   15   15   26
CONECT   15   16   27
CONECT   16   17   18   19
CONECT   17   28   29   30
CONECT   18   31   32   33
END

HMDB0034255
     RDKit          3D
5-Methoxyseselin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.6643    3.4338   -0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9053    2.0525   -0.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8945    1.1251   -0.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5522    1.4872   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4328    0.5116   -0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.8001    0.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2556   -1.1328    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915   -2.3944    0.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7117   -2.8226    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9193   -4.0775    0.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7621   -1.9514    0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5466   -0.6172    0.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -0.1832    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1358   -1.8121    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4016   -1.4835    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339   -0.0891   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7230    0.4065    1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377   -0.1231   -1.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7772    0.8278   -0.2329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4610    3.9666    0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8464    3.5292   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5627    3.9139   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    2.4982   -0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7700   -2.3328    0.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3561    0.1027    0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481   -2.8437    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1969   -2.2203    0.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5393    1.0029    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1423    1.0568    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728   -0.4599    1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    0.8655   -1.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0307   -0.7669   -2.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5722   -0.6694   -1.2388 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 13  3  1  0
 19  5  1  0
 13  7  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 15 27  1  0
 17 28  1  0
 17 29  1  0
 17 30  1  0
 18 31  1  0
 18 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄O₄

Average Molecular Weight

258.2693

Monoisotopic Molecular Weight

258.089208936

IUPAC Name

5-methoxy-8,8-dimethyl-2H,8H-pyrano[2,3-f]chromen-2-one

Traditional Name

5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-2-one

CAS Registry Number

31525-76-5

SMILES

COC1=CC2=C(C=CC(C)(C)O2)C2=C1C=CC(=O)O2

InChI Identifier

InChI=1S/C15H14O4/c1-15(2)7-6-10-12(19-15)8-11(17-3)9-4-5-13(16)18-14(9)10/h4-8H,1-3H3

InChI Key

ZNMRQYJUVCXNGK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034255)
Cell membrane (HMDB: HMDB0034255)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034255)

Source

Exogenous

Exogenous (HMDB: HMDB0034255)

Food

Food (HMDB: HMDB0034255)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0034255)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034255)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	162 - 164 °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	0.021 g/L	ALOGPS
logP	3.04	ALOGPS
logP	2.53	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.41 m³·mol⁻¹	ChemAxon
Polarizability	26.92 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]+	160.821	31661259
DarkChem	[M-H]-	162.003	31661259
DeepCCS	[M+H]+	163.09	30932474
DeepCCS	[M-H]-	160.732	30932474
DeepCCS	[M-2H]-	193.618	30932474
DeepCCS	[M+Na]+	169.183	30932474
AllCCS	[M+H]+	156.3	32859911
AllCCS	[M+H-H2O]+	152.2	32859911
AllCCS	[M+NH4]+	160.0	32859911
AllCCS	[M+Na]+	161.1	32859911
AllCCS	[M-H]-	162.6	32859911
AllCCS	[M+Na-2H]-	162.1	32859911
AllCCS	[M+HCOO]-	161.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Methoxyseselin	COC1=CC2=C(C=CC(C)(C)O2)C2=C1C=CC(=O)O2	3077.2	Standard polar	33892256
5-Methoxyseselin	COC1=CC2=C(C=CC(C)(C)O2)C2=C1C=CC(=O)O2	2266.7	Standard non polar	33892256
5-Methoxyseselin	COC1=CC2=C(C=CC(C)(C)O2)C2=C1C=CC(=O)O2	2290.4	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 - 5-Methoxyseselin GC-MS (Non-derivatized) - 70eV, Positive	splash10-07c6-1190000000-3ef5f1266ee2caf2a6fa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methoxyseselin 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 - 5-Methoxyseselin 10V, Positive-QTOF	splash10-0a4i-0090000000-5c1bd9b99c1f6a9d6a0a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 20V, Positive-QTOF	splash10-0a4i-0090000000-f30db842e92fac40267b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 40V, Positive-QTOF	splash10-0gi0-4890000000-09ae8832fbbcd27373d7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 10V, Negative-QTOF	splash10-0a4i-0090000000-3fb8645e83e598153ecc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 20V, Negative-QTOF	splash10-0a4i-0090000000-cb381b3e8dd997160228	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 40V, Negative-QTOF	splash10-01ow-0970000000-6a3c12ba63fc04291272	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 10V, Positive-QTOF	splash10-0a4i-0090000000-5899da0eda98839d58ad	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 20V, Positive-QTOF	splash10-0a4i-0090000000-1dd4d6003d5dd52eddf5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 40V, Positive-QTOF	splash10-0gb9-1390000000-1b59afc6cba158fa52ee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 10V, Negative-QTOF	splash10-0a4i-0090000000-c2a50a42dfada53572a9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 20V, Negative-QTOF	splash10-0aor-0090000000-8d88e22db1993e2c8e48	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxyseselin 40V, Negative-QTOF	splash10-03y0-0590000000-e6c5f119bb6d1bcc0be2	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

FDB012572

KNApSAcK ID

C00036600

Chemspider ID

256612

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

290897

PDB ID

Not Available

ChEBI ID

Not Available

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 5-Methoxyseselin (HMDB0034255)

MOL for HMDB0034255 (5-Methoxyseselin)

3D MOL for HMDB0034255 (5-Methoxyseselin)

3D SDF for HMDB0034255 (5-Methoxyseselin)

3D-SDF for HMDB0034255 (5-Methoxyseselin)

PDB for HMDB0034255 (5-Methoxyseselin)

3D PDB for HMDB0034255 (5-Methoxyseselin)

SMILES for HMDB0034255 (5-Methoxyseselin)

INCHI for HMDB0034255 (5-Methoxyseselin)

Structure for HMDB0034255 (5-Methoxyseselin)

3D Structure for HMDB0034255 (5-Methoxyseselin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra