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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:03:40 UTC

Update Date

2022-03-07 02:54:02 UTC

HMDB ID

HMDB0034257

Secondary Accession Numbers

HMDB34257

Metabolite Identification

Common Name

Seselin

Description

Seselin 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. Seselin has been detected, but not quantified in, several different foods, such as mandarin orange (clementine, tangerine), sweet oranges (Citrus sinensis), fennels (Foeniculum vulgare), anises (Pimpinella anisum), and wild celeries (Apium graveolens). This could make seselin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Seselin.

Structure

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

HMDB0034257
     RDKit          3D
Seselin
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.2864   -0.4786   -1.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -0.1755   -0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570    0.2201    1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705   -1.3806    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -1.4256    0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267   -0.2563    0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2673    0.9109   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4782    2.0251   -0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568    2.0276   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4570    0.8656   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    0.8036   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3739   -0.3846    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5651   -1.4301    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1140   -2.5111    1.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2722   -1.3625    0.6019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189   -0.2500    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412    0.9115   -0.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6697   -0.3003   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719   -1.4533   -1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    0.3031   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    1.2408    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3223   -0.4967    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0060    0.1365    1.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3365   -2.2386    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528   -2.3319    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0037    2.9376   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285    2.9154   -0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4476    1.6558   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4596   -0.4780    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17  2  1  0
 16  6  1  0
 16 10  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
M  END

Seselin
  Mrv1572001071617272D          

 17 19  0  0  0  0            999 V2000
   14.8500   -9.7350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6962   -9.7350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1400   -9.7350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2937   -9.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -10.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5512  -10.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9950  -10.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500   -8.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2937   -8.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5512  -10.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2937  -11.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5925   -8.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6962  -11.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4387  -10.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4387  -10.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2312   -8.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1900   -9.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  8  1  0  0  0  0
  2  5  1  0  0  0  0
  2 14  1  0  0  0  0
  3 14  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  4  9  1  0  0  0  0
  5  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 13  1  0  0  0  0
  8 12  1  0  0  0  0
  8 16  1  0  0  0  0
  8 17  1  0  0  0  0
  9 12  2  0  0  0  0
 10 11  2  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034257

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O3/c1-14(2)8-7-10-11(17-14)5-3-9-4-6-12(15)16-13(9)10/h3-8H,1-2H3

> <INCHI_KEY>
QUVCQYQEIOLHFZ-UHFFFAOYSA-N

> <FORMULA>
C14H12O3

> <MOLECULAR_WEIGHT>
228.247

> <EXACT_MASS>
228.078644246

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
23.91271836708977

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8,8-dimethyl-2H,8H-pyrano[2,3-h]chromen-2-one

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
2.6839830173333334

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.90678503664917

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
65.94200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8,8-dimethylpyrano[2,3-h]chromen-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034257
     RDKit          3D
Seselin
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.2864   -0.4786   -1.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -0.1755   -0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570    0.2201    1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705   -1.3806    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -1.4256    0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267   -0.2563    0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2673    0.9109   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4782    2.0251   -0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568    2.0276   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4570    0.8656   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    0.8036   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3739   -0.3846    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5651   -1.4301    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1140   -2.5111    1.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2722   -1.3625    0.6019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189   -0.2500    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412    0.9115   -0.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6697   -0.3003   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719   -1.4533   -1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    0.3031   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    1.2408    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3223   -0.4967    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0060    0.1365    1.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3365   -2.2386    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528   -2.3319    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0037    2.9376   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285    2.9154   -0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4476    1.6558   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4596   -0.4780    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17  2  1  0
 16  6  1  0
 16 10  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Seselin                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  O   UNK     0      27.720 -18.172   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      33.033 -18.172   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      35.728 -18.172   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      30.415 -18.172   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.724 -18.942   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.029 -18.942   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.724 -20.482   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.720 -16.632   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.415 -16.632   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.029 -20.482   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.415 -21.252   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.106 -15.862   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.033 -21.252   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.419 -18.942   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.419 -20.482   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.565 -15.477   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.488 -17.479   0.000  0.00  0.00           C+0
CONECT    1    6    8                                                       
CONECT    2    5   14                                                       
CONECT    3   14                                                            
CONECT    4    5    6    9                                                  
CONECT    5    2    4    7                                                  
CONECT    6    1    4   10                                                  
CONECT    7    5   11   13                                                  
CONECT    8    1   12   16   17                                             
CONECT    9    4   12                                                       
CONECT   10    6   11                                                       
CONECT   11    7   10                                                       
CONECT   12    8    9                                                       
CONECT   13    7   15                                                       
CONECT   14    2    3   15                                                  
CONECT   15   13   14                                                       
CONECT   16    8                                                            
CONECT   17    8                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0034257
HETATM    1  C1  UNL     1      -3.286  -0.479  -1.331  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.476  -0.176  -0.075  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.457   0.220   1.004  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.771  -1.381   0.375  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.461  -1.426   0.466  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.327  -0.256   0.114  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.267   0.911  -0.317  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.478   2.025  -0.652  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.857   2.028  -0.574  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.457   0.866  -0.144  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.828   0.804  -0.044  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.374  -0.385   0.391  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.565  -1.430   0.700  1.00  0.00           C  
HETATM   14  O1  UNL     1       4.114  -2.511   1.098  1.00  0.00           O  
HETATM   15  O2  UNL     1       2.272  -1.362   0.602  1.00  0.00           O  
HETATM   16  C14 UNL     1       1.719  -0.250   0.192  1.00  0.00           C  
HETATM   17  O3  UNL     1      -1.641   0.912  -0.396  1.00  0.00           O  
HETATM   18  H1  UNL     1      -2.670  -0.300  -2.244  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.772  -1.453  -1.303  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.085   0.303  -1.364  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.832   1.241   0.793  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.322  -0.497   0.920  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.006   0.137   1.998  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.336  -2.239   0.634  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.053  -2.332   0.803  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.004   2.938  -0.990  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.428   2.915  -0.842  1.00  0.00           H  
HETATM   28  H11 UNL     1       4.448   1.656  -0.298  1.00  0.00           H  
HETATM   29  H12 UNL     1       5.460  -0.478   0.485  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   17
CONECT    3   21   22   23
CONECT    4    5    5   24
CONECT    5    6   25
CONECT    6    7    7   16
CONECT    7    8   17
CONECT    8    9    9   26
CONECT    9   10   27
CONECT   10   11   16   16
CONECT   11   12   12   28
CONECT   12   13   29
CONECT   13   14   14   15
CONECT   15   16
END

HMDB0034257
     RDKit          3D
Seselin
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.2864   -0.4786   -1.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4760   -0.1755   -0.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4570    0.2201    1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7705   -1.3806    0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -1.4256    0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267   -0.2563    0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2673    0.9109   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4782    2.0251   -0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8568    2.0276   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4570    0.8656   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280    0.8036   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3739   -0.3846    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5651   -1.4301    0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1140   -2.5111    1.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2722   -1.3625    0.6019 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189   -0.2500    0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6412    0.9115   -0.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6697   -0.3003   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7719   -1.4533   -1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    0.3031   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    1.2408    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3223   -0.4967    0.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0060    0.1365    1.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3365   -2.2386    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528   -2.3319    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0037    2.9376   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285    2.9154   -0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4476    1.6558   -0.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4596   -0.4780    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
  7 17  1  0
 17  2  1  0
 16  6  1  0
 16 10  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3',4'-Di-O-(-)-camphanoyl-(+)-cis-khellactone	HMDB
8,8-Dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-2-one	HMDB
8,8-Dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one	HMDB
8,8-Dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one, 9ci	HMDB
8,8-Dimethyl-2H,8H-pyrano[2,3-F]chromen-2-one	HMDB
Amyrolin	HMDB
Pyranocoumarin deriv.	HMDB
Seseline	HMDB

Chemical Formula

C₁₄H₁₂O₃

Average Molecular Weight

228.247

Monoisotopic Molecular Weight

228.078644246

IUPAC Name

8,8-dimethyl-2H,8H-pyrano[2,3-h]chromen-2-one

Traditional Name

8,8-dimethylpyrano[2,3-h]chromen-2-one

CAS Registry Number

523-59-1

SMILES

CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C=C2

InChI Identifier

InChI=1S/C14H12O3/c1-14(2)8-7-10-11(17-14)5-3-9-4-6-12(15)16-13(9)10/h3-8H,1-2H3

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

coumarins (CHEBI:69040 )
coumarins (C09312 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034257)

Cellular substructure

Membrane (HMDB: HMDB0034257)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034257)

Source

Exogenous

Food

Food (HMDB: HMDB0034257)

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Herb

Fennel (FooDB: FOOD00082)
Anise (FooDB: FOOD00137)

Herbs and Spices (FooDB: FOOD00866)

Fruit

Citrus

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

Endogenous

Plant

Plant (HMDB: HMDB0034257)

Process

Not Available

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	119 - 120 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	60.34 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	3	ALOGPS
logP	2.68	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-4.9	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	0	ChemAxon
Refractivity	65.94 m³·mol⁻¹	ChemAxon
Polarizability	23.91 Å³	ChemAxon
Number of Rings	3	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
DarkChem	[M+H]+	153.964	31661259
DarkChem	[M-H]-	153.263	31661259
DeepCCS	[M+H]+	157.257	30932474
DeepCCS	[M-H]-	154.899	30932474
DeepCCS	[M-2H]-	187.785	30932474
DeepCCS	[M+Na]+	163.35	30932474
AllCCS	[M+H]+	148.6	32859911
AllCCS	[M+H-H2O]+	144.3	32859911
AllCCS	[M+NH4]+	152.6	32859911
AllCCS	[M+Na]+	153.7	32859911
AllCCS	[M-H]-	154.1	32859911
AllCCS	[M+Na-2H]-	153.6	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Seselin	CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C=C2	2809.5	Standard polar	33892256
Seselin	CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C=C2	2043.3	Standard non polar	33892256
Seselin	CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C=C2	2069.5	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 - Seselin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0j7r-1960000000-f71d1ee8ecbd8aa8addd	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Seselin 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 - Seselin 10V, Positive-QTOF	splash10-004i-0090000000-f2cc6b8594e32378fd2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 20V, Positive-QTOF	splash10-004i-0490000000-178b79bfec179896733a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 40V, Positive-QTOF	splash10-00rl-2900000000-69550ecd48575335803c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 10V, Negative-QTOF	splash10-004i-0190000000-47aaf3dca13f1cacd42f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 20V, Negative-QTOF	splash10-004i-0390000000-5a6dd1332d117ad1ebd3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 40V, Negative-QTOF	splash10-07vi-0920000000-9bc9f11ee78ed297789e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 10V, Negative-QTOF	splash10-004i-0090000000-f0e0fc28215258fdeb31	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 20V, Negative-QTOF	splash10-004r-0490000000-ee41d791a0fff49c7ac9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 40V, Negative-QTOF	splash10-0a5j-0900000000-241921d7efd7a8f5f936	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 10V, Positive-QTOF	splash10-004i-0090000000-c89325e1a7192ec227f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 20V, Positive-QTOF	splash10-004i-0290000000-d70cfec989c8b56e4856	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Seselin 40V, Positive-QTOF	splash10-0079-0910000000-7042ee8061a0c73e9f76	2021-09-22	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68229

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1637191

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 Seselin (HMDB0034257)

MOL for HMDB0034257 (Seselin)

3D MOL for HMDB0034257 (Seselin)

3D SDF for HMDB0034257 (Seselin)

3D-SDF for HMDB0034257 (Seselin)

PDB for HMDB0034257 (Seselin)

3D PDB for HMDB0034257 (Seselin)

SMILES for HMDB0034257 (Seselin)

INCHI for HMDB0034257 (Seselin)

Structure for HMDB0034257 (Seselin)

3D Structure for HMDB0034257 (Seselin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra