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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:44:42 UTC

Update Date

2023-02-21 17:21:09 UTC

HMDB ID

HMDB0031661

Secondary Accession Numbers

HMDB31661

Metabolite Identification

Common Name

3-Isovalidene-3alpha,4-dihydrophthalide

Description

3-Isovalidene-3alpha,4-dihydrophthalide belongs to the class of organic compounds known as isobenzofurans. These are organic aromatic compounds containing an isobenzofuran moiety. 3-Isovalidene-3alpha,4-dihydrophthalide has been detected, but not quantified in, a few different foods, such as celery stalks (Apium graveolens var. dulce), green vegetables, and wild celeries (Apium graveolens). This could make 3-isovalidene-3alpha,4-dihydrophthalide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Isovalidene-3alpha,4-dihydrophthalide.

Structure

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

HMDB0031661
     RDKit          3D
3-Isovalidene-3alpha,4-dihydrophthalide
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.1746    1.7592   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1481    0.2978    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1693   -0.5183   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225   -0.0026    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6672    0.2816    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -0.6005    0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -1.9634    0.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4823   -2.4359    0.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -3.5757    1.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998   -1.3226    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6521   -1.0140    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2921    0.2196    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5323    1.0933   -0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817    0.8644   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -0.4700   -0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6001    1.8327   -1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    2.0537   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    2.3684    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0307    0.0714    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -0.5467   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171   -0.0919   -1.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -1.5932   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106    0.6356    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846   -1.0518    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    1.3095    0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2471   -1.7793    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342    0.3881    0.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303    2.0442   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8735    1.2372   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720    1.5756    0.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5207   -1.0666   -1.4976 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15  6  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
M  END


  Mrv0541 05061306032D          

 15 16  0  0  0  0            999 V2000
   -0.9851   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 11 10  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 13  2  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031661

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C\C=C1/OC(=O)C2=CC=CCC12

> <INCHI_IDENTIFIER>
InChI=1S/C13H16O2/c1-9(2)7-8-12-10-5-3-4-6-11(10)13(14)15-12/h3-4,6,8-10H,5,7H2,1-2H3/b12-8-

> <INCHI_KEY>
XUAVGKDSFAWBLN-WQLSENKSSA-N

> <FORMULA>
C13H16O2

> <MOLECULAR_WEIGHT>
204.2649

> <EXACT_MASS>
204.115029756

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.926312056520537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z)-3-(3-methylbutylidene)-1,3,3a,4-tetrahydro-2-benzofuran-1-one

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
2.987718458

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.502469699415215

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0109766803876585

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
62.93330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z)-3-(3-methylbutylidene)-3a,4-dihydro-2-benzofuran-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0031661
     RDKit          3D
3-Isovalidene-3alpha,4-dihydrophthalide
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.1746    1.7592   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1481    0.2978    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1693   -0.5183   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225   -0.0026    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6672    0.2816    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -0.6005    0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -1.9634    0.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4823   -2.4359    0.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -3.5757    1.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998   -1.3226    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6521   -1.0140    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2921    0.2196    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5323    1.0933   -0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817    0.8644   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -0.4700   -0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6001    1.8327   -1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    2.0537   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    2.3684    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0307    0.0714    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -0.5467   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171   -0.0919   -1.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -1.5932   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106    0.6356    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846   -1.0518    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    1.3095    0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2471   -1.7793    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342    0.3881    0.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303    2.0442   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8735    1.2372   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720    1.5756    0.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5207   -1.0666   -1.4976 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15  6  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  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      -1.839  -1.973   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.698  -2.797   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.332  -1.653   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.220   2.843   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   10                                                       
CONECT    6    4   11                                                       
CONECT    7    8    9                                                       
CONECT    8    7   12                                                       
CONECT    9    1    2    7                                                  
CONECT   10    5   11   12                                                  
CONECT   11    6   10   13                                                  
CONECT   12    8   10   15                                                  
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0031661
HETATM    1  C1  UNL     1      -3.175   1.759  -0.064  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.148   0.298   0.334  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.169  -0.518  -0.940  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.923  -0.003   1.168  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.667   0.282   0.446  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.262  -0.601   0.180  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.158  -1.963   0.570  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.482  -2.436   0.704  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.887  -3.576   1.028  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.400  -1.323   0.388  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.652  -1.014   0.585  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.292   0.220   0.152  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.532   1.093  -0.469  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.082   0.864  -0.721  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.571  -0.470  -0.533  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.600   1.833  -1.022  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.212   2.054  -0.292  1.00  0.00           H  
HETATM   18  H3  UNL     1      -2.721   2.368   0.739  1.00  0.00           H  
HETATM   19  H4  UNL     1      -4.031   0.071   0.958  1.00  0.00           H  
HETATM   20  H5  UNL     1      -4.199  -0.547  -1.351  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.517  -0.092  -1.714  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.918  -1.593  -0.707  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.011   0.636   2.085  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.985  -1.052   1.523  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.519   1.310   0.116  1.00  0.00           H  
HETATM   26  H11 UNL     1       4.247  -1.779   1.131  1.00  0.00           H  
HETATM   27  H12 UNL     1       5.334   0.388   0.340  1.00  0.00           H  
HETATM   28  H13 UNL     1       3.930   2.044  -0.838  1.00  0.00           H  
HETATM   29  H14 UNL     1       1.874   1.237  -1.761  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.572   1.576   0.002  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.521  -1.067  -1.498  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5   23   24
CONECT    5    6    6   25
CONECT    6    7   15
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   15   29   30
CONECT   15   31
END

HMDB0031661
     RDKit          3D
3-Isovalidene-3alpha,4-dihydrophthalide
 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.1746    1.7592   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1481    0.2978    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1693   -0.5183   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225   -0.0026    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6672    0.2816    0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615   -0.6005    0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1578   -1.9634    0.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4823   -2.4359    0.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -3.5757    1.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998   -1.3226    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6521   -1.0140    0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2921    0.2196    0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5323    1.0933   -0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817    0.8644   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -0.4700   -0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6001    1.8327   -1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125    2.0537   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    2.3684    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0307    0.0714    0.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993   -0.5467   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5171   -0.0919   -1.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -1.5932   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106    0.6356    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846   -1.0518    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    1.3095    0.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2471   -1.7793    1.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342    0.3881    0.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303    2.0442   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8735    1.2372   -1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720    1.5756    0.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5207   -1.0666   -1.4976 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  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15  6  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Isovalidene-3a,4-dihydrophthalide	Generator
3-Isovalidene-3α,4-dihydrophthalide	Generator

Chemical Formula

C₁₃H₁₆O₂

Average Molecular Weight

204.2649

Monoisotopic Molecular Weight

204.115029756

IUPAC Name

(3Z)-3-(3-methylbutylidene)-1,3,3a,4-tetrahydro-2-benzofuran-1-one

Traditional Name

(3Z)-3-(3-methylbutylidene)-3a,4-dihydro-2-benzofuran-1-one

CAS Registry Number

Not Available

SMILES

CC(C)C\C=C1/OC(=O)C2=CC=CCC12

InChI Identifier

InChI=1S/C13H16O2/c1-9(2)7-8-12-10-5-3-4-6-11(10)13(14)15-12/h3-4,6,8-10H,5,7H2,1-2H3/b12-8-

InChI Key

XUAVGKDSFAWBLN-WQLSENKSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isobenzofurans. These are organic aromatic compounds containing an isobenzofuran moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isobenzofurans

Sub Class

Not Available

Direct Parent

Isobenzofurans

Alternative Parents

Substituents

Isobenzofuran
Enol ester
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031661)
Cell membrane (HMDB: HMDB0031661)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031661)

Source

Endogenous

Endogenous (HMDB: HMDB0031661)

Plant

Plant (HMDB: HMDB0031661)

Exogenous

Food

Food (HMDB: HMDB0031661)

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Vegetable

Stalk vegetable

Celery stalks (FooDB: FOOD00215)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0031661)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.93	ALOGPS
logP	2.99	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	13.5	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	62.93 m³·mol⁻¹	ChemAxon
Polarizability	22.93 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
DarkChem	[M+H]+	151.723	31661259
DarkChem	[M-H]-	147.344	31661259
DeepCCS	[M-2H]-	183.024	30932474
DeepCCS	[M+Na]+	158.225	30932474
AllCCS	[M+H]+	146.4	32859911
AllCCS	[M+H-H2O]+	142.3	32859911
AllCCS	[M+NH4]+	150.2	32859911
AllCCS	[M+Na]+	151.3	32859911
AllCCS	[M-H]-	152.0	32859911
AllCCS	[M+Na-2H]-	152.4	32859911
AllCCS	[M+HCOO]-	152.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.64 minutes	32390414
Predicted by Siyang on May 30, 2022	16.8652 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.96 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2505.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	482.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	199.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	322.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	172.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	783.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	569.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1467.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	550.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1439.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	439.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	471.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	522.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	484.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	13.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Isovalidene-3alpha,4-dihydrophthalide	CC(C)C\C=C1/OC(=O)C2=CC=CCC12	2637.5	Standard polar	33892256
3-Isovalidene-3alpha,4-dihydrophthalide	CC(C)C\C=C1/OC(=O)C2=CC=CCC12	1729.7	Standard non polar	33892256
3-Isovalidene-3alpha,4-dihydrophthalide	CC(C)C\C=C1/OC(=O)C2=CC=CCC12	1806.2	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 - 3-Isovalidene-3alpha,4-dihydrophthalide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-5900000000-f3c3bd992d41cb6faccc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 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 - 3-Isovalidene-3alpha,4-dihydrophthalide 10V, Positive-QTOF	splash10-0a4i-5490000000-edb94c47b7b1334dcfea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 20V, Positive-QTOF	splash10-0a4i-9730000000-879bed0ca849da7d511c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 40V, Positive-QTOF	splash10-1029-9100000000-0558a9a1aeb37183f949	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 10V, Negative-QTOF	splash10-0udi-0490000000-49e092db000fe543481b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 20V, Negative-QTOF	splash10-0zfr-2960000000-2a610c8aaa1b34acc415	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 40V, Negative-QTOF	splash10-0a6r-5900000000-16d249e516b10d530801	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 10V, Negative-QTOF	splash10-0udi-0190000000-e107ea39cd4273f76d48	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 20V, Negative-QTOF	splash10-0udi-0090000000-b914465700d31014ba31	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 40V, Negative-QTOF	splash10-0a7j-3900000000-61cde54af21b381015d8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 10V, Positive-QTOF	splash10-0a4i-2190000000-ca1e0dcae212322ea30c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 20V, Positive-QTOF	splash10-0a4i-9330000000-9025a50875b6e0243357	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Isovalidene-3alpha,4-dihydrophthalide 40V, Positive-QTOF	splash10-016r-9000000000-2bf1de54c26f36509571	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

FDB008321

KNApSAcK ID

Not Available

Chemspider ID

35013375

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68469266

PDB ID

Not Available

ChEBI ID

168054

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 3-Isovalidene-3alpha,4-dihydrophthalide (HMDB0031661)

MOL for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

3D MOL for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

3D SDF for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

3D-SDF for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

PDB for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

3D PDB for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

SMILES for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

INCHI for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

Structure for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

3D Structure for HMDB0031661 (3-Isovalidene-3alpha,4-dihydrophthalide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra