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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 19:17:40 UTC

Update Date

2022-09-22 18:34:25 UTC

HMDB ID

HMDB0034450

Secondary Accession Numbers

HMDB34450

Metabolite Identification

Common Name

Neocnidilide

Description

Neocnidilide belongs to the class of organic compounds known as isobenzofurans. These are organic aromatic compounds containing an isobenzofuran moiety. Neocnidilide is a herbal tasting compound. Neocnidilide is found, on average, in the highest concentration within wild celeries (Apium graveolens). Neocnidilide has also been detected, but not quantified in, several different foods, such as celeriacs (Apium graveolens var. rapaceum), celery stalks (Apium graveolens var. dulce), corianders (Coriandrum sativum), dills (Anethum graveolens), and green vegetables. This could make neocnidilide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Neocnidilide.

Structure

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

HMDB0034450
     RDKit          3D
Neocnidilide
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.3420    0.7366    1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2180    0.0945   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096   -1.2874   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2391   -1.2902    0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -0.4428   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433   -0.9442   -1.8499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9115   -0.3249   -2.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1757   -0.2047   -3.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336    0.1445   -1.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7639    0.9512   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4197    1.2555    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9699    0.3442    1.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    0.1841    1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -0.5501   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    1.7230    1.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513    0.1136    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149    1.0018    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    0.7746   -0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212   -0.0429   -0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813   -1.7671   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684   -1.8803    0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2216   -0.8539    1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -2.3203    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    0.6077   -0.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983    1.4518   -2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    2.3149    0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5135    1.0972   -0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    0.7481    2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3960   -0.6796    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    1.1263    1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790   -0.4668    2.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4102   -1.6141   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  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  1  0
 13 14  1  0
 14  5  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
M  END


  Mrv0541 05061307492D          

 14 15  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
   -0.1781   -0.8853    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
    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
    0.8838    0.0709    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
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 12  2  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034450

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC1OC(=O)C2=CCCCC12

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h7,9,11H,2-6,8H2,1H3

> <INCHI_KEY>
UPJFTVFLSIQQAV-UHFFFAOYSA-N

> <FORMULA>
C12H18O2

> <MOLECULAR_WEIGHT>
194.2701

> <EXACT_MASS>
194.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.519461035509398

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-butyl-1,3,3a,4,5,6-hexahydro-2-benzofuran-1-one

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
3.3948776213333325

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.875980152871816

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
55.7747

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-butyl-3a,4,5,6-tetrahydro-3H-2-benzofuran-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034450
     RDKit          3D
Neocnidilide
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.3420    0.7366    1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2180    0.0945   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096   -1.2874   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2391   -1.2902    0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -0.4428   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433   -0.9442   -1.8499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9115   -0.3249   -2.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1757   -0.2047   -3.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336    0.1445   -1.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7639    0.9512   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4197    1.2555    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9699    0.3442    1.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    0.1841    1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -0.5501   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    1.7230    1.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513    0.1136    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149    1.0018    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    0.7746   -0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212   -0.0429   -0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813   -1.7671   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684   -1.8803    0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2216   -0.8539    1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -2.3203    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    0.6077   -0.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983    1.4518   -2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    2.3149    0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5135    1.0972   -0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    0.7481    2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3960   -0.6796    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    1.1263    1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790   -0.4668    2.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4102   -1.6141   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  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  1  0
 13 14  1  0
 14  5  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  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      -0.332  -1.653   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   4.383   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       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.220   2.843   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    8                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5   10                                                       
CONECT    8    3   11                                                       
CONECT    9    6   10   11                                                  
CONECT   10    7    9   12                                                  
CONECT   11    8    9   14                                                  
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0034450
HETATM    1  C1  UNL     1       3.342   0.737   1.020  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.218   0.094  -0.336  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.610  -1.287  -0.251  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.239  -1.290   0.340  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.325  -0.443  -0.504  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.243  -0.944  -1.850  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.911  -0.325  -2.378  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.176  -0.205  -3.615  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.734   0.144  -1.281  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.764   0.951  -1.162  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.420   1.255   0.128  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.970   0.344   1.210  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.464   0.184   1.177  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.123  -0.550  -0.088  1.00  0.00           C  
HETATM   15  H1  UNL     1       2.796   1.723   1.071  1.00  0.00           H  
HETATM   16  H2  UNL     1       2.951   0.114   1.843  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.415   1.002   1.163  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.654   0.775  -0.985  1.00  0.00           H  
HETATM   19  H5  UNL     1       4.221  -0.043  -0.828  1.00  0.00           H  
HETATM   20  H6  UNL     1       2.581  -1.767  -1.238  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.268  -1.880   0.437  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.222  -0.854   1.360  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.889  -2.320   0.424  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.664   0.608  -0.533  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.198   1.452  -2.049  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.216   2.315   0.457  1.00  0.00           H  
HETATM   27  H13 UNL     1      -4.514   1.097  -0.025  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.248   0.748   2.198  1.00  0.00           H  
HETATM   29  H15 UNL     1      -3.396  -0.680   1.056  1.00  0.00           H  
HETATM   30  H16 UNL     1      -0.916   1.126   1.275  1.00  0.00           H  
HETATM   31  H17 UNL     1      -1.179  -0.467   2.029  1.00  0.00           H  
HETATM   32  H18 UNL     1      -1.410  -1.614  -0.067  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   14   24
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   10   14
CONECT   10   11   25
CONECT   11   12   26   27
CONECT   12   13   28   29
CONECT   13   14   30   31
CONECT   14   32
END

HMDB0034450
     RDKit          3D
Neocnidilide
 32 33  0  0  0  0  0  0  0  0999 V2000
    3.3420    0.7366    1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2180    0.0945   -0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096   -1.2874   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2391   -1.2902    0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -0.4428   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433   -0.9442   -1.8499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9115   -0.3249   -2.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1757   -0.2047   -3.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7336    0.1445   -1.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7639    0.9512   -1.1622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4197    1.2555    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9699    0.3442    1.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4642    0.1841    1.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1233   -0.5501   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961    1.7230    1.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513    0.1136    1.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149    1.0018    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542    0.7746   -0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2212   -0.0429   -0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813   -1.7671   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2684   -1.8803    0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2216   -0.8539    1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891   -2.3203    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641    0.6077   -0.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983    1.4518   -2.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2157    2.3149    0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5135    1.0972   -0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    0.7481    2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3960   -0.6796    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    1.1263    1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1790   -0.4668    2.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4102   -1.6141   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  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  1  0
 13 14  1  0
 14  5  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Butyl-3a,4,5,6-tetrahydro-1(3H)-isobenzofuranone, 9ci	HMDB
Sedanolide	HMDB
Neocnidilide	MeSH
Neocnidilide, cis-(-)-isomer	MeSH
Neocnidilide, (trans)-isomer	MeSH
Neocnidilide, (cis)-isomer	MeSH

Chemical Formula

C₁₂H₁₈O₂

Average Molecular Weight

194.2701

Monoisotopic Molecular Weight

194.13067982

IUPAC Name

3-butyl-1,3,3a,4,5,6-hexahydro-2-benzofuran-1-one

Traditional Name

3-butyl-3a,4,5,6-tetrahydro-3H-2-benzofuran-1-one

CAS Registry Number

4567-33-3

SMILES

CCCCC1OC(=O)C2=CCCCC12

InChI Identifier

InChI=1S/C12H18O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h7,9,11H,2-6,8H2,1H3

InChI Key

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

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

Herbal

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034450)
Cell membrane (HMDB: HMDB0034450)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034450)

Source

Exogenous

Exogenous (HMDB: HMDB0034450)

Food

Food (HMDB: HMDB0034450)

Vegetable

Root vegetable

Celeriac (FooDB: FOOD00214)

Stalk vegetable

Celery stalks (FooDB: FOOD00215)

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Herb and spice

Spice

Wild celery (FooDB: FOOD00015)

Herb

Coriander (FooDB: FOOD00061)
Dill (FooDB: FOOD00013)

Endogenous

Plant

Plant (HMDB: HMDB0034450)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034450)
Hormone antagonist (HMDB: HMDB0034450)

Industrial application

Pharmaceutical industry

Antineoplastic agent

Antitumor (HMDB: HMDB0034450)

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0034450)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	34.5 - 35 °C	Not Available
Boiling Point	342.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	168 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.912 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	3.28	ALOGPS
logP	3.39	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	-6.9	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	3	ChemAxon
Refractivity	55.77 m³·mol⁻¹	ChemAxon
Polarizability	22.52 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]+	145.119	31661259
DarkChem	[M-H]-	142.144	31661259
DeepCCS	[M-2H]-	188.173	30932474
DeepCCS	[M+Na]+	163.836	30932474
AllCCS	[M+H]+	146.4	32859911
AllCCS	[M+H-H2O]+	142.3	32859911
AllCCS	[M+NH4]+	150.3	32859911
AllCCS	[M+Na]+	151.4	32859911
AllCCS	[M-H]-	151.4	32859911
AllCCS	[M+Na-2H]-	151.9	32859911
AllCCS	[M+HCOO]-	152.6	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. Predicted by Afia on May 17, 2022.	7.8 minutes	32390414
Predicted by Siyang on May 30, 2022	18.6823 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.14 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2663.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	628.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	239.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	399.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	451.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	795.7 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	815.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	134.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1626.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	531.9 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	1669.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	565.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	603.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	608.1 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	27.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neocnidilide	CCCCC1OC(=O)C2=CCCCC12	2506.8	Standard polar	33892256
Neocnidilide	CCCCC1OC(=O)C2=CCCCC12	1663.5	Standard non polar	33892256
Neocnidilide	CCCCC1OC(=O)C2=CCCCC12	1738.2	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 - Neocnidilide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00nf-7900000000-15d786d7601d8b44b203	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neocnidilide 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 - Neocnidilide 10V, Positive-QTOF	splash10-0002-3900000000-d39a7ef515fc66b140c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 20V, Positive-QTOF	splash10-000b-7900000000-eacd70bed5997c596974	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 40V, Positive-QTOF	splash10-0ufu-9100000000-830232c52182598f582c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 10V, Negative-QTOF	splash10-0006-0900000000-cb068c432eb0727709e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 20V, Negative-QTOF	splash10-0007-1900000000-93b3dde9e3e983c129d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 40V, Negative-QTOF	splash10-002e-9600000000-d8f8b9313f8bdb98b622	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 10V, Positive-QTOF	splash10-0002-1900000000-452fc2425b3ac08cf124	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 20V, Positive-QTOF	splash10-00ke-9600000000-22e03b8019a4c0be91dd	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 40V, Positive-QTOF	splash10-004i-9100000000-e7c0c589d46f2d4a1b0e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 10V, Negative-QTOF	splash10-0006-0900000000-c3ede4c1eb6b090e0d1d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 20V, Negative-QTOF	splash10-0006-0900000000-01d702dc639e6cc3ab84	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neocnidilide 40V, Negative-QTOF	splash10-003r-6900000000-ae5fa2738ea986434947	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

5018391

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1117681

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 Neocnidilide (HMDB0034450)

MOL for HMDB0034450 (Neocnidilide)

3D MOL for HMDB0034450 (Neocnidilide)

3D SDF for HMDB0034450 (Neocnidilide)

3D-SDF for HMDB0034450 (Neocnidilide)

PDB for HMDB0034450 (Neocnidilide)

3D PDB for HMDB0034450 (Neocnidilide)

SMILES for HMDB0034450 (Neocnidilide)

INCHI for HMDB0034450 (Neocnidilide)

Structure for HMDB0034450 (Neocnidilide)

3D Structure for HMDB0034450 (Neocnidilide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra