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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:49:55 UTC

Update Date

2022-03-07 02:54:16 UTC

HMDB ID

HMDB0034903

Secondary Accession Numbers

HMDB34903

Metabolite Identification

Common Name

(3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone

Description

(3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone belongs to the class of organic compounds known as isobenzofurans. These are organic aromatic compounds containing an isobenzofuran moiety (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone has been detected, but not quantified in, green vegetables. This could make (3R,3ar,7as)-3-butylhexahydro-1(3H)-isobenzofuranone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone.

Structure

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

HMDB0034903
     RDKit          3D
(3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.7156    0.7339    0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2545    0.7808    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014   -0.6039   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4001   -0.6882   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871   -0.1823    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006    1.1736    0.5975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7367    1.6846    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    2.8361    1.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7135    0.6265    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696    1.0621    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6808   -0.0527   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175   -1.4054   -0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422   -1.5249   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -0.1816   -0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928    0.4818   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7707    0.0299    1.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9308    1.7553    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917    1.4568   -0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100    1.2534    0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246   -1.2235    0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5130   -1.0355   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866   -1.7521   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611   -0.0356   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3370   -0.8521    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475   -0.0254    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0174    2.0223   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    1.2622    1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    0.1292   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7635   -0.0864   -0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -2.1536   -0.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431   -1.6374    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -2.2071    0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235   -2.0099   -1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9782    0.3689   -1.3090 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  1  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
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
M  END


  Mrv0541 02241209122D          

 14 15  0  0  0  0            999 V2000
   -2.3174    0.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3174   -0.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031   -0.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -0.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    0.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    0.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -0.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771   -0.0839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056    0.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498   -1.5358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498    1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9578    1.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5097    0.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3174    1.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034903

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC1OC(=O)C2CCCCC12

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h9-11H,2-8H2,1H3

> <INCHI_KEY>
TZRMFZSOOVBPPN-UHFFFAOYSA-N

> <FORMULA>
C12H20O2

> <MOLECULAR_WEIGHT>
196.286

> <EXACT_MASS>
196.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
23.236774085143956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-butyl-octahydro-2-benzofuran-1-one

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
3.3111565873333326

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.085187220167842

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
54.8988

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-butyl-hexahydro-3H-2-benzofuran-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0034903
     RDKit          3D
(3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.7156    0.7339    0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2545    0.7808    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014   -0.6039   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4001   -0.6882   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871   -0.1823    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006    1.1736    0.5975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7367    1.6846    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    2.8361    1.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7135    0.6265    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696    1.0621    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6808   -0.0527   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175   -1.4054   -0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422   -1.5249   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -0.1816   -0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928    0.4818   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7707    0.0299    1.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9308    1.7553    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917    1.4568   -0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100    1.2534    0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246   -1.2235    0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5130   -1.0355   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866   -1.7521   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611   -0.0356   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3370   -0.8521    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475   -0.0254    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0174    2.0223   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    1.2622    1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    0.1292   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7635   -0.0864   -0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -2.1536   -0.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431   -1.6374    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -2.2071    0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235   -2.0099   -1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9782    0.3689   -1.3090 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  1  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
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.326   0.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.326  -0.927   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.992  -1.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.662  -0.927   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.662   0.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.992   1.382   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.197  -1.403   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.704  -0.157   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.197   1.084   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.280  -2.867   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.280   2.548   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.788   2.867   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.818   1.721   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.326   2.039   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    5    8   11                                                  
CONECT   10    7                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

COMPND    HMDB0034903
HETATM    1  C1  UNL     1       4.716   0.734   0.599  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.255   0.781   0.109  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.801  -0.604  -0.205  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.400  -0.688  -0.721  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.387  -0.182   0.223  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.501   1.174   0.597  1.00  0.00           O  
HETATM    7  C6  UNL     1      -0.737   1.685   0.949  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.946   2.836   1.364  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.713   0.626   0.740  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.070   1.062   0.313  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.681  -0.053  -0.507  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.118  -1.405  -0.136  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.642  -1.525  -0.428  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.025  -0.182  -0.373  1.00  0.00           C  
HETATM   15  H1  UNL     1       5.393   0.482  -0.220  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.771   0.030   1.442  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.931   1.755   0.980  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.192   1.457  -0.747  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.710   1.253   0.956  1.00  0.00           H  
HETATM   20  H6  UNL     1       2.925  -1.223   0.737  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.513  -1.035  -0.963  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.187  -1.752  -1.004  1.00  0.00           H  
HETATM   23  H9  UNL     1       1.361  -0.036  -1.642  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.337  -0.852   1.115  1.00  0.00           H  
HETATM   25  H11 UNL     1      -1.747  -0.025   1.639  1.00  0.00           H  
HETATM   26  H12 UNL     1      -3.017   2.022  -0.253  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.669   1.262   1.236  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.544   0.129  -1.580  1.00  0.00           H  
HETATM   29  H15 UNL     1      -4.763  -0.086  -0.282  1.00  0.00           H  
HETATM   30  H16 UNL     1      -3.674  -2.154  -0.747  1.00  0.00           H  
HETATM   31  H17 UNL     1      -3.343  -1.637   0.929  1.00  0.00           H  
HETATM   32  H18 UNL     1      -1.185  -2.207   0.340  1.00  0.00           H  
HETATM   33  H19 UNL     1      -1.523  -2.010  -1.441  1.00  0.00           H  
HETATM   34  H20 UNL     1      -0.978   0.369  -1.309  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   14   25
CONECT   10   11   26   27
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   32   33
CONECT   14   34
END

HMDB0034903
     RDKit          3D
(3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone
 34 35  0  0  0  0  0  0  0  0999 V2000
    4.7156    0.7339    0.5988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2545    0.7808    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014   -0.6039   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4001   -0.6882   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871   -0.1823    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006    1.1736    0.5975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7367    1.6846    0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9465    2.8361    1.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7135    0.6265    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696    1.0621    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6808   -0.0527   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1175   -1.4054   -0.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422   -1.5249   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0253   -0.1816   -0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928    0.4818   -0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7707    0.0299    1.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9308    1.7553    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917    1.4568   -0.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7100    1.2534    0.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246   -1.2235    0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5130   -1.0355   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1866   -1.7521   -1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3611   -0.0356   -1.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3370   -0.8521    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475   -0.0254    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0174    2.0223   -0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    1.2622    1.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    0.1292   -1.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7635   -0.0864   -0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -2.1536   -0.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431   -1.6374    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -2.2071    0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235   -2.0099   -1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9782    0.3689   -1.3090 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  1  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
  9 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

3-butyl-octahydro-2-benzofuran-1-one

Traditional Name

3-butyl-hexahydro-3H-2-benzofuran-1-one

CAS Registry Number

189504-31-2

SMILES

CCCCC1OC(=O)C2CCCCC12

InChI Identifier

InChI=1S/C12H20O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h9-11H,2-8H2,1H3

InChI Key

TZRMFZSOOVBPPN-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
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0034903)

Food

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

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	0.071 g/L	ALOGPS
logP	3.5	ALOGPS
logP	3.31	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	-7.1	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	54.9 m³·mol⁻¹	ChemAxon
Polarizability	23.24 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]+	146.145	31661259
DarkChem	[M-H]-	141.448	31661259
DeepCCS	[M-2H]-	190.399	30932474
DeepCCS	[M+Na]+	166.062	30932474
AllCCS	[M+H]+	147.6	32859911
AllCCS	[M+H-H2O]+	143.5	32859911
AllCCS	[M+NH4]+	151.4	32859911
AllCCS	[M+Na]+	152.5	32859911
AllCCS	[M-H]-	152.7	32859911
AllCCS	[M+Na-2H]-	153.3	32859911
AllCCS	[M+HCOO]-	154.0	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.	6.88 minutes	32390414
Predicted by Siyang on May 30, 2022	18.7942 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.58 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2663.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	622.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	235.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	383.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	455.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	840.0 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	841.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	131.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1616.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	525.0 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	1710.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	537.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	481.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	619.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	578.9 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	23.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone	CCCCC1OC(=O)C2CCCCC12	2345.2	Standard polar	33892256
(3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone	CCCCC1OC(=O)C2CCCCC12	1659.7	Standard non polar	33892256
(3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone	CCCCC1OC(=O)C2CCCCC12	1679.4	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 - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lu-9800000000-9149d77c959c53023581	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 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 - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 10V, Positive-QTOF	splash10-0002-3900000000-5f6efe13912bb6a4b6fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 20V, Positive-QTOF	splash10-000b-7900000000-9d9058e758ceb46d0685	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 40V, Positive-QTOF	splash10-0536-9100000000-2cc7387ce6e77f752eb1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 10V, Negative-QTOF	splash10-0002-0900000000-f0ad21ecd12d130b046a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 20V, Negative-QTOF	splash10-0f6t-1900000000-a348eeac9c601e335f70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 40V, Negative-QTOF	splash10-0f8a-9500000000-4a61ace3f228024d7f33	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 10V, Positive-QTOF	splash10-0002-0900000000-eeb867c4f2b61941b8c7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 20V, Positive-QTOF	splash10-00l5-9700000000-3876688f7cbf97a3dc7b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 40V, Positive-QTOF	splash10-001i-9000000000-c14f75146176058b9e87	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 10V, Negative-QTOF	splash10-0002-0900000000-ef43b29361591e906715	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 20V, Negative-QTOF	splash10-0002-0900000000-b81c9efa6e1bb4d65b33	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone 40V, Negative-QTOF	splash10-00c0-2900000000-6179d572b59c7f557463	2021-09-24	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

FDB016989

KNApSAcK ID

Not Available

Chemspider ID

35013794

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12367055

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 (3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone (HMDB0034903)

MOL for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

3D MOL for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

3D SDF for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

3D-SDF for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

PDB for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

3D PDB for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

SMILES for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

INCHI for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

Structure for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

3D Structure for HMDB0034903 ((3R,3aR,7aS)-3-Butylhexahydro-1(3H)-isobenzofuranone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra