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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:42 UTC

Update Date

2023-02-21 17:19:38 UTC

HMDB ID

HMDB0030572

Secondary Accession Numbers

HMDB30572

Metabolite Identification

Common Name

(±)-Anisoxide

Description

(±)-Anisoxide belongs to the class of organic compounds known as coumarans. Coumarans are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring. Based on a literature review very few articles have been published on (±)-Anisoxide.

Structure

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

HMDB0030572
     RDKit          3D
(±)-Anisoxide
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.7571   -0.9185    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3691    0.0093   -0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536    0.3582   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -0.0662   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947   -1.0772    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5762   -1.3401    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5219   -0.5542    1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.4723    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    0.7144   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    1.1332    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    1.6540   -1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6104   -0.0123    0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6815   -0.9915   -0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9601    0.4335    1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8222   -0.5902    1.6208 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9001   -0.7897    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683   -1.9931    0.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4020   -0.6475    1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082    0.4264   -1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    1.0758   -1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845   -1.7496    0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158   -2.1742    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    1.5580   -1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6855    1.9363    0.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406    1.0525   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    2.6930   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    1.6473   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356   -1.3311   -0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0533   -0.5576   -1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2423   -1.9216   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6222    0.4973    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962   -0.3585    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9562    1.4115    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  9  4  1  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
M  END


  Mrv0541 05061305212D          

 15 16  0  0  0  0            999 V2000
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
 10  2  1  0  0  0  0
 11  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14 10  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030572

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C/C1=CC2=C(OC(C)(C)C2C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O/c1-5-6-11-7-8-13-12(9-11)10(2)14(3,4)15-13/h5-10H,1-4H3/b6-5-

> <INCHI_KEY>
YXEPEHFXXORWGP-WAYWQWQTSA-N

> <FORMULA>
C14H18O

> <MOLECULAR_WEIGHT>
202.2921

> <EXACT_MASS>
202.135765198

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.319215772997914

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,3-trimethyl-5-[(1Z)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
4.040924638666667

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.873658398828488

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
64.71920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,3-trimethyl-5-[(1Z)-prop-1-en-1-yl]-3H-1-benzofuran

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030572
     RDKit          3D
(±)-Anisoxide
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.7571   -0.9185    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3691    0.0093   -0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536    0.3582   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -0.0662   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947   -1.0772    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5762   -1.3401    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5219   -0.5542    1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.4723    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    0.7144   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    1.1332    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    1.6540   -1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6104   -0.0123    0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6815   -0.9915   -0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9601    0.4335    1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8222   -0.5902    1.6208 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9001   -0.7897    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683   -1.9931    0.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4020   -0.6475    1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082    0.4264   -1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    1.0758   -1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845   -1.7496    0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158   -2.1742    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    1.5580   -1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6855    1.9363    0.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406    1.0525   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    2.6930   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    1.6473   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356   -1.3311   -0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0533   -0.5576   -1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2423   -1.9216   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6222    0.4973    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962   -0.3585    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9562    1.4115    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  9  4  1  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.273  -0.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.273   1.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.322   2.016   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   10                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5    1    6                                                       
CONECT    6    5   11                                                       
CONECT    7    8   11                                                       
CONECT    8    7   13                                                       
CONECT    9   11   12                                                       
CONECT   10    2   12   14                                                  
CONECT   11    6    7    9                                                  
CONECT   12    9   10   13                                                  
CONECT   13    8   12   15                                                  
CONECT   14    3    4   10   15                                             
CONECT   15   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0030572
HETATM    1  C1  UNL     1       4.757  -0.919   0.448  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.369   0.009  -0.603  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.154   0.358  -0.836  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.976  -0.066  -0.158  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.795  -1.077   0.736  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.576  -1.340   1.386  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.522  -0.554   1.129  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.368   0.472   0.230  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.817   0.714  -0.390  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.724   1.133   0.176  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.029   1.654  -1.189  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.610  -0.012   0.591  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.682  -0.992  -0.544  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.960   0.434   1.072  1.00  0.00           C  
HETATM   15  O1  UNL     1      -1.822  -0.590   1.621  1.00  0.00           O  
HETATM   16  H1  UNL     1       5.900  -0.790   0.603  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.668  -1.993   0.218  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.402  -0.647   1.476  1.00  0.00           H  
HETATM   19  H4  UNL     1       5.208   0.426  -1.234  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.034   1.076  -1.684  1.00  0.00           H  
HETATM   21  H6  UNL     1       2.585  -1.750   0.961  1.00  0.00           H  
HETATM   22  H7  UNL     1       0.516  -2.174   2.093  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.842   1.558  -1.092  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.686   1.936   0.935  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.541   1.053  -1.984  1.00  0.00           H  
HETATM   26  H11 UNL     1      -1.616   2.693  -1.275  1.00  0.00           H  
HETATM   27  H12 UNL     1      -3.133   1.647  -1.355  1.00  0.00           H  
HETATM   28  H13 UNL     1      -1.636  -1.331  -0.747  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.053  -0.558  -1.480  1.00  0.00           H  
HETATM   30  H15 UNL     1      -3.242  -1.922  -0.261  1.00  0.00           H  
HETATM   31  H16 UNL     1      -4.622   0.497   0.168  1.00  0.00           H  
HETATM   32  H17 UNL     1      -4.396  -0.358   1.726  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.956   1.411   1.560  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   19
CONECT    3    4   20
CONECT    4    5    5    9
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8   15
CONECT    8    9    9   10
CONECT    9   23
CONECT   10   11   12   24
CONECT   11   25   26   27
CONECT   12   13   14   15
CONECT   13   28   29   30
CONECT   14   31   32   33
END

HMDB0030572
     RDKit          3D
(±)-Anisoxide
 33 34  0  0  0  0  0  0  0  0999 V2000
    4.7571   -0.9185    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3691    0.0093   -0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536    0.3582   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9759   -0.0662   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947   -1.0772    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5762   -1.3401    1.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5219   -0.5542    1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682    0.4723    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173    0.7144   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    1.1332    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    1.6540   -1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6104   -0.0123    0.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6815   -0.9915   -0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9601    0.4335    1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8222   -0.5902    1.6208 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9001   -0.7897    0.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683   -1.9931    0.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4020   -0.6475    1.4756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082    0.4264   -1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    1.0758   -1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845   -1.7496    0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158   -2.1742    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420    1.5580   -1.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6855    1.9363    0.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5406    1.0525   -1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6165    2.6930   -1.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1326    1.6473   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356   -1.3311   -0.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0533   -0.5576   -1.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2423   -1.9216   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6222    0.4973    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3962   -0.3585    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9562    1.4115    1.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  9  4  1  0
 15  7  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  9 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈O

Average Molecular Weight

202.2921

Monoisotopic Molecular Weight

202.135765198

IUPAC Name

2,2,3-trimethyl-5-[(1Z)-prop-1-en-1-yl]-2,3-dihydro-1-benzofuran

Traditional Name

2,2,3-trimethyl-5-[(1Z)-prop-1-en-1-yl]-3H-1-benzofuran

CAS Registry Number

Not Available

SMILES

C\C=C/C1=CC2=C(OC(C)(C)C2C)C=C1

InChI Identifier

InChI=1S/C14H18O/c1-5-6-11-7-8-13-12(9-11)10(2)14(3,4)15-13/h5-10H,1-4H3/b6-5-

InChI Key

YXEPEHFXXORWGP-WAYWQWQTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarans. Coumarans are compounds containing the coumaran skeleton, which consists of a benzene ring fused to a 2,3-dihydrofuran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Coumarans

Sub Class

Not Available

Direct Parent

Coumarans

Alternative Parents

Substituents

Coumaran
Styrene
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030572)
Cell membrane (HMDB: HMDB0030572)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030572)

Source

Endogenous

Endogenous (HMDB: HMDB0030572)

Plant

Plant (HMDB: HMDB0030572)

Exogenous

Food

Food (HMDB: HMDB0030572)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030572)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	34 - 37 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0042 g/L	ALOGPS
logP	5.39	ALOGPS
logP	4.04	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	64.72 m³·mol⁻¹	ChemAxon
Polarizability	24.32 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]+	150.254	31661259
DarkChem	[M-H]-	145.984	31661259
DeepCCS	[M+H]+	151.267	30932474
DeepCCS	[M-H]-	148.872	30932474
DeepCCS	[M-2H]-	181.933	30932474
DeepCCS	[M+Na]+	157.314	30932474
AllCCS	[M+H]+	143.5	32859911
AllCCS	[M+H-H2O]+	139.3	32859911
AllCCS	[M+NH4]+	147.4	32859911
AllCCS	[M+Na]+	148.6	32859911
AllCCS	[M-H]-	152.3	32859911
AllCCS	[M+Na-2H]-	152.6	32859911
AllCCS	[M+HCOO]-	153.0	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. Predicted by Afia on May 17, 2022.	7.66 minutes	32390414
Predicted by Siyang on May 30, 2022	19.3008 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.74 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2548.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	696.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	262.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	429.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	294.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	872.0 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	818.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	117.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1647.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	641.3 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	1526.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	586.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	482.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	518.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	549.1 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	11.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-Anisoxide	C\C=C/C1=CC2=C(OC(C)(C)C2C)C=C1	1947.4	Standard polar	33892256
(??)-Anisoxide	C\C=C/C1=CC2=C(OC(C)(C)C2C)C=C1	1471.2	Standard non polar	33892256
(??)-Anisoxide	C\C=C/C1=CC2=C(OC(C)(C)C2C)C=C1	1509.5	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 - (±)-Anisoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fg9-2910000000-77b067fdf6fed73b128b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-Anisoxide 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 - (±)-Anisoxide 10V, Positive-QTOF	splash10-0udi-1290000000-1d4a00deb8b53466fa98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 20V, Positive-QTOF	splash10-0w29-4940000000-15d64885d156eade7e11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 40V, Positive-QTOF	splash10-014l-9800000000-b81726e515b8043cbec5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 10V, Negative-QTOF	splash10-0udi-0090000000-246dbb00c8404697c9ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 20V, Negative-QTOF	splash10-0udi-0290000000-4c6b66f718cc5ecbd2fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 40V, Negative-QTOF	splash10-014i-2900000000-c8dd39b6a62968f2ed97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 10V, Positive-QTOF	splash10-0udi-0290000000-e099bff18ff6edecfbe5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 20V, Positive-QTOF	splash10-0w30-0930000000-f92a46a157249b9d7e35	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 40V, Positive-QTOF	splash10-017r-7900000000-1b296dea12a61a6e60ea	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 10V, Negative-QTOF	splash10-0udi-0090000000-667b165b22b6e86fb11b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 20V, Negative-QTOF	splash10-0udi-0790000000-09d8837f5c4edc1d66cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-Anisoxide 40V, Negative-QTOF	splash10-05aa-0900000000-dc5baff21ca866ffaf1b	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]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	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

FDB002460

KNApSAcK ID

Not Available

Chemspider ID

35013227

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751051

PDB ID

Not Available

ChEBI ID

169688

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 (±)-Anisoxide (HMDB0030572)

MOL for HMDB0030572 ((±)-Anisoxide)

3D MOL for HMDB0030572 ((±)-Anisoxide)

3D SDF for HMDB0030572 ((±)-Anisoxide)

3D-SDF for HMDB0030572 ((±)-Anisoxide)

PDB for HMDB0030572 ((±)-Anisoxide)

3D PDB for HMDB0030572 ((±)-Anisoxide)

SMILES for HMDB0030572 ((±)-Anisoxide)

INCHI for HMDB0030572 ((±)-Anisoxide)

Structure for HMDB0030572 ((±)-Anisoxide)

3D Structure for HMDB0030572 ((±)-Anisoxide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra