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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:31:08 UTC

Update Date

2022-03-07 02:56:47 UTC

HMDB ID

HMDB0040906

Secondary Accession Numbers

HMDB40906

Metabolite Identification

Common Name

Coixinden B

Description

Coixinden B belongs to the class of organic compounds known as indenes and isoindenes. Indenes and isoindenes are compounds containing an indene moiety(which consists of a cyclopentadiene fused to a benzene ring), or a isoindene moiety (which consists of a cyclopentadiene fused to cyclohexadiene ring). Coixinden B has been detected, but not quantified in, several different foods, such as black tea, green tea, arabica coffees (Coffea arabica), herbal tea, and teas (Camellia sinensis). This could make coixinden b a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Coixinden B.

Structure

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

HMDB0040906
     RDKit          3D
Coixinden B
 31 32  0  0  0  0  0  0  0  0999 V2000
   -0.6956    3.7637   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.6094   -0.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4192    1.3689   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631    0.9588   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7090   -0.4358    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3218   -0.4251    1.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4612   -1.3279   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674   -2.0355   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765   -1.4591   -1.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3043   -0.8036    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077   -1.9566    0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803   -2.0644    0.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4449   -0.9881    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -1.0772    0.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167    0.0250    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438    0.1690   -0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716    0.2609   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7277    3.7408   -1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1759    4.6621   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    3.8977    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5176    1.5689   -0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -0.0309    2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7078   -2.0143    0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5923   -3.1000   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5543   -1.5425   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -2.8328    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1594   -2.9910    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6926   -0.2154   -0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4660    0.8918    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2600    0.3571   -0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433    1.0263   -0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17  3  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
M  END


  Mrv0541 05061312142D          

 17 18  0  0  0  0            999 V2000
    0.3509    1.0799    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
    2.0769   -1.6527    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
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    1.4924    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
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  1  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 15 13  1  0  0  0  0
 16  2  1  0  0  0  0
 16  9  1  0  0  0  0
 17  3  1  0  0  0  0
 17 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040906

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)(C(C)=O)C2=C1C=C(OC)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O4/c1-8(14)13(15)7-12(17-3)10-6-9(16-2)4-5-11(10)13/h4-7,15H,1-3H3

> <INCHI_KEY>
BIUULCNWWFDCPG-UHFFFAOYSA-N

> <FORMULA>
C13H14O4

> <MOLECULAR_WEIGHT>
234.2479

> <EXACT_MASS>
234.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
24.22281256774527

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(1-hydroxy-3,5-dimethoxy-1H-inden-1-yl)ethan-1-one

> <ALOGPS_LOGP>
1.19

> <JCHEM_LOGP>
0.8641712980000005

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.19812633212184

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.768465587994047

> <JCHEM_PKA_STRONGEST_BASIC>
-4.212270281896161

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
64.1995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(1-hydroxy-3,5-dimethoxyinden-1-yl)ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040906
     RDKit          3D
Coixinden B
 31 32  0  0  0  0  0  0  0  0999 V2000
   -0.6956    3.7637   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.6094   -0.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4192    1.3689   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631    0.9588   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7090   -0.4358    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3218   -0.4251    1.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4612   -1.3279   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674   -2.0355   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765   -1.4591   -1.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3043   -0.8036    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077   -1.9566    0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803   -2.0644    0.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4449   -0.9881    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -1.0772    0.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167    0.0250    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438    0.1690   -0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716    0.2609   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7277    3.7408   -1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1759    4.6621   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    3.8977    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5176    1.5689   -0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -0.0309    2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7078   -2.0143    0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5923   -3.1000   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5543   -1.5425   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -2.8328    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1594   -2.9910    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6926   -0.2154   -0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4660    0.8918    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2600    0.3571   -0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433    1.0263   -0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17  3  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
 16 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       0.655   2.016   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.877  -3.085   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.989   2.786   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.989   4.326   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.949   3.423   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.846  -1.941   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6    9   10                                                       
CONECT    7   12   13                                                       
CONECT    8    1   13   14                                                  
CONECT    9    4    6   16                                                  
CONECT   10    6   11   12                                                  
CONECT   11    5   10   13                                                  
CONECT   12    7   10   17                                                  
CONECT   13    7    8   11   15                                             
CONECT   14    8                                                            
CONECT   15   13                                                            
CONECT   16    2    9                                                       
CONECT   17    3   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0040906
HETATM    1  C1  UNL     1      -0.696   3.764  -0.610  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.042   2.609  -0.897  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.419   1.369  -0.464  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.663   0.959  -0.334  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.709  -0.436   0.158  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.322  -0.425   1.430  1.00  0.00           O  
HETATM    7  C5  UNL     1      -2.461  -1.328  -0.762  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.667  -2.036  -0.256  1.00  0.00           C  
HETATM    9  O3  UNL     1      -2.076  -1.459  -1.902  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.304  -0.804   0.304  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.308  -1.957   0.718  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.680  -2.064   0.772  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.445  -0.988   0.401  1.00  0.00           C  
HETATM   14  O4  UNL     1       3.843  -1.077   0.449  1.00  0.00           O  
HETATM   15  C11 UNL     1       4.617   0.025   0.068  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.844   0.169  -0.014  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.472   0.261  -0.063  1.00  0.00           C  
HETATM   18  H1  UNL     1      -1.728   3.741  -1.039  1.00  0.00           H  
HETATM   19  H2  UNL     1      -0.176   4.662  -1.000  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.750   3.898   0.494  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.518   1.569  -0.559  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.664  -0.031   2.039  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.708  -2.014   0.847  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.592  -3.100  -0.622  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.554  -1.543  -0.729  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.263  -2.833   1.021  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.159  -2.991   1.105  1.00  0.00           H  
HETATM   28  H11 UNL     1       5.693  -0.215  -0.037  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.466   0.892   0.738  1.00  0.00           H  
HETATM   30  H13 UNL     1       4.260   0.357  -0.948  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.443   1.026  -0.310  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   21
CONECT    5    6    7   10
CONECT    6   22
CONECT    7    8    9    9
CONECT    8   23   24   25
CONECT   10   11   11   17
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   16
CONECT   14   15
CONECT   15   28   29   30
CONECT   16   17   17   31
END

HMDB0040906
     RDKit          3D
Coixinden B
 31 32  0  0  0  0  0  0  0  0999 V2000
   -0.6956    3.7637   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.6094   -0.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4192    1.3689   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631    0.9588   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7090   -0.4358    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3218   -0.4251    1.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4612   -1.3279   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674   -2.0355   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765   -1.4591   -1.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3043   -0.8036    0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077   -1.9566    0.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6803   -2.0644    0.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4449   -0.9881    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -1.0772    0.4487 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6167    0.0250    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438    0.1690   -0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716    0.2609   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7277    3.7408   -1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1759    4.6621   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7505    3.8977    0.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5176    1.5689   -0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6642   -0.0309    2.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7078   -2.0143    0.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5923   -3.1000   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5543   -1.5425   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633   -2.8328    1.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1594   -2.9910    1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6926   -0.2154   -0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4660    0.8918    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2600    0.3571   -0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433    1.0263   -0.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17  3  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 11 26  1  0
 12 27  1  0
 15 28  1  0
 15 29  1  0
 15 30  1  0
 16 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Acetyl-1-hydroxy-3,5-dimethoxy-1H-indene	HMDB

Chemical Formula

C₁₃H₁₄O₄

Average Molecular Weight

234.2479

Monoisotopic Molecular Weight

234.089208936

IUPAC Name

1-(1-hydroxy-3,5-dimethoxy-1H-inden-1-yl)ethan-1-one

Traditional Name

1-(1-hydroxy-3,5-dimethoxyinden-1-yl)ethanone

CAS Registry Number

151466-74-9

SMILES

COC1=CC(O)(C(C)=O)C2=C1C=C(OC)C=C2

InChI Identifier

InChI=1S/C13H14O4/c1-8(14)13(15)7-12(17-3)10-6-9(16-2)4-5-11(10)13/h4-7,15H,1-3H3

InChI Key

BIUULCNWWFDCPG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indenes and isoindenes. Indenes and isoindenes are compounds containing an indene moiety(which consists of a cyclopentadiene fused to a benzene ring), or a isoindene moiety (which consists of a cyclopentadiene fused to cyclohexadiene ring).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Indenes and isoindenes

Sub Class

Not Available

Direct Parent

Indenes and isoindenes

Alternative Parents

Substituents

Indene
Anisole
Alkyl aryl ether
Tertiary alcohol
Alpha-hydroxy ketone
Ketone
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

indene (CHEBI:81380 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040906)
Cytoplasm (HMDB: HMDB0040906)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040906)

Source

Exogenous

Exogenous (HMDB: HMDB0040906)

Food

Food (HMDB: HMDB0040906)

Tea

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0040906)
Coffea (HMDB: HMDB0040906)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040906)

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	3660 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.66 g/L	ALOGPS
logP	1.19	ALOGPS
logP	0.86	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	11.77	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	64.2 m³·mol⁻¹	ChemAxon
Polarizability	24.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	155.065	31661259
DarkChem	[M-H]-	153.821	31661259
DeepCCS	[M+H]+	154.924	30932474
DeepCCS	[M-H]-	152.566	30932474
DeepCCS	[M-2H]-	185.452	30932474
DeepCCS	[M+Na]+	161.018	30932474
AllCCS	[M+H]+	152.6	32859911
AllCCS	[M+H-H2O]+	148.7	32859911
AllCCS	[M+NH4]+	156.2	32859911
AllCCS	[M+Na]+	157.3	32859911
AllCCS	[M-H]-	155.6	32859911
AllCCS	[M+Na-2H]-	155.7	32859911
AllCCS	[M+HCOO]-	156.0	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.	5.66 minutes	32390414
Predicted by Siyang on May 30, 2022	11.9859 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.37 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1870.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	306.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	144.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	83.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	430.4 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	538.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	988.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	377.3 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	1255.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	342.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	268.5 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	34.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Coixinden B	COC1=CC(O)(C(C)=O)C2=C1C=C(OC)C=C2	2964.1	Standard polar	33892256
Coixinden B	COC1=CC(O)(C(C)=O)C2=C1C=C(OC)C=C2	1861.7	Standard non polar	33892256
Coixinden B	COC1=CC(O)(C(C)=O)C2=C1C=C(OC)C=C2	1887.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Coixinden B,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)(C(C)=O)C2=CC=C(OC)C=C12	1956.2	Semi standard non polar	33892256
Coixinden B,1TMS,isomer #2	C=C(O[Si](C)(C)C)C1(O)C=C(OC)C2=CC(OC)=CC=C21	1929.9	Semi standard non polar	33892256
Coixinden B,2TMS,isomer #1	C=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C=C(OC)C2=CC(OC)=CC=C21	2006.2	Semi standard non polar	33892256
Coixinden B,2TMS,isomer #1	C=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C=C(OC)C2=CC(OC)=CC=C21	1952.9	Standard non polar	33892256
Coixinden B,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)(C(C)=O)C2=CC=C(OC)C=C12	2187.5	Semi standard non polar	33892256
Coixinden B,1TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)C1(O)C=C(OC)C2=CC(OC)=CC=C21	2175.2	Semi standard non polar	33892256
Coixinden B,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C=C(OC)C2=CC(OC)=CC=C21	2462.5	Semi standard non polar	33892256
Coixinden B,2TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C=C(OC)C2=CC(OC)=CC=C21	2384.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Coixinden B GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5900000000-b10bc019ef5b640de86b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coixinden B GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9160000000-0783a0d62f46626365a0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coixinden B 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 - Coixinden B 10V, Positive-QTOF	splash10-000i-0190000000-435c18a51f3e3f5eec94	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 20V, Positive-QTOF	splash10-000i-0390000000-4ac18a7868ef3a08b226	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 40V, Positive-QTOF	splash10-06ri-1910000000-dd4efc1003b5ea8aa792	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 10V, Negative-QTOF	splash10-001i-0090000000-f42170f88740975552bd	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 20V, Negative-QTOF	splash10-001l-0970000000-8a8e7e849c5d942af7bc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 40V, Negative-QTOF	splash10-0a6r-2910000000-ecd65e5b2205be9ca193	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 10V, Positive-QTOF	splash10-000i-0090000000-206d6fd892de952dcddf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 20V, Positive-QTOF	splash10-000i-1390000000-44b125a3f4f7ccde45e4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 40V, Positive-QTOF	splash10-0a4l-6900000000-0e3789ee667532d7f706	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 10V, Negative-QTOF	splash10-001i-0190000000-468e6d7303c3ae741c29	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 20V, Negative-QTOF	splash10-001l-4790000000-74f1ba89d450a064cffe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coixinden B 40V, Negative-QTOF	splash10-01xx-5900000000-079c1abb8c9e2deecc58	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9845244

PDB ID

Not Available

ChEBI ID

81380

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1887601

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 Coixinden B (HMDB0040906)

MOL for HMDB0040906 (Coixinden B)

3D MOL for HMDB0040906 (Coixinden B)

3D SDF for HMDB0040906 (Coixinden B)

3D-SDF for HMDB0040906 (Coixinden B)

PDB for HMDB0040906 (Coixinden B)

3D PDB for HMDB0040906 (Coixinden B)

SMILES for HMDB0040906 (Coixinden B)

INCHI for HMDB0040906 (Coixinden B)

Structure for HMDB0040906 (Coixinden B)

3D Structure for HMDB0040906 (Coixinden B)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra