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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:17:24 UTC

Update Date

2022-03-07 02:54:06 UTC

HMDB ID

HMDB0034445

Secondary Accession Numbers

HMDB34445

Metabolite Identification

Common Name

Cochliophilin A

Description

Cochliophilin A belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Cochliophilin A has been detected, but not quantified in, green vegetables and spinaches (Spinacia oleracea). This could make cochliophilin a a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Cochliophilin A.

Structure

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

HMDB0034445
     RDKit          3D
Cochliophilin A
 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.0965   -3.0219   -0.4326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6260   -1.8747   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7565   -1.6551   -0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -0.3814   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.1134    0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5921   -1.1278    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9587   -0.8659    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3988    0.4254    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4597    1.4345    0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1112    1.2047    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    0.6196    0.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    0.4632   -0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    1.5374   -0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1549    1.3967   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440    0.1052   -0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218   -0.9920   -0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141   -2.3010   -0.5339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635   -0.7970   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0357    0.2346   -0.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516    1.4703    0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2446    2.2644   -0.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -2.5274   -0.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401   -2.1641   -0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922   -1.6669    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4485    0.6325    0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8633    2.4413    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3942    2.0012    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643    2.5223    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2984   -2.4721   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3151    1.8771   -0.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2593    1.3303    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 18  2  1  0
 10  5  1  0
 18 12  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 17 29  1  0
 20 30  1  0
 20 31  1  0
M  END


  Mrv0541 05061307492D          

 21 24  0  0  0  0            999 V2000
    5.6424   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  6  2  0  0  0  0
 11  9  1  0  0  0  0
 12  7  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  2  0  0  0  0
 18 15  1  0  0  0  0
 19  8  1  0  0  0  0
 19 13  1  0  0  0  0
 20  8  1  0  0  0  0
 20 16  1  0  0  0  0
 21 11  1  0  0  0  0
 21 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034445

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C2C(=O)C=C(OC2=CC2=C1OCO2)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H10O5/c17-10-6-11(9-4-2-1-3-5-9)21-12-7-13-16(20-8-19-13)15(18)14(10)12/h1-7,18H,8H2

> <INCHI_KEY>
NJIUXIXNVAHRDW-UHFFFAOYSA-N

> <FORMULA>
C16H10O5

> <MOLECULAR_WEIGHT>
282.2476

> <EXACT_MASS>
282.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.24858186543875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxy-6-phenyl-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.937053244666666

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.996097515135702

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.975124870753367

> <JCHEM_PKA_STRONGEST_BASIC>
-4.385137639117837

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
74.71900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxy-6-phenyl-2H-[1,3]dioxolo[4,5-g]chromen-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034445
     RDKit          3D
Cochliophilin A
 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.0965   -3.0219   -0.4326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6260   -1.8747   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7565   -1.6551   -0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -0.3814   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.1134    0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5921   -1.1278    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9587   -0.8659    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3988    0.4254    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4597    1.4345    0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1112    1.2047    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    0.6196    0.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    0.4632   -0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    1.5374   -0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1549    1.3967   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440    0.1052   -0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218   -0.9920   -0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141   -2.3010   -0.5339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635   -0.7970   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0357    0.2346   -0.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516    1.4703    0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2446    2.2644   -0.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -2.5274   -0.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401   -2.1641   -0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922   -1.6669    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4485    0.6325    0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8633    2.4413    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3942    2.0012    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643    2.5223    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2984   -2.4721   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3151    1.8771   -0.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2593    1.3303    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 18  2  1  0
 10  5  1  0
 18 12  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 17 29  1  0
 20 30  1  0
 20 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      10.532  -0.237   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.532   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.199  -1.007   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.199   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.865  -0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.865   1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.198   5.923   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3    9                                                       
CONECT    6   10   11                                                       
CONECT    7   12   13                                                       
CONECT    8   19   20                                                       
CONECT    9    4    5   11                                                  
CONECT   10    6   14   17                                                  
CONECT   11    6    9   21                                                  
CONECT   12    7   14   21                                                  
CONECT   13    7   16   19                                                  
CONECT   14   10   12   15                                                  
CONECT   15   14   16   18                                                  
CONECT   16   13   15   20                                                  
CONECT   17   10                                                            
CONECT   18   15                                                            
CONECT   19    8   13                                                       
CONECT   20    8   16                                                       
CONECT   21   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0034445
HETATM    1  O1  UNL     1      -1.096  -3.022  -0.433  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.626  -1.875  -0.290  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.756  -1.655  -0.165  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.231  -0.381  -0.011  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.661  -0.113   0.123  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.592  -1.128   0.099  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.959  -0.866   0.227  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.399   0.425   0.381  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.460   1.435   0.403  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.111   1.205   0.279  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.381   0.620   0.018  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.914   0.463  -0.095  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.787   1.537  -0.061  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.155   1.397  -0.178  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.644   0.105  -0.335  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.822  -0.992  -0.375  1.00  0.00           C  
HETATM   17  O3  UNL     1      -3.314  -2.301  -0.534  1.00  0.00           O  
HETATM   18  C15 UNL     1      -1.464  -0.797  -0.254  1.00  0.00           C  
HETATM   19  O4  UNL     1      -5.036   0.235  -0.429  1.00  0.00           O  
HETATM   20  C16 UNL     1      -5.352   1.470   0.216  1.00  0.00           C  
HETATM   21  O5  UNL     1      -4.245   2.264  -0.180  1.00  0.00           O  
HETATM   22  H1  UNL     1       1.402  -2.527  -0.197  1.00  0.00           H  
HETATM   23  H2  UNL     1       3.340  -2.164  -0.016  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.692  -1.667   0.208  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.449   0.633   0.480  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.863   2.441   0.527  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.394   2.001   0.299  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.364   2.522   0.062  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.298  -2.472  -0.624  1.00  0.00           H  
HETATM   30  H9  UNL     1      -6.315   1.877  -0.099  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.259   1.330   1.318  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4    4   22
CONECT    4    5   11
CONECT    5    6    6   10
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   27
CONECT   11   12
CONECT   12   13   13   18
CONECT   13   14   28
CONECT   14   15   15   21
CONECT   15   16   19
CONECT   16   17   18   18
CONECT   17   29
CONECT   19   20
CONECT   20   21   30   31
END

HMDB0034445
     RDKit          3D
Cochliophilin A
 31 34  0  0  0  0  0  0  0  0999 V2000
   -1.0965   -3.0219   -0.4326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6260   -1.8747   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7565   -1.6551   -0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -0.3814   -0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.1134    0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5921   -1.1278    0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9587   -0.8659    0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3988    0.4254    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4597    1.4345    0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1112    1.2047    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    0.6196    0.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    0.4632   -0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871    1.5374   -0.0613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1549    1.3967   -0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440    0.1052   -0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218   -0.9920   -0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3141   -2.3010   -0.5339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4635   -0.7970   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0357    0.2346   -0.4289 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516    1.4703    0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2446    2.2644   -0.1803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4022   -2.5274   -0.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3401   -2.1641   -0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6922   -1.6669    0.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4485    0.6325    0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8633    2.4413    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3942    2.0012    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643    2.5223    0.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2984   -2.4721   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3151    1.8771   -0.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2593    1.3303    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 18  2  1  0
 10  5  1  0
 18 12  1  0
 21 14  1  0
  3 22  1  0
  6 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 13 28  1  0
 17 29  1  0
 20 30  1  0
 20 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxy-6,7-methylenedioxyflavone	HMDB, MeSH
Cochliophilin a	MeSH

Chemical Formula

C₁₆H₁₀O₅

Average Molecular Weight

282.2476

Monoisotopic Molecular Weight

282.05282343

IUPAC Name

9-hydroxy-6-phenyl-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one

Traditional Name

9-hydroxy-6-phenyl-2H-[1,3]dioxolo[4,5-g]chromen-8-one

CAS Registry Number

110204-45-0

SMILES

OC1=C2C(=O)C=C(OC2=CC2=C1OCO2)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H10O5/c17-10-6-11(9-4-2-1-3-5-9)21-12-7-13-16(20-8-19-13)15(18)14(10)12/h1-7,18H,8H2

InChI Key

NJIUXIXNVAHRDW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Benzodioxole
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Acetal
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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: HMDB0034445)
Cell membrane (HMDB: HMDB0034445)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034445)

Source

Exogenous

Exogenous (HMDB: HMDB0034445)

Food

Food (HMDB: HMDB0034445)

Vegetable

Leaf vegetable

Spinach (FooDB: FOOD00178)
Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0034445)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034445)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	205 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	7.76 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	0.13 g/L	ALOGPS
logP	2.91	ALOGPS
logP	2.94	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.98	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.72 m³·mol⁻¹	ChemAxon
Polarizability	28.25 Å³	ChemAxon
Number of Rings	4	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]+	163.45	31661259
DarkChem	[M-H]-	165.385	31661259
DeepCCS	[M+H]+	157.292	30932474
DeepCCS	[M-H]-	154.914	30932474
DeepCCS	[M-2H]-	187.869	30932474
DeepCCS	[M+Na]+	163.365	30932474
AllCCS	[M+H]+	163.7	32859911
AllCCS	[M+H-H2O]+	159.8	32859911
AllCCS	[M+NH4]+	167.4	32859911
AllCCS	[M+Na]+	168.4	32859911
AllCCS	[M-H]-	164.9	32859911
AllCCS	[M+Na-2H]-	163.8	32859911
AllCCS	[M+HCOO]-	162.7	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.	8.38 minutes	32390414
Predicted by Siyang on May 30, 2022	16.0811 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.33 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2887.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	497.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	202.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	294.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	492.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	615.0 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	841.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	233.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1464.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	542.7 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	1698.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	454.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	522.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	565.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	347.8 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	122.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cochliophilin A	OC1=C2C(=O)C=C(OC2=CC2=C1OCO2)C1=CC=CC=C1	3769.1	Standard polar	33892256
Cochliophilin A	OC1=C2C(=O)C=C(OC2=CC2=C1OCO2)C1=CC=CC=C1	2601.7	Standard non polar	33892256
Cochliophilin A	OC1=C2C(=O)C=C(OC2=CC2=C1OCO2)C1=CC=CC=C1	2823.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cochliophilin A,1TMS,isomer #1	C[Si](C)(C)OC1=C2OCOC2=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	2905.6	Semi standard non polar	33892256
Cochliophilin A,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2OCOC2=CC2=C1C(=O)C=C(C1=CC=CC=C1)O2	3135.9	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 - Cochliophilin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ue9-1690000000-08e3e9b41aed50f330bb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliophilin A GC-MS (1 TMS) - 70eV, Positive	splash10-0fk9-7549000000-2b85e98ef700992a0eac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliophilin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cochliophilin A 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 - Cochliophilin A 10V, Positive-QTOF	splash10-001i-0090000000-c6780b719d871536b47a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 20V, Positive-QTOF	splash10-001i-0090000000-0bda187c4d3b45fe983a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 40V, Positive-QTOF	splash10-0udr-2970000000-bf2b7c3825db1b9fd1b7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 10V, Negative-QTOF	splash10-001i-0090000000-7d0b55147aa56033c5b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 20V, Negative-QTOF	splash10-001i-0090000000-bd8a459f8ebfeed82a15	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 40V, Negative-QTOF	splash10-0ugr-2960000000-ce4eb98369a0240039b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 10V, Positive-QTOF	splash10-001i-0090000000-4a9d56d47a79fc223074	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 20V, Positive-QTOF	splash10-001i-0090000000-4a9d56d47a79fc223074	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 40V, Positive-QTOF	splash10-001i-0970000000-f234acc62c16e6552c14	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 10V, Negative-QTOF	splash10-001i-0090000000-5478f17b30623eb734ec	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 20V, Negative-QTOF	splash10-001i-0090000000-b24eb6088d4e79fca1e5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cochliophilin A 40V, Negative-QTOF	splash10-002f-0920000000-b67d43be1907607c6257	2021-09-25	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

FDB012852

KNApSAcK ID

C00054291

Chemspider ID

808744

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

927642

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1842921

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 Cochliophilin A (HMDB0034445)

MOL for HMDB0034445 (Cochliophilin A)

3D MOL for HMDB0034445 (Cochliophilin A)

3D SDF for HMDB0034445 (Cochliophilin A)

3D-SDF for HMDB0034445 (Cochliophilin A)

PDB for HMDB0034445 (Cochliophilin A)

3D PDB for HMDB0034445 (Cochliophilin A)

SMILES for HMDB0034445 (Cochliophilin A)

INCHI for HMDB0034445 (Cochliophilin A)

Structure for HMDB0034445 (Cochliophilin A)

3D Structure for HMDB0034445 (Cochliophilin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra