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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:12 UTC

Update Date

2022-03-07 02:52:15 UTC

HMDB ID

HMDB0029711

Secondary Accession Numbers

HMDB29711

Metabolite Identification

Common Name

Maritimetin

Description

Maritimetin belongs to the class of organic compounds known as aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus). Maritimetin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Maritimetin.

Structure

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

HMDB0029711
     RDKit          3D
Maritimetin
 31 33  0  0  0  0  0  0  0  0999 V2000
   -1.1416   -3.4470   -0.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824   -2.2280   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724   -1.2434    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -1.5122   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1270   -0.5069    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778    0.5287    1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798    1.4723    1.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    1.3928    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2331    2.3178    0.4320 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849    0.3702   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4033    0.3217   -1.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -0.5320   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7308    0.0109    0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1386   -0.1037    0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4943   -1.4315   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8327   -1.8312   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8250   -0.8980    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5119    0.4304    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5340    1.3707    0.3509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    0.8107    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9102    2.1552    0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3988   -2.5577   -0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2246    0.6030    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    2.2817    1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    3.0676    1.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1085    1.0317   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322   -1.3272   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0471   -2.8802   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8667   -1.1837   -0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4894    1.0605    0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484    2.4569    0.5261 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  3 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 15  2  1  0
 12  5  1  0
 20 14  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 16 28  1  0
 17 29  1  0
 19 30  1  0
 21 31  1  0
M  END


  Mrv0541 02241217402D          

 21 23  0  0  0  0            999 V2000
    3.3561   -0.7267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5312   -0.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1187   -0.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2938   -0.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813    0.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733    2.1551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290    1.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0564    0.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290    0.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3561   -0.1216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426    0.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426    1.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9277    1.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2126    1.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2126    0.2908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9277   -0.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9277   -0.9466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8813   -0.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2938   -1.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1187   -1.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5312   -2.1551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 20  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 18  2  0  0  0  0
  5  8  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7 14  1  0  0  0  0
  8  9  1  0  0  0  0
  9 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029711

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O6/c16-9-3-1-7(5-11(9)18)6-12-13(19)8-2-4-10(17)14(20)15(8)21-12/h1-6,16-18,20H/b12-6-

> <INCHI_KEY>
PNIFOHGQPKXLJE-SDQBBNPISA-N

> <FORMULA>
C15H10O6

> <MOLECULAR_WEIGHT>
286.2363

> <EXACT_MASS>
286.047738052

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
27.86120615281048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6,7-dihydroxy-2,3-dihydro-1-benzofuran-3-one

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
1.9880130296666665

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.873592437673965

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.821253954062624

> <JCHEM_PKA_STRONGEST_BASIC>
-5.488330479858207

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
74.96990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
maritimetin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029711
     RDKit          3D
Maritimetin
 31 33  0  0  0  0  0  0  0  0999 V2000
   -1.1416   -3.4470   -0.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824   -2.2280   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724   -1.2434    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -1.5122   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1270   -0.5069    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778    0.5287    1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798    1.4723    1.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    1.3928    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2331    2.3178    0.4320 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849    0.3702   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4033    0.3217   -1.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -0.5320   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7308    0.0109    0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1386   -0.1037    0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4943   -1.4315   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8327   -1.8312   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8250   -0.8980    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5119    0.4304    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5340    1.3707    0.3509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    0.8107    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9102    2.1552    0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3988   -2.5577   -0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2246    0.6030    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    2.2817    1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    3.0676    1.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1085    1.0317   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322   -1.3272   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0471   -2.8802   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8667   -1.1837   -0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4894    1.0605    0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484    2.4569    0.5261 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  3 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 15  2  1  0
 12  5  1  0
 20 14  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 16 28  1  0
 17 29  1  0
 19 30  1  0
 21 31  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  O   UNK     0       6.265  -1.357   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.725  -1.357   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.955  -0.022   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.415  -0.022   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.645   1.313   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.323   4.023   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.801   2.558   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.105   1.313   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.801   0.065   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -6.265  -0.227   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.933   0.543   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.933   2.083   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.598   2.853   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.264   2.083   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.264   0.543   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.598  -0.227   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.598  -1.767   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.645  -1.357   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.415  -2.688   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.955  -2.688   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.725  -4.023   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    8                                                       
CONECT    6    7                                                            
CONECT    7    6    8   14                                                  
CONECT    8    5    7    9                                                  
CONECT    9    8   15                                                       
CONECT   10   11                                                            
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    7   13   15                                                  
CONECT   15    9   14   16                                                  
CONECT   16   11   15   17                                                  
CONECT   17   16                                                            
CONECT   18    4   19                                                       
CONECT   19   18   20                                                       
CONECT   20    2   19   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0029711
HETATM    1  O1  UNL     1      -1.142  -3.447  -0.296  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.282  -2.228  -0.125  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.172  -1.243   0.023  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.104  -1.512  -0.006  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.127  -0.507   0.144  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.078   0.529   1.070  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.080   1.472   1.191  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.193   1.393   0.355  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.233   2.318   0.432  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.285   0.370  -0.590  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.403   0.322  -1.405  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.259  -0.532  -0.658  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.731   0.011   0.197  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.139  -0.104   0.169  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.494  -1.432  -0.022  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.833  -1.831  -0.091  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.825  -0.898   0.033  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.512   0.430   0.225  1.00  0.00           C  
HETATM   19  O5  UNL     1      -5.534   1.371   0.351  1.00  0.00           O  
HETATM   20  C15 UNL     1      -3.165   0.811   0.291  1.00  0.00           C  
HETATM   21  O6  UNL     1      -2.910   2.155   0.484  1.00  0.00           O  
HETATM   22  H1  UNL     1       1.399  -2.558  -0.157  1.00  0.00           H  
HETATM   23  H2  UNL     1       1.225   0.603   1.722  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.064   2.282   1.903  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.202   3.068   1.098  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.108   1.032  -1.292  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.332  -1.327  -1.400  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.047  -2.880  -0.242  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.867  -1.184  -0.021  1.00  0.00           H  
HETATM   30  H9  UNL     1      -6.489   1.060   0.307  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.948   2.457   0.526  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4    4   13
CONECT    4    5   22
CONECT    5    6    6   12
CONECT    6    7   23
CONECT    7    8    8   24
CONECT    8    9   10
CONECT    9   25
CONECT   10   11   12   12
CONECT   11   26
CONECT   12   27
CONECT   13   14
CONECT   14   15   15   20
CONECT   15   16
CONECT   16   17   17   28
CONECT   17   18   29
CONECT   18   19   20   20
CONECT   19   30
CONECT   20   21
CONECT   21   31
END

HMDB0029711
     RDKit          3D
Maritimetin
 31 33  0  0  0  0  0  0  0  0999 V2000
   -1.1416   -3.4470   -0.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824   -2.2280   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1724   -1.2434    0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -1.5122   -0.0060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1270   -0.5069    0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778    0.5287    1.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798    1.4723    1.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1926    1.3928    0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2331    2.3178    0.4320 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849    0.3702   -0.5902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4033    0.3217   -1.4055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -0.5320   -0.6585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7308    0.0109    0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1386   -0.1037    0.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4943   -1.4315   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8327   -1.8312   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8250   -0.8980    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5119    0.4304    0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5340    1.3707    0.3509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653    0.8107    0.2908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9102    2.1552    0.4836 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3988   -2.5577   -0.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2246    0.6030    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    2.2817    1.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    3.0676    1.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1085    1.0317   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322   -1.3272   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0471   -2.8802   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8667   -1.1837   -0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4894    1.0605    0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484    2.4569    0.5261 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  3 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 15  2  1  0
 12  5  1  0
 20 14  1  0
  4 22  1  0
  6 23  1  0
  7 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 16 28  1  0
 17 29  1  0
 19 30  1  0
 21 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,7-Dihydroxy-2[(3,4-dihydroxyphenyl)methylene]-3(2H)-benzofuranone, 9ci	HMDB

Chemical Formula

C₁₅H₁₀O₆

Average Molecular Weight

286.2363

Monoisotopic Molecular Weight

286.047738052

IUPAC Name

(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6,7-dihydroxy-2,3-dihydro-1-benzofuran-3-one

Traditional Name

maritimetin

CAS Registry Number

576-02-3

SMILES

OC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O

InChI Identifier

InChI=1S/C15H10O6/c16-9-3-1-7(5-11(9)18)6-12-13(19)8-2-4-10(17)14(20)15(8)21-12/h1-6,16-18,20H/b12-6-

InChI Key

PNIFOHGQPKXLJE-SDQBBNPISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aurone flavonoids. These are flavonoids containing a 2-Benzylidene-1-benzofuran-3-one based core. Aurone flavonoids provide the bright yellow color of some important ornamental flowers, such as snapdragon (Antirrhinum majus).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Aurone flavonoids

Sub Class

Not Available

Direct Parent

Aurone flavonoids

Alternative Parents

Substituents

Aurone
Benzofuran
Coumaran
Catechol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ketone
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxyaurone (CHEBI:6694 )
aurones (C08720 )
Aurone flavonoids (C08720 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029711)

Cellular substructure

Membrane (HMDB: HMDB0029711)

Source

Endogenous

Endogenous (HMDB: HMDB0029711)

Exogenous

Food

Food (HMDB: HMDB0029711)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	292 °C	Not Available
Boiling Point	420.96 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.4 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	4.480	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	2.7	ALOGPS
logP	1.99	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.82	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.97 m³·mol⁻¹	ChemAxon
Polarizability	27.86 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	161.815	30932474
DeepCCS	[M-H]-	159.457	30932474
DeepCCS	[M-2H]-	192.885	30932474
DeepCCS	[M+Na]+	168.113	30932474
AllCCS	[M+H]+	165.8	32859911
AllCCS	[M+H-H2O]+	162.0	32859911
AllCCS	[M+NH4]+	169.3	32859911
AllCCS	[M+Na]+	170.3	32859911
AllCCS	[M-H]-	164.3	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	163.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Maritimetin	OC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O	5138.3	Standard polar	33892256
Maritimetin	OC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O	3018.1	Standard non polar	33892256
Maritimetin	OC1=CC=C(\C=C2/OC3=C(O)C(O)=CC=C3C2=O)C=C1O	3050.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Maritimetin,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)C=C1O	3084.5	Semi standard non polar	33892256
Maritimetin,1TMS,isomer #2	C[Si](C)(C)OC1=C(O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	3020.3	Semi standard non polar	33892256
Maritimetin,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=O)/C(=C/C3=CC=C(O)C(O)=C3)OC2=C1O	3038.6	Semi standard non polar	33892256
Maritimetin,1TMS,isomer #4	C[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)=CC=C1O	3084.8	Semi standard non polar	33892256
Maritimetin,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O)C2=O)C=C1O	3068.9	Semi standard non polar	33892256
Maritimetin,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C)C2=O)C=C1O	3040.1	Semi standard non polar	33892256
Maritimetin,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)C=C1O[Si](C)(C)C	3017.0	Semi standard non polar	33892256
Maritimetin,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C2C(=O)/C(=C/C3=CC=C(O)C(O)=C3)OC2=C1O[Si](C)(C)C	2936.9	Semi standard non polar	33892256
Maritimetin,2TMS,isomer #5	C[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C)C2=O)=CC=C1O	3050.6	Semi standard non polar	33892256
Maritimetin,2TMS,isomer #6	C[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O)C2=O)=CC=C1O	3070.7	Semi standard non polar	33892256
Maritimetin,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C2=O)C=C1O	3009.2	Semi standard non polar	33892256
Maritimetin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O)C2=O)C=C1O[Si](C)(C)C	3014.5	Semi standard non polar	33892256
Maritimetin,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C)C2=O)C=C1O[Si](C)(C)C	3003.5	Semi standard non polar	33892256
Maritimetin,3TMS,isomer #4	C[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C2=O)=CC=C1O	2996.2	Semi standard non polar	33892256
Maritimetin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C)=C3O[Si](C)(C)C)C2=O)C=C1O[Si](C)(C)C	3005.1	Semi standard non polar	33892256
Maritimetin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)C=C1O	3391.3	Semi standard non polar	33892256
Maritimetin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C(O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	3337.3	Semi standard non polar	33892256
Maritimetin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)/C(=C/C3=CC=C(O)C(O)=C3)OC2=C1O	3377.2	Semi standard non polar	33892256
Maritimetin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)=CC=C1O	3389.2	Semi standard non polar	33892256
Maritimetin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C2=O)C=C1O	3647.6	Semi standard non polar	33892256
Maritimetin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C2=O)C=C1O	3598.9	Semi standard non polar	33892256
Maritimetin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O)C2=O)C=C1O[Si](C)(C)C(C)(C)C	3578.1	Semi standard non polar	33892256
Maritimetin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=O)/C(=C/C3=CC=C(O)C(O)=C3)OC2=C1O[Si](C)(C)C(C)(C)C	3496.6	Semi standard non polar	33892256
Maritimetin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C2=O)=CC=C1O	3611.7	Semi standard non polar	33892256
Maritimetin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C2=O)=CC=C1O	3657.2	Semi standard non polar	33892256
Maritimetin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C2=O)C=C1O	3779.5	Semi standard non polar	33892256
Maritimetin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O)C2=O)C=C1O[Si](C)(C)C(C)(C)C	3804.6	Semi standard non polar	33892256
Maritimetin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O)=C3O[Si](C)(C)C(C)(C)C)C2=O)C=C1O[Si](C)(C)C(C)(C)C	3782.2	Semi standard non polar	33892256
Maritimetin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C2=O)=CC=C1O	3771.5	Semi standard non polar	33892256
Maritimetin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C2\OC3=C(C=CC(O[Si](C)(C)C(C)(C)C)=C3O[Si](C)(C)C(C)(C)C)C2=O)C=C1O[Si](C)(C)C(C)(C)C	3937.7	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 - Maritimetin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-0690000000-ed4a8aca77bb03f06c5b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Maritimetin GC-MS (4 TMS) - 70eV, Positive	splash10-0fb9-3240290000-3cd9f766c231db8a62ac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Maritimetin 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 - Maritimetin 10V, Positive-QTOF	splash10-000i-0490000000-892b73ee2ec0f021129e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 20V, Positive-QTOF	splash10-0udr-0950000000-1374cae8cb0f1cc4ca9e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 40V, Positive-QTOF	splash10-05w3-7900000000-ffc17e77e092372002a1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 10V, Negative-QTOF	splash10-000i-0190000000-5a2ccc7015f754631c90	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 20V, Negative-QTOF	splash10-000i-0390000000-f5ed4180e22ab4cc1878	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 40V, Negative-QTOF	splash10-08fr-0920000000-09d0fdb49333883af609	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 10V, Positive-QTOF	splash10-000i-0090000000-ad6070afb384abda8f3b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 20V, Positive-QTOF	splash10-000i-0390000000-5692d7b2f18a696b02ff	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 40V, Positive-QTOF	splash10-004i-3590000000-e6f779702d05658042ad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 10V, Negative-QTOF	splash10-000i-0090000000-3713e1ac18e8a67ad454	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 20V, Negative-QTOF	splash10-01p9-0490000000-8af43e75bb18929acf51	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Maritimetin 40V, Negative-QTOF	splash10-0h00-1390000000-374398da2563d4950d23	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

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

5281292

PDB ID

Not Available

ChEBI ID

6694

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1666661

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 Maritimetin (HMDB0029711)

MOL for HMDB0029711 (Maritimetin)

3D MOL for HMDB0029711 (Maritimetin)

3D SDF for HMDB0029711 (Maritimetin)

3D-SDF for HMDB0029711 (Maritimetin)

PDB for HMDB0029711 (Maritimetin)

3D PDB for HMDB0029711 (Maritimetin)

SMILES for HMDB0029711 (Maritimetin)

INCHI for HMDB0029711 (Maritimetin)

Structure for HMDB0029711 (Maritimetin)

3D Structure for HMDB0029711 (Maritimetin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra