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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:58:28 UTC

Update Date

2022-03-07 02:54:20 UTC

HMDB ID

HMDB0035035

Secondary Accession Numbers

HMDB35035

Metabolite Identification

Common Name

Marminal

Description

Marminal belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Marminal has been detected, but not quantified in, fruits. This could make marminal a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Marminal.

Structure

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

HMDB0035035
     RDKit          3D
Marminal
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.8743    0.1116    1.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    0.6859    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583    1.7198   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0662    2.3387    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2945    2.2665    0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511    1.2244    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8452   -0.1084    0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -1.0867    0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1177   -0.7104    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1113   -1.6563   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930   -1.2248   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888    0.1248   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8471    0.5663   -0.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7353    0.9919   -0.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    0.6170    0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950    1.5421    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735    0.1857   -1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2952   -1.2170   -1.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139   -2.2253   -0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6053   -1.9774    0.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379    0.1265    1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -0.9719    1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    0.5050    2.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7920    2.0895   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1746    2.0092    2.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    3.4646    1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564   -0.3946    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -2.1496    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8774   -2.7096    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2101   -1.9293   -0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580    2.6037    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843    0.3857   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2849    0.8704   -1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -1.3511   -2.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333   -1.4229   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -3.2943   -0.6022 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
M  END


  Mrv0541 05061308122D          

 20 21  0  0  0  0            999 V2000
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  9  2  1  0  0  0  0
 10  8  1  0  0  0  0
 12  1  1  0  0  0  0
 12  3  1  0  0  0  0
 12  8  2  0  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16  7  1  0  0  0  0
 17  9  2  0  0  0  0
 18 16  2  0  0  0  0
 19 10  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035035

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(CCC=O)=C/COC1=CC2=C(C=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O4/c1-12(3-2-9-17)8-10-19-14-6-4-13-5-7-16(18)20-15(13)11-14/h4-9,11H,2-3,10H2,1H3/b12-8+

> <INCHI_KEY>
OGCYHMZGMPRXBS-XYOKQWHBSA-N

> <FORMULA>
C16H16O4

> <MOLECULAR_WEIGHT>
272.2958

> <EXACT_MASS>
272.104859

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
29.147055713417537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4E)-4-methyl-6-[(2-oxo-2H-chromen-7-yl)oxy]hex-4-enal

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.3972137520000003

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.450034832028592

> <JCHEM_PKA_STRONGEST_BASIC>
-4.861940574913099

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
77.07199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-4-methyl-6-[(2-oxochromen-7-yl)oxy]hex-4-enal

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035035
     RDKit          3D
Marminal
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.8743    0.1116    1.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    0.6859    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583    1.7198   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0662    2.3387    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2945    2.2665    0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511    1.2244    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8452   -0.1084    0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -1.0867    0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1177   -0.7104    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1113   -1.6563   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930   -1.2248   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888    0.1248   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8471    0.5663   -0.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7353    0.9919   -0.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    0.6170    0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950    1.5421    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735    0.1857   -1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2952   -1.2170   -1.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139   -2.2253   -0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6053   -1.9774    0.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379    0.1265    1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -0.9719    1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    0.5050    2.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7920    2.0895   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1746    2.0092    2.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    3.4646    1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564   -0.3946    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -2.1496    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8774   -2.7096    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2101   -1.9293   -0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580    2.6037    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843    0.3857   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2849    0.8704   -1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -1.3511   -2.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333   -1.4229   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -3.2943   -0.6022 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  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      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -9.336   8.470   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2    3    9                                                       
CONECT    3    2   12                                                       
CONECT    4    6   13                                                       
CONECT    5    7   13                                                       
CONECT    6    4   14                                                       
CONECT    7    5   16                                                       
CONECT    8   10   12                                                       
CONECT    9    2   17                                                       
CONECT   10    8   19                                                       
CONECT   11   14   15                                                       
CONECT   12    1    3    8                                                  
CONECT   13    4    5   15                                                  
CONECT   14    6   11   19                                                  
CONECT   15   11   13   20                                                  
CONECT   16    7   18   20                                                  
CONECT   17    9                                                            
CONECT   18   16                                                            
CONECT   19   10   14                                                       
CONECT   20   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0035035
HETATM    1  C1  UNL     1      -2.874   0.112   1.459  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.708   0.686   0.143  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.858   1.720  -0.039  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.066   2.339   0.976  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.295   2.267   0.704  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.151   1.224   0.538  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.845  -0.108   0.608  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.811  -1.087   0.420  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.118  -0.710   0.155  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.111  -1.656  -0.038  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.393  -1.225  -0.297  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.689   0.125  -0.365  1.00  0.00           C  
HETATM   13  O2  UNL     1       6.847   0.566  -0.600  1.00  0.00           O  
HETATM   14  O3  UNL     1       4.735   0.992  -0.180  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.480   0.617   0.074  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.495   1.542   0.266  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.473   0.186  -1.032  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.295  -1.217  -1.442  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.814  -2.225  -0.546  1.00  0.00           C  
HETATM   20  O4  UNL     1      -4.605  -1.977   0.336  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.938   0.126   1.788  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.542  -0.972   1.425  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.222   0.505   2.273  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.792   2.090  -1.055  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.175   2.009   2.028  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.370   3.465   1.016  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.156  -0.395   0.814  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.559  -2.150   0.478  1.00  0.00           H  
HETATM   29  H9  UNL     1       3.877  -2.710   0.015  1.00  0.00           H  
HETATM   30  H10 UNL     1       6.210  -1.929  -0.457  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.758   2.604   0.207  1.00  0.00           H  
HETATM   32  H12 UNL     1      -4.584   0.386  -0.844  1.00  0.00           H  
HETATM   33  H13 UNL     1      -3.285   0.870  -1.916  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.858  -1.351  -2.432  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.233  -1.423  -1.769  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.525  -3.294  -0.602  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   17
CONECT    3    4   24
CONECT    4    5   25   26
CONECT    5    6
CONECT    6    7    7   16
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   15
CONECT   10   11   11   29
CONECT   11   12   30
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   16
CONECT   16   31
CONECT   17   18   32   33
CONECT   18   19   34   35
CONECT   19   20   20   36
END

HMDB0035035
     RDKit          3D
Marminal
 36 37  0  0  0  0  0  0  0  0999 V2000
   -2.8743    0.1116    1.4587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7080    0.6859    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8583    1.7198   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0662    2.3387    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2945    2.2665    0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511    1.2244    0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8452   -0.1084    0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -1.0867    0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1177   -0.7104    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1113   -1.6563   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930   -1.2248   -0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6888    0.1248   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8471    0.5663   -0.5996 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7353    0.9919   -0.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    0.6170    0.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950    1.5421    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735    0.1857   -1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2952   -1.2170   -1.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139   -2.2253   -0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6053   -1.9774    0.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379    0.1265    1.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5419   -0.9719    1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    0.5050    2.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7920    2.0895   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1746    2.0092    2.0284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    3.4646    1.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564   -0.3946    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -2.1496    0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8774   -2.7096    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2101   -1.9293   -0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580    2.6037    0.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5843    0.3857   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2849    0.8704   -1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8581   -1.3511   -2.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2333   -1.4229   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -3.2943   -0.6022 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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  6  1  0
 15  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 19 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Methyl-6-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-4-hexenal, 9ci	HMDB

Chemical Formula

C₁₆H₁₆O₄

Average Molecular Weight

272.2958

Monoisotopic Molecular Weight

272.104859

IUPAC Name

(4E)-4-methyl-6-[(2-oxo-2H-chromen-7-yl)oxy]hex-4-enal

Traditional Name

(4E)-4-methyl-6-[(2-oxochromen-7-yl)oxy]hex-4-enal

CAS Registry Number

15334-19-7

SMILES

C\C(CCC=O)=C/COC1=CC2=C(C=CC(=O)O2)C=C1

InChI Identifier

InChI=1S/C16H16O4/c1-12(3-2-9-17)8-10-19-14-6-4-13-5-7-16(18)20-15(13)11-14/h4-9,11H,2-3,10H2,1H3/b12-8+

InChI Key

OGCYHMZGMPRXBS-XYOKQWHBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Alpha-hydrogen aldehyde
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Aldehyde
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0035035)

Cellular substructure

Membrane (HMDB: HMDB0035035)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035035)

Source

Exogenous

Food

Food (HMDB: HMDB0035035)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0035035)

Not Available

Nutrient (HMDB: HMDB0035035)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	104.6 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	60.11 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	0.0066 g/L	ALOGPS
logP	3.01	ALOGPS
logP	2.4	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	15.45	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	77.07 m³·mol⁻¹	ChemAxon
Polarizability	29.15 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]+	165.732	31661259
DarkChem	[M-H]-	163.351	31661259
DeepCCS	[M+H]+	177.126	30932474
DeepCCS	[M-H]-	174.768	30932474
DeepCCS	[M-2H]-	207.654	30932474
DeepCCS	[M+Na]+	183.219	30932474
AllCCS	[M+H]+	162.7	32859911
AllCCS	[M+H-H2O]+	159.2	32859911
AllCCS	[M+NH4]+	165.9	32859911
AllCCS	[M+Na]+	166.8	32859911
AllCCS	[M-H]-	167.6	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	167.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Marminal	C\C(CCC=O)=C/COC1=CC2=C(C=CC(=O)O2)C=C1	3364.4	Standard polar	33892256
Marminal	C\C(CCC=O)=C/COC1=CC2=C(C=CC(=O)O2)C=C1	2380.8	Standard non polar	33892256
Marminal	C\C(CCC=O)=C/COC1=CC2=C(C=CC(=O)O2)C=C1	2533.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Marminal,1TMS,isomer #1	C/C(=C\COC1=CC=C2C=CC(=O)OC2=C1)CC=CO[Si](C)(C)C	2620.0	Semi standard non polar	33892256
Marminal,1TMS,isomer #1	C/C(=C\COC1=CC=C2C=CC(=O)OC2=C1)CC=CO[Si](C)(C)C	2597.1	Standard non polar	33892256
Marminal,1TBDMS,isomer #1	C/C(=C\COC1=CC=C2C=CC(=O)OC2=C1)CC=CO[Si](C)(C)C(C)(C)C	2831.5	Semi standard non polar	33892256
Marminal,1TBDMS,isomer #1	C/C(=C\COC1=CC=C2C=CC(=O)OC2=C1)CC=CO[Si](C)(C)C(C)(C)C	2800.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Marminal GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-4390000000-9c522dd255863d910030	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marminal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marminal 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 - Marminal 10V, Positive-QTOF	splash10-00di-2190000000-d2b756a21a93512bac95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 20V, Positive-QTOF	splash10-03dl-9680000000-f2e684be72da06f46dc4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 40V, Positive-QTOF	splash10-0mix-9300000000-e4c185f7969d7b842973	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 10V, Negative-QTOF	splash10-00di-0390000000-499e1b07c2ae81b0f82c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 20V, Negative-QTOF	splash10-03di-0930000000-9e6c0be8cf73ac56e708	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 40V, Negative-QTOF	splash10-014l-4900000000-b4a8878fedbe0a1378d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 10V, Negative-QTOF	splash10-03di-0930000000-68c5e4d3aec06c568b52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 20V, Negative-QTOF	splash10-03di-0900000000-873b819215f506837c9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 40V, Negative-QTOF	splash10-0159-0900000000-2a24ae103366ba8c06f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 10V, Positive-QTOF	splash10-0229-0590000000-7430b232a49b8eb2aecf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 20V, Positive-QTOF	splash10-03di-3910000000-f1557f407c3978453254	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marminal 40V, Positive-QTOF	splash10-03e9-7910000000-4d889b4a82d54367416c	2021-09-22	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

FDB013642

KNApSAcK ID

Not Available

Chemspider ID

30777071

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751651

PDB ID

Not Available

ChEBI ID

174584

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1847031

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 Marminal (HMDB0035035)

MOL for HMDB0035035 (Marminal)

3D MOL for HMDB0035035 (Marminal)

3D SDF for HMDB0035035 (Marminal)

3D-SDF for HMDB0035035 (Marminal)

PDB for HMDB0035035 (Marminal)

3D PDB for HMDB0035035 (Marminal)

SMILES for HMDB0035035 (Marminal)

INCHI for HMDB0035035 (Marminal)

Structure for HMDB0035035 (Marminal)

3D Structure for HMDB0035035 (Marminal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra