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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:39:56 UTC

Update Date

2022-03-07 02:53:53 UTC

HMDB ID

HMDB0033892

Secondary Accession Numbers

HMDB33892

Metabolite Identification

Common Name

Mycochromone

Description

Mycochromone belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. Based on a literature review very few articles have been published on Mycochromone.

Structure

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

HMDB0033892
     RDKit          3D
Mycochromone
 37 38  0  0  0  0  0  0  0  0999 V2000
    0.2943   -3.3181    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -2.0522    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -1.0505    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619   -1.3894    0.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6889   -0.5931    0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595   -1.0269    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0105   -0.1483    0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8589    1.1462    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5796    1.6156   -0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4175    2.8987   -0.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188    0.7113    0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354    1.0939   -0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630    2.2610   -0.6892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380    0.2137   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997    0.6253   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8941   -0.2397   -1.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927   -1.1430   -2.1823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252   -0.0204   -1.8326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008   -0.7771   -2.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633    1.0966    0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5711    2.2727    0.4958 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041    0.3476    1.6068 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    0.8399    2.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915   -4.1283    0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520   -3.5669    0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6815   -1.8920    0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880   -2.0317    1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0211   -0.4768    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6637    1.8561    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6838    3.4400   -0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344    1.5812   -1.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424   -1.0662   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3177   -0.1519   -3.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030   -1.7181   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9983    0.0546    2.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063    1.8020    2.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739    0.9647    3.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 14  3  2  0
 11  5  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 15 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  1  0
M  END


  Mrv0541 05061307252D          

 23 24  0  0  0  0            999 V2000
    0.0000    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12  9  2  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 17  8  1  0  0  0  0
 18 14  2  0  0  0  0
 19 15  2  0  0  0  0
 20 16  2  0  0  0  0
 21  2  1  0  0  0  0
 21 15  1  0  0  0  0
 22  3  1  0  0  0  0
 22 16  1  0  0  0  0
 23  9  1  0  0  0  0
 23 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033892

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C(C(=O)OC)C1=C(OC2=CC=CC(O)=C2C1=O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O7/c1-4-9-12(13(15(19)21-2)16(20)22-3)14(18)11-8(17)6-5-7-10(11)23-9/h4-7,13,17H,1H2,2-3H3

> <INCHI_KEY>
CJFIRBOMWZKLHJ-UHFFFAOYSA-N

> <FORMULA>
C16H14O7

> <MOLECULAR_WEIGHT>
318.2782

> <EXACT_MASS>
318.073952802

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.372725284467425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dimethyl 2-(2-ethenyl-5-hydroxy-4-oxo-4H-chromen-3-yl)propanedioate

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
2.138774195

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.556631199274854

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.60303491783735

> <JCHEM_PKA_STRONGEST_BASIC>
-5.3573003860075

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
79.95559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dimethyl 2-(2-ethenyl-5-hydroxy-4-oxochromen-3-yl)propanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033892
     RDKit          3D
Mycochromone
 37 38  0  0  0  0  0  0  0  0999 V2000
    0.2943   -3.3181    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -2.0522    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -1.0505    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619   -1.3894    0.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6889   -0.5931    0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595   -1.0269    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0105   -0.1483    0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8589    1.1462    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5796    1.6156   -0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4175    2.8987   -0.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188    0.7113    0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354    1.0939   -0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630    2.2610   -0.6892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380    0.2137   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997    0.6253   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8941   -0.2397   -1.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927   -1.1430   -2.1823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252   -0.0204   -1.8326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008   -0.7771   -2.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633    1.0966    0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5711    2.2727    0.4958 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041    0.3476    1.6068 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    0.8399    2.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915   -4.1283    0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520   -3.5669    0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6815   -1.8920    0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880   -2.0317    1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0211   -0.4768    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6637    1.8561    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6838    3.4400   -0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344    1.5812   -1.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424   -1.0662   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3177   -0.1519   -3.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030   -1.7181   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9983    0.0546    2.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063    1.8020    2.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739    0.9647    3.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 14  3  2  0
 11  5  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 15 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  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       0.000   0.715   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.540  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.390  -5.954   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.770  -0.619   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.930   2.048   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.700   0.715   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.390   2.048   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.930  -0.619   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.310  -0.619   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.620   0.715   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.390  -0.619   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.080  -1.953   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.310  -3.286   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.620  -1.953   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.770  -3.286   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.700  -1.953   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.390  -3.286   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000  -1.953   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.310  -5.954   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.620  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.080   0.715   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    1    9                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11   17                                                  
CONECT    9    4   12   23                                                  
CONECT   10    7   11   23                                                  
CONECT   11    8   10   14                                                  
CONECT   12    9   13   14                                                  
CONECT   13   12   15   16                                                  
CONECT   14   11   12   18                                                  
CONECT   15   13   19   21                                                  
CONECT   16   13   20   22                                                  
CONECT   17    8                                                            
CONECT   18   14                                                            
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21    2   15                                                       
CONECT   22    3   16                                                       
CONECT   23    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0033892
HETATM    1  C1  UNL     1       0.294  -3.318   0.543  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.630  -2.052   0.324  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.415  -1.050   0.194  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.662  -1.389   0.497  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.689  -0.593   0.430  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.960  -1.027   0.765  1.00  0.00           C  
HETATM    7  C6  UNL     1      -5.011  -0.148   0.679  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.859   1.146   0.274  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.580   1.616  -0.072  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.417   2.899  -0.475  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.519   0.711   0.020  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.235   1.094  -0.303  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.963   2.261  -0.689  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.138   0.214  -0.224  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.200   0.625  -0.619  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.894  -0.240  -1.593  1.00  0.00           C  
HETATM   17  O4  UNL     1       1.293  -1.143  -2.182  1.00  0.00           O  
HETATM   18  O5  UNL     1       3.225  -0.020  -1.833  1.00  0.00           O  
HETATM   19  C14 UNL     1       4.001  -0.777  -2.739  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.063   1.097   0.492  1.00  0.00           C  
HETATM   21  O6  UNL     1       2.571   2.273   0.496  1.00  0.00           O  
HETATM   22  O7  UNL     1       2.404   0.348   1.607  1.00  0.00           O  
HETATM   23  C16 UNL     1       3.232   0.840   2.643  1.00  0.00           C  
HETATM   24  H1  UNL     1       0.991  -4.128   0.653  1.00  0.00           H  
HETATM   25  H2  UNL     1      -0.752  -3.567   0.619  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.681  -1.892   0.282  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.088  -2.032   1.081  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.021  -0.477   0.940  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.664   1.856   0.197  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.684   3.440  -0.753  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.034   1.581  -1.238  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.942  -1.066  -2.211  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.318  -0.152  -3.595  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.503  -1.718  -3.050  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.998   0.055   2.845  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.706   1.802   2.398  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.674   0.965   3.599  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3   26
CONECT    3    4   14   14
CONECT    4    5
CONECT    5    6    6   11
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   29
CONECT    9   10   11   11
CONECT   10   30
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   20   31
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   32   33   34
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   35   36   37
END

HMDB0033892
     RDKit          3D
Mycochromone
 37 38  0  0  0  0  0  0  0  0999 V2000
    0.2943   -3.3181    0.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298   -2.0522    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -1.0505    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619   -1.3894    0.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6889   -0.5931    0.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9595   -1.0269    0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0105   -0.1483    0.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8589    1.1462    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5796    1.6156   -0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4175    2.8987   -0.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5188    0.7113    0.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354    1.0939   -0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9630    2.2610   -0.6892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1380    0.2137   -0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1997    0.6253   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8941   -0.2397   -1.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927   -1.1430   -2.1823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252   -0.0204   -1.8326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0008   -0.7771   -2.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633    1.0966    0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5711    2.2727    0.4958 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041    0.3476    1.6068 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    0.8399    2.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915   -4.1283    0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520   -3.5669    0.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6815   -1.8920    0.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880   -2.0317    1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0211   -0.4768    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6637    1.8561    0.1972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6838    3.4400   -0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344    1.5812   -1.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424   -1.0662   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3177   -0.1519   -3.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030   -1.7181   -3.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9983    0.0546    2.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7063    1.8020    2.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739    0.9647    3.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 14  3  2  0
 11  5  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  6 27  1  0
  7 28  1  0
  8 29  1  0
 10 30  1  0
 15 31  1  0
 19 32  1  0
 19 33  1  0
 19 34  1  0
 23 35  1  0
 23 36  1  0
 23 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dimethyl (2-ethenyl-5-hydroxy-4-oxo-4H-1-benzopyran-3-yl)propanedioate, 9ci	HMDB
1,3-Dimethyl 2-(2-ethenyl-5-hydroxy-4-oxo-4H-chromen-3-yl)propanedioic acid	Generator

Chemical Formula

C₁₆H₁₄O₇

Average Molecular Weight

318.2782

Monoisotopic Molecular Weight

318.073952802

IUPAC Name

1,3-dimethyl 2-(2-ethenyl-5-hydroxy-4-oxo-4H-chromen-3-yl)propanedioate

Traditional Name

1,3-dimethyl 2-(2-ethenyl-5-hydroxy-4-oxochromen-3-yl)propanedioate

CAS Registry Number

71339-45-2

SMILES

COC(=O)C(C(=O)OC)C1=C(OC2=CC=CC(O)=C2C1=O)C=C

InChI Identifier

InChI=1S/C16H14O7/c1-4-9-12(13(15(19)21-2)16(20)22-3)14(18)11-8(17)6-5-7-10(11)23-9/h4-7,13,17H,1H2,2-3H3

InChI Key

CJFIRBOMWZKLHJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

Alternative Parents

Substituents

Chromone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Dicarboxylic acid or derivatives
Pyran
1,3-dicarbonyl compound
Benzenoid
Heteroaromatic compound
Methyl ester
Vinylogous acid
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033892)
Cytoplasm (HMDB: HMDB0033892)

Source

Exogenous

Food

Food (HMDB: HMDB0033892)

Not Available

Nutrient (HMDB: HMDB0033892)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	148 - 149 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.48 g/L	ALOGPS
logP	1.87	ALOGPS
logP	2.14	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	8.6	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	79.96 m³·mol⁻¹	ChemAxon
Polarizability	30.37 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]+	173.696	31661259
DarkChem	[M-H]-	173.211	31661259
DeepCCS	[M+H]+	176.172	30932474
DeepCCS	[M-H]-	173.814	30932474
DeepCCS	[M-2H]-	207.914	30932474
DeepCCS	[M+Na]+	183.141	30932474
AllCCS	[M+H]+	170.9	32859911
AllCCS	[M+H-H2O]+	167.5	32859911
AllCCS	[M+NH4]+	174.0	32859911
AllCCS	[M+Na]+	174.9	32859911
AllCCS	[M-H]-	172.6	32859911
AllCCS	[M+Na-2H]-	172.2	32859911
AllCCS	[M+HCOO]-	172.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mycochromone	COC(=O)C(C(=O)OC)C1=C(OC2=CC=CC(O)=C2C1=O)C=C	3786.5	Standard polar	33892256
Mycochromone	COC(=O)C(C(=O)OC)C1=C(OC2=CC=CC(O)=C2C1=O)C=C	2276.9	Standard non polar	33892256
Mycochromone	COC(=O)C(C(=O)OC)C1=C(OC2=CC=CC(O)=C2C1=O)C=C	2420.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mycochromone,1TMS,isomer #1	C=CC1=C(C(C(=O)OC)C(=O)OC)C(=O)C2=C(O[Si](C)(C)C)C=CC=C2O1	2424.0	Semi standard non polar	33892256
Mycochromone,1TBDMS,isomer #1	C=CC1=C(C(C(=O)OC)C(=O)OC)C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=CC=C2O1	2646.7	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 - Mycochromone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi9-0593000000-afb02d97331bf0617de6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mycochromone GC-MS (1 TMS) - 70eV, Positive	splash10-0ayi-3029000000-691123ad4421c4045ea0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mycochromone 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 - Mycochromone 10V, Positive-QTOF	splash10-014i-0149000000-fff0b53612e8eda386d8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 20V, Positive-QTOF	splash10-0gbi-0779000000-9e259c156a12426a73c3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 40V, Positive-QTOF	splash10-004i-1390000000-02ce32d5d5a21e9b442d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 10V, Negative-QTOF	splash10-014i-0129000000-75066aeed59ce5cf34d0	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 20V, Negative-QTOF	splash10-015a-4957000000-5934727f9004483496e2	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 40V, Negative-QTOF	splash10-0kbk-9550000000-d78a1b7f7f93689e6376	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 10V, Positive-QTOF	splash10-0170-0189000000-6fb77560d4aef6cd7e57	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 20V, Positive-QTOF	splash10-000i-0910000000-b7a5178bcd5a9c8c1c5d	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 40V, Positive-QTOF	splash10-0ukj-1930000000-c21dfe1b023c4c1dd6eb	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 10V, Negative-QTOF	splash10-00kr-0913000000-0838a1df209ebc8da8e0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 20V, Negative-QTOF	splash10-004r-0391000000-bbb91b3c20c4dfcc7151	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mycochromone 40V, Negative-QTOF	splash10-0ap0-1900000000-ba61b4789a6b067aad02	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

FDB012087

KNApSAcK ID

C00057516

Chemspider ID

4589874

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5488563

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Mycochromone (HMDB0033892)

MOL for HMDB0033892 (Mycochromone)

3D MOL for HMDB0033892 (Mycochromone)

3D SDF for HMDB0033892 (Mycochromone)

3D-SDF for HMDB0033892 (Mycochromone)

PDB for HMDB0033892 (Mycochromone)

3D PDB for HMDB0033892 (Mycochromone)

SMILES for HMDB0033892 (Mycochromone)

INCHI for HMDB0033892 (Mycochromone)

Structure for HMDB0033892 (Mycochromone)

3D Structure for HMDB0033892 (Mycochromone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra