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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:23 UTC

Update Date

2022-03-07 02:52:38 UTC

HMDB ID

HMDB0030680

Secondary Accession Numbers

HMDB30680

Metabolite Identification

Common Name

Diplosporin

Description

Diplosporin, also known as diplodiol, belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Based on a literature review very few articles have been published on Diplosporin.

Structure

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

HMDB0030680
     RDKit          3D
Diplosporin
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.1894   -0.1806    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620   -0.8484    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.2210    0.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6490    1.0694   -0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8764    0.3212   -1.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926    0.1446   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5255    0.3231   -1.9559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7494    0.1818   -1.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.1676   -0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3547   -0.3425    0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199   -0.1187   -0.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9088   -0.3625    0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.6843    1.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200   -0.2046    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5246   -0.4135    1.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    0.0374    2.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2133    0.7992    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265   -0.0322   -0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9807   -0.8507    0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9625   -1.4002    1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393   -1.4846   -0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2071    0.8902    1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166    1.9444   -0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415    1.3659   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141   -0.6895   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8736    0.9012   -2.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6271    0.3266   -2.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250   -1.3816    0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670    0.3307    1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3143    0.8174   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -1.5293    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    1.0169    2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15  3  1  0
 14  6  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  1  0
M  END


  Mrv0541 02241209052D          

 16 17  0  0  0  0            999 V2000
   -0.0409   -2.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009   -1.2370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7009    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    0.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 14  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 15  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030680

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1CCC2=C(C1O)C(=O)C(CO)=CO2

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O4/c1-2-7-3-4-9-10(11(7)14)12(15)8(5-13)6-16-9/h6-7,11,13-14H,2-5H2,1H3

> <INCHI_KEY>
BFQQKLXDPGTJKC-UHFFFAOYSA-N

> <FORMULA>
C12H16O4

> <MOLECULAR_WEIGHT>
224.253

> <EXACT_MASS>
224.104859

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
23.725180100931045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydro-4H-chromen-4-one

> <ALOGPS_LOGP>
0.28

> <JCHEM_LOGP>
0.38567767100000017

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.932423888258903

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.980631443162828

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8556987049056444

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
60.1544

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydrochromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030680
     RDKit          3D
Diplosporin
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.1894   -0.1806    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620   -0.8484    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.2210    0.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6490    1.0694   -0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8764    0.3212   -1.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926    0.1446   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5255    0.3231   -1.9559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7494    0.1818   -1.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.1676   -0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3547   -0.3425    0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199   -0.1187   -0.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9088   -0.3625    0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.6843    1.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200   -0.2046    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5246   -0.4135    1.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    0.0374    2.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2133    0.7992    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265   -0.0322   -0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9807   -0.8507    0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9625   -1.4002    1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393   -1.4846   -0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2071    0.8902    1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166    1.9444   -0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415    1.3659   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141   -0.6895   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8736    0.9012   -2.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6271    0.3266   -2.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250   -1.3816    0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670    0.3307    1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3143    0.8174   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -1.5293    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    1.0169    2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15  3  1  0
 14  6  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  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      -0.076  -4.619   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.308  -3.849   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.308  -2.309   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.694  -1.539   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.694   0.001   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.308   0.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.308   2.309   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.076   3.079   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.308   2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.694   3.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.694   4.619   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.308  -2.309   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.076  -1.539   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.076   0.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.308   0.769   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.694   0.153   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13    3   12   14                                                  
CONECT   14    6   13   15                                                  
CONECT   15    9   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0030680
HETATM    1  C1  UNL     1       4.189  -0.181   0.108  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.862  -0.848   0.396  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.788   0.221   0.600  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.649   1.069  -0.626  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.876   0.321  -1.713  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.493   0.145  -1.172  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.526   0.323  -1.956  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.749   0.182  -1.535  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.978  -0.168  -0.222  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.355  -0.343   0.312  1.00  0.00           C  
HETATM   11  O2  UNL     1      -5.320  -0.119  -0.638  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.909  -0.363   0.628  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.117  -0.684   1.838  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.620  -0.205   0.150  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.525  -0.414   1.061  1.00  0.00           C  
HETATM   16  O4  UNL     1       0.205   0.037   2.349  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.213   0.799   0.633  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.326  -0.032  -0.975  1.00  0.00           H  
HETATM   19  H3  UNL     1       4.981  -0.851   0.464  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.963  -1.400   1.353  1.00  0.00           H  
HETATM   21  H5  UNL     1       2.539  -1.485  -0.444  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.207   0.890   1.406  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.017   1.944  -0.361  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.642   1.366  -0.981  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.314  -0.690  -1.886  1.00  0.00           H  
HETATM   26  H10 UNL     1       0.874   0.901  -2.640  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.627   0.327  -2.175  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.425  -1.382   0.691  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.467   0.331   1.183  1.00  0.00           H  
HETATM   30  H14 UNL     1      -5.314   0.817  -0.945  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.666  -1.529   1.168  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.064   1.017   2.300  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   15   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   14   14
CONECT    7    8
CONECT    8    9    9   27
CONECT    9   10   12
CONECT   10   11   28   29
CONECT   11   30
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   31
CONECT   16   32
END

HMDB0030680
     RDKit          3D
Diplosporin
 32 33  0  0  0  0  0  0  0  0999 V2000
    4.1894   -0.1806    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620   -0.8484    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876    0.2210    0.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6490    1.0694   -0.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8764    0.3212   -1.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4926    0.1446   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5255    0.3231   -1.9559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7494    0.1818   -1.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775   -0.1676   -0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3547   -0.3425    0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199   -0.1187   -0.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9088   -0.3625    0.6278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -0.6843    1.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200   -0.2046    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5246   -0.4135    1.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    0.0374    2.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2133    0.7992    0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3265   -0.0322   -0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9807   -0.8507    0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9625   -1.4002    1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393   -1.4846   -0.4444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2071    0.8902    1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166    1.9444   -0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415    1.3659   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141   -0.6895   -1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8736    0.9012   -2.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6271    0.3266   -2.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4250   -1.3816    0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670    0.3307    1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3143    0.8174   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -1.5293    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    1.0169    2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15  3  1  0
 14  6  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 15 31  1  0
 16 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(5S,6X)-6-Ethyl-5-hydroxy-3-hydroxymethyl-5,6,7,8-tetrahydrobenzo[b]pyran-4-one	HMDB
6-Ethyl-5,6,7,8-tetrahydro-5-hydroxy-3-(hydroxymethyl)-4H-1-benzopyran-4-one, 9ci	HMDB
Diplodiol	HMDB
trans-6-Ethyl-5-hydroxy-3-hydroxymethyl-5,6,7,8-tetrahydrochromone	HMDB

Chemical Formula

C₁₂H₁₆O₄

Average Molecular Weight

224.253

Monoisotopic Molecular Weight

224.104859

IUPAC Name

6-ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydro-4H-chromen-4-one

Traditional Name

6-ethyl-5-hydroxy-3-(hydroxymethyl)-5,6,7,8-tetrahydrochromen-4-one

CAS Registry Number

69199-05-9

SMILES

CCC1CCC2=C(C1O)C(=O)C(CO)=CO2

InChI Identifier

InChI=1S/C12H16O4/c1-2-7-3-4-9-10(11(7)14)12(15)8(5-13)6-16-9/h6-7,11,13-14H,2-5H2,1H3

InChI Key

BFQQKLXDPGTJKC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

Pyranone
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030680)
Cytoplasm (HMDB: HMDB0030680)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	82.5 - 84 °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	3.74 g/L	ALOGPS
logP	0.28	ALOGPS
logP	0.39	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	13.98	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.15 m³·mol⁻¹	ChemAxon
Polarizability	23.73 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]+	154.016	31661259
DarkChem	[M-H]-	151.929	31661259
DeepCCS	[M+H]+	152.538	30932474
DeepCCS	[M-H]-	150.123	30932474
DeepCCS	[M-2H]-	184.962	30932474
DeepCCS	[M+Na]+	160.891	30932474
AllCCS	[M+H]+	151.1	32859911
AllCCS	[M+H-H2O]+	147.2	32859911
AllCCS	[M+NH4]+	154.8	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	153.9	32859911
AllCCS	[M+Na-2H]-	154.1	32859911
AllCCS	[M+HCOO]-	154.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diplosporin	CCC1CCC2=C(C1O)C(=O)C(CO)=CO2	2903.0	Standard polar	33892256
Diplosporin	CCC1CCC2=C(C1O)C(=O)C(CO)=CO2	2022.7	Standard non polar	33892256
Diplosporin	CCC1CCC2=C(C1O)C(=O)C(CO)=CO2	2127.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diplosporin,1TMS,isomer #1	CCC1CCC2=C(C(=O)C(CO)=CO2)C1O[Si](C)(C)C	2066.0	Semi standard non polar	33892256
Diplosporin,1TMS,isomer #2	CCC1CCC2=C(C(=O)C(CO[Si](C)(C)C)=CO2)C1O	2142.9	Semi standard non polar	33892256
Diplosporin,2TMS,isomer #1	CCC1CCC2=C(C(=O)C(CO[Si](C)(C)C)=CO2)C1O[Si](C)(C)C	2100.1	Semi standard non polar	33892256
Diplosporin,1TBDMS,isomer #1	CCC1CCC2=C(C(=O)C(CO)=CO2)C1O[Si](C)(C)C(C)(C)C	2332.4	Semi standard non polar	33892256
Diplosporin,1TBDMS,isomer #2	CCC1CCC2=C(C(=O)C(CO[Si](C)(C)C(C)(C)C)=CO2)C1O	2401.8	Semi standard non polar	33892256
Diplosporin,2TBDMS,isomer #1	CCC1CCC2=C(C(=O)C(CO[Si](C)(C)C(C)(C)C)=CO2)C1O[Si](C)(C)C(C)(C)C	2578.0	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 - Diplosporin GC-MS (Non-derivatized) - 70eV, Positive	splash10-054p-3930000000-8c6a2beae4a48b4b64d1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diplosporin GC-MS (2 TMS) - 70eV, Positive	splash10-0fi0-8479000000-aa0c870bc08d54ae44c2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diplosporin 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 - Diplosporin 10V, Positive-QTOF	splash10-0a6r-0390000000-1bb1de37c70bccd57e21	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 20V, Positive-QTOF	splash10-0a4r-5960000000-764866caa441e7f1d68e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 40V, Positive-QTOF	splash10-0zg0-9800000000-81ce6fc4e7efb61d1696	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 10V, Negative-QTOF	splash10-00di-0290000000-be1e6669da5e485eb6f5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 20V, Negative-QTOF	splash10-002f-0920000000-d4f31c7ed71b1f49cbb7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 40V, Negative-QTOF	splash10-0fyt-4900000000-5a63c2ef53e887a5bdfe	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 10V, Negative-QTOF	splash10-00di-0090000000-2cda259b7fc3f9ccffb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 20V, Negative-QTOF	splash10-00di-1590000000-88dbfafa523c665e4122	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 40V, Negative-QTOF	splash10-05fs-9810000000-c24542c68e27e1116fe9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 10V, Positive-QTOF	splash10-004i-0090000000-ab8983f3efe4ba8e9388	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 20V, Positive-QTOF	splash10-004i-1690000000-424b32db727753d66f4a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diplosporin 40V, Positive-QTOF	splash10-0avi-6910000000-59071c93c73564ef4f6e	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

FDB020101

KNApSAcK ID

C00024012

Chemspider ID

28583680

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14208867

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 Diplosporin (HMDB0030680)

MOL for HMDB0030680 (Diplosporin)

3D MOL for HMDB0030680 (Diplosporin)

3D SDF for HMDB0030680 (Diplosporin)

3D-SDF for HMDB0030680 (Diplosporin)

PDB for HMDB0030680 (Diplosporin)

3D PDB for HMDB0030680 (Diplosporin)

SMILES for HMDB0030680 (Diplosporin)

INCHI for HMDB0030680 (Diplosporin)

Structure for HMDB0030680 (Diplosporin)

3D Structure for HMDB0030680 (Diplosporin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra