Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:07:11 UTC

Update Date

2022-03-07 02:54:45 UTC

HMDB ID

HMDB0036051

Secondary Accession Numbers

HMDB36051

Metabolite Identification

Common Name

Dihydromarasmone

Description

Dihydromarasmone belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Dihydromarasmone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, dihydromarasmone has been detected, but not quantified in, mushrooms. This could make dihydromarasmone a potential biomarker for the consumption of these foods.

Structure

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

HMDB0036051
     RDKit          3D
Dihydromarasmone
 40 43  0  0  0  0  0  0  0  0999 V2000
   -2.5018    1.6403   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    0.5456    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8529    0.6596    2.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.7666   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -0.4688   -1.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1775   -1.8602   -0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -1.4834   -0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -0.9662   -1.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032   -0.4159    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.2635    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2030   -1.4663    2.5602 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404   -2.0387    1.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -1.1327    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -1.2782   -0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4240    0.0494   -1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961    0.8272   -0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878    1.8565   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4242    2.0189    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    0.6778    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    0.0833    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4831    1.2173   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0141    2.0312   -0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    2.4361    0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2632   -0.2807    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9403    1.0232    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6320    1.4330    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887   -1.1058    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0410   -1.2422   -1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337   -2.6253   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540   -2.3699    0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921   -2.4034   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -1.6344   -2.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6528   -1.0455    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775    0.3792   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5672   -0.0060   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.4853   -1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651    2.8456   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527    2.2951    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    0.6586   -1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    0.6905    1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 19  2  1  0
 19  9  1  0
 20  9  1  0
 20 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END


  Mrv0541 05061308522D          

 20 23  0  0  0  0            999 V2000
    1.8248    2.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9928    1.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663    1.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417    1.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7428   -0.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0597    0.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2581    1.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087    1.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    0.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6030   -0.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8251    0.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3592   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0471   -0.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    1.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0004    0.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    0.4077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1346   -0.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7074   -1.0915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1223    0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8181   -0.7642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  7  3  2  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  5  1  0  0  0  0
 11  7  1  0  0  0  0
 12 11  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 18 13  2  0  0  0  0
 19  6  1  0  0  0  0
 19 12  1  0  0  0  0
 20 12  1  0  0  0  0
 20 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036051

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O5/c1-14(2)8-4-3-7-6-19-12-11(7)15(8,13(18)20-12)10(17)5-9(14)16/h3,8-12,16-17H,4-6H2,1-2H3

> <INCHI_KEY>
OWJATCNSNAVKNO-UHFFFAOYSA-N

> <FORMULA>
C15H20O5

> <MOLECULAR_WEIGHT>
280.3163

> <EXACT_MASS>
280.13107375

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
28.23700781043494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dihydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
0.08781409566666577

> <ALOGPS_LOGS>
-1.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.904057965807855

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.153056561954124

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9633792808364134

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
69.9628

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036051
     RDKit          3D
Dihydromarasmone
 40 43  0  0  0  0  0  0  0  0999 V2000
   -2.5018    1.6403   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    0.5456    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8529    0.6596    2.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.7666   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -0.4688   -1.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1775   -1.8602   -0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -1.4834   -0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -0.9662   -1.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032   -0.4159    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.2635    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2030   -1.4663    2.5602 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404   -2.0387    1.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -1.1327    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -1.2782   -0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4240    0.0494   -1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961    0.8272   -0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878    1.8565   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4242    2.0189    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    0.6778    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    0.0833    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4831    1.2173   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0141    2.0312   -0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    2.4361    0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2632   -0.2807    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9403    1.0232    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6320    1.4330    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887   -1.1058    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0410   -1.2422   -1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337   -2.6253   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540   -2.3699    0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921   -2.4034   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -1.6344   -2.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6528   -1.0455    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775    0.3792   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5672   -0.0060   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.4853   -1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651    2.8456   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527    2.2951    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    0.6586   -1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    0.6905    1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 19  2  1  0
 19  9  1  0
 20  9  1  0
 20 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  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       3.406   3.738   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.853   2.799   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.217   3.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.678   3.356   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.253  -0.577   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.445   1.592   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.948   1.956   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.870   2.045   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.522   0.778   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.859  -0.504   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.140   0.645   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.137  -0.529   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.688  -0.981   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.330   2.089   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.601   0.690   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.890   0.761   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.985  -1.848   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.054  -2.037   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.562   0.057   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.127  -1.427   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    9   10                                                       
CONECT    6    7   19                                                       
CONECT    7    3    6   11                                                  
CONECT    8    4   14   15                                                  
CONECT    9    5   14   16                                                  
CONECT   10    5   15   17                                                  
CONECT   11    7   12   15                                                  
CONECT   12   11   19   20                                                  
CONECT   13   15   18   20                                                  
CONECT   14    1    2    8    9                                             
CONECT   15    8   10   11   13                                             
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   13                                                            
CONECT   19    6   12                                                       
CONECT   20   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

COMPND    HMDB0036051
HETATM    1  C1  UNL     1      -2.502   1.640  -0.088  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.643   0.546   0.571  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.853   0.660   2.025  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.144  -0.767  -0.033  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.609  -0.469  -1.335  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.177  -1.860  -0.166  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.220  -1.483  -0.701  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.047  -0.966  -1.958  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.603  -0.416   0.304  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.715  -1.263   1.473  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.203  -1.466   2.560  1.00  0.00           O  
HETATM   12  O4  UNL     1       1.840  -2.039   1.006  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.805  -1.133   0.490  1.00  0.00           C  
HETATM   14  O5  UNL     1       3.214  -1.278  -0.798  1.00  0.00           O  
HETATM   15  C10 UNL     1       3.424   0.049  -1.313  1.00  0.00           C  
HETATM   16  C11 UNL     1       2.296   0.827  -0.837  1.00  0.00           C  
HETATM   17  C12 UNL     1       1.488   1.857  -1.005  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.424   2.019   0.049  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.286   0.678   0.041  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.976   0.083   0.404  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.483   1.217  -0.419  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.014   2.031  -0.988  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.756   2.436   0.645  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.263  -0.281   2.448  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.940   1.023   2.567  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.632   1.433   2.306  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.989  -1.106   0.557  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.041  -1.242  -1.747  1.00  0.00           H  
HETATM   29  H9  UNL     1      -1.634  -2.625  -0.828  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.054  -2.370   0.818  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.792  -2.403  -0.637  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.380  -1.634  -2.539  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.653  -1.046   1.213  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.377   0.379  -0.851  1.00  0.00           H  
HETATM   35  H15 UNL     1       3.567  -0.006  -2.388  1.00  0.00           H  
HETATM   36  H16 UNL     1       1.642   2.485  -1.855  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.265   2.846  -0.241  1.00  0.00           H  
HETATM   38  H18 UNL     1       0.853   2.295   1.019  1.00  0.00           H  
HETATM   39  H19 UNL     1      -0.530   0.659  -1.090  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.054   0.691   1.319  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   19
CONECT    3   24   25   26
CONECT    4    5    6   27
CONECT    5   28
CONECT    6    7   29   30
CONECT    7    8    9   31
CONECT    8   32
CONECT    9   10   19   20
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   20   33
CONECT   14   15
CONECT   15   16   34   35
CONECT   16   17   17   20
CONECT   17   18   36
CONECT   18   19   37   38
CONECT   19   39
CONECT   20   40
END

HMDB0036051
     RDKit          3D
Dihydromarasmone
 40 43  0  0  0  0  0  0  0  0999 V2000
   -2.5018    1.6403   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    0.5456    0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8529    0.6596    2.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.7666   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085   -0.4688   -1.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1775   -1.8602   -0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2199   -1.4834   -0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -0.9662   -1.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6032   -0.4159    0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -1.2635    1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2030   -1.4663    2.5602 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8404   -2.0387    1.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -1.1327    0.4904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -1.2782   -0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4240    0.0494   -1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961    0.8272   -0.8373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878    1.8565   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4242    2.0189    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    0.6778    0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    0.0833    0.4041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4831    1.2173   -0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0141    2.0312   -0.9882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    2.4361    0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2632   -0.2807    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9403    1.0232    2.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6320    1.4330    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887   -1.1058    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0410   -1.2422   -1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337   -2.6253   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0540   -2.3699    0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7921   -2.4034   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -1.6344   -2.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6528   -1.0455    1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3775    0.3792   -0.8508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5672   -0.0060   -2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.4853   -1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2651    2.8456   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527    2.2951    1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304    0.6586   -1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540    0.6905    1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 16 20  1  0
 19  2  1  0
 19  9  1  0
 20  9  1  0
 20 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₅

Average Molecular Weight

280.3163

Monoisotopic Molecular Weight

280.13107375

IUPAC Name

2,4-dihydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one

Traditional Name

2,4-dihydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-en-14-one

CAS Registry Number

122458-07-5

SMILES

CC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O

InChI Identifier

InChI=1S/C15H20O5/c1-14(2)8-4-3-7-6-19-12-11(7)15(8,13(18)20-12)10(17)5-9(14)16/h3,8-12,16-17H,4-6H2,1-2H3

InChI Key

OWJATCNSNAVKNO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furofurans

Sub Class

Not Available

Direct Parent

Furofurans

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036051)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036051)

Source

Endogenous

Endogenous (HMDB: HMDB0036051)

Plant

Plant (HMDB: HMDB0036051)

Exogenous

Food

Food (HMDB: HMDB0036051)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036051)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036051)

Nutrient

Nutrient (HMDB: HMDB0036051)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036051)

Emulsifier (HMDB: HMDB0036051)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	164 - 165 °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	16.9 g/L	ALOGPS
logP	0.6	ALOGPS
logP	0.088	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	14.15	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	69.96 m³·mol⁻¹	ChemAxon
Polarizability	28.24 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	163.982	31661259
DarkChem	[M-H]-	159.075	31661259
DeepCCS	[M-2H]-	199.24	30932474
DeepCCS	[M+Na]+	174.806	30932474
AllCCS	[M+H]+	164.4	32859911
AllCCS	[M+H-H2O]+	161.0	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.5	32859911
AllCCS	[M-H]-	169.1	32859911
AllCCS	[M+Na-2H]-	168.7	32859911
AllCCS	[M+HCOO]-	168.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydromarasmone	CC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O	3422.3	Standard polar	33892256
Dihydromarasmone	CC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O	2337.3	Standard non polar	33892256
Dihydromarasmone	CC1(C)C(O)CC(O)C23C4C(OCC4=CCC12)OC3=O	2503.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydromarasmone,1TMS,isomer #1	CC1(C)C(O[Si](C)(C)C)CC(O)C23C(=O)OC4OCC(=CCC12)C43	2388.6	Semi standard non polar	33892256
Dihydromarasmone,1TMS,isomer #2	CC1(C)C(O)CC(O[Si](C)(C)C)C23C(=O)OC4OCC(=CCC12)C43	2400.6	Semi standard non polar	33892256
Dihydromarasmone,2TMS,isomer #1	CC1(C)C(O[Si](C)(C)C)CC(O[Si](C)(C)C)C23C(=O)OC4OCC(=CCC12)C43	2429.6	Semi standard non polar	33892256
Dihydromarasmone,1TBDMS,isomer #1	CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(O)C23C(=O)OC4OCC(=CCC12)C43	2626.0	Semi standard non polar	33892256
Dihydromarasmone,1TBDMS,isomer #2	CC1(C)C(O)CC(O[Si](C)(C)C(C)(C)C)C23C(=O)OC4OCC(=CCC12)C43	2635.2	Semi standard non polar	33892256
Dihydromarasmone,2TBDMS,isomer #1	CC1(C)C(O[Si](C)(C)C(C)(C)C)CC(O[Si](C)(C)C(C)(C)C)C23C(=O)OC4OCC(=CCC12)C43	2863.2	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 - Dihydromarasmone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w93-6190000000-b10d6b79bae96b84e1be	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydromarasmone GC-MS (2 TMS) - 70eV, Positive	splash10-06g0-7219200000-c55afd379e7b35fc509b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydromarasmone 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 - Dihydromarasmone 10V, Negative-QTOF	splash10-004i-0090000000-a668e455739baac951da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 20V, Negative-QTOF	splash10-01t9-0090000000-697f48333b3d8b32db2e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 40V, Negative-QTOF	splash10-0zg0-0390000000-f7019c1d09ee70647dc3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 10V, Negative-QTOF	splash10-004i-0090000000-48f5e9ec9dacb4aa8b83	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 20V, Negative-QTOF	splash10-004i-0090000000-a60683775aa606196b7e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 40V, Negative-QTOF	splash10-0ims-1190000000-62beec3b30edf8cc0601	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 10V, Positive-QTOF	splash10-03e9-0090000000-512b3d94742bcc46201a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 20V, Positive-QTOF	splash10-03xs-0090000000-2a91d33033b4f76591a8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 40V, Positive-QTOF	splash10-0002-3290000000-c5e1c86a7d017b50bd24	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 10V, Positive-QTOF	splash10-001i-0090000000-a3dd3371b2d83837a637	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 20V, Positive-QTOF	splash10-001i-0090000000-0e7cd680c946fb131ec4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydromarasmone 40V, Positive-QTOF	splash10-017j-6590000000-287b5886b40a567f82a7	2021-09-24	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
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

FDB014873

KNApSAcK ID

C00020318

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14433036

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 Dihydromarasmone (HMDB0036051)

MOL for HMDB0036051 (Dihydromarasmone)

3D MOL for HMDB0036051 (Dihydromarasmone)

3D SDF for HMDB0036051 (Dihydromarasmone)

3D-SDF for HMDB0036051 (Dihydromarasmone)

PDB for HMDB0036051 (Dihydromarasmone)

3D PDB for HMDB0036051 (Dihydromarasmone)

SMILES for HMDB0036051 (Dihydromarasmone)

INCHI for HMDB0036051 (Dihydromarasmone)

Structure for HMDB0036051 (Dihydromarasmone)

3D Structure for HMDB0036051 (Dihydromarasmone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra