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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:07:07 UTC

Update Date

2022-03-07 02:54:45 UTC

HMDB ID

HMDB0036050

Secondary Accession Numbers

HMDB36050

Metabolite Identification

Common Name

Anhydromarasmone

Description

Anhydromarasmone 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. Anhydromarasmone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, anhydromarasmone has been detected, but not quantified in, mushrooms. This could make anhydromarasmone a potential biomarker for the consumption of these foods.

Structure

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

HMDB0036050
     RDKit          3D
Anhydromarasmone
 35 38  0  0  0  0  0  0  0  0999 V2000
   -2.6137   -0.6730   -0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.2128    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -1.0514    1.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755    1.1651    0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396    2.1827    0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3752    1.8958   -0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    2.5779   -1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303    0.7895    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892    1.2797    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082    1.2378    2.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2301    1.8392    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7924    1.3085   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601    0.3967    0.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6907   -0.6782   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060   -0.8428   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534   -1.8310   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967   -1.5050   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4337   -0.4151    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740    0.5447   -0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1788   -0.1816   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606   -0.3154   -0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -1.7727   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220   -0.4169    2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6943   -1.8116    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3598   -1.6046    1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    1.3364    1.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9873    3.2044    0.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189    2.0951   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642   -0.4691   -1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1686   -1.5385    0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7364   -2.8418   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256   -2.4208   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769   -1.1819   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0675   -0.8818    1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5844    0.7925   -1.7602 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END


  Mrv0541 05061308522D          

 19 22  0  0  0  0            999 V2000
    0.9766    1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8301    2.0006    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
    1.3511    0.4170    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
    2.4557   -0.2995    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
    3.0766   -0.5844    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
    2.2622   -0.9971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7197   -1.3001    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
    3.8770   -0.8526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  8  3  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  8  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  6  1  0  0  0  0
 14  9  1  0  0  0  0
 15  9  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 10  2  0  0  0  0
 17 13  2  0  0  0  0
 18  7  1  0  0  0  0
 18 12  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036050

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O4/c1-14(2)6-5-10(16)15-9(14)4-3-8-7-18-12(11(8)15)19-13(15)17/h3,5-6,9,11-12H,4,7H2,1-2H3

> <INCHI_KEY>
CJZUKWREGMGONS-UHFFFAOYSA-N

> <FORMULA>
C15H16O4

> <MOLECULAR_WEIGHT>
260.2851

> <EXACT_MASS>
260.104859

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.024111842962302

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadeca-3,8-diene-2,14-dione

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
1.952770364

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.304407545014912

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
68.7619

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadeca-3,8-diene-2,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036050
     RDKit          3D
Anhydromarasmone
 35 38  0  0  0  0  0  0  0  0999 V2000
   -2.6137   -0.6730   -0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.2128    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -1.0514    1.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755    1.1651    0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396    2.1827    0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3752    1.8958   -0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    2.5779   -1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303    0.7895    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892    1.2797    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082    1.2378    2.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2301    1.8392    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7924    1.3085   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601    0.3967    0.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6907   -0.6782   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060   -0.8428   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534   -1.8310   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967   -1.5050   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4337   -0.4151    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740    0.5447   -0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1788   -0.1816   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606   -0.3154   -0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -1.7727   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220   -0.4169    2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6943   -1.8116    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3598   -1.6046    1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    1.3364    1.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9873    3.2044    0.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189    2.0951   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642   -0.4691   -1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1686   -1.5385    0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7364   -2.8418   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256   -2.4208   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769   -1.1819   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0675   -0.8818    1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5844    0.7925   -1.7602 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  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       1.823   2.777   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.416   3.734   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       2.522   0.778   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.445   1.592   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.948   1.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.870   2.045   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.584  -0.559   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       5.743  -1.091   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       4.223  -1.861   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.077  -2.427   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       9.562   0.057   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       7.237  -1.592   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    6   10                                                       
CONECT    6    5   14                                                       
CONECT    7    8   18                                                       
CONECT    8    3    7   11                                                  
CONECT    9    4   14   15                                                  
CONECT   10    5   15   16                                                  
CONECT   11    8   12   15                                                  
CONECT   12   11   18   19                                                  
CONECT   13   15   17   19                                                  
CONECT   14    1    2    6    9                                             
CONECT   15    9   10   11   13                                             
CONECT   16   10                                                            
CONECT   17   13                                                            
CONECT   18    7   12                                                       
CONECT   19   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

COMPND    HMDB0036050
HETATM    1  C1  UNL     1      -2.614  -0.673  -0.924  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.889  -0.213   0.338  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.458  -1.051   1.495  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.376   1.165   0.574  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.640   2.183   0.171  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.375   1.896  -0.489  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.039   2.578  -1.487  1.00  0.00           O  
HETATM    8  C7  UNL     1       0.430   0.789   0.094  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.989   1.280   1.405  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.508   1.238   2.554  1.00  0.00           O  
HETATM   11  O3  UNL     1       2.230   1.839   1.146  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.792   1.309  -0.035  1.00  0.00           C  
HETATM   13  O4  UNL     1       3.760   0.397   0.364  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.691  -0.678  -0.516  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.206  -0.843  -0.612  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.353  -1.831  -0.648  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.097  -1.505  -0.752  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.434  -0.415   0.286  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.674   0.545  -0.680  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.179  -0.182  -1.801  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.661  -0.315  -0.826  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.668  -1.773  -0.989  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.622  -0.417   2.390  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.694  -1.812   1.811  1.00  0.00           H  
HETATM   25  H6  UNL     1      -3.360  -1.605   1.181  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.346   1.336   1.084  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.987   3.204   0.331  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.219   2.095  -0.699  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.164  -0.469  -1.474  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.169  -1.539   0.001  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.736  -2.842  -0.600  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.626  -2.421  -0.415  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.377  -1.182  -1.769  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.067  -0.882   1.252  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.584   0.793  -1.760  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   18
CONECT    3   23   24   25
CONECT    4    5    5   26
CONECT    5    6   27
CONECT    6    7    7    8
CONECT    8    9   18   19
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   19   28
CONECT   13   14
CONECT   14   15   29   30
CONECT   15   16   16   19
CONECT   16   17   31
CONECT   17   18   32   33
CONECT   18   34
CONECT   19   35
END

HMDB0036050
     RDKit          3D
Anhydromarasmone
 35 38  0  0  0  0  0  0  0  0999 V2000
   -2.6137   -0.6730   -0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -0.2128    0.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4577   -1.0514    1.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3755    1.1651    0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396    2.1827    0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3752    1.8958   -0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    2.5779   -1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4303    0.7895    0.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892    1.2797    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082    1.2378    2.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2301    1.8392    1.1464 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7924    1.3085   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7601    0.3967    0.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6907   -0.6782   -0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060   -0.8428   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534   -1.8310   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967   -1.5050   -0.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4337   -0.4151    0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6740    0.5447   -0.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1788   -0.1816   -1.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6606   -0.3154   -0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -1.7727   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220   -0.4169    2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6943   -1.8116    1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3598   -1.6046    1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    1.3364    1.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9873    3.2044    0.3310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189    2.0951   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1642   -0.4691   -1.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1686   -1.5385    0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7364   -2.8418   -0.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256   -2.4208   -0.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769   -1.1819   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0675   -0.8818    1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5844    0.7925   -1.7602 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  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 18  2  1  0
 18  8  1  0
 19  8  1  0
 19 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  0
 12 28  1  0
 14 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,5-Diamino-1,8-dihydroxyanthraquinone	HMDB

Chemical Formula

C₁₅H₁₆O₄

Average Molecular Weight

260.2851

Monoisotopic Molecular Weight

260.104859

IUPAC Name

5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadeca-3,8-diene-2,14-dione

Traditional Name

5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadeca-3,8-diene-2,14-dione

CAS Registry Number

122458-06-4

SMILES

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

InChI Identifier

InChI=1S/C15H16O4/c1-14(2)6-5-10(16)15-9(14)4-3-8-7-18-12(11(8)15)19-13(15)17/h3,5-6,9,11-12H,4,7H2,1-2H3

InChI Key

CJZUKWREGMGONS-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: HMDB0036050)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036050)

Source

Endogenous

Endogenous (HMDB: HMDB0036050)

Plant

Plant (HMDB: HMDB0036050)

Exogenous

Food

Food (HMDB: HMDB0036050)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036050)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036050)

Nutrient

Nutrient (HMDB: HMDB0036050)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036050)

Emulsifier (HMDB: HMDB0036050)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	194 - 196 °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	1.68 g/L	ALOGPS
logP	1.26	ALOGPS
logP	1.95	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-4.3	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	0	ChemAxon
Refractivity	68.76 m³·mol⁻¹	ChemAxon
Polarizability	26.02 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]+	162.134	31661259
DarkChem	[M-H]-	155.311	31661259
DeepCCS	[M-2H]-	193.993	30932474
DeepCCS	[M+Na]+	169.559	30932474
AllCCS	[M+H]+	157.3	32859911
AllCCS	[M+H-H2O]+	153.5	32859911
AllCCS	[M+NH4]+	160.7	32859911
AllCCS	[M+Na]+	161.7	32859911
AllCCS	[M-H]-	164.4	32859911
AllCCS	[M+Na-2H]-	163.9	32859911
AllCCS	[M+HCOO]-	163.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Anhydromarasmone	CC1(C)C=CC(=O)C23C4C(OCC4=CCC12)OC3=O	3193.1	Standard polar	33892256
Anhydromarasmone	CC1(C)C=CC(=O)C23C4C(OCC4=CCC12)OC3=O	2074.7	Standard non polar	33892256
Anhydromarasmone	CC1(C)C=CC(=O)C23C4C(OCC4=CCC12)OC3=O	2193.6	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 - Anhydromarasmone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gba-9050000000-ee32f2bbd664a25088be	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anhydromarasmone 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 - Anhydromarasmone 10V, Positive-QTOF	splash10-03di-0090000000-f9b0b3736ad15e664ef1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 20V, Positive-QTOF	splash10-03di-1190000000-d3a688f9a2cac96a391d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 40V, Positive-QTOF	splash10-02t9-9850000000-0e951f0238388f7d2bfc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 10V, Negative-QTOF	splash10-0a4i-0090000000-7985fbc490e64228a4a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 20V, Negative-QTOF	splash10-0a4i-0090000000-b7656d252338f795d805	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 40V, Negative-QTOF	splash10-01rj-1890000000-39eabc641eca25b7216b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 10V, Positive-QTOF	splash10-03di-0090000000-6dd7cd04924c642fa423	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 20V, Positive-QTOF	splash10-03di-0190000000-2c5bafe0482add8ea095	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 40V, Positive-QTOF	splash10-02t9-9760000000-ec7f318590acf02eb1ca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 10V, Negative-QTOF	splash10-0a4i-0090000000-07597ad49430bb51c246	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 20V, Negative-QTOF	splash10-0a4i-0090000000-d767e3e953cd5f1f0ed8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anhydromarasmone 40V, Negative-QTOF	splash10-03di-0690000000-777a01ac4b24768615b9	2021-09-23	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

FDB014872

KNApSAcK ID

C00020317

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

14433033

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 Anhydromarasmone (HMDB0036050)

MOL for HMDB0036050 (Anhydromarasmone)

3D MOL for HMDB0036050 (Anhydromarasmone)

3D SDF for HMDB0036050 (Anhydromarasmone)

3D-SDF for HMDB0036050 (Anhydromarasmone)

PDB for HMDB0036050 (Anhydromarasmone)

3D PDB for HMDB0036050 (Anhydromarasmone)

SMILES for HMDB0036050 (Anhydromarasmone)

INCHI for HMDB0036050 (Anhydromarasmone)

Structure for HMDB0036050 (Anhydromarasmone)

3D Structure for HMDB0036050 (Anhydromarasmone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra