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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:06:29 UTC

Update Date

2022-03-07 02:54:45 UTC

HMDB ID

HMDB0036040

Secondary Accession Numbers

HMDB36040

Metabolite Identification

Common Name

Marasmen-3-one

Description

Marasmen-3-one 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. Marasmen-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, marasmen-3-one has been detected, but not quantified in, mushrooms. This could make marasmen-3-one a potential biomarker for the consumption of these foods.

Structure

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

HMDB0036040
     RDKit          3D
Marasmen-3-one
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.5798   -0.3462   -1.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768    0.3089   -0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    1.4775    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100   -0.7218    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9556   -0.9990    1.5678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -1.4253    1.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -1.3579    0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013   -0.3095   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -0.9529   -1.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7565   -1.5864   -1.7438 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038   -0.6035   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4504   -0.9769   -0.2480 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974    0.0601    0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411    0.6103    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909    1.1498    1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277    1.5552    0.9265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5584    0.7679   -0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7451    0.4474   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702    0.0714   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4883   -1.4591   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838   -0.1523   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082    1.1804    0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5422    2.3353   -0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503    1.7197    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4422   -1.0352    2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0041   -2.4961    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -1.2792    1.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5696   -2.3704    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256   -1.7801   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5940   -0.2728   -2.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998   -0.2337   -2.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.3676    1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413    0.8248    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931    1.2984    2.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1195    2.6505    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8631    1.4538    1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5938    1.4508   -1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6043    1.3640   -1.2263 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 14 18  1  0
 17  2  1  0
 17  8  1  0
 18  8  1  0
 18 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
M  END


  Mrv0541 05061308512D          

 18 21  0  0  0  0            999 V2000
    1.9507    1.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0173    1.4237    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
    2.4557   -0.2995    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
    2.7230   -0.4076    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
    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
    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
    0.5265    0.4408    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
    3.3761   -0.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  9  3  2  0  0  0  0
  9  7  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 11  2  0  0  0  0
 17  7  1  0  0  0  0
 17 13  1  0  0  0  0
 18  8  1  0  0  0  0
 18 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036040

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C2CC=C3COC4OCC2(CCC1=O)C34

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-14(2)10-4-3-9-7-17-13-12(9)15(10,8-18-13)6-5-11(14)16/h3,10,12-13H,4-8H2,1-2H3

> <INCHI_KEY>
WLRHPKXUDFBEPM-UHFFFAOYSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.3175

> <EXACT_MASS>
248.141244506

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
26.529096686088977

> <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]pentadec-8-en-4-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
1.9797155663333326

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.688296769138482

> <JCHEM_PKA_STRONGEST_BASIC>
-4.036873773803386

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
67.7082

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.54e-01 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036040
     RDKit          3D
Marasmen-3-one
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.5798   -0.3462   -1.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768    0.3089   -0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    1.4775    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100   -0.7218    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9556   -0.9990    1.5678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -1.4253    1.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -1.3579    0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013   -0.3095   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -0.9529   -1.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7565   -1.5864   -1.7438 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038   -0.6035   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4504   -0.9769   -0.2480 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974    0.0601    0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411    0.6103    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909    1.1498    1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277    1.5552    0.9265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5584    0.7679   -0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7451    0.4474   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702    0.0714   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4883   -1.4591   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838   -0.1523   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082    1.1804    0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5422    2.3353   -0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503    1.7197    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4422   -1.0352    2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0041   -2.4961    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -1.2792    1.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5696   -2.3704    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256   -1.7801   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5940   -0.2728   -2.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998   -0.2337   -2.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.3676    1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413    0.8248    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931    1.2984    2.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1195    2.6505    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8631    1.4538    1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5938    1.4508   -1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6043    1.3640   -1.2263 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 14 18  1  0
 17  2  1  0
 17  8  1  0
 18  8  1  0
 18 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  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       3.641   3.597   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.899   2.658   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       4.584  -0.559   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       5.083  -0.761   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.948   1.956   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.870   2.045   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.522   0.778   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.140   0.645   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.137  -0.529   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       0.983   0.823   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.562   0.057   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.302  -1.701   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3    4    9                                                       
CONECT    4    3   10                                                       
CONECT    5    6   11                                                       
CONECT    6    5   15                                                       
CONECT    7    9   17                                                       
CONECT    8   15   18                                                       
CONECT    9    3    7   12                                                  
CONECT   10    4   14   15                                                  
CONECT   11    5   14   16                                                  
CONECT   12    9   13   15                                                  
CONECT   13   12   17   18                                                  
CONECT   14    1    2   10   11                                             
CONECT   15    6    8   10   12                                             
CONECT   16   11                                                            
CONECT   17    7   13                                                       
CONECT   18    8   13                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

COMPND    HMDB0036040
HETATM    1  C1  UNL     1      -2.580  -0.346  -1.284  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.977   0.309  -0.063  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.848   1.477   0.308  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.910  -0.722   1.004  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.956  -0.999   1.568  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.705  -1.425   1.431  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.455  -1.358   0.508  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.401  -0.310  -0.553  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.484  -0.953  -1.888  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.756  -1.586  -1.744  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.604  -0.603  -1.250  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.450  -0.977  -0.248  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.497   0.060   0.728  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.141   0.610   0.756  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.191   1.150   1.482  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.128   1.555   0.926  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.558   0.768  -0.301  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.745   0.447  -0.679  1.00  0.00           C  
HETATM   19  H1  UNL     1      -2.170   0.071  -2.228  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.488  -1.459  -1.255  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.684  -0.152  -1.334  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.908   1.180   0.059  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.542   2.335  -0.330  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.850   1.720   1.375  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.442  -1.035   2.460  1.00  0.00           H  
HETATM   26  H8  UNL     1      -1.004  -2.496   1.639  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.380  -1.279   1.156  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.570  -2.370   0.038  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.226  -1.780  -2.050  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.594  -0.273  -2.738  1.00  0.00           H  
HETATM   31  H13 UNL     1       3.200  -0.234  -2.143  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.845  -0.368   1.677  1.00  0.00           H  
HETATM   33  H15 UNL     1       4.241   0.825   0.428  1.00  0.00           H  
HETATM   34  H16 UNL     1       1.393   1.298   2.523  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.120   2.651   0.675  1.00  0.00           H  
HETATM   36  H18 UNL     1      -0.863   1.454   1.751  1.00  0.00           H  
HETATM   37  H19 UNL     1      -0.594   1.451  -1.178  1.00  0.00           H  
HETATM   38  H20 UNL     1       1.604   1.364  -1.226  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    4   17
CONECT    3   22   23   24
CONECT    4    5    5    6
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9   17   18
CONECT    9   10   29   30
CONECT   10   11
CONECT   11   12   18   31
CONECT   12   13
CONECT   13   14   32   33
CONECT   14   15   15   18
CONECT   15   16   34
CONECT   16   17   35   36
CONECT   17   37
CONECT   18   38
END

HMDB0036040
     RDKit          3D
Marasmen-3-one
 38 41  0  0  0  0  0  0  0  0999 V2000
   -2.5798   -0.3462   -1.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9768    0.3089   -0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    1.4775    0.3080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9100   -0.7218    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9556   -0.9990    1.5678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -1.4253    1.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -1.3579    0.5084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013   -0.3095   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839   -0.9529   -1.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7565   -1.5864   -1.7438 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038   -0.6035   -1.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4504   -0.9769   -0.2480 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4974    0.0601    0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1411    0.6103    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909    1.1498    1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277    1.5552    0.9265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5584    0.7679   -0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7451    0.4474   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702    0.0714   -2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4883   -1.4591   -1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838   -0.1523   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082    1.1804    0.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5422    2.3353   -0.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503    1.7197    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4422   -1.0352    2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0041   -2.4961    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -1.2792    1.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5696   -2.3704    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256   -1.7801   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5940   -0.2728   -2.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998   -0.2337   -2.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.3676    1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413    0.8248    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931    1.2984    2.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1195    2.6505    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8631    1.4538    1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5938    1.4508   -1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6043    1.3640   -1.2263 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 14 18  1  0
 17  2  1  0
 17  8  1  0
 18  8  1  0
 18 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₃

Average Molecular Weight

248.3175

Monoisotopic Molecular Weight

248.141244506

IUPAC Name

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

Traditional Name

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

CAS Registry Number

124894-87-7

SMILES

CC1(C)C2CC=C3COC4OCC2(CCC1=O)C34

InChI Identifier

InChI=1S/C15H20O3/c1-14(2)10-4-3-9-7-17-13-12(9)15(10,8-18-13)6-5-11(14)16/h3,10,12-13H,4-8H2,1-2H3

InChI Key

WLRHPKXUDFBEPM-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: HMDB0036040)

Cellular substructure

Extracellular (HMDB: HMDB0036040)
Membrane (HMDB: HMDB0036040)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036040)

Source

Endogenous

Endogenous (HMDB: HMDB0036040)

Plant

Plant (HMDB: HMDB0036040)

Exogenous

Food

Food (HMDB: HMDB0036040)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036040)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036040)

Nutrient

Nutrient (HMDB: HMDB0036040)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036040)

Emulsifier (HMDB: HMDB0036040)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	135 - 138 °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	0.45 g/L	ALOGPS
logP	2.52	ALOGPS
logP	1.98	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	19.69	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.71 m³·mol⁻¹	ChemAxon
Polarizability	26.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.666	31661259
DarkChem	[M-H]-	154.382	31661259
DeepCCS	[M-2H]-	193.393	30932474
DeepCCS	[M+Na]+	168.847	30932474
AllCCS	[M+H]+	156.7	32859911
AllCCS	[M+H-H2O]+	153.0	32859911
AllCCS	[M+NH4]+	160.2	32859911
AllCCS	[M+Na]+	161.1	32859911
AllCCS	[M-H]-	164.8	32859911
AllCCS	[M+Na-2H]-	164.6	32859911
AllCCS	[M+HCOO]-	164.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Marasmen-3-one	CC1(C)C2CC=C3COC4OCC2(CCC1=O)C34	2837.0	Standard polar	33892256
Marasmen-3-one	CC1(C)C2CC=C3COC4OCC2(CCC1=O)C34	1896.8	Standard non polar	33892256
Marasmen-3-one	CC1(C)C2CC=C3COC4OCC2(CCC1=O)C34	2033.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Marasmen-3-one,1TMS,isomer #1	CC1(C)C(O[Si](C)(C)C)=CCC23COC4OCC(=CCC12)C43	2024.3	Semi standard non polar	33892256
Marasmen-3-one,1TMS,isomer #1	CC1(C)C(O[Si](C)(C)C)=CCC23COC4OCC(=CCC12)C43	1915.9	Standard non polar	33892256
Marasmen-3-one,1TBDMS,isomer #1	CC1(C)C(O[Si](C)(C)C(C)(C)C)=CCC23COC4OCC(=CCC12)C43	2297.9	Semi standard non polar	33892256
Marasmen-3-one,1TBDMS,isomer #1	CC1(C)C(O[Si](C)(C)C(C)(C)C)=CCC23COC4OCC(=CCC12)C43	2092.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Marasmen-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-017i-6590000000-499f09b0444b23749160	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marasmen-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marasmen-3-one 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 - Marasmen-3-one 10V, Positive-QTOF	splash10-0002-0090000000-f5188d2b1cf81f633caf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 20V, Positive-QTOF	splash10-0002-2590000000-5530c022cff97d9079cf	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 40V, Positive-QTOF	splash10-016s-9820000000-f318f4e029551a4b467c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 10V, Negative-QTOF	splash10-0002-0090000000-8a46406fa3987615d4d8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 20V, Negative-QTOF	splash10-0002-0090000000-956a2d4348f62ed01aea	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 40V, Negative-QTOF	splash10-00kr-2920000000-5535874893787680697d	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 10V, Positive-QTOF	splash10-0002-0090000000-308c6024b53a399d0d74	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 20V, Positive-QTOF	splash10-0002-0190000000-1c8f657d4b6528967048	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 40V, Positive-QTOF	splash10-00l2-1390000000-f4f997c7f784d1079b61	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 10V, Negative-QTOF	splash10-0002-0090000000-7b3a58b796a0e4263959	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 20V, Negative-QTOF	splash10-0002-0090000000-7b3a58b796a0e4263959	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmen-3-one 40V, Negative-QTOF	splash10-00kb-0090000000-e4b76775a279094eef32	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB014860

KNApSAcK ID

C00020314

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

14433040

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 Marasmen-3-one (HMDB0036040)

MOL for HMDB0036040 (Marasmen-3-one)

3D MOL for HMDB0036040 (Marasmen-3-one)

3D SDF for HMDB0036040 (Marasmen-3-one)

3D-SDF for HMDB0036040 (Marasmen-3-one)

PDB for HMDB0036040 (Marasmen-3-one)

3D PDB for HMDB0036040 (Marasmen-3-one)

SMILES for HMDB0036040 (Marasmen-3-one)

INCHI for HMDB0036040 (Marasmen-3-one)

Structure for HMDB0036040 (Marasmen-3-one)

3D Structure for HMDB0036040 (Marasmen-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra