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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:06:08 UTC

Update Date

2022-03-07 02:54:45 UTC

HMDB ID

HMDB0036035

Secondary Accession Numbers

HMDB36035

Metabolite Identification

Common Name

Marasmene

Description

Marasmene is found in mushrooms. Marasmene is a metabolite of Marasmius oreades (fairy ring mushroom

Structure

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

HMDB0036035
     RDKit          3D
Marasmene
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.7140    1.0192    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8530    0.2129   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039    0.6261   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058   -1.2324    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3385   -1.7982    1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181   -1.7623    0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5187   -0.5975    0.0519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7811   -0.9908   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0879   -1.4335   -1.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065   -1.0597   -0.3462 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8994   -0.2783   -0.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7719    0.9796   -0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2892    1.1227   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4028    2.0146   -0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636    1.8526   -0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092    0.5370    0.2791 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9031   -0.2036    0.4989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0963    1.2771    1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6303    0.4887    1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681    2.0007    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3292    0.1671   -1.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7068    0.2027   -2.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4840    1.7197   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770   -1.8136   -0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -1.2973    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -1.2010    2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210   -2.8699    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4762   -2.7016    0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -1.7329    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -1.8497   -1.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.1922   -2.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -1.9284    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164    0.8662    0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811    1.7534   -0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8360    2.9377   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4737    2.0072   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518    2.6574    0.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    0.6880    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865   -0.1878    1.5538 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
  5  6  1  0
  7  6  1  1
  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  2  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 16  2  1  0
 16  7  1  0
 17  7  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  1
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  1
 17 39  1  1
M  END


  Mrv0541 02241219342D          

 20 23  0  0  0  0            999 V2000
   -3.4179   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4179   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7034   -3.0938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7034   -2.2687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9889   -1.8562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9889   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2745   -3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2745   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9889   -1.0312    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5600   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4179   -4.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7034   -3.9188    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1159   -1.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7034   -0.8398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5322   -1.2353    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9889   -0.2062    0.0000 H   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  1  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 13  1  0  0  0  0
 10  7  1  0  0  0  0
  7 11  1  0  0  0  0
 12 13  1  0  0  0  0
 11 12  1  0  0  0  0
  4 14  1  0  0  0  0
  4 15  1  0  0  0  0
  5 16  1  6  0  0  0
  6 17  1  1  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
  7 19  1  6  0  0  0
 11 20  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0036035

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12OCC3=CC[C@]4([H])[C@](CO1)(CCCC4(C)C)[C@@]23[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-14(2)6-3-7-15-9-17-13-12(15)10(8-16-13)4-5-11(14)15/h4,11-13H,3,5-9H2,1-2H3/t11-,12+,13+,15+/m0/s1

> <INCHI_KEY>
VPPKLPHBKTZWEF-KYEXWDHISA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.457961222270114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,6S,12R,15S)-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-ene

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
2.646998927666666

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.037032092884857

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
67.01500000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6S,12R,15S)-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0036035
     RDKit          3D
Marasmene
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.7140    1.0192    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8530    0.2129   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039    0.6261   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058   -1.2324    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3385   -1.7982    1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181   -1.7623    0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5187   -0.5975    0.0519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7811   -0.9908   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0879   -1.4335   -1.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065   -1.0597   -0.3462 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8994   -0.2783   -0.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7719    0.9796   -0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2892    1.1227   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4028    2.0146   -0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636    1.8526   -0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092    0.5370    0.2791 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9031   -0.2036    0.4989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0963    1.2771    1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6303    0.4887    1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681    2.0007    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3292    0.1671   -1.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7068    0.2027   -2.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4840    1.7197   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770   -1.8136   -0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -1.2973    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -1.2010    2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210   -2.8699    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4762   -2.7016    0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -1.7329    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -1.8497   -1.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.1922   -2.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -1.9284    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164    0.8662    0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811    1.7534   -0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8360    2.9377   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4737    2.0072   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518    2.6574    0.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    0.6880    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865   -0.1878    1.5538 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
  5  6  1  0
  7  6  1  1
  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  2  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 16  2  1  0
 16  7  1  0
 17  7  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  1
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  1
 17 39  1  1
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  C   UNK     0      -6.380  -3.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.714  -4.235   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.714  -5.775   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.380  -6.545   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.046  -5.775   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.046  -4.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.713  -3.465   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.713  -6.545   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.379  -5.775   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.379  -4.235   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.713  -1.925   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.045  -1.925   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.045  -3.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.380  -8.085   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.714  -7.315   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0      -5.046  -7.315   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0      -5.816  -2.901   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.046  -1.568   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0      -4.727  -2.306   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      -3.713  -0.385   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   14   15                                             
CONECT    5    4    6    8   16                                             
CONECT    6    1    7    5   17                                             
CONECT    7    6   10   11   19                                             
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13    7                                                  
CONECT   11    7   12   18   20                                             
CONECT   12   13   11                                                       
CONECT   13   10   12                                                       
CONECT   14    4                                                            
CONECT   15    4                                                            
CONECT   16    5                                                            
CONECT   17    6   18                                                       
CONECT   18   17   11                                                       
CONECT   19    7                                                            
CONECT   20   11                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

COMPND    HMDB0036035
HETATM    1  C1  UNL     1      -2.714   1.019   0.965  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.853   0.213  -0.019  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.304   0.626  -1.387  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.206  -1.232   0.176  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.339  -1.798   1.248  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.118  -1.762   0.931  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.519  -0.597   0.052  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.781  -0.991  -1.366  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.088  -1.433  -1.463  1.00  0.00           O  
HETATM   10  C9  UNL     1       2.806  -1.060  -0.346  1.00  0.00           C  
HETATM   11  O2  UNL     1       3.899  -0.278  -0.693  1.00  0.00           O  
HETATM   12  C10 UNL     1       3.772   0.980  -0.090  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.289   1.123  -0.086  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.403   2.015  -0.437  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.064   1.853  -0.303  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.409   0.537   0.279  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.903  -0.204   0.499  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.096   1.277   1.868  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.630   0.489   1.239  1.00  0.00           H  
HETATM   20  H3  UNL     1      -2.968   2.001   0.491  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.329   0.167  -1.519  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.707   0.203  -2.217  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.484   1.720  -1.487  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.177  -1.814  -0.767  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.265  -1.297   0.533  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.513  -1.201   2.173  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.621  -2.870   1.427  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.476  -2.702   0.436  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.669  -1.733   1.907  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.123  -1.850  -1.613  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.648  -0.192  -2.092  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.173  -1.928   0.218  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.116   0.866   0.950  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.281   1.753  -0.652  1.00  0.00           H  
HETATM   35  H18 UNL     1       1.836   2.938  -0.859  1.00  0.00           H  
HETATM   36  H19 UNL     1      -0.474   2.007  -1.333  1.00  0.00           H  
HETATM   37  H20 UNL     1      -0.452   2.657   0.375  1.00  0.00           H  
HETATM   38  H21 UNL     1      -0.384   0.688   1.410  1.00  0.00           H  
HETATM   39  H22 UNL     1       2.086  -0.188   1.554  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   16
CONECT    3   21   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   16   17
CONECT    8    9   30   31
CONECT    9   10
CONECT   10   11   17   32
CONECT   11   12
CONECT   12   13   33   34
CONECT   13   14   14   17
CONECT   14   15   35
CONECT   15   16   36   37
CONECT   16   38
CONECT   17   39
END

HMDB0036035
     RDKit          3D
Marasmene
 39 42  0  0  0  0  0  0  0  0999 V2000
   -2.7140    1.0192    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8530    0.2129   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039    0.6261   -1.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058   -1.2324    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3385   -1.7982    1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181   -1.7623    0.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5187   -0.5975    0.0519 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7811   -0.9908   -1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0879   -1.4335   -1.4632 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065   -1.0597   -0.3462 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8994   -0.2783   -0.6928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7719    0.9796   -0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2892    1.1227   -0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4028    2.0146   -0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636    1.8526   -0.3030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092    0.5370    0.2791 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9031   -0.2036    0.4989 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0963    1.2771    1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6303    0.4887    1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9681    2.0007    0.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3292    0.1671   -1.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7068    0.2027   -2.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4840    1.7197   -1.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770   -1.8136   -0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2647   -1.2973    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5130   -1.2010    2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6210   -2.8699    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4762   -2.7016    0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -1.7329    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -1.8497   -1.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6485   -0.1922   -2.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1729   -1.9284    0.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1164    0.8662    0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811    1.7534   -0.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8360    2.9377   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4737    2.0072   -1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518    2.6574    0.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3845    0.6880    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0865   -0.1878    1.5538 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
  5  6  1  0
  7  6  1  1
  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  2  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 16  2  1  0
 16  7  1  0
 17  7  1  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  1
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  1
 17 39  1  1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

(1R,6S,12R,15S)-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-ene

Traditional Name

(1R,6S,12R,15S)-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.0¹,⁶.0¹²,¹⁵]pentadec-8-ene

CAS Registry Number

124869-12-1

SMILES

[H][C@@]12OCC3=CC[C@]4([H])[C@](CO1)(CCCC4(C)C)[C@@]23[H]

InChI Identifier

InChI=1S/C15H22O2/c1-14(2)6-3-7-15-9-17-13-12(15)10(8-16-13)4-5-11(14)15/h4,11-13H,3,5-9H2,1-2H3/t11-,12+,13+,15+/m0/s1

InChI Key

VPPKLPHBKTZWEF-KYEXWDHISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as complex tannins. These are tannins made of a catechin bound to a gallotannin or elagitannin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Complex tannins

Direct Parent

Complex tannins

Alternative Parents

Substituents

Complex tannin
Catechin
Hydroxyflavonoid
Flavan-3-ol
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
3'-hydroxyflavonoid
Pentacarboxylic acid or derivatives
Flavan
Gallic acid or derivatives
2-benzopyran
1-benzopyran
Isochromane
Benzopyran
Chromane
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036035)

Cellular substructure

Extracellular (HMDB: HMDB0036035)
Membrane (HMDB: HMDB0036035)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036035)

Source

Endogenous

Endogenous (HMDB: HMDB0036035)

Plant

Plant (HMDB: HMDB0036035)

Exogenous

Food

Food (HMDB: HMDB0036035)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036035)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036035)

Nutrient

Nutrient (HMDB: HMDB0036035)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036035)

Emulsifier (HMDB: HMDB0036035)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	70 - 74 °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	0.068 g/L	ALOGPS
logP	2.6	ALOGPS
logP	2.65	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.02 m³·mol⁻¹	ChemAxon
Polarizability	26.46 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]+	157.089	31661259
DarkChem	[M-H]-	150.285	31661259
DeepCCS	[M-2H]-	193.741	30932474
DeepCCS	[M+Na]+	168.969	30932474
AllCCS	[M+H]+	153.7	32859911
AllCCS	[M+H-H2O]+	150.0	32859911
AllCCS	[M+NH4]+	157.1	32859911
AllCCS	[M+Na]+	158.1	32859911
AllCCS	[M-H]-	162.9	32859911
AllCCS	[M+Na-2H]-	162.8	32859911
AllCCS	[M+HCOO]-	162.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Marasmene	[H][C@@]12OCC3=CC[C@]4([H])[C@](CO1)(CCCC4(C)C)[C@@]23[H]	2561.2	Standard polar	33892256
Marasmene	[H][C@@]12OCC3=CC[C@]4([H])[C@](CO1)(CCCC4(C)C)[C@@]23[H]	1764.6	Standard non polar	33892256
Marasmene	[H][C@@]12OCC3=CC[C@]4([H])[C@](CO1)(CCCC4(C)C)[C@@]23[H]	1788.8	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 - Marasmene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ldi-3490000000-557ee08fe422c63a860e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Marasmene 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 - Marasmene 10V, Positive-QTOF	splash10-000i-0090000000-17bc1e6e13d6d2fcc215	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 20V, Positive-QTOF	splash10-000i-4490000000-e80d1f3fc517f017b3b5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 40V, Positive-QTOF	splash10-00l6-9310000000-1dcde335fbc205eefb90	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 10V, Negative-QTOF	splash10-001i-0090000000-07c6a4f21c941ddf2e52	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 20V, Negative-QTOF	splash10-001i-0090000000-6dd14c546967e418f90c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 40V, Negative-QTOF	splash10-00di-0920000000-59969754a3d936143dc0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 10V, Negative-QTOF	splash10-001i-0090000000-9087f47ed0ae51229a17	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 20V, Negative-QTOF	splash10-001i-0090000000-9087f47ed0ae51229a17	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 40V, Negative-QTOF	splash10-001i-0090000000-a5861edc945a51adf052	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 10V, Positive-QTOF	splash10-000i-0090000000-2f85d9144addaa938e0f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 20V, Positive-QTOF	splash10-000i-0090000000-58f2ccb44e40bac5e64e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Marasmene 40V, Positive-QTOF	splash10-0k9f-5290000000-9cb7eb081e1d277b2af0	2021-09-23	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

FDB018737

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acutissimin A

METLIN ID

Not Available

PubChem Compound

16201273

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 Marasmene (HMDB0036035)

MOL for HMDB0036035 (Marasmene)

3D MOL for HMDB0036035 (Marasmene)

3D SDF for HMDB0036035 (Marasmene)

3D-SDF for HMDB0036035 (Marasmene)

PDB for HMDB0036035 (Marasmene)

3D PDB for HMDB0036035 (Marasmene)

SMILES for HMDB0036035 (Marasmene)

INCHI for HMDB0036035 (Marasmene)

Structure for HMDB0036035 (Marasmene)

3D Structure for HMDB0036035 (Marasmene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra