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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:04:13 UTC

Update Date

2022-03-07 02:55:06 UTC

HMDB ID

HMDB0036888

Secondary Accession Numbers

HMDB36888

Metabolite Identification

Common Name

Quassimarin

Description

Quassimarin belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. Based on a literature review a significant number of articles have been published on Quassimarin.

Structure

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

  Mrv0541 05061309232D          

 38 42  0  0  0  0            999 V2000
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    1.1851   -0.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HMDB0036888
     RDKit          3D
Quassimarin
 74 78  0  0  0  0  0  0  0  0999 V2000
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M  END

  Mrv0541 05061309232D          

 38 42  0  0  0  0            999 V2000
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 15  9  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 24  4  1  0  0  0  0
 24  7  1  0  0  0  0
 24 23  1  0  0  0  0
 25  5  1  0  0  0  0
 25 13  1  0  0  0  0
 25 18  1  0  0  0  0
 25 20  1  0  0  0  0
 26  6  1  0  0  0  0
 26 19  1  0  0  0  0
 26 21  1  0  0  0  0
 27 10  1  0  0  0  0
 27 15  1  0  0  0  0
 27 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 12  2  0  0  0  0
 29 14  2  0  0  0  0
 30 16  1  0  0  0  0
 31 20  1  0  0  0  0
 32 21  1  0  0  0  0
 33 22  2  0  0  0  0
 34 23  2  0  0  0  0
 35 15  1  0  0  0  0
 35 22  1  0  0  0  0
 36 17  1  0  0  0  0
 36 23  1  0  0  0  0
 37 12  1  0  0  0  0
 37 24  1  0  0  0  0
 26 38  1  0  0  0  0
 10 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036888

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)(OC(C)=O)C(=O)OC1C2C3(C)OCC22C(CC4C(C)=CC(=O)C(O)C4(C)C2C(O)C3O)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H36O11/c1-7-24(4,38-12(3)28)23(34)37-17-19-26(6)21(32)16(30)18-25(5)13(11(2)8-14(29)20(25)31)9-15(36-22(17)33)27(18,19)10-35-26/h8,13,15-21,30-32H,7,9-10H2,1-6H3

> <INCHI_KEY>
FXMIXHYJCNZLFE-UHFFFAOYSA-N

> <FORMULA>
C27H36O11

> <MOLECULAR_WEIGHT>
536.5681

> <EXACT_MASS>
536.225761994

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
53.543928870446884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]nonadec-9-en-3-yl 2-(acetyloxy)-2-methylbutanoate

> <ALOGPS_LOGP>
0.99

> <JCHEM_LOGP>
-0.001342993333333875

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.257161409952985

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.660323368875748

> <JCHEM_PKA_STRONGEST_BASIC>
-3.313992437103722

> <JCHEM_POLAR_SURFACE_AREA>
165.88999999999996

> <JCHEM_REFRACTIVITY>
128.01449999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]nonadec-9-en-3-yl 2-(acetyloxy)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036888
     RDKit          3D
Quassimarin
 74 78  0  0  0  0  0  0  0  0999 V2000
    5.4455   -0.6837    2.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924   -1.1293    1.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2943   -0.0093    0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8711    1.2260    1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5420    0.2706   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2843   -0.6437   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5803   -0.1903   -1.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8247   -1.8003   -1.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548   -0.2832   -0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6267   -0.2341   -1.9729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9454   -0.5830   -0.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9868   -0.8452   -1.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253   -2.2755   -1.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400   -3.2369   -1.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526   -2.4969   -0.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -1.5333    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -1.9856    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.7813    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2724   -1.0362    2.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2456   -2.1590    3.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3244   -0.2393    2.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625    0.8563    1.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586    1.9971    1.4880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8963    0.5498   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9870    1.6489   -1.0204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6474   -0.2337   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0164   -1.5156   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437    0.3855   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3245    1.8594   -0.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9134    2.5081    0.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9653    2.4129   -1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9013    3.2995   -2.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788    1.4957   -1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2687    2.0430   -2.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7275    1.2729    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4251    0.7465    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162   -0.1432   -0.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1794    0.0783   -1.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0791   -1.5644    2.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1715    0.0290    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694   -0.1899    3.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222   -2.0984    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220   -1.1911    1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6985    1.6109    1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6274    2.0636    0.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609    1.0033    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0306   -0.9772   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3589    0.7258   -2.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2230    0.0986   -0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874   -0.7563   -2.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875   -1.6120    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -2.4422    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8114   -2.7753    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5136   -0.0732    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627   -2.3644    3.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5792   -1.9824    3.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9346   -3.0927    2.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1335   -0.3881    2.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7870   -0.0562   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219    1.3563   -1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6273   -2.1973   -0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7359   -1.1773   -1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1833   -1.9334   -1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120    0.0713   -1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9239    2.2619   -1.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844    3.4718    0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037    3.1257   -0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4784    4.0786   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2061    2.2966   -1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5208    1.2892   -2.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555    3.0131   -2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547    1.5876    1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0374    0.1476    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046    0.0290   -2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  3  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 12  1  0
 37 16  1  0
 26 18  1  0
 37 28  1  0
 38 33  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  2 43  1  0
  4 44  1  0
  4 45  1  0
  4 46  1  0
  7 47  1  0
  7 48  1  0
  7 49  1  0
 12 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 24 59  1  0
 25 60  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  0
 30 66  1  0
 31 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 36 72  1  0
 36 73  1  0
 38 74  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      -2.596   0.099   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.074   7.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.597   1.996   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.366   4.100   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.740   1.996   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.212  -0.221   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.826   1.432   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.407   5.076   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.406   5.846   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.479   3.784   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.074   5.846   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.263   2.766   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.740   5.076   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.407   3.536   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.073   5.076   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.406   1.226   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.405   3.536   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.406   2.766   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.739   2.766   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.074   2.766   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.073   0.456   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.405   5.076   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.262   3.536   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.596   2.766   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.740   3.536   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.739   1.226   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.073   3.536   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.263   4.306   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.741   2.766   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.740   0.456   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.074   1.226   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.073  -1.084   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.071   5.846   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.262   5.076   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.739   5.846   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.071   2.766   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.930   1.996   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       1.525   2.264   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   26                                                            
CONECT    7    1   24                                                       
CONECT    8   11   14                                                       
CONECT    9   13   15                                                       
CONECT   10   27   38                                                       
CONECT   11    2    8   13                                                  
CONECT   12    3   28   37                                                  
CONECT   13    9   11   25                                                  
CONECT   14    8   20   29                                                  
CONECT   15    9   27   35                                                  
CONECT   16   18   21   30                                                  
CONECT   17   19   22   36                                                  
CONECT   18   16   25   27                                                  
CONECT   19   17   26   27                                                  
CONECT   20   14   25   31                                                  
CONECT   21   16   26   32                                                  
CONECT   22   17   33   35                                                  
CONECT   23   24   34   36                                                  
CONECT   24    4    7   23   37                                             
CONECT   25    5   13   18   20                                             
CONECT   26    6   19   21   38                                             
CONECT   27   10   15   18   19                                             
CONECT   28   12                                                            
CONECT   29   14                                                            
CONECT   30   16                                                            
CONECT   31   20                                                            
CONECT   32   21                                                            
CONECT   33   22                                                            
CONECT   34   23                                                            
CONECT   35   15   22                                                       
CONECT   36   17   23                                                       
CONECT   37   12   24                                                       
CONECT   38   26   10                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0036888
HETATM    1  C1  UNL     1       5.445  -0.684   2.299  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.392  -1.129   1.278  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.294  -0.009   0.263  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.871   1.226   1.024  1.00  0.00           C  
HETATM    5  O1  UNL     1       5.542   0.271  -0.330  1.00  0.00           O  
HETATM    6  C5  UNL     1       6.284  -0.644  -1.054  1.00  0.00           C  
HETATM    7  C6  UNL     1       7.580  -0.190  -1.615  1.00  0.00           C  
HETATM    8  O2  UNL     1       5.825  -1.800  -1.195  1.00  0.00           O  
HETATM    9  C7  UNL     1       3.255  -0.283  -0.757  1.00  0.00           C  
HETATM   10  O3  UNL     1       3.627  -0.234  -1.973  1.00  0.00           O  
HETATM   11  O4  UNL     1       1.945  -0.583  -0.530  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.987  -0.845  -1.529  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.525  -2.275  -1.460  1.00  0.00           C  
HETATM   14  O5  UNL     1       1.140  -3.237  -1.964  1.00  0.00           O  
HETATM   15  O6  UNL     1      -0.653  -2.497  -0.790  1.00  0.00           O  
HETATM   16  C10 UNL     1      -1.087  -1.533   0.161  1.00  0.00           C  
HETATM   17  C11 UNL     1      -2.352  -1.986   0.854  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.225  -0.781   1.129  1.00  0.00           C  
HETATM   19  C13 UNL     1      -4.272  -1.036   2.108  1.00  0.00           C  
HETATM   20  C14 UNL     1      -4.246  -2.159   3.088  1.00  0.00           C  
HETATM   21  C15 UNL     1      -5.324  -0.239   2.155  1.00  0.00           C  
HETATM   22  C16 UNL     1      -5.363   0.856   1.201  1.00  0.00           C  
HETATM   23  O7  UNL     1      -5.759   1.997   1.488  1.00  0.00           O  
HETATM   24  C17 UNL     1      -4.896   0.550  -0.174  1.00  0.00           C  
HETATM   25  O8  UNL     1      -4.987   1.649  -1.020  1.00  0.00           O  
HETATM   26  C18 UNL     1      -3.647  -0.234  -0.209  1.00  0.00           C  
HETATM   27  C19 UNL     1      -4.016  -1.516  -1.008  1.00  0.00           C  
HETATM   28  C20 UNL     1      -2.444   0.386  -0.827  1.00  0.00           C  
HETATM   29  C21 UNL     1      -2.325   1.859  -0.848  1.00  0.00           C  
HETATM   30  O9  UNL     1      -2.913   2.508   0.260  1.00  0.00           O  
HETATM   31  C22 UNL     1      -0.965   2.413  -1.065  1.00  0.00           C  
HETATM   32  O10 UNL     1      -0.901   3.300  -2.179  1.00  0.00           O  
HETATM   33  C23 UNL     1       0.179   1.496  -1.229  1.00  0.00           C  
HETATM   34  C24 UNL     1       1.269   2.043  -2.090  1.00  0.00           C  
HETATM   35  O11 UNL     1       0.727   1.273   0.061  1.00  0.00           O  
HETATM   36  C25 UNL     1      -0.425   0.746   0.671  1.00  0.00           C  
HETATM   37  C26 UNL     1      -1.116  -0.143  -0.328  1.00  0.00           C  
HETATM   38  C27 UNL     1      -0.179   0.078  -1.533  1.00  0.00           C  
HETATM   39  H1  UNL     1       6.079  -1.564   2.591  1.00  0.00           H  
HETATM   40  H2  UNL     1       6.171   0.029   1.806  1.00  0.00           H  
HETATM   41  H3  UNL     1       4.969  -0.190   3.150  1.00  0.00           H  
HETATM   42  H4  UNL     1       4.622  -2.098   0.834  1.00  0.00           H  
HETATM   43  H5  UNL     1       3.422  -1.191   1.805  1.00  0.00           H  
HETATM   44  H6  UNL     1       4.699   1.611   1.666  1.00  0.00           H  
HETATM   45  H7  UNL     1       3.627   2.064   0.341  1.00  0.00           H  
HETATM   46  H8  UNL     1       2.961   1.003   1.627  1.00  0.00           H  
HETATM   47  H9  UNL     1       8.031  -0.977  -2.249  1.00  0.00           H  
HETATM   48  H10 UNL     1       7.359   0.726  -2.226  1.00  0.00           H  
HETATM   49  H11 UNL     1       8.223   0.099  -0.764  1.00  0.00           H  
HETATM   50  H12 UNL     1       1.487  -0.756  -2.515  1.00  0.00           H  
HETATM   51  H13 UNL     1      -0.288  -1.612   0.967  1.00  0.00           H  
HETATM   52  H14 UNL     1      -2.148  -2.442   1.869  1.00  0.00           H  
HETATM   53  H15 UNL     1      -2.811  -2.775   0.268  1.00  0.00           H  
HETATM   54  H16 UNL     1      -2.514  -0.073   1.651  1.00  0.00           H  
HETATM   55  H17 UNL     1      -5.263  -2.364   3.487  1.00  0.00           H  
HETATM   56  H18 UNL     1      -3.579  -1.982   3.929  1.00  0.00           H  
HETATM   57  H19 UNL     1      -3.935  -3.093   2.580  1.00  0.00           H  
HETATM   58  H20 UNL     1      -6.133  -0.388   2.895  1.00  0.00           H  
HETATM   59  H21 UNL     1      -5.787  -0.056  -0.583  1.00  0.00           H  
HETATM   60  H22 UNL     1      -5.122   1.356  -1.941  1.00  0.00           H  
HETATM   61  H23 UNL     1      -4.627  -2.197  -0.396  1.00  0.00           H  
HETATM   62  H24 UNL     1      -4.736  -1.177  -1.819  1.00  0.00           H  
HETATM   63  H25 UNL     1      -3.183  -1.933  -1.547  1.00  0.00           H  
HETATM   64  H26 UNL     1      -2.512   0.071  -1.918  1.00  0.00           H  
HETATM   65  H27 UNL     1      -2.924   2.262  -1.724  1.00  0.00           H  
HETATM   66  H28 UNL     1      -2.684   3.472   0.126  1.00  0.00           H  
HETATM   67  H29 UNL     1      -0.704   3.126  -0.222  1.00  0.00           H  
HETATM   68  H30 UNL     1      -1.478   4.079  -2.043  1.00  0.00           H  
HETATM   69  H31 UNL     1       2.206   2.297  -1.558  1.00  0.00           H  
HETATM   70  H32 UNL     1       1.521   1.289  -2.862  1.00  0.00           H  
HETATM   71  H33 UNL     1       0.956   3.013  -2.578  1.00  0.00           H  
HETATM   72  H34 UNL     1      -0.955   1.588   1.064  1.00  0.00           H  
HETATM   73  H35 UNL     1      -0.037   0.148   1.547  1.00  0.00           H  
HETATM   74  H36 UNL     1      -0.705   0.029  -2.483  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3   42   43
CONECT    3    4    5    9
CONECT    4   44   45   46
CONECT    5    6
CONECT    6    7    8    8
CONECT    7   47   48   49
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   38   50
CONECT   13   14   14   15
CONECT   15   16
CONECT   16   17   37   51
CONECT   17   18   52   53
CONECT   18   19   26   54
CONECT   19   20   21   21
CONECT   20   55   56   57
CONECT   21   22   58
CONECT   22   23   23   24
CONECT   24   25   26   59
CONECT   25   60
CONECT   26   27   28
CONECT   27   61   62   63
CONECT   28   29   37   64
CONECT   29   30   31   65
CONECT   30   66
CONECT   31   32   33   67
CONECT   32   68
CONECT   33   34   35   38
CONECT   34   69   70   71
CONECT   35   36
CONECT   36   37   72   73
CONECT   37   38
CONECT   38   74
END

HMDB0036888
     RDKit          3D
Quassimarin
 74 78  0  0  0  0  0  0  0  0999 V2000
    5.4455   -0.6837    2.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924   -1.1293    1.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2943   -0.0093    0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8711    1.2260    1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5420    0.2706   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2843   -0.6437   -1.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5803   -0.1903   -1.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8247   -1.8003   -1.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548   -0.2832   -0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6267   -0.2341   -1.9729 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9454   -0.5830   -0.5295 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9868   -0.8452   -1.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253   -2.2755   -1.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1400   -3.2369   -1.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526   -2.4969   -0.7904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874   -1.5333    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -1.9856    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -0.7813    1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2724   -1.0362    2.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2456   -2.1590    3.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3244   -0.2393    2.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625    0.8563    1.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7586    1.9971    1.4880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8963    0.5498   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9870    1.6489   -1.0204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6474   -0.2337   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0164   -1.5156   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4437    0.3855   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3245    1.8594   -0.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9134    2.5081    0.2603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9653    2.4129   -1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9013    3.2995   -2.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788    1.4957   -1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2687    2.0430   -2.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7275    1.2729    0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4251    0.7465    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162   -0.1432   -0.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1794    0.0783   -1.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0791   -1.5644    2.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1715    0.0290    1.8058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694   -0.1899    3.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222   -2.0984    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220   -1.1911    1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6985    1.6109    1.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6274    2.0636    0.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609    1.0033    1.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0306   -0.9772   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3589    0.7258   -2.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2230    0.0986   -0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4874   -0.7563   -2.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875   -1.6120    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -2.4422    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8114   -2.7753    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5136   -0.0732    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2627   -2.3644    3.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5792   -1.9824    3.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9346   -3.0927    2.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1335   -0.3881    2.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7870   -0.0562   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219    1.3563   -1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6273   -2.1973   -0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7359   -1.1773   -1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1833   -1.9334   -1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120    0.0713   -1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9239    2.2619   -1.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844    3.4718    0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037    3.1257   -0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4784    4.0786   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2061    2.2966   -1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5208    1.2892   -2.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555    3.0131   -2.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9547    1.5876    1.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0374    0.1476    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046    0.0290   -2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  3  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 12  1  0
 37 16  1  0
 26 18  1  0
 37 28  1  0
 38 33  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  2 43  1  0
  4 44  1  0
  4 45  1  0
  4 46  1  0
  7 47  1  0
  7 48  1  0
  7 49  1  0
 12 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 24 59  1  0
 25 60  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  0
 30 66  1  0
 31 67  1  0
 32 68  1  0
 34 69  1  0
 34 70  1  0
 34 71  1  0
 36 72  1  0
 36 73  1  0
 38 74  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
12,15,16-Trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]nonadec-9-en-3-yl 2-(acetyloxy)-2-methylbutanoic acid	HMDB
Quassimarin	MeSH

Chemical Formula

C₂₇H₃₆O₁₁

Average Molecular Weight

536.5681

Monoisotopic Molecular Weight

536.225761994

IUPAC Name

12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]nonadec-9-en-3-yl 2-(acetyloxy)-2-methylbutanoate

Traditional Name

12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.0¹,⁶.0²,¹⁷.0⁸,¹³]nonadec-9-en-3-yl 2-(acetyloxy)-2-methylbutanoate

CAS Registry Number

59938-97-5

SMILES

CCC(C)(OC(C)=O)C(=O)OC1C2C3(C)OCC22C(CC4C(C)=CC(=O)C(O)C4(C)C2C(O)C3O)OC1=O

InChI Identifier

InChI=1S/C27H36O11/c1-7-24(4,38-12(3)28)23(34)37-17-19-26(6)21(32)16(30)18-25(5)13(11(2)8-14(29)20(25)31)9-15(36-22(17)33)27(18,19)10-35-26/h8,13,15-21,30-32H,7,9-10H2,1-6H3

InChI Key

FXMIXHYJCNZLFE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Quassinoids

Alternative Parents

Substituents

C-20 quassinoid skeleton
Quassinoid
Naphthopyran
Naphthalene
Furopyran
Tricarboxylic acid or derivatives
Delta_valerolactone
Cyclohexenone
Delta valerolactone
Fatty acid ester
Oxepane
Fatty acyl
Oxane
Pyran
Furan
Cyclic alcohol
Tetrahydrofuran
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036888)

Source

Endogenous

Endogenous (HMDB: HMDB0036888)

Animal

Animal (HMDB: HMDB0036888)

Exogenous

Food

Food (HMDB: HMDB0036888)

Exogenous (HMDB: HMDB0036888)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036888)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036888)

Lipid metabolism pathway (HMDB: HMDB0036888)

Cellular process

Cell signaling (HMDB: HMDB0036888)

Biochemical process

Lipid transport (HMDB: HMDB0036888)

Role

Biological role

Energy source (HMDB: HMDB0036888)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036888)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	237.5 - 238.5 °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	0.78 g/L	ALOGPS
logP	0.99	ALOGPS
logP	-0.0013	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.66	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	128.01 m³·mol⁻¹	ChemAxon
Polarizability	53.54 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	220.451	31661259
DarkChem	[M-H]-	214.958	31661259
DeepCCS	[M-2H]-	243.835	30932474
DeepCCS	[M+Na]+	219.26	30932474
AllCCS	[M+H]+	218.6	32859911
AllCCS	[M+H-H2O]+	217.3	32859911
AllCCS	[M+NH4]+	219.8	32859911
AllCCS	[M+Na]+	220.2	32859911
AllCCS	[M-H]-	220.2	32859911
AllCCS	[M+Na-2H]-	221.9	32859911
AllCCS	[M+HCOO]-	223.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Quassimarin	CCC(C)(OC(C)=O)C(=O)OC1C2C3(C)OCC22C(CC4C(C)=CC(=O)C(O)C4(C)C2C(O)C3O)OC1=O	4468.4	Standard polar	33892256
Quassimarin	CCC(C)(OC(C)=O)C(=O)OC1C2C3(C)OCC22C(CC4C(C)=CC(=O)C(O)C4(C)C2C(O)C3O)OC1=O	3211.4	Standard non polar	33892256
Quassimarin	CCC(C)(OC(C)=O)C(=O)OC1C2C3(C)OCC22C(CC4C(C)=CC(=O)C(O)C4(C)C2C(O)C3O)OC1=O	3701.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Quassimarin,1TMS,isomer #1	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O[Si](C)(C)C)C3(C)C3C(O)C(O)C4(C)OCC23C14	3709.9	Semi standard non polar	33892256
Quassimarin,1TMS,isomer #2	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O)C3(C)C3C(O[Si](C)(C)C)C(O)C4(C)OCC23C14	3700.6	Semi standard non polar	33892256
Quassimarin,1TMS,isomer #3	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O)C3(C)C3C(O)C(O[Si](C)(C)C)C4(C)OCC23C14	3739.0	Semi standard non polar	33892256
Quassimarin,1TMS,isomer #4	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O)C3(C)C3C(O)C(O)C4(C)OCC23C14	3621.7	Semi standard non polar	33892256
Quassimarin,2TMS,isomer #1	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O[Si](C)(C)C)C3(C)C3C(O[Si](C)(C)C)C(O)C4(C)OCC23C14	3604.8	Semi standard non polar	33892256
Quassimarin,2TMS,isomer #2	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O[Si](C)(C)C)C3(C)C3C(O)C(O[Si](C)(C)C)C4(C)OCC23C14	3637.3	Semi standard non polar	33892256
Quassimarin,2TMS,isomer #3	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C3(C)C3C(O)C(O)C4(C)OCC23C14	3551.3	Semi standard non polar	33892256
Quassimarin,2TMS,isomer #4	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O)C3(C)C3C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4(C)OCC23C14	3639.5	Semi standard non polar	33892256
Quassimarin,2TMS,isomer #5	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O)C3(C)C3C(O[Si](C)(C)C)C(O)C4(C)OCC23C14	3528.4	Semi standard non polar	33892256
Quassimarin,2TMS,isomer #6	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O)C3(C)C3C(O)C(O[Si](C)(C)C)C4(C)OCC23C14	3574.2	Semi standard non polar	33892256
Quassimarin,3TMS,isomer #1	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O[Si](C)(C)C)C3(C)C3C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4(C)OCC23C14	3538.4	Semi standard non polar	33892256
Quassimarin,3TMS,isomer #2	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C3(C)C3C(O[Si](C)(C)C)C(O)C4(C)OCC23C14	3482.4	Semi standard non polar	33892256
Quassimarin,3TMS,isomer #3	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C3(C)C3C(O)C(O[Si](C)(C)C)C4(C)OCC23C14	3507.7	Semi standard non polar	33892256
Quassimarin,3TMS,isomer #4	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O)C3(C)C3C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4(C)OCC23C14	3488.7	Semi standard non polar	33892256
Quassimarin,4TMS,isomer #1	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C3(C)C3C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4(C)OCC23C14	3454.1	Semi standard non polar	33892256
Quassimarin,4TMS,isomer #1	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C3(C)C3C(O[Si](C)(C)C)C(O[Si](C)(C)C)C4(C)OCC23C14	3658.4	Standard non polar	33892256
Quassimarin,1TBDMS,isomer #1	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C(O)C(O)C4(C)OCC23C14	3926.4	Semi standard non polar	33892256
Quassimarin,1TBDMS,isomer #2	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O)C3(C)C3C(O[Si](C)(C)C(C)(C)C)C(O)C4(C)OCC23C14	3953.3	Semi standard non polar	33892256
Quassimarin,1TBDMS,isomer #3	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O)C3(C)C3C(O)C(O[Si](C)(C)C(C)(C)C)C4(C)OCC23C14	3976.7	Semi standard non polar	33892256
Quassimarin,1TBDMS,isomer #4	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)=C(O)C3(C)C3C(O)C(O)C4(C)OCC23C14	3847.3	Semi standard non polar	33892256
Quassimarin,2TBDMS,isomer #1	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C(O[Si](C)(C)C(C)(C)C)C(O)C4(C)OCC23C14	4083.4	Semi standard non polar	33892256
Quassimarin,2TBDMS,isomer #2	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C(O)C(O[Si](C)(C)C(C)(C)C)C4(C)OCC23C14	4110.5	Semi standard non polar	33892256
Quassimarin,2TBDMS,isomer #3	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C3(C)C3C(O)C(O)C4(C)OCC23C14	4001.0	Semi standard non polar	33892256
Quassimarin,2TBDMS,isomer #4	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O)C3(C)C3C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4(C)OCC23C14	4144.4	Semi standard non polar	33892256
Quassimarin,2TBDMS,isomer #5	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)=C(O)C3(C)C3C(O[Si](C)(C)C(C)(C)C)C(O)C4(C)OCC23C14	4012.7	Semi standard non polar	33892256
Quassimarin,2TBDMS,isomer #6	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)=C(O)C3(C)C3C(O)C(O[Si](C)(C)C(C)(C)C)C4(C)OCC23C14	4046.4	Semi standard non polar	33892256
Quassimarin,3TBDMS,isomer #1	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(=O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4(C)OCC23C14	4249.7	Semi standard non polar	33892256
Quassimarin,3TBDMS,isomer #2	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C3(C)C3C(O[Si](C)(C)C(C)(C)C)C(O)C4(C)OCC23C14	4115.8	Semi standard non polar	33892256
Quassimarin,3TBDMS,isomer #3	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C3(C)C3C(O)C(O[Si](C)(C)C(C)(C)C)C4(C)OCC23C14	4161.4	Semi standard non polar	33892256
Quassimarin,3TBDMS,isomer #4	CCC(C)(OC(C)=O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)=C(O)C3(C)C3C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4(C)OCC23C14	4178.7	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 - Quassimarin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-7302790000-3bb8579bc1b430991bbd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (2 TMS) - 70eV, Positive	splash10-014i-8210079000-ed3181147f784f1681aa	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Quassimarin GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-10-13	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 - Quassimarin 10V, Positive-QTOF	splash10-00p1-2205790000-1f16272966e537ed9a0c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 20V, Positive-QTOF	splash10-05r3-9406760000-4d6b852000bf349c7a6c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 40V, Positive-QTOF	splash10-0f96-9718000000-34755614c64cd34a482e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 10V, Negative-QTOF	splash10-052o-4102930000-5618d998892af24db04f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 20V, Negative-QTOF	splash10-0a4i-9102310000-f29c3d36ecf6784ab033	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 40V, Negative-QTOF	splash10-0a4i-9003000000-0cda5bd9991326effa0b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 10V, Positive-QTOF	splash10-004i-0000920000-46728e025bf7b8b86ac7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 20V, Positive-QTOF	splash10-004i-2000900000-2d7d15d16491e686edd8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 40V, Positive-QTOF	splash10-0570-6204920000-cf1f9104acf649bba262	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 10V, Negative-QTOF	splash10-004i-0000900000-111be291ff366569a291	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 20V, Negative-QTOF	splash10-05mo-6609720000-183518c0e79a3570e9df	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Quassimarin 40V, Negative-QTOF	splash10-052f-9201100000-d2f178c23d7855953fab	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C 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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

429906

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1857831

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Quassimarin (HMDB0036888)

MOL for HMDB0036888 (Quassimarin)

3D MOL for HMDB0036888 (Quassimarin)

3D SDF for HMDB0036888 (Quassimarin)

3D-SDF for HMDB0036888 (Quassimarin)

PDB for HMDB0036888 (Quassimarin)

3D PDB for HMDB0036888 (Quassimarin)

SMILES for HMDB0036888 (Quassimarin)

INCHI for HMDB0036888 (Quassimarin)

Structure for HMDB0036888 (Quassimarin)

3D Structure for HMDB0036888 (Quassimarin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra