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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:38:13 UTC

Update Date

2022-03-07 02:54:34 UTC

HMDB ID

HMDB0035626

Secondary Accession Numbers

HMDB35626

Metabolite Identification

Common Name

Glaucarubin

Description

Glaucarubin 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 small amount of articles have been published on Glaucarubin.

Structure

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

  Mrv0541 05061308362D          

 35 39  0  0  0  0            999 V2000
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3268    2.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
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 35 16  1  0  0  0  0
 35 21  1  0  0  0  0
M  END

HMDB0035626
     RDKit          3D
Glaucarubin
 71 75  0  0  0  0  0  0  0  0999 V2000
    4.9023    1.3690    1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

  Mrv0541 05061308362D          

 35 39  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
HMDB0035626

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3

> <INCHI_KEY>
LZKVXMYVBSNXER-UHFFFAOYSA-N

> <FORMULA>
C25H36O10

> <MOLECULAR_WEIGHT>
496.5473

> <EXACT_MASS>
496.230847372

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
50.728365759309334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-hydroxy-2-methylbutanoate

> <ALOGPS_LOGP>
0.40

> <JCHEM_LOGP>
-0.2439363146666677

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.524183885912045

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.887723135443306

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3185183007188295

> <JCHEM_POLAR_SURFACE_AREA>
162.97999999999996

> <JCHEM_REFRACTIVITY>
119.7229

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glaucarubin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035626
     RDKit          3D
Glaucarubin
 71 75  0  0  0  0  0  0  0  0999 V2000
    4.9023    1.3690    1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9782    0.5510    0.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5719    0.0702   -0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2946    1.2827   -1.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6072   -0.6559   -1.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3609   -0.7704   -0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4061   -1.9605   -0.9989 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2141   -0.2806   -0.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0080   -1.0473    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -1.2073    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545   -1.8429    2.1230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8450   -0.6832    2.2418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794   -0.6480    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870   -0.0085    2.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -0.5015    1.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9867   -0.1267    2.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5978   -1.0260    3.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    1.0362    2.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9652    1.9091    1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209    2.8618    0.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542    1.1400    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7581    1.0109   -0.7400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802   -0.1658    0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9136   -1.2293   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604   -0.4705   -0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226    0.3474   -1.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625    0.5582   -2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875    1.4893   -1.3103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    1.3843    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331   -0.0977    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483   -0.5240   -0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979   -1.4090   -1.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6273   -1.6456   -2.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276   -0.5432   -2.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1512    0.2790   -3.5046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807    0.7850    1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514    2.2465    1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848    1.7905    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1600   -0.3554    1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556    1.0826    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8887    2.1333   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2235    1.5124   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6881    1.1075   -2.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1861   -0.0317   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2796   -2.0682   -0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -1.7311    1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278   -0.4909    3.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4020    1.0505    2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7057   -1.6226    1.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1717   -0.4342    4.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -1.5604    4.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2512   -1.7431    2.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4619    1.3386    2.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    2.5258    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692    3.4252    0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9693    1.8628   -0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5330    1.0018   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7543   -1.2277    0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3522   -2.1933   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2253   -1.0299   -1.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789   -1.5655   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878   -0.2454   -2.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273    1.7772    0.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958    1.9450    0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691    0.3481   -1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -2.3845   -1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1543   -2.5643   -2.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -0.7809   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997   -1.7279   -3.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1747   -1.2124   -3.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5389    0.5913   -4.1668 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 31  9  1  0
 30 13  1  0
 23 15  1  0
 30 25  1  0
 34 26  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  4 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  9 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 22 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 27 62  1  0
 29 63  1  0
 29 64  1  0
 31 65  1  0
 32 66  1  0
 33 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
 35 71  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      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.565   5.954   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.610   4.993   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -6.105   3.286   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.207   6.188   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.816   6.287   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6    1   22                                                       
CONECT    7   10   13                                                       
CONECT    8   12   14                                                       
CONECT    9   24   33                                                       
CONECT   10    2    7   12                                                  
CONECT   11    3   15   17                                                  
CONECT   12    8   10   23                                                  
CONECT   13    7   18   26                                                  
CONECT   14    8   24   34                                                  
CONECT   15   11   16   24                                                  
CONECT   16   15   19   35                                                  
CONECT   17   11   25   27                                                  
CONECT   18   13   23   28                                                  
CONECT   19   16   29   34                                                  
CONECT   20   23   24   25                                                  
CONECT   21   22   30   35                                                  
CONECT   22    4    6   21   31                                             
CONECT   23    5   12   18   20                                             
CONECT   24    9   14   15   20                                             
CONECT   25   17   20   32   33                                             
CONECT   26   13                                                            
CONECT   27   17                                                            
CONECT   28   18                                                            
CONECT   29   19                                                            
CONECT   30   21                                                            
CONECT   31   22                                                            
CONECT   32   25                                                            
CONECT   33    9   25                                                       
CONECT   34   14   19                                                       
CONECT   35   16   21                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0035626
HETATM    1  C1  UNL     1       4.902   1.369   1.208  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.978   0.551   0.569  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.572   0.070  -0.811  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.295   1.283  -1.684  1.00  0.00           C  
HETATM    5  O1  UNL     1       6.607  -0.656  -1.389  1.00  0.00           O  
HETATM    6  C5  UNL     1       4.361  -0.770  -0.633  1.00  0.00           C  
HETATM    7  O2  UNL     1       4.406  -1.961  -0.999  1.00  0.00           O  
HETATM    8  O3  UNL     1       3.214  -0.281  -0.085  1.00  0.00           O  
HETATM    9  C6  UNL     1       2.008  -1.047   0.112  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.914  -1.207   1.556  1.00  0.00           C  
HETATM   11  O4  UNL     1       2.854  -1.843   2.123  1.00  0.00           O  
HETATM   12  O5  UNL     1       0.845  -0.683   2.242  1.00  0.00           O  
HETATM   13  C8  UNL     1      -0.379  -0.648   1.554  1.00  0.00           C  
HETATM   14  C9  UNL     1      -1.487  -0.008   2.354  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.762  -0.501   1.755  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.987  -0.127   2.497  1.00  0.00           C  
HETATM   17  C12 UNL     1      -4.598  -1.026   3.524  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.573   1.036   2.257  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.965   1.909   1.248  1.00  0.00           C  
HETATM   20  O6  UNL     1      -4.921   2.862   0.819  1.00  0.00           O  
HETATM   21  C15 UNL     1      -3.554   1.140   0.002  1.00  0.00           C  
HETATM   22  O7  UNL     1      -4.758   1.011  -0.740  1.00  0.00           O  
HETATM   23  C16 UNL     1      -2.880  -0.166   0.262  1.00  0.00           C  
HETATM   24  C17 UNL     1      -3.914  -1.229  -0.212  1.00  0.00           C  
HETATM   25  C18 UNL     1      -1.660  -0.471  -0.488  1.00  0.00           C  
HETATM   26  C19 UNL     1      -1.423   0.347  -1.727  1.00  0.00           C  
HETATM   27  O8  UNL     1      -2.563   0.558  -2.484  1.00  0.00           O  
HETATM   28  O9  UNL     1      -0.787   1.489  -1.310  1.00  0.00           O  
HETATM   29  C20 UNL     1      -0.434   1.384   0.032  1.00  0.00           C  
HETATM   30  C21 UNL     1      -0.333  -0.098   0.202  1.00  0.00           C  
HETATM   31  C22 UNL     1       0.848  -0.524  -0.628  1.00  0.00           C  
HETATM   32  C23 UNL     1       0.398  -1.409  -1.804  1.00  0.00           C  
HETATM   33  C24 UNL     1       1.627  -1.646  -2.692  1.00  0.00           C  
HETATM   34  C25 UNL     1      -0.528  -0.543  -2.608  1.00  0.00           C  
HETATM   35  O10 UNL     1       0.151   0.279  -3.505  1.00  0.00           O  
HETATM   36  H1  UNL     1       4.281   0.785   1.933  1.00  0.00           H  
HETATM   37  H2  UNL     1       5.351   2.247   1.728  1.00  0.00           H  
HETATM   38  H3  UNL     1       4.185   1.790   0.473  1.00  0.00           H  
HETATM   39  H4  UNL     1       6.160  -0.355   1.201  1.00  0.00           H  
HETATM   40  H5  UNL     1       6.956   1.083   0.508  1.00  0.00           H  
HETATM   41  H6  UNL     1       5.889   2.133  -1.278  1.00  0.00           H  
HETATM   42  H7  UNL     1       4.223   1.512  -1.768  1.00  0.00           H  
HETATM   43  H8  UNL     1       5.688   1.108  -2.723  1.00  0.00           H  
HETATM   44  H9  UNL     1       7.186  -0.032  -1.901  1.00  0.00           H  
HETATM   45  H10 UNL     1       2.280  -2.068  -0.298  1.00  0.00           H  
HETATM   46  H11 UNL     1      -0.710  -1.731   1.461  1.00  0.00           H  
HETATM   47  H12 UNL     1      -1.428  -0.491   3.376  1.00  0.00           H  
HETATM   48  H13 UNL     1      -1.402   1.051   2.518  1.00  0.00           H  
HETATM   49  H14 UNL     1      -2.706  -1.623   1.830  1.00  0.00           H  
HETATM   50  H15 UNL     1      -5.172  -0.434   4.290  1.00  0.00           H  
HETATM   51  H16 UNL     1      -3.746  -1.560   4.031  1.00  0.00           H  
HETATM   52  H17 UNL     1      -5.251  -1.743   2.986  1.00  0.00           H  
HETATM   53  H18 UNL     1      -5.462   1.339   2.776  1.00  0.00           H  
HETATM   54  H19 UNL     1      -3.132   2.526   1.643  1.00  0.00           H  
HETATM   55  H20 UNL     1      -4.469   3.425   0.135  1.00  0.00           H  
HETATM   56  H21 UNL     1      -2.969   1.863  -0.598  1.00  0.00           H  
HETATM   57  H22 UNL     1      -5.533   1.002  -0.144  1.00  0.00           H  
HETATM   58  H23 UNL     1      -4.754  -1.228   0.527  1.00  0.00           H  
HETATM   59  H24 UNL     1      -3.352  -2.193  -0.138  1.00  0.00           H  
HETATM   60  H25 UNL     1      -4.225  -1.030  -1.237  1.00  0.00           H  
HETATM   61  H26 UNL     1      -1.579  -1.565  -0.658  1.00  0.00           H  
HETATM   62  H27 UNL     1      -2.788  -0.245  -2.992  1.00  0.00           H  
HETATM   63  H28 UNL     1       0.627   1.777   0.080  1.00  0.00           H  
HETATM   64  H29 UNL     1      -0.996   1.945   0.740  1.00  0.00           H  
HETATM   65  H30 UNL     1       1.269   0.348  -1.232  1.00  0.00           H  
HETATM   66  H31 UNL     1       0.050  -2.384  -1.521  1.00  0.00           H  
HETATM   67  H32 UNL     1       2.154  -2.564  -2.440  1.00  0.00           H  
HETATM   68  H33 UNL     1       2.315  -0.781  -2.675  1.00  0.00           H  
HETATM   69  H34 UNL     1       1.300  -1.728  -3.769  1.00  0.00           H  
HETATM   70  H35 UNL     1      -1.175  -1.212  -3.213  1.00  0.00           H  
HETATM   71  H36 UNL     1      -0.539   0.591  -4.167  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   39   40
CONECT    3    4    5    6
CONECT    4   41   42   43
CONECT    5   44
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   31   45
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   30   46
CONECT   14   15   47   48
CONECT   15   16   23   49
CONECT   16   17   18   18
CONECT   17   50   51   52
CONECT   18   19   53
CONECT   19   20   21   54
CONECT   20   55
CONECT   21   22   23   56
CONECT   22   57
CONECT   23   24   25
CONECT   24   58   59   60
CONECT   25   26   30   61
CONECT   26   27   28   34
CONECT   27   62
CONECT   28   29
CONECT   29   30   63   64
CONECT   30   31
CONECT   31   32   65
CONECT   32   33   34   66
CONECT   33   67   68   69
CONECT   34   35   70
CONECT   35   71
END

HMDB0035626
     RDKit          3D
Glaucarubin
 71 75  0  0  0  0  0  0  0  0999 V2000
    4.9023    1.3690    1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9782    0.5510    0.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5719    0.0702   -0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2946    1.2827   -1.6837 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6072   -0.6559   -1.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3609   -0.7704   -0.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4061   -1.9605   -0.9989 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2141   -0.2806   -0.0852 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0080   -1.0473    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9136   -1.2073    1.5556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545   -1.8429    2.1230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8450   -0.6832    2.2418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794   -0.6480    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870   -0.0085    2.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7623   -0.5015    1.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9867   -0.1267    2.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5978   -1.0260    3.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    1.0362    2.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9652    1.9091    1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209    2.8618    0.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542    1.1400    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7581    1.0109   -0.7400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802   -0.1658    0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9136   -1.2293   -0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604   -0.4705   -0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4226    0.3474   -1.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625    0.5582   -2.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875    1.4893   -1.3103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    1.3843    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331   -0.0977    0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8483   -0.5240   -0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979   -1.4090   -1.8042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6273   -1.6456   -2.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276   -0.5432   -2.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1512    0.2790   -3.5046 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807    0.7850    1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514    2.2465    1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1848    1.7905    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1600   -0.3554    1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9556    1.0826    0.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8887    2.1333   -1.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2235    1.5124   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6881    1.1075   -2.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1861   -0.0317   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2796   -2.0682   -0.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -1.7311    1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4278   -0.4909    3.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4020    1.0505    2.5176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7057   -1.6226    1.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1717   -0.4342    4.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -1.5604    4.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2512   -1.7431    2.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4619    1.3386    2.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    2.5258    1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692    3.4252    0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9693    1.8628   -0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5330    1.0018   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7543   -1.2277    0.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3522   -2.1933   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2253   -1.0299   -1.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789   -1.5655   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878   -0.2454   -2.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273    1.7772    0.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958    1.9450    0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691    0.3481   -1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -2.3845   -1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1543   -2.5643   -2.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3151   -0.7809   -2.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997   -1.7279   -3.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1747   -1.2124   -3.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5389    0.5913   -4.1668 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
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 31  9  1  0
 30 13  1  0
 23 15  1  0
 30 25  1  0
 34 26  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  4 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  9 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 22 57  1  0
 24 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 27 62  1  0
 29 63  1  0
 29 64  1  0
 31 65  1  0
 32 66  1  0
 33 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
 35 71  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
alpha-Kirondrin	HMDB
b-Kirondrin	HMDB
Glaucarubina	HMDB
Simarubaceae	HMDB
4,5,16,17-Tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-hydroxy-2-methylbutanoic acid	Generator
Kirondrin	MeSH

Chemical Formula

C₂₅H₃₆O₁₀

Average Molecular Weight

496.5473

Monoisotopic Molecular Weight

496.230847372

IUPAC Name

4,5,16,17-tetrahydroxy-6,14,18-trimethyl-9-oxo-3,10-dioxapentacyclo[9.8.0.0¹,⁷.0⁴,¹⁹.0¹³,¹⁸]nonadec-14-en-8-yl 2-hydroxy-2-methylbutanoate

Traditional Name

glaucarubin

CAS Registry Number

1448-23-3

SMILES

CCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=O

InChI Identifier

InChI=1S/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3

InChI Key

LZKVXMYVBSNXER-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
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Oxepane
Dicarboxylic acid or derivatives
Fatty acyl
Oxane
Pyran
Tertiary alcohol
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Hemiacetal
Lactone
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	250 - 255 °C	Not Available
Boiling Point	690.90 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1800 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	-0.436 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.1 g/L	ALOGPS
logP	0.4	ALOGPS
logP	-0.24	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	10.89	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	119.72 m³·mol⁻¹	ChemAxon
Polarizability	50.73 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	211.772	31661259
DarkChem	[M-H]-	208.197	31661259
DeepCCS	[M-2H]-	243.044	30932474
DeepCCS	[M+Na]+	218.469	30932474
AllCCS	[M+H]+	212.7	32859911
AllCCS	[M+H-H2O]+	211.1	32859911
AllCCS	[M+NH4]+	214.1	32859911
AllCCS	[M+Na]+	214.5	32859911
AllCCS	[M-H]-	213.5	32859911
AllCCS	[M+Na-2H]-	214.8	32859911
AllCCS	[M+HCOO]-	216.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glaucarubin	CCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=O	3860.0	Standard polar	33892256
Glaucarubin	CCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=O	3379.6	Standard non polar	33892256
Glaucarubin	CCC(C)(O)C(=O)OC1C2C(C)C(O)C3(O)OCC22C3C3(C)C(O)C(O)C=C(C)C3CC2OC1=O	3675.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glaucarubin,1TMS,isomer #1	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O	3661.7	Semi standard non polar	33892256
Glaucarubin,1TMS,isomer #2	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C	3648.1	Semi standard non polar	33892256
Glaucarubin,1TMS,isomer #3	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O	3661.8	Semi standard non polar	33892256
Glaucarubin,1TMS,isomer #4	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O	3582.4	Semi standard non polar	33892256
Glaucarubin,1TMS,isomer #5	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O	3568.7	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #1	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O	3559.9	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #10	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O	3502.4	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #2	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O	3583.5	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #3	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O	3651.3	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #4	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C	3643.3	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #5	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C	3538.2	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #6	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C	3553.8	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #7	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C	3623.8	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #8	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O	3557.6	Semi standard non polar	33892256
Glaucarubin,2TMS,isomer #9	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O	3571.2	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #1	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O	3468.3	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #10	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O	3474.0	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #2	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O	3524.2	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #3	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C	3492.8	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #4	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O	3545.5	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #5	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C	3517.9	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #6	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C	3579.5	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #7	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C	3447.7	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #8	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C	3490.1	Semi standard non polar	33892256
Glaucarubin,3TMS,isomer #9	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C	3509.7	Semi standard non polar	33892256
Glaucarubin,4TMS,isomer #1	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O	3453.8	Semi standard non polar	33892256
Glaucarubin,4TMS,isomer #2	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C	3422.0	Semi standard non polar	33892256
Glaucarubin,4TMS,isomer #3	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C	3458.1	Semi standard non polar	33892256
Glaucarubin,4TMS,isomer #4	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C	3479.6	Semi standard non polar	33892256
Glaucarubin,4TMS,isomer #5	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C	3425.3	Semi standard non polar	33892256
Glaucarubin,5TMS,isomer #1	CCC(C)(O[Si](C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C)C(O[Si](C)(C)C)C3(C)C3C4(O[Si](C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C	3413.3	Semi standard non polar	33892256
Glaucarubin,1TBDMS,isomer #1	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O	3915.0	Semi standard non polar	33892256
Glaucarubin,1TBDMS,isomer #2	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	3885.6	Semi standard non polar	33892256
Glaucarubin,1TBDMS,isomer #3	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O	3917.9	Semi standard non polar	33892256
Glaucarubin,1TBDMS,isomer #4	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O	3814.1	Semi standard non polar	33892256
Glaucarubin,1TBDMS,isomer #5	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O	3796.3	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #1	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O	4020.2	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #10	CCC(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)C3C4(O)OCC23C1C(C)C4O	3957.7	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #2	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O	4054.9	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #3	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O	4132.1	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #4	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4124.3	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #5	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	3985.4	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #6	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4020.4	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #7	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4098.3	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #8	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)C(O)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O	4010.6	Semi standard non polar	33892256
Glaucarubin,2TBDMS,isomer #9	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O	4041.0	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #1	CCC(C)(O[Si](C)(C)C(C)(C)C)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)C3C4(O)OCC23C1C(C)C4O	4164.3	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #10	CCC(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)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O	4153.5	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #2	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)C(O)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O	4211.5	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #3	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)C(O)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4181.7	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #4	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O	4249.6	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #5	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4230.2	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #6	CCC(C)(O[Si](C)(C)C(C)(C)C)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4298.6	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #7	CCC(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)C3C4(O)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4118.7	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #8	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O[Si](C)(C)C(C)(C)C)C(O)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4163.4	Semi standard non polar	33892256
Glaucarubin,3TBDMS,isomer #9	CCC(C)(O)C(=O)OC1C(=O)OC2CC3C(C)=CC(O)C(O[Si](C)(C)C(C)(C)C)C3(C)C3C4(O[Si](C)(C)C(C)(C)C)OCC23C1C(C)C4O[Si](C)(C)C(C)(C)C	4210.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (Non-derivatized) - 70eV, Positive	splash10-01di-6001900000-e1ce9105bdde68503ee1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (2 TMS) - 70eV, Positive	splash10-00ba-4520129000-40ed048370ebf98a64c3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glaucarubin GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-04	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 - Glaucarubin 10V, Positive-QTOF	splash10-004j-1104900000-7bb6188c59c74e7d63c3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 20V, Positive-QTOF	splash10-0umi-5109400000-decc9a710ceb50a6c12c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 40V, Positive-QTOF	splash10-00fr-6209000000-9a4e5b75b9a759c4c42d	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 10V, Negative-QTOF	splash10-0f6t-1002900000-a716f8c5bf8de2ae5bad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 20V, Negative-QTOF	splash10-0101-9308800000-cada2918a5e89f56ba06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 40V, Negative-QTOF	splash10-00di-8109000000-017a1d307b0873e107bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 10V, Positive-QTOF	splash10-0002-0000900000-f3195f31d3cb6feb3ab3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 20V, Positive-QTOF	splash10-01t9-2009300000-8fcfd135168b4930c15d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 40V, Positive-QTOF	splash10-0a6r-1109000000-00c65803bcdfcef153b4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 10V, Negative-QTOF	splash10-0002-1100900000-d51f5d15c51b1d4af910	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 20V, Negative-QTOF	splash10-00mk-5509100000-ac5ed73af3ca8593505b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glaucarubin 40V, Negative-QTOF	splash10-004j-4009000000-bb012fc0dcf5c95a0d34	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

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

3321199

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1415551

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 Glaucarubin (HMDB0035626)

MOL for HMDB0035626 (Glaucarubin)

3D MOL for HMDB0035626 (Glaucarubin)

3D SDF for HMDB0035626 (Glaucarubin)

3D-SDF for HMDB0035626 (Glaucarubin)

PDB for HMDB0035626 (Glaucarubin)

3D PDB for HMDB0035626 (Glaucarubin)

SMILES for HMDB0035626 (Glaucarubin)

INCHI for HMDB0035626 (Glaucarubin)

Structure for HMDB0035626 (Glaucarubin)

3D Structure for HMDB0035626 (Glaucarubin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra