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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:57 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030940

Secondary Accession Numbers

HMDB30940

Metabolite Identification

Common Name

Squamocin L

Description

Squamocin L, also known as desacetyluvaricin, belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a significant number of articles have been published on Squamocin L.

Structure

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


  Mrv0541 02241217172D          

 43 45  0  0  0  0            999 V2000
   -6.0208    1.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0208    0.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377    0.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    1.0870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377    1.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377   -0.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0345   -0.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0345   -1.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377   -1.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7180   -1.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5223   -2.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8082   -1.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927   -2.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3786   -1.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6646   -2.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4804   -1.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5223   -2.9894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5223    2.9894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -0.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  5 22  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
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 35 36  2  0  0  0  0
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 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 43  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END

HMDB0030940
     RDKit          3D
Squamocin L
109111  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 02241217172D          

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M  END
> <DATABASE_ID>
HMDB0030940

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C37H66O6/c1-3-4-5-6-7-13-16-19-22-31(38)33-24-26-35(42-33)36-27-25-34(43-36)32(39)23-20-17-14-11-9-8-10-12-15-18-21-30-28-29(2)41-37(30)40/h28-29,31-36,38-39H,3-27H2,1-2H3

> <INCHI_KEY>
URLVCROWVOSNPT-UHFFFAOYSA-N

> <FORMULA>
C37H66O6

> <MOLECULAR_WEIGHT>
606.9163

> <EXACT_MASS>
606.485939844

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
77.40064053207338

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(13-hydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
8.18

> <JCHEM_LOGP>
10.068910460333331

> <ALOGPS_LOGS>
-6.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.432266049871

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.873469486918406

> <JCHEM_PKA_STRONGEST_BASIC>
-3.148665094183956

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
174.72710000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(13-hydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030940
     RDKit          3D
Squamocin L
109111  0  0  0  0  0  0  0  0999 V2000
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    8.2660   -1.0454   -0.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4625   -2.7578   -0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3056   -3.0191    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9146   -2.4318    1.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3978   -2.0290    1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7101    0.1616    3.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5835    1.8114    1.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1526    0.6591    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3883    0.2229    1.5661 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  0
 20 42  1  0
 16 43  1  0
 43 13  1  0
 42 17  1  0
 40 35  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  2 48  1  0
  3 49  1  0
  3 50  1  0
  4 51  1  0
  4 52  1  0
  5 53  1  0
  5 54  1  0
  6 55  1  0
  6 56  1  0
  7 57  1  0
  7 58  1  0
  8 59  1  0
  8 60  1  0
  9 61  1  0
  9 62  1  0
 10 63  1  0
 10 64  1  0
 11 65  1  0
 12 66  1  0
 13 67  1  0
 14 68  1  0
 14 69  1  0
 15 70  1  0
 15 71  1  0
 16 72  1  0
 17 73  1  0
 18 74  1  0
 18 75  1  0
 19 76  1  0
 19 77  1  0
 20 78  1  0
 21 79  1  0
 22 80  1  0
 23 81  1  0
 23 82  1  0
 24 83  1  0
 24 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 27 89  1  0
 27 90  1  0
 28 91  1  0
 28 92  1  0
 29 93  1  0
 29 94  1  0
 30 95  1  0
 30 96  1  0
 31 97  1  0
 31 98  1  0
 32 99  1  0
 32100  1  0
 33101  1  0
 33102  1  0
 34103  1  0
 34104  1  0
 36105  1  0
 37106  1  0
 38107  1  0
 38108  1  0
 38109  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -11.239   2.801   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.239   1.257   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.777   0.781   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -8.874   2.029   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -9.777   3.269   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.777  -0.763   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.264  -1.164   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.264  -2.708   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.777  -3.269   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -8.807  -2.083   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -8.442  -4.036   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.109  -3.269   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.773  -4.036   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.440  -3.269   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.107  -4.036   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.772  -3.269   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.439  -4.036   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.897  -3.269   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.230  -4.036   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.563  -3.269   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.898  -4.036   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.442   4.036   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.109   3.269   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.773   4.036   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.440   3.269   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.107   4.036   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.772   3.269   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.439   4.036   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.897   3.269   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.230   4.036   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.563   3.269   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.898   4.036   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.231   3.269   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.567   4.036   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.900   3.269   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.900   1.725   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.364   1.252   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      11.264   2.497   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      10.364   3.740   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      10.845   5.210   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -8.442  -5.580   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -8.442   5.580   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      10.364  -0.292   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4   22                                                  
CONECT    6    3    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    6    9                                                       
CONECT   11    9   12   41                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22    5   23   42                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   39                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   43                                                  
CONECT   38   37   39                                                       
CONECT   39   35   38   40                                                  
CONECT   40   39                                                            
CONECT   41   11                                                            
CONECT   42   22                                                            
CONECT   43   37                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

COMPND    HMDB0030940
HETATM    1  C1  UNL     1     -12.981  -0.443  -0.268  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.201  -0.113   0.971  1.00  0.00           C  
HETATM    3  C3  UNL     1     -12.103   1.325   1.257  1.00  0.00           C  
HETATM    4  C4  UNL     1     -11.538   2.316   0.377  1.00  0.00           C  
HETATM    5  C5  UNL     1     -10.192   2.463  -0.110  1.00  0.00           C  
HETATM    6  C6  UNL     1      -9.429   1.610  -1.009  1.00  0.00           C  
HETATM    7  C7  UNL     1      -9.151   0.224  -0.625  1.00  0.00           C  
HETATM    8  C8  UNL     1      -8.232  -0.482  -1.660  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.903   0.197  -1.794  1.00  0.00           C  
HETATM   10  C10 UNL     1      -6.170   0.238  -0.470  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.892  -1.142   0.092  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.101  -1.788  -0.867  1.00  0.00           O  
HETATM   13  C12 UNL     1      -5.059  -0.953   1.344  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.421  -2.267   1.808  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.022  -1.808   2.248  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.171  -0.324   2.193  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.919   0.460   2.085  1.00  0.00           C  
HETATM   18  C17 UNL     1      -0.967   0.317   3.251  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.232   1.105   2.694  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.087   1.097   1.194  1.00  0.00           C  
HETATM   21  C20 UNL     1       1.195   0.744   0.496  1.00  0.00           C  
HETATM   22  O2  UNL     1       1.740  -0.453   0.984  1.00  0.00           O  
HETATM   23  C21 UNL     1       1.028   0.655  -1.000  1.00  0.00           C  
HETATM   24  C22 UNL     1       2.316   0.302  -1.707  1.00  0.00           C  
HETATM   25  C23 UNL     1       3.391   1.326  -1.471  1.00  0.00           C  
HETATM   26  C24 UNL     1       4.658   0.960  -2.193  1.00  0.00           C  
HETATM   27  C25 UNL     1       5.232  -0.345  -1.766  1.00  0.00           C  
HETATM   28  C26 UNL     1       6.502  -0.715  -2.494  1.00  0.00           C  
HETATM   29  C27 UNL     1       7.566   0.317  -2.280  1.00  0.00           C  
HETATM   30  C28 UNL     1       8.853   0.001  -2.954  1.00  0.00           C  
HETATM   31  C29 UNL     1       9.561  -1.249  -2.669  1.00  0.00           C  
HETATM   32  C30 UNL     1      10.027  -1.583  -1.317  1.00  0.00           C  
HETATM   33  C31 UNL     1       9.017  -1.802  -0.258  1.00  0.00           C  
HETATM   34  C32 UNL     1       9.658  -2.142   1.084  1.00  0.00           C  
HETATM   35  C33 UNL     1      10.544  -1.019   1.531  1.00  0.00           C  
HETATM   36  C34 UNL     1      11.839  -1.086   1.769  1.00  0.00           C  
HETATM   37  C35 UNL     1      12.345   0.223   2.187  1.00  0.00           C  
HETATM   38  C36 UNL     1      13.457   0.744   1.298  1.00  0.00           C  
HETATM   39  O3  UNL     1      11.226   1.065   2.182  1.00  0.00           O  
HETATM   40  C37 UNL     1      10.109   0.360   1.788  1.00  0.00           C  
HETATM   41  O4  UNL     1       8.936   0.828   1.673  1.00  0.00           O  
HETATM   42  O5  UNL     1      -1.089   0.118   1.029  1.00  0.00           O  
HETATM   43  O6  UNL     1      -3.936  -0.154   1.031  1.00  0.00           O  
HETATM   44  H1  UNL     1     -12.344  -0.864  -1.060  1.00  0.00           H  
HETATM   45  H2  UNL     1     -13.797  -1.183  -0.054  1.00  0.00           H  
HETATM   46  H3  UNL     1     -13.518   0.457  -0.656  1.00  0.00           H  
HETATM   47  H4  UNL     1     -12.841  -0.567   1.841  1.00  0.00           H  
HETATM   48  H5  UNL     1     -11.269  -0.648   1.089  1.00  0.00           H  
HETATM   49  H6  UNL     1     -13.197   1.654   1.498  1.00  0.00           H  
HETATM   50  H7  UNL     1     -11.623   1.379   2.314  1.00  0.00           H  
HETATM   51  H8  UNL     1     -11.773   3.350   0.903  1.00  0.00           H  
HETATM   52  H9  UNL     1     -12.233   2.400  -0.571  1.00  0.00           H  
HETATM   53  H10 UNL     1      -9.516   2.648   0.856  1.00  0.00           H  
HETATM   54  H11 UNL     1     -10.062   3.557  -0.545  1.00  0.00           H  
HETATM   55  H12 UNL     1      -8.420   2.105  -1.267  1.00  0.00           H  
HETATM   56  H13 UNL     1      -9.901   1.600  -2.064  1.00  0.00           H  
HETATM   57  H14 UNL     1      -8.726   0.061   0.361  1.00  0.00           H  
HETATM   58  H15 UNL     1     -10.083  -0.393  -0.744  1.00  0.00           H  
HETATM   59  H16 UNL     1      -8.757  -0.432  -2.639  1.00  0.00           H  
HETATM   60  H17 UNL     1      -8.122  -1.515  -1.295  1.00  0.00           H  
HETATM   61  H18 UNL     1      -6.301  -0.367  -2.558  1.00  0.00           H  
HETATM   62  H19 UNL     1      -6.957   1.222  -2.187  1.00  0.00           H  
HETATM   63  H20 UNL     1      -5.209   0.767  -0.626  1.00  0.00           H  
HETATM   64  H21 UNL     1      -6.791   0.817   0.228  1.00  0.00           H  
HETATM   65  H22 UNL     1      -6.787  -1.750   0.247  1.00  0.00           H  
HETATM   66  H23 UNL     1      -4.542  -1.149  -1.380  1.00  0.00           H  
HETATM   67  H24 UNL     1      -5.615  -0.445   2.139  1.00  0.00           H  
HETATM   68  H25 UNL     1      -5.013  -2.631   2.672  1.00  0.00           H  
HETATM   69  H26 UNL     1      -4.351  -3.004   0.992  1.00  0.00           H  
HETATM   70  H27 UNL     1      -2.249  -2.219   1.580  1.00  0.00           H  
HETATM   71  H28 UNL     1      -2.870  -2.106   3.305  1.00  0.00           H  
HETATM   72  H29 UNL     1      -3.791   0.005   3.036  1.00  0.00           H  
HETATM   73  H30 UNL     1      -2.175   1.540   2.026  1.00  0.00           H  
HETATM   74  H31 UNL     1      -0.709  -0.754   3.355  1.00  0.00           H  
HETATM   75  H32 UNL     1      -1.331   0.767   4.182  1.00  0.00           H  
HETATM   76  H33 UNL     1       0.122   2.141   3.076  1.00  0.00           H  
HETATM   77  H34 UNL     1       1.185   0.633   2.925  1.00  0.00           H  
HETATM   78  H35 UNL     1      -0.432   2.068   0.845  1.00  0.00           H  
HETATM   79  H36 UNL     1       1.915   1.545   0.728  1.00  0.00           H  
HETATM   80  H37 UNL     1       0.944  -1.029   1.212  1.00  0.00           H  
HETATM   81  H38 UNL     1       0.568   1.547  -1.422  1.00  0.00           H  
HETATM   82  H39 UNL     1       0.330  -0.210  -1.201  1.00  0.00           H  
HETATM   83  H40 UNL     1       2.690  -0.666  -1.260  1.00  0.00           H  
HETATM   84  H41 UNL     1       2.117   0.192  -2.781  1.00  0.00           H  
HETATM   85  H42 UNL     1       3.033   2.283  -1.895  1.00  0.00           H  
HETATM   86  H43 UNL     1       3.590   1.493  -0.392  1.00  0.00           H  
HETATM   87  H44 UNL     1       4.456   0.940  -3.282  1.00  0.00           H  
HETATM   88  H45 UNL     1       5.426   1.773  -2.032  1.00  0.00           H  
HETATM   89  H46 UNL     1       4.539  -1.195  -1.880  1.00  0.00           H  
HETATM   90  H47 UNL     1       5.496  -0.318  -0.674  1.00  0.00           H  
HETATM   91  H48 UNL     1       6.217  -0.780  -3.575  1.00  0.00           H  
HETATM   92  H49 UNL     1       6.839  -1.723  -2.160  1.00  0.00           H  
HETATM   93  H50 UNL     1       7.631   0.726  -1.261  1.00  0.00           H  
HETATM   94  H51 UNL     1       7.163   1.251  -2.866  1.00  0.00           H  
HETATM   95  H52 UNL     1       8.652   0.120  -4.070  1.00  0.00           H  
HETATM   96  H53 UNL     1       9.577   0.847  -2.723  1.00  0.00           H  
HETATM   97  H54 UNL     1      10.442  -1.283  -3.412  1.00  0.00           H  
HETATM   98  H55 UNL     1       8.877  -2.113  -3.014  1.00  0.00           H  
HETATM   99  H56 UNL     1      10.728  -2.484  -1.390  1.00  0.00           H  
HETATM  100  H57 UNL     1      10.722  -0.761  -0.977  1.00  0.00           H  
HETATM  101  H58 UNL     1       8.266  -1.045  -0.180  1.00  0.00           H  
HETATM  102  H59 UNL     1       8.463  -2.758  -0.535  1.00  0.00           H  
HETATM  103  H60 UNL     1      10.306  -3.019   0.899  1.00  0.00           H  
HETATM  104  H61 UNL     1       8.915  -2.432   1.834  1.00  0.00           H  
HETATM  105  H62 UNL     1      12.398  -2.029   1.649  1.00  0.00           H  
HETATM  106  H63 UNL     1      12.710   0.162   3.237  1.00  0.00           H  
HETATM  107  H64 UNL     1      13.584   1.811   1.529  1.00  0.00           H  
HETATM  108  H65 UNL     1      13.153   0.659   0.253  1.00  0.00           H  
HETATM  109  H66 UNL     1      14.388   0.223   1.566  1.00  0.00           H  
CONECT    1    2   44   45   46
CONECT    2    3   47   48
CONECT    3    4   49   50
CONECT    4    5   51   52
CONECT    5    6   53   54
CONECT    6    7   55   56
CONECT    7    8   57   58
CONECT    8    9   59   60
CONECT    9   10   61   62
CONECT   10   11   63   64
CONECT   11   12   13   65
CONECT   12   66
CONECT   13   14   43   67
CONECT   14   15   68   69
CONECT   15   16   70   71
CONECT   16   17   43   72
CONECT   17   18   42   73
CONECT   18   19   74   75
CONECT   19   20   76   77
CONECT   20   21   42   78
CONECT   21   22   23   79
CONECT   22   80
CONECT   23   24   81   82
CONECT   24   25   83   84
CONECT   25   26   85   86
CONECT   26   27   87   88
CONECT   27   28   89   90
CONECT   28   29   91   92
CONECT   29   30   93   94
CONECT   30   31   95   96
CONECT   31   32   97   98
CONECT   32   33   99  100
CONECT   33   34  101  102
CONECT   34   35  103  104
CONECT   35   36   36   40
CONECT   36   37  105
CONECT   37   38   39  106
CONECT   38  107  108  109
CONECT   39   40
CONECT   40   41   41
END

HMDB0030940
     RDKit          3D
Squamocin L
109111  0  0  0  0  0  0  0  0999 V2000
  -12.9806   -0.4426   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2007   -0.1126    0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1032    1.3248    1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5376    2.3159    0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1919    2.4630   -0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4292    1.6095   -1.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1510    0.2245   -0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2316   -0.4823   -1.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9027    0.1971   -1.7936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1703    0.2379   -0.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8916   -1.1420    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010   -1.7877   -0.8665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0594   -0.9533    1.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4205   -2.2670    1.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0216   -1.8075    2.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1707   -0.3239    2.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9190    0.4601    2.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9667    0.3167    3.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2317    1.1048    2.6940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874    1.0971    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1948    0.7440    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7400   -0.4527    0.9842 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280    0.6552   -0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.3023   -1.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    1.3262   -1.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6577    0.9600   -2.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324   -0.3453   -1.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5019   -0.7147   -2.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5663    0.3167   -2.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8529    0.0012   -2.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5606   -1.2486   -2.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0269   -1.5830   -1.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0169   -1.8024   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6583   -2.1416    1.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5440   -1.0191    1.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8386   -1.0856    1.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3449    0.2232    2.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4569    0.7440    1.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2255    1.0648    2.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1087    0.3601    1.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9358    0.8283    1.6729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890    0.1176    1.0290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9365   -0.1545    1.0313 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3443   -0.8645   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7973   -1.1833   -0.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5177    0.4567   -0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8408   -0.5667    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2691   -0.6481    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1970    1.6543    1.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6226    1.3788    2.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7731    3.3496    0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2329    2.4001   -0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5161    2.6484    0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0619    3.5566   -0.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4199    2.1055   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9009    1.5995   -2.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7264    0.0613    0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0827   -0.3928   -0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7574   -0.4321   -2.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1223   -1.5153   -1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3013   -0.3672   -2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9565    1.2219   -2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2091    0.7673   -0.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7911    0.8173    0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7867   -1.7503    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5423   -1.1491   -1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6154   -0.4449    2.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0129   -2.6308    2.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3507   -3.0037    0.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2494   -2.2187    1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8703   -2.1057    3.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7915    0.0050    3.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1749    1.5397    2.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7086   -0.7543    3.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3310    0.7671    4.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1219    2.1406    3.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1851    0.6331    2.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317    2.0682    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9152    1.5450    0.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9440   -1.0292    1.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    1.5472   -1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3299   -0.2097   -1.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901   -0.6656   -1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167    0.1917   -2.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0335    2.2832   -1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5896    1.4929   -0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4556    0.9397   -3.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4259    1.7727   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5387   -1.1953   -1.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4959   -0.3179   -0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2170   -0.7799   -3.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8395   -1.7227   -2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6308    0.7264   -1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1630    1.2510   -2.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6517    0.1204   -4.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5765    0.8472   -2.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4418   -1.2830   -3.4118 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8774   -2.1131   -3.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7278   -2.4837   -1.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7217   -0.7614   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2660   -1.0454   -0.1802 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4625   -2.7578   -0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3056   -3.0191    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9146   -2.4318    1.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3978   -2.0290    1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7101    0.1616    3.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5835    1.8114    1.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1526    0.6591    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3883    0.2229    1.5661 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
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 27 28  1  0
 28 29  1  0
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 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
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 20 42  1  0
 16 43  1  0
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  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  2 48  1  0
  3 49  1  0
  3 50  1  0
  4 51  1  0
  4 52  1  0
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 32100  1  0
 33101  1  0
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 37106  1  0
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 38109  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Desacetyluvaricin	HMDB
Neodesacetyluvaricin	HMDB

Chemical Formula

C₃₇H₆₆O₆

Average Molecular Weight

606.9163

Monoisotopic Molecular Weight

606.485939844

IUPAC Name

3-(13-hydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

3-(13-hydroxy-13-{5-[5-(1-hydroxyundecyl)oxolan-2-yl]oxolan-2-yl}tridecyl)-5-methyl-5H-furan-2-one

CAS Registry Number

98767-45-4

SMILES

CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O

InChI Identifier

InChI=1S/C37H66O6/c1-3-4-5-6-7-13-16-19-22-31(38)33-24-26-35(42-33)36-27-25-34(43-36)32(39)23-20-17-14-11-9-8-10-12-15-18-21-30-28-29(2)41-37(30)40/h28-29,31-36,38-39H,3-27H2,1-2H3

InChI Key

URLVCROWVOSNPT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	25 °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	0.00013 g/L	ALOGPS
logP	8.18	ALOGPS
logP	10.07	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	174.73 m³·mol⁻¹	ChemAxon
Polarizability	77.4 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	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]+	251.832	31661259
DarkChem	[M-H]-	246.047	31661259
DeepCCS	[M+H]+	256.412	30932474
DeepCCS	[M-H]-	254.054	30932474
DeepCCS	[M-2H]-	286.938	30932474
DeepCCS	[M+Na]+	262.505	30932474
AllCCS	[M+H]+	273.0	32859911
AllCCS	[M+H-H2O]+	272.0	32859911
AllCCS	[M+NH4]+	274.0	32859911
AllCCS	[M+Na]+	274.3	32859911
AllCCS	[M-H]-	239.6	32859911
AllCCS	[M+Na-2H]-	244.4	32859911
AllCCS	[M+HCOO]-	249.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Squamocin L	CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4784.4	Standard polar	33892256
Squamocin L	CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4346.1	Standard non polar	33892256
Squamocin L	CCCCCCCCCCC(O)C1CCC(O1)C1CCC(O1)C(O)CCCCCCCCCCCCC1=CC(C)OC1=O	4518.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Squamocin L,1TMS,isomer #1	CCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C2CCC(C(O)CCCCCCCCCCCCC3=CC(C)OC3=O)O2)O1	4580.2	Semi standard non polar	33892256
Squamocin L,1TMS,isomer #2	CCCCCCCCCCC(O)C1CCC(C2CCC(C(CCCCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C)O2)O1	4580.2	Semi standard non polar	33892256
Squamocin L,2TMS,isomer #1	CCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C2CCC(C(CCCCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C)O2)O1	4525.0	Semi standard non polar	33892256
Squamocin L,1TBDMS,isomer #1	CCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C2CCC(C(O)CCCCCCCCCCCCC3=CC(C)OC3=O)O2)O1	4799.3	Semi standard non polar	33892256
Squamocin L,1TBDMS,isomer #2	CCCCCCCCCCC(O)C1CCC(C2CCC(C(CCCCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C(C)(C)C)O2)O1	4799.3	Semi standard non polar	33892256
Squamocin L,2TBDMS,isomer #1	CCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C2CCC(C(CCCCCCCCCCCCC3=CC(C)OC3=O)O[Si](C)(C)C(C)(C)C)O2)O1	4970.1	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 - Squamocin L GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p9-0577920000-a16ec5ead19dc19cb97b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squamocin L GC-MS (1 TMS) - 70eV, Positive	splash10-01qi-3019212000-8c3bf5c91a303c31dfed	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squamocin L GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squamocin L GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squamocin L GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squamocin L GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squamocin L GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Squamocin L GC-MS ("Squamocin L,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-20	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 - Squamocin L 10V, Positive-QTOF	splash10-0a4r-0132198000-4a5029da74868480d48f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 20V, Positive-QTOF	splash10-0006-2930140000-708c307459b87b3e9319	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 40V, Positive-QTOF	splash10-00kf-7931110000-ec3b299ea906705343ee	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 10V, Positive-QTOF	splash10-0a4r-0132198000-4a5029da74868480d48f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 20V, Positive-QTOF	splash10-0006-2930140000-708c307459b87b3e9319	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 40V, Positive-QTOF	splash10-00kf-7931110000-ec3b299ea906705343ee	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 10V, Negative-QTOF	splash10-0a4i-0000049000-5a10ed00e6868b0e3e60	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 20V, Negative-QTOF	splash10-0bti-1555293000-d253971cc9c8bb833657	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 40V, Negative-QTOF	splash10-08gi-3394340000-0dfe911046165235053e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 10V, Negative-QTOF	splash10-0a4i-0000049000-5a10ed00e6868b0e3e60	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 20V, Negative-QTOF	splash10-0bti-1555293000-d253971cc9c8bb833657	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 40V, Negative-QTOF	splash10-08gi-3394340000-0dfe911046165235053e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 10V, Negative-QTOF	splash10-0a4i-0000109000-1bee59a6d0dc59a2aa03	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 20V, Negative-QTOF	splash10-0a4i-3132349000-5d54e19c8f193b6ddf54	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 40V, Negative-QTOF	splash10-00kr-9437751000-3cd21db15eb1be3f00d9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 10V, Positive-QTOF	splash10-052r-0000295000-a0a97213a83794cb9658	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 20V, Positive-QTOF	splash10-0a70-1000092000-21a36a8435de6ad7dae8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Squamocin L 40V, Positive-QTOF	splash10-0apm-9100000000-37c2cd91976dbd4d01b9	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB003458

KNApSAcK ID

C00038992

Chemspider ID

406177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

461667

PDB ID

Not Available

ChEBI ID

176212

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 Squamocin L (HMDB0030940)

MOL for HMDB0030940 (Squamocin L)

3D MOL for HMDB0030940 (Squamocin L)

3D SDF for HMDB0030940 (Squamocin L)

3D-SDF for HMDB0030940 (Squamocin L)

PDB for HMDB0030940 (Squamocin L)

3D PDB for HMDB0030940 (Squamocin L)

SMILES for HMDB0030940 (Squamocin L)

INCHI for HMDB0030940 (Squamocin L)

Structure for HMDB0030940 (Squamocin L)

3D Structure for HMDB0030940 (Squamocin L)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra