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Showing metabocard for Annotemoyin 1 (HMDB0031390)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:42:49 UTC
Update Date2022-03-07 02:52:57 UTC
HMDB IDHMDB0031390
Secondary Accession Numbers
  • HMDB31390
Metabolite Identification
Common NameAnnotemoyin 1
DescriptionAnnotemoyin 1 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 small amount of articles have been published on Annotemoyin 1.
Structure
Data?1563862119
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031390 (Annotemoyin 1)


  Mrv0541 05061305552D          

 40 41  0  0  0  0            999 V2000
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M  END
Download

3D MOL for HMDB0031390 (Annotemoyin 1)

HMDB0031390
     RDKit          3D
Annotemoyin 1
104105  0  0  0  0  0  0  0  0999 V2000
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M  END
Download

3D SDF for HMDB0031390 (Annotemoyin 1)


  Mrv0541 05061305552D          

 40 41  0  0  0  0            999 V2000
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   -9.8117   14.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9799   10.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2654   10.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1635   10.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1233   10.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9912   14.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5366   11.6807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
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 15  7  1  0  0  0  0
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 40 33  1  0  0  0  0
 40 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031390

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCCCC1=CC(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H64O5/c1-3-4-5-6-7-15-18-21-24-31(36)33-26-27-34(40-33)32(37)25-22-19-16-13-11-9-8-10-12-14-17-20-23-30-28-29(2)39-35(30)38/h28-29,31-34,36-37H,3-27H2,1-2H3

> <INCHI_KEY>
YWTXVAUUCWGHSO-UHFFFAOYSA-N

> <FORMULA>
C35H64O5

> <MOLECULAR_WEIGHT>
564.8797

> <EXACT_MASS>
564.475375158

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
73.61212645924408

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{15-hydroxy-15-[5-(1-hydroxyundecyl)oxolan-2-yl]pentadecyl}-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
8.96

> <JCHEM_LOGP>
10.479691692

> <ALOGPS_LOGS>
-6.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.432474809215588

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.873469726094928

> <JCHEM_PKA_STRONGEST_BASIC>
-3.148664983209411

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
166.00419999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.19e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{15-hydroxy-15-[5-(1-hydroxyundecyl)oxolan-2-yl]pentadecyl}-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0031390 (Annotemoyin 1)

HMDB0031390
     RDKit          3D
Annotemoyin 1
104105  0  0  0  0  0  0  0  0999 V2000
  -12.7920   -0.5421   -0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0612   -1.8422   -0.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4498   -2.2670    0.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3627   -1.5591    1.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3113   -0.2038    1.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4698    0.9967    0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4916    1.0999   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0780    1.1154    0.3380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0789    1.2111   -0.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6470    1.2719   -0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1639    0.0835    0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 54  1  0
  7 55  1  0
  8 56  1  0
  8 57  1  0
  9 58  1  0
  9 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 12 63  1  0
 13 64  1  0
 14 65  1  0
 14 66  1  0
 15 67  1  0
 15 68  1  0
 16 69  1  0
 17 70  1  0
 18 71  1  0
 19 72  1  0
 19 73  1  0
 20 74  1  0
 20 75  1  0
 21 76  1  0
 21 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 23 81  1  0
 24 82  1  0
 24 83  1  0
 25 84  1  0
 25 85  1  0
 26 86  1  0
 26 87  1  0
 27 88  1  0
 27 89  1  0
 28 90  1  0
 28 91  1  0
 29 92  1  0
 29 93  1  0
 30 94  1  0
 30 95  1  0
 31 96  1  0
 31 97  1  0
 32 98  1  0
 32 99  1  0
 34100  1  0
 35101  1  0
 36102  1  0
 36103  1  0
 36104  1  0
M  END
Download

PDB for HMDB0031390 (Annotemoyin 1)

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     -23.257  31.370   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.134  20.629   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -22.631  29.963   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -21.099  29.802   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -20.473  28.396   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -18.941  28.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -18.315  26.828   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.829  19.502   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.495  20.272   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.163  20.272   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.838  19.502   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.496  19.502   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.172  20.272   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.830  20.272   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -16.784  26.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.506  19.502   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.164  19.502   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -16.157  25.260   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.839  20.272   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.498  20.272   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -14.626  25.099   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.173  19.502   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.831  19.502   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -13.999  23.692   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.507  20.272   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -12.611  20.791   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -11.581  19.646   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.572  19.646   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.602  20.791   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.165  20.272   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -12.468  23.531   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.840  19.502   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -11.841  22.124   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.174  20.272   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.326  21.804   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -11.563  24.777   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -8.840  17.962   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      10.181  22.835   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      12.832  22.124   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -10.335  21.804   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   29                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   15                                                       
CONECT    8    9   10                                                       
CONECT    9    8   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   16                                                       
CONECT   14   12   17                                                       
CONECT   15    7   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   21                                                       
CONECT   19   16   22                                                       
CONECT   20   17   23                                                       
CONECT   21   18   24                                                       
CONECT   22   19   25                                                       
CONECT   23   20   30                                                       
CONECT   24   21   31                                                       
CONECT   25   22   32                                                       
CONECT   26   27   33                                                       
CONECT   27   26   34                                                       
CONECT   28   29   30                                                       
CONECT   29    2   28   39                                                  
CONECT   30   23   28   35                                                  
CONECT   31   24   33   36                                                  
CONECT   32   25   34   37                                                  
CONECT   33   26   31   40                                                  
CONECT   34   27   32   40                                                  
CONECT   35   30   38   39                                                  
CONECT   36   31                                                            
CONECT   37   32                                                            
CONECT   38   35                                                            
CONECT   39   29   35                                                       
CONECT   40   33   34                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END
Download

3D PDB for HMDB0031390 (Annotemoyin 1)

COMPND    HMDB0031390
HETATM    1  C1  UNL     1     -12.792  -0.542  -0.671  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.061  -1.842  -0.664  1.00  0.00           C  
HETATM    3  C3  UNL     1     -11.450  -2.267   0.605  1.00  0.00           C  
HETATM    4  C4  UNL     1     -10.363  -1.559   1.225  1.00  0.00           C  
HETATM    5  C5  UNL     1     -10.311  -0.204   1.732  1.00  0.00           C  
HETATM    6  C6  UNL     1     -10.470   0.997   0.910  1.00  0.00           C  
HETATM    7  C7  UNL     1      -9.492   1.100  -0.245  1.00  0.00           C  
HETATM    8  C8  UNL     1      -8.078   1.115   0.338  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.079   1.211  -0.757  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.647   1.272  -0.330  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.164   0.084   0.450  1.00  0.00           C  
HETATM   12  O1  UNL     1      -5.886  -0.050   1.602  1.00  0.00           O  
HETATM   13  C12 UNL     1      -3.677   0.285   0.718  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.059  -0.791   1.533  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.914  -1.258   0.657  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.406  -0.803  -0.705  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.382  -0.852  -1.776  1.00  0.00           C  
HETATM   18  O2  UNL     1      -1.946  -0.492  -2.973  1.00  0.00           O  
HETATM   19  C17 UNL     1      -0.078  -0.148  -1.479  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.257   1.291  -1.216  1.00  0.00           C  
HETATM   21  C19 UNL     1       0.939   2.112  -0.903  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.013   2.285  -1.878  1.00  0.00           C  
HETATM   23  C21 UNL     1       2.807   1.178  -2.398  1.00  0.00           C  
HETATM   24  C22 UNL     1       3.558   0.363  -1.376  1.00  0.00           C  
HETATM   25  C23 UNL     1       4.553   1.219  -0.606  1.00  0.00           C  
HETATM   26  C24 UNL     1       5.279   0.354   0.402  1.00  0.00           C  
HETATM   27  C25 UNL     1       6.291   1.134   1.194  1.00  0.00           C  
HETATM   28  C26 UNL     1       6.946   0.179   2.155  1.00  0.00           C  
HETATM   29  C27 UNL     1       7.634  -0.971   1.506  1.00  0.00           C  
HETATM   30  C28 UNL     1       8.735  -0.442   0.583  1.00  0.00           C  
HETATM   31  C29 UNL     1       9.377  -1.637  -0.033  1.00  0.00           C  
HETATM   32  C30 UNL     1      10.489  -1.417  -0.967  1.00  0.00           C  
HETATM   33  C31 UNL     1      11.730  -0.810  -0.408  1.00  0.00           C  
HETATM   34  C32 UNL     1      12.057  -0.455   0.807  1.00  0.00           C  
HETATM   35  C33 UNL     1      13.420   0.107   0.831  1.00  0.00           C  
HETATM   36  C34 UNL     1      14.311  -0.635   1.816  1.00  0.00           C  
HETATM   37  O3  UNL     1      13.876   0.048  -0.465  1.00  0.00           O  
HETATM   38  C35 UNL     1      12.902  -0.491  -1.260  1.00  0.00           C  
HETATM   39  O4  UNL     1      12.971  -0.692  -2.512  1.00  0.00           O  
HETATM   40  O5  UNL     1      -3.007   0.403  -0.482  1.00  0.00           O  
HETATM   41  H1  UNL     1     -13.792  -0.632  -1.186  1.00  0.00           H  
HETATM   42  H2  UNL     1     -13.036  -0.249   0.355  1.00  0.00           H  
HETATM   43  H3  UNL     1     -12.237   0.233  -1.199  1.00  0.00           H  
HETATM   44  H4  UNL     1     -12.781  -2.620  -1.054  1.00  0.00           H  
HETATM   45  H5  UNL     1     -11.227  -1.790  -1.454  1.00  0.00           H  
HETATM   46  H6  UNL     1     -12.317  -2.418   1.376  1.00  0.00           H  
HETATM   47  H7  UNL     1     -11.130  -3.370   0.420  1.00  0.00           H  
HETATM   48  H8  UNL     1     -10.059  -2.224   2.150  1.00  0.00           H  
HETATM   49  H9  UNL     1      -9.420  -1.789   0.577  1.00  0.00           H  
HETATM   50  H10 UNL     1      -9.405  -0.060   2.443  1.00  0.00           H  
HETATM   51  H11 UNL     1     -11.152  -0.132   2.530  1.00  0.00           H  
HETATM   52  H12 UNL     1     -10.059   1.862   1.609  1.00  0.00           H  
HETATM   53  H13 UNL     1     -11.456   1.396   0.693  1.00  0.00           H  
HETATM   54  H14 UNL     1      -9.640   2.100  -0.700  1.00  0.00           H  
HETATM   55  H15 UNL     1      -9.634   0.346  -1.018  1.00  0.00           H  
HETATM   56  H16 UNL     1      -8.005   2.008   0.988  1.00  0.00           H  
HETATM   57  H17 UNL     1      -8.007   0.220   0.984  1.00  0.00           H  
HETATM   58  H18 UNL     1      -7.294   2.188  -1.296  1.00  0.00           H  
HETATM   59  H19 UNL     1      -7.238   0.449  -1.560  1.00  0.00           H  
HETATM   60  H20 UNL     1      -5.538   2.151   0.378  1.00  0.00           H  
HETATM   61  H21 UNL     1      -4.958   1.431  -1.193  1.00  0.00           H  
HETATM   62  H22 UNL     1      -5.252  -0.807  -0.233  1.00  0.00           H  
HETATM   63  H23 UNL     1      -5.929  -0.964   1.979  1.00  0.00           H  
HETATM   64  H24 UNL     1      -3.525   1.274   1.251  1.00  0.00           H  
HETATM   65  H25 UNL     1      -2.668  -0.390   2.487  1.00  0.00           H  
HETATM   66  H26 UNL     1      -3.748  -1.624   1.785  1.00  0.00           H  
HETATM   67  H27 UNL     1      -0.991  -0.704   0.895  1.00  0.00           H  
HETATM   68  H28 UNL     1      -1.733  -2.330   0.720  1.00  0.00           H  
HETATM   69  H29 UNL     1      -3.236  -1.498  -1.051  1.00  0.00           H  
HETATM   70  H30 UNL     1      -1.095  -1.943  -1.885  1.00  0.00           H  
HETATM   71  H31 UNL     1      -1.567  -1.021  -3.702  1.00  0.00           H  
HETATM   72  H32 UNL     1       0.398  -0.666  -0.619  1.00  0.00           H  
HETATM   73  H33 UNL     1       0.562  -0.377  -2.349  1.00  0.00           H  
HETATM   74  H34 UNL     1      -0.944   1.362  -0.303  1.00  0.00           H  
HETATM   75  H35 UNL     1      -0.818   1.781  -2.058  1.00  0.00           H  
HETATM   76  H36 UNL     1       1.328   1.884   0.145  1.00  0.00           H  
HETATM   77  H37 UNL     1       0.518   3.168  -0.722  1.00  0.00           H  
HETATM   78  H38 UNL     1       1.540   2.799  -2.789  1.00  0.00           H  
HETATM   79  H39 UNL     1       2.719   3.121  -1.531  1.00  0.00           H  
HETATM   80  H40 UNL     1       3.683   1.690  -2.979  1.00  0.00           H  
HETATM   81  H41 UNL     1       2.396   0.527  -3.169  1.00  0.00           H  
HETATM   82  H42 UNL     1       4.140  -0.397  -1.936  1.00  0.00           H  
HETATM   83  H43 UNL     1       2.900  -0.194  -0.683  1.00  0.00           H  
HETATM   84  H44 UNL     1       4.026   2.009  -0.030  1.00  0.00           H  
HETATM   85  H45 UNL     1       5.244   1.724  -1.285  1.00  0.00           H  
HETATM   86  H46 UNL     1       5.733  -0.491  -0.113  1.00  0.00           H  
HETATM   87  H47 UNL     1       4.486   0.051   1.146  1.00  0.00           H  
HETATM   88  H48 UNL     1       5.821   1.954   1.778  1.00  0.00           H  
HETATM   89  H49 UNL     1       7.073   1.590   0.561  1.00  0.00           H  
HETATM   90  H50 UNL     1       7.732   0.752   2.715  1.00  0.00           H  
HETATM   91  H51 UNL     1       6.230  -0.158   2.933  1.00  0.00           H  
HETATM   92  H52 UNL     1       6.992  -1.672   0.974  1.00  0.00           H  
HETATM   93  H53 UNL     1       8.178  -1.522   2.314  1.00  0.00           H  
HETATM   94  H54 UNL     1       8.271   0.174  -0.231  1.00  0.00           H  
HETATM   95  H55 UNL     1       9.356   0.228   1.171  1.00  0.00           H  
HETATM   96  H56 UNL     1       9.640  -2.382   0.764  1.00  0.00           H  
HETATM   97  H57 UNL     1       8.558  -2.166  -0.610  1.00  0.00           H  
HETATM   98  H58 UNL     1      10.708  -2.364  -1.505  1.00  0.00           H  
HETATM   99  H59 UNL     1      10.143  -0.697  -1.756  1.00  0.00           H  
HETATM  100  H60 UNL     1      11.395  -0.584   1.690  1.00  0.00           H  
HETATM  101  H61 UNL     1      13.305   1.176   1.147  1.00  0.00           H  
HETATM  102  H62 UNL     1      14.166  -0.156   2.805  1.00  0.00           H  
HETATM  103  H63 UNL     1      13.905  -1.681   1.934  1.00  0.00           H  
HETATM  104  H64 UNL     1      15.370  -0.628   1.546  1.00  0.00           H  
CONECT    1    2   41   42   43
CONECT    2    3   44   45
CONECT    3    4   46   47
CONECT    4    5   48   49
CONECT    5    6   50   51
CONECT    6    7   52   53
CONECT    7    8   54   55
CONECT    8    9   56   57
CONECT    9   10   58   59
CONECT   10   11   60   61
CONECT   11   12   13   62
CONECT   12   63
CONECT   13   14   40   64
CONECT   14   15   65   66
CONECT   15   16   67   68
CONECT   16   17   40   69
CONECT   17   18   19   70
CONECT   18   71
CONECT   19   20   72   73
CONECT   20   21   74   75
CONECT   21   22   76   77
CONECT   22   23   78   79
CONECT   23   24   80   81
CONECT   24   25   82   83
CONECT   25   26   84   85
CONECT   26   27   86   87
CONECT   27   28   88   89
CONECT   28   29   90   91
CONECT   29   30   92   93
CONECT   30   31   94   95
CONECT   31   32   96   97
CONECT   32   33   98   99
CONECT   33   34   34   38
CONECT   34   35  100
CONECT   35   36   37  101
CONECT   36  102  103  104
CONECT   37   38
CONECT   38   39   39
END
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SMILES for HMDB0031390 (Annotemoyin 1)

CCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCCCC1=CC(C)OC1=O
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INCHI for HMDB0031390 (Annotemoyin 1)

InChI=1S/C35H64O5/c1-3-4-5-6-7-15-18-21-24-31(36)33-26-27-34(40-33)32(37)25-22-19-16-13-11-9-8-10-12-14-17-20-23-30-28-29(2)39-35(30)38/h28-29,31-34,36-37H,3-27H2,1-2H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC35H64O5
Average Molecular Weight564.8797
Monoisotopic Molecular Weight564.475375158
IUPAC Name3-{15-hydroxy-15-[5-(1-hydroxyundecyl)oxolan-2-yl]pentadecyl}-5-methyl-2,5-dihydrofuran-2-one
Traditional Name3-{15-hydroxy-15-[5-(1-hydroxyundecyl)oxolan-2-yl]pentadecyl}-5-methyl-5H-furan-2-one
CAS Registry Number180892-69-7
SMILES
CCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCCCC1=CC(C)OC1=O
InChI Identifier
InChI=1S/C35H64O5/c1-3-4-5-6-7-15-18-21-24-31(36)33-26-27-34(40-33)32(37)25-22-19-16-13-11-9-8-10-12-14-17-20-23-30-28-29(2)39-35(30)38/h28-29,31-34,36-37H,3-27H2,1-2H3
InChI KeyYWTXVAUUCWGHSO-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentAnnonaceous 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 FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00012 g/LALOGPS
logP8.96ALOGPS
logP10.48ChemAxon
logS-6.7ALOGPS
pKa (Strongest Acidic)13.87ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count26ChemAxon
Refractivity166 m³·mol⁻¹ChemAxon
Polarizability73.61 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+243.82331661259
DarkChem[M-H]-241.33231661259
DeepCCS[M+H]+252.78530932474
DeepCCS[M-H]-249.98330932474
DeepCCS[M-2H]-284.73730932474
DeepCCS[M+Na]+260.0930932474
AllCCS[M+H]+264.532859911
AllCCS[M+H-H2O]+263.232859911
AllCCS[M+NH4]+265.732859911
AllCCS[M+Na]+266.032859911
AllCCS[M-H]-234.232859911
AllCCS[M+Na-2H]-238.732859911
AllCCS[M+HCOO]-243.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Annotemoyin 1CCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCCCC1=CC(C)OC1=O4508.3Standard polar33892256
Annotemoyin 1CCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCCCC1=CC(C)OC1=O4056.4Standard non polar33892256
Annotemoyin 1CCCCCCCCCCC(O)C1CCC(O1)C(O)CCCCCCCCCCCCCCC1=CC(C)OC1=O4291.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Annotemoyin 1,1TMS,isomer #1CCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCCCCCCCCCCCCCC2=CC(C)OC2=O)O14269.1Semi standard non polar33892256
Annotemoyin 1,1TMS,isomer #2CCCCCCCCCCC(O)C1CCC(C(CCCCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C)O14269.1Semi standard non polar33892256
Annotemoyin 1,2TMS,isomer #1CCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCCCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C)O14221.3Semi standard non polar33892256
Annotemoyin 1,1TBDMS,isomer #1CCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCCCCCCCCCCCCCC2=CC(C)OC2=O)O14514.7Semi standard non polar33892256
Annotemoyin 1,1TBDMS,isomer #2CCCCCCCCCCC(O)C1CCC(C(CCCCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O14514.6Semi standard non polar33892256
Annotemoyin 1,2TBDMS,isomer #1CCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(CCCCCCCCCCCCCCC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O14692.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Annotemoyin 1 GC-MS (Non-derivatized) - 70eV, Positivesplash10-022d-4398420000-869b69c96f23f2b985e42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Annotemoyin 1 GC-MS (1 TMS) - 70eV, Positivesplash10-03kc-5039012000-3dd5c7169efd6ad31a462017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Annotemoyin 1 GC-MS ("Annotemoyin 1,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Annotemoyin 1 GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Annotemoyin 1 GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Annotemoyin 1 GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Annotemoyin 1 GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Annotemoyin 1 GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 10V, Positive-QTOFsplash10-014i-0111190000-73f62ae0d264409e5ed72015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 20V, Positive-QTOFsplash10-0006-3941140000-6c6e9da0d965f30441032015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 40V, Positive-QTOFsplash10-05mx-8943200000-ea56277292b9dcece3ae2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 10V, Positive-QTOFsplash10-014i-0111190000-73f62ae0d264409e5ed72015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 20V, Positive-QTOFsplash10-0006-3941140000-6c6e9da0d965f30441032015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 40V, Positive-QTOFsplash10-05mx-8943200000-ea56277292b9dcece3ae2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 10V, Negative-QTOFsplash10-03di-0000090000-48feb26e486c103de3bd2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 20V, Negative-QTOFsplash10-0297-1443190000-f353b7c4f8b932e25bca2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 40V, Negative-QTOFsplash10-02or-3498110000-ad2080c0a0ff2c08ed1e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 10V, Negative-QTOFsplash10-03di-0000090000-48feb26e486c103de3bd2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 20V, Negative-QTOFsplash10-0297-1443190000-f353b7c4f8b932e25bca2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 40V, Negative-QTOFsplash10-02or-3498110000-ad2080c0a0ff2c08ed1e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 10V, Negative-QTOFsplash10-03di-0000090000-ee81b8dc04c2bc78a84d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 20V, Negative-QTOFsplash10-03di-2123190000-b45ccc326c5ea3f2d11c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 40V, Negative-QTOFsplash10-01dm-6109010000-11a40de37548498829612021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 10V, Positive-QTOFsplash10-00mk-0001190000-fdac6713232ca4f36f322021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 20V, Positive-QTOFsplash10-00kb-2001090000-d3722c273a6722dcdffe2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Annotemoyin 1 40V, Positive-QTOFsplash10-0037-9001100000-873c8b8fbb728638bef02021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003473
KNApSAcK IDC00038456
Chemspider ID35013360
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73029717
PDB IDNot Available
ChEBI ID176064
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.