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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:11:21 UTC

Update Date

2022-03-07 02:54:25 UTC

HMDB ID

HMDB0035237

Secondary Accession Numbers

HMDB35237

Metabolite Identification

Common Name

8-Hydroxyhyperforin 8,1-hemiacetal

Description

Squamolinone 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. Squamolinone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241210222D          

 40 42  0  0  0  0            999 V2000
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    0.5085    0.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9205   -0.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5085   -0.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4373    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3510    0.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3510   -0.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0648    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0648    2.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1 24  2  0  0  0  0
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  2  6  1  0  0  0  0
  2 32  1  0  0  0  0
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 37 38  2  0  0  0  0
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 38 40  1  0  0  0  0
M  END

HMDB0035237
     RDKit          3D
8-Hydroxyhyperforin 8,1-hemiacetal
 92 94  0  0  0  0  0  0  0  0999 V2000
   -3.7592    3.4838    2.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241210222D          

 40 42  0  0  0  0            999 V2000
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    0.5085    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -0.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1990   -0.7745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6343    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066    2.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2066   -3.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5085   -1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7787    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0634   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5085    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5085    3.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2196    3.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066    3.7139    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
  1 24  2  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2 32  1  0  0  0  0
  3 17  1  0  0  0  0
  3 23  2  0  0  0  0
  4  5  2  0  0  0  0
  4  9  1  0  0  0  0
  4 17  1  0  0  0  0
  5 25  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 26  1  0  0  0  0
  8 11  1  0  0  0  0
  8 17  1  0  0  0  0
  8 31  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
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 13 16  1  0  0  0  0
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 18 19  1  0  0  0  0
 18 21  2  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 25 37  1  0  0  0  0
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 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035237

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=O)C12C(=O)C3(CC=C(C)C)CC(CC=C(C)C)C1(C)CCC(OC2=C(CC=C(C)C)C3=O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C35H52O5/c1-21(2)12-14-25-20-34(19-16-23(5)6)29(37)26(15-13-22(3)4)30-35(31(34)38,28(36)24(7)8)33(25,11)18-17-27(40-30)32(9,10)39/h12-13,16,24-25,27,39H,14-15,17-20H2,1-11H3

> <INCHI_KEY>
SUFKQAGGNFAGTD-UHFFFAOYSA-N

> <FORMULA>
C35H52O5

> <MOLECULAR_WEIGHT>
552.7844

> <EXACT_MASS>
552.381474774

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
63.57213567263642

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(2-hydroxypropan-2-yl)-9-methyl-1,3,13-tris(3-methylbut-2-en-1-yl)-10-(2-methylpropanoyl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione

> <ALOGPS_LOGP>
5.78

> <JCHEM_LOGP>
8.157324218333335

> <ALOGPS_LOGS>
-5.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.2440057806589

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.308996852272923

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1010425703231173

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
165.52

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(2-hydroxypropan-2-yl)-9-methyl-1,3,13-tris(3-methylbut-2-en-1-yl)-10-(2-methylpropanoyl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035237
     RDKit          3D
8-Hydroxyhyperforin 8,1-hemiacetal
 92 94  0  0  0  0  0  0  0  0999 V2000
   -3.7592    3.4838    2.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7396    2.0987    2.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385    1.8695    3.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3665   -2.8338   -1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2797   -4.3393   -1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
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 40 92  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      -1.718   1.543   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.718   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.386  -0.772   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.949   1.543   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.386   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.718  -1.543   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.386  -2.315   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.949  -1.543   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.683   2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.389   1.543   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.683  -2.315   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.389  -1.543   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.721   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.054   1.543   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.721   3.853   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.054   3.082   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.949   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.238  -0.525   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.146   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.054  -0.525   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.238  -1.446   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.146   1.049   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.386  -1.499   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -3.051   2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.386   3.853   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.386  -3.853   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.718  -4.625   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.718  -6.161   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.051  -6.933   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.386  -6.933   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.949  -3.087   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.051  -0.772   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.386   0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.718  -0.772   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -7.054   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.718  -2.315   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.949   4.625   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.949   6.161   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.277   6.933   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.386   6.933   0.000  0.00  0.00           C+0
CONECT    1    2    5   24                                                  
CONECT    2    1    3    6   32                                             
CONECT    3    2   17   23                                                  
CONECT    4    5    9   17                                                  
CONECT    5    1    4   25                                                  
CONECT    6    2    7                                                       
CONECT    7    6    8   26                                                  
CONECT    8    7   11   17   31                                             
CONECT    9    4   10                                                       
CONECT   10    9   12   13                                                  
CONECT   11    8   12                                                       
CONECT   12   10   11                                                       
CONECT   13   10   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17    3    4    8   18                                             
CONECT   18   17   19   21                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19                                                            
CONECT   21   18                                                            
CONECT   22   19                                                            
CONECT   23    3                                                            
CONECT   24    1                                                            
CONECT   25    5   37                                                       
CONECT   26    7   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    8                                                            
CONECT   32    2   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   25   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

COMPND    HMDB0035237
HETATM    1  C1  UNL     1      -3.759   3.484   2.050  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.740   2.099   2.585  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.239   1.869   3.968  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.281   1.124   1.817  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.782   1.336   0.444  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.400   0.875   0.350  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.107  -0.063  -0.499  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.086  -0.863  -1.037  1.00  0.00           O  
HETATM    9  C8  UNL     1      -2.000  -2.241  -1.401  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.367  -2.834  -1.057  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.280  -4.339  -1.263  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.460  -2.217  -1.855  1.00  0.00           C  
HETATM   13  O2  UNL     1      -3.531  -2.638   0.317  1.00  0.00           O  
HETATM   14  C12 UNL     1      -0.994  -3.048  -0.750  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.450  -2.629  -0.667  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.702  -1.385   0.066  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.161  -1.536   1.296  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.019  -1.029   0.605  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.605  -2.125   1.483  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.939  -1.719   2.005  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.015  -2.437   1.723  1.00  0.00           C  
HETATM   22  C20 UNL     1       6.336  -2.026   2.247  1.00  0.00           C  
HETATM   23  C21 UNL     1       4.926  -3.658   0.886  1.00  0.00           C  
HETATM   24  C22 UNL     1       1.881   0.226   1.494  1.00  0.00           C  
HETATM   25  C23 UNL     1       1.083   1.327   0.899  1.00  0.00           C  
HETATM   26  C24 UNL     1       1.725   2.678   1.181  1.00  0.00           C  
HETATM   27  C25 UNL     1       0.967   3.799   0.602  1.00  0.00           C  
HETATM   28  C26 UNL     1       1.450   4.664  -0.256  1.00  0.00           C  
HETATM   29  C27 UNL     1       0.528   5.753  -0.748  1.00  0.00           C  
HETATM   30  C28 UNL     1       2.830   4.647  -0.765  1.00  0.00           C  
HETATM   31  C29 UNL     1      -0.348   1.464   1.234  1.00  0.00           C  
HETATM   32  O3  UNL     1      -0.652   2.086   2.279  1.00  0.00           O  
HETATM   33  C30 UNL     1       1.082   0.990  -0.549  1.00  0.00           C  
HETATM   34  O4  UNL     1       1.649   1.676  -1.303  1.00  0.00           O  
HETATM   35  C31 UNL     1       0.321  -0.238  -0.859  1.00  0.00           C  
HETATM   36  C32 UNL     1       0.560  -0.473  -2.286  1.00  0.00           C  
HETATM   37  O5  UNL     1       1.455  -1.233  -2.602  1.00  0.00           O  
HETATM   38  C33 UNL     1      -0.180   0.136  -3.407  1.00  0.00           C  
HETATM   39  C34 UNL     1      -0.160   1.618  -3.507  1.00  0.00           C  
HETATM   40  C35 UNL     1       0.361  -0.392  -4.722  1.00  0.00           C  
HETATM   41  H1  UNL     1      -4.304   3.530   1.084  1.00  0.00           H  
HETATM   42  H2  UNL     1      -4.272   4.183   2.770  1.00  0.00           H  
HETATM   43  H3  UNL     1      -2.722   3.848   1.986  1.00  0.00           H  
HETATM   44  H4  UNL     1      -3.726   1.046   4.477  1.00  0.00           H  
HETATM   45  H5  UNL     1      -4.128   2.798   4.548  1.00  0.00           H  
HETATM   46  H6  UNL     1      -5.339   1.665   3.925  1.00  0.00           H  
HETATM   47  H7  UNL     1      -3.287   0.112   2.258  1.00  0.00           H  
HETATM   48  H8  UNL     1      -2.773   2.453   0.281  1.00  0.00           H  
HETATM   49  H9  UNL     1      -3.422   0.909  -0.333  1.00  0.00           H  
HETATM   50  H10 UNL     1      -1.931  -2.260  -2.505  1.00  0.00           H  
HETATM   51  H11 UNL     1      -4.321  -4.697  -1.385  1.00  0.00           H  
HETATM   52  H12 UNL     1      -2.741  -4.488  -2.221  1.00  0.00           H  
HETATM   53  H13 UNL     1      -2.813  -4.855  -0.411  1.00  0.00           H  
HETATM   54  H14 UNL     1      -5.192  -2.985  -2.195  1.00  0.00           H  
HETATM   55  H15 UNL     1      -5.012  -1.509  -1.191  1.00  0.00           H  
HETATM   56  H16 UNL     1      -4.032  -1.647  -2.691  1.00  0.00           H  
HETATM   57  H17 UNL     1      -4.077  -3.326   0.743  1.00  0.00           H  
HETATM   58  H18 UNL     1      -0.956  -4.034  -1.315  1.00  0.00           H  
HETATM   59  H19 UNL     1      -1.393  -3.393   0.253  1.00  0.00           H  
HETATM   60  H20 UNL     1       0.949  -2.898  -1.569  1.00  0.00           H  
HETATM   61  H21 UNL     1       0.859  -3.460   0.066  1.00  0.00           H  
HETATM   62  H22 UNL     1      -1.211  -1.376   1.212  1.00  0.00           H  
HETATM   63  H23 UNL     1      -0.078  -2.640   1.592  1.00  0.00           H  
HETATM   64  H24 UNL     1       0.230  -1.101   2.224  1.00  0.00           H  
HETATM   65  H25 UNL     1       2.772  -0.861  -0.204  1.00  0.00           H  
HETATM   66  H26 UNL     1       1.948  -2.262   2.387  1.00  0.00           H  
HETATM   67  H27 UNL     1       2.741  -3.057   0.917  1.00  0.00           H  
HETATM   68  H28 UNL     1       4.065  -0.831   2.625  1.00  0.00           H  
HETATM   69  H29 UNL     1       6.300  -0.947   2.474  1.00  0.00           H  
HETATM   70  H30 UNL     1       7.166  -2.280   1.557  1.00  0.00           H  
HETATM   71  H31 UNL     1       6.539  -2.613   3.187  1.00  0.00           H  
HETATM   72  H32 UNL     1       4.285  -4.423   1.401  1.00  0.00           H  
HETATM   73  H33 UNL     1       4.461  -3.453  -0.102  1.00  0.00           H  
HETATM   74  H34 UNL     1       5.942  -4.042   0.667  1.00  0.00           H  
HETATM   75  H35 UNL     1       1.781   0.022   2.548  1.00  0.00           H  
HETATM   76  H36 UNL     1       2.956   0.631   1.437  1.00  0.00           H  
HETATM   77  H37 UNL     1       2.795   2.666   0.979  1.00  0.00           H  
HETATM   78  H38 UNL     1       1.635   2.795   2.303  1.00  0.00           H  
HETATM   79  H39 UNL     1      -0.083   3.892   0.936  1.00  0.00           H  
HETATM   80  H40 UNL     1      -0.410   5.243  -1.109  1.00  0.00           H  
HETATM   81  H41 UNL     1       0.275   6.364   0.144  1.00  0.00           H  
HETATM   82  H42 UNL     1       1.003   6.340  -1.541  1.00  0.00           H  
HETATM   83  H43 UNL     1       3.570   4.204  -0.072  1.00  0.00           H  
HETATM   84  H44 UNL     1       3.122   5.697  -1.020  1.00  0.00           H  
HETATM   85  H45 UNL     1       2.860   4.092  -1.730  1.00  0.00           H  
HETATM   86  H46 UNL     1      -1.255  -0.163  -3.424  1.00  0.00           H  
HETATM   87  H47 UNL     1      -0.868   1.861  -4.370  1.00  0.00           H  
HETATM   88  H48 UNL     1       0.777   2.081  -3.823  1.00  0.00           H  
HETATM   89  H49 UNL     1      -0.666   2.067  -2.637  1.00  0.00           H  
HETATM   90  H50 UNL     1       0.464  -1.505  -4.629  1.00  0.00           H  
HETATM   91  H51 UNL     1       1.400  -0.026  -4.918  1.00  0.00           H  
HETATM   92  H52 UNL     1      -0.242  -0.094  -5.585  1.00  0.00           H  
CONECT    1    2   41   42   43
CONECT    2    3    4    4
CONECT    3   44   45   46
CONECT    4    5   47
CONECT    5    6   48   49
CONECT    6    7    7   31
CONECT    7    8   35
CONECT    8    9
CONECT    9   10   14   50
CONECT   10   11   12   13
CONECT   11   51   52   53
CONECT   12   54   55   56
CONECT   13   57
CONECT   14   15   58   59
CONECT   15   16   60   61
CONECT   16   17   18   35
CONECT   17   62   63   64
CONECT   18   19   24   65
CONECT   19   20   66   67
CONECT   20   21   21   68
CONECT   21   22   23
CONECT   22   69   70   71
CONECT   23   72   73   74
CONECT   24   25   75   76
CONECT   25   26   31   33
CONECT   26   27   77   78
CONECT   27   28   28   79
CONECT   28   29   30
CONECT   29   80   81   82
CONECT   30   83   84   85
CONECT   31   32   32
CONECT   33   34   34   35
CONECT   35   36
CONECT   36   37   37   38
CONECT   38   39   40   86
CONECT   39   87   88   89
CONECT   40   90   91   92
END

HMDB0035237
     RDKit          3D
8-Hydroxyhyperforin 8,1-hemiacetal
 92 94  0  0  0  0  0  0  0  0999 V2000
   -3.7592    3.4838    2.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7396    2.0987    2.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385    1.8695    3.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2813    1.1243    1.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7824    1.3359    0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4001    0.8753    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067   -0.0626   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0858   -0.8631   -1.0370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0003   -2.2406   -1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3665   -2.8338   -1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2797   -4.3393   -1.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4604   -2.2174   -1.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311   -2.6381    0.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9936   -3.0481   -0.7503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503   -2.6289   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7021   -1.3850    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611   -1.5358    1.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0194   -1.0295    0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6051   -2.1248    1.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9393   -1.7185    2.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0148   -2.4374    1.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3362   -2.0257    2.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9260   -3.6583    0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808    0.2264    1.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0833    1.3265    0.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7254    2.6778    1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9672    3.7992    0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500    4.6639   -0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285    5.7525   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8301    4.6474   -0.7655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3477    1.4639    1.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6519    2.0860    2.2787 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0817    0.9903   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6488    1.6756   -1.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3208   -0.2380   -0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605   -0.4731   -2.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4545   -1.2329   -2.6022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    0.1359   -3.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1602    1.6179   -3.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3611   -0.3923   -4.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3037    3.5302    1.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2722    4.1832    2.7701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7218    3.8485    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7262    1.0459    4.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1279    2.7985    4.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3395    1.6646    3.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2872    0.1118    2.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7735    2.4532    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4222    0.9085   -0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9308   -2.2605   -2.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3208   -4.6969   -1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7413   -4.4877   -2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133   -4.8551   -0.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1919   -2.9845   -2.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0115   -1.5089   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0319   -1.6474   -2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0771   -3.3259    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564   -4.0345   -1.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3931   -3.3933    0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9495   -2.8979   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591   -3.4602    0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114   -1.3757    1.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0780   -2.6395    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301   -1.1014    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722   -0.8607   -0.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9475   -2.2616    2.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7409   -3.0567    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0652   -0.8310    2.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2997   -0.9468    2.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1662   -2.2797    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5392   -2.6131    3.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2854   -4.4234    1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611   -3.4535   -0.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9418   -4.0420    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7806    0.0225    2.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9557    0.6308    1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7951    2.6664    0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6348    2.7946    2.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835    3.8916    0.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4102    5.2433   -1.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752    6.3638    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0030    6.3403   -1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5704    4.2037   -0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221    5.6969   -1.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8605    4.0918   -1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547   -0.1627   -3.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8684    1.8610   -4.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7774    2.0808   -3.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6655    2.0671   -2.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4644   -1.5054   -4.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3996   -0.0261   -4.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2424   -0.0945   -5.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₅H₅₂O₅

Average Molecular Weight

552.7844

Monoisotopic Molecular Weight

552.381474774

IUPAC Name

6-(2-hydroxypropan-2-yl)-9-methyl-1,3,13-tris(3-methylbut-2-en-1-yl)-10-(2-methylpropanoyl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione

Traditional Name

6-(2-hydroxypropan-2-yl)-9-methyl-1,3,13-tris(3-methylbut-2-en-1-yl)-10-(2-methylpropanoyl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione

CAS Registry Number

262857-89-6

SMILES

CC(C)C(=O)C12C(=O)C3(CC=C(C)C)CC(CC=C(C)C)C1(C)CCC(OC2=C(CC=C(C)C)C3=O)C(C)(C)O

InChI Identifier

InChI=1S/C35H52O5/c1-21(2)12-14-25-20-34(19-16-23(5)6)29(37)26(15-13-22(3)4)30-35(31(34)38,28(36)24(7)8)33(25,11)18-17-27(40-30)32(9,10)39/h12-13,16,24-25,27,39H,14-15,17-20H2,1-11H3

InChI Key

SUFKQAGGNFAGTD-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
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Alcohol
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035237)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035237)

Source

Endogenous

Endogenous (HMDB: HMDB0035237)

Plant

Plant (HMDB: HMDB0035237)

Animal

Animal (HMDB: HMDB0035237)

Exogenous

Food

Food (HMDB: HMDB0035237)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035237)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035237)

Cellular process

Cell signaling (HMDB: HMDB0035237)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035237)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035237)

Nutrient

Nutrient (HMDB: HMDB0035237)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035237)

Emulsifier (HMDB: HMDB0035237)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	0.0012 g/L	ALOGPS
logP	5.78	ALOGPS
logP	8.16	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	14.31	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	165.52 m³·mol⁻¹	ChemAxon
Polarizability	63.57 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]+	230.425	31661259
DarkChem	[M-H]-	225.931	31661259
DeepCCS	[M-2H]-	269.692	30932474
DeepCCS	[M+Na]+	245.115	30932474
AllCCS	[M+H]+	232.4	32859911
AllCCS	[M+H-H2O]+	231.1	32859911
AllCCS	[M+NH4]+	233.6	32859911
AllCCS	[M+Na]+	233.9	32859911
AllCCS	[M-H]-	242.4	32859911
AllCCS	[M+Na-2H]-	245.4	32859911
AllCCS	[M+HCOO]-	248.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxyhyperforin 8,1-hemiacetal	CC(C)C(=O)C12C(=O)C3(CC=C(C)C)CC(CC=C(C)C)C1(C)CCC(OC2=C(CC=C(C)C)C3=O)C(C)(C)O	4388.5	Standard polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal	CC(C)C(=O)C12C(=O)C3(CC=C(C)C)CC(CC=C(C)C)C1(C)CCC(OC2=C(CC=C(C)C)C3=O)C(C)(C)O	3492.0	Standard non polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal	CC(C)C(=O)C12C(=O)C3(CC=C(C)C)CC(CC=C(C)C)C1(C)CCC(OC2=C(CC=C(C)C)C3=O)C(C)(C)O	3368.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxyhyperforin 8,1-hemiacetal,1TMS,isomer #1	CC(C)=CCC1=C2OC(C(C)(C)O[Si](C)(C)C)CCC3(C)C(CC=C(C)C)CC(CC=C(C)C)(C1=O)C(=O)C23C(=O)C(C)C	3548.8	Semi standard non polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal,1TMS,isomer #2	CC(C)=CCC1=C2OC(C(C)(C)O)CCC3(C)C(CC=C(C)C)CC(CC=C(C)C)(C1=O)C(=O)C23C(O[Si](C)(C)C)=C(C)C	3492.5	Semi standard non polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal,2TMS,isomer #1	CC(C)=CCC1=C2OC(C(C)(C)O[Si](C)(C)C)CCC3(C)C(CC=C(C)C)CC(CC=C(C)C)(C1=O)C(=O)C23C(O[Si](C)(C)C)=C(C)C	3550.5	Semi standard non polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal,2TMS,isomer #1	CC(C)=CCC1=C2OC(C(C)(C)O[Si](C)(C)C)CCC3(C)C(CC=C(C)C)CC(CC=C(C)C)(C1=O)C(=O)C23C(O[Si](C)(C)C)=C(C)C	3646.6	Standard non polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal,1TBDMS,isomer #1	CC(C)=CCC1=C2OC(C(C)(C)O[Si](C)(C)C(C)(C)C)CCC3(C)C(CC=C(C)C)CC(CC=C(C)C)(C1=O)C(=O)C23C(=O)C(C)C	3747.2	Semi standard non polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal,1TBDMS,isomer #2	CC(C)=CCC1=C2OC(C(C)(C)O)CCC3(C)C(CC=C(C)C)CC(CC=C(C)C)(C1=O)C(=O)C23C(O[Si](C)(C)C(C)(C)C)=C(C)C	3727.7	Semi standard non polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal,2TBDMS,isomer #1	CC(C)=CCC1=C2OC(C(C)(C)O[Si](C)(C)C(C)(C)C)CCC3(C)C(CC=C(C)C)CC(CC=C(C)C)(C1=O)C(=O)C23C(O[Si](C)(C)C(C)(C)C)=C(C)C	3969.7	Semi standard non polar	33892256
8-Hydroxyhyperforin 8,1-hemiacetal,2TBDMS,isomer #1	CC(C)=CCC1=C2OC(C(C)(C)O[Si](C)(C)C(C)(C)C)CCC3(C)C(CC=C(C)C)CC(CC=C(C)C)(C1=O)C(=O)C23C(O[Si](C)(C)C(C)(C)C)=C(C)C	4031.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000230000-bc89178365de310bae54	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal GC-MS (1 TMS) - 70eV, Positive	splash10-0ac0-9500164000-3aa306c2ab25bf5ff6ec	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal GC-MS ("8-Hydroxyhyperforin 8,1-hemiacetal,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	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 - 8-Hydroxyhyperforin 8,1-hemiacetal 10V, Positive-QTOF	splash10-0udr-0000390000-7719ee895da5b99d3451	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 20V, Positive-QTOF	splash10-01dr-3000940000-a8078c4fe27843e8133f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 40V, Positive-QTOF	splash10-00vi-3000910000-33939de04bd176f989c0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 10V, Negative-QTOF	splash10-0udi-0000190000-254e84f9e7fa7bab1f13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 20V, Negative-QTOF	splash10-0089-2000940000-1a2490be782027a8e522	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 40V, Negative-QTOF	splash10-01bj-9303600000-1e47a810b3a80f37888d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 10V, Negative-QTOF	splash10-0udi-0000090000-cb8ddf459d7fd608aa36	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 20V, Negative-QTOF	splash10-0udi-0000090000-e7a68c30b3465f2debf3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 40V, Negative-QTOF	splash10-0a4i-9000100000-68acb9d66f3ba9450946	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 10V, Positive-QTOF	splash10-014r-0000920000-6f3155c3eb4f965b38cf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 20V, Positive-QTOF	splash10-0udi-1000960000-5de8509fdc34093df6a5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxyhyperforin 8,1-hemiacetal 40V, Positive-QTOF	splash10-0006-9000400000-5f86864a33211979d7f7	2021-09-25	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

FDB013893

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85143077

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 8-Hydroxyhyperforin 8,1-hemiacetal (HMDB0035237)

MOL for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

3D MOL for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

3D SDF for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

3D-SDF for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

PDB for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

3D PDB for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

SMILES for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

INCHI for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

Structure for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

3D Structure for HMDB0035237 (8-Hydroxyhyperforin 8,1-hemiacetal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra