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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:00 UTC

Update Date

2022-03-07 02:52:26 UTC

HMDB ID

HMDB0030137

Secondary Accession Numbers

HMDB30137

Metabolite Identification

Common Name

Adhumulinic acid

Description

Adhumulinic acid, also known as adhumulinate, belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom. Adhumulinic acid has been detected, but not quantified in, alcoholic beverages. This could make adhumulinic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Adhumulinic acid.

Structure

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

HMDB0030137
     RDKit          3D
Adhumulinic acid
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.0206   -1.3835    0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5709   -0.1792    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    0.9988    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4745    2.0868   -0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4050    0.8029   -0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065    1.4568   -1.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131   -0.1066   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425    0.2082    1.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.7546    2.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483   -0.2939    1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5931   -1.6814    1.2792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189    0.2148   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980   -0.6271   -0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097   -0.7174    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -0.2962   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992    0.2836   -1.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656   -0.3991    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    0.1259   -0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.2307   -2.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693   -2.1373    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8525   -1.8688    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591   -1.0913    1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8951   -0.5083   -0.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5423    0.1131    0.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5073    1.3947    1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3466    3.0719   -0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353    2.1887   -1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437    1.8688   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5361   -1.1739   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734    0.1312    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443   -2.1153    0.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711    1.2486    0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8052   -1.6309   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -0.1396   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -1.1410    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7206    0.6833   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276    1.1865   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3746   -0.4166   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6929   -0.6618   -0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6023   -1.1181    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9574    0.6376    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  2  0
 18  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 02241216462D          

 19 19  0  0  0  0            999 V2000
    2.8722   -1.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631   -1.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8205   -0.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114   -0.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2540    0.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7688    1.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    1.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6874    1.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4966    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    1.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    1.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396    0.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061   -0.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4966   -2.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6061    2.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631    0.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0114    2.1037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 15  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6 18  1  0  0  0  0
  7  8  1  0  0  0  0
  7 19  2  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  2  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030137

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-5-9(4)12(16)11-13(17)10(7-6-8(2)3)14(18)15(11)19/h6,9-11,14,18H,5,7H2,1-4H3

> <INCHI_KEY>
XMZNDMLSWVBOKQ-UHFFFAOYSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.3328

> <EXACT_MASS>
266.151809192

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.255896372879636

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-methylbutanoyl)cyclopentane-1,3-dione

> <ALOGPS_LOGP>
1.61

> <JCHEM_LOGP>
3.1717108563333336

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.597680438028537

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5723380757819965

> <JCHEM_PKA_STRONGEST_BASIC>
-3.699725861827872

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
73.09909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-methylbutanoyl)cyclopentane-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030137
     RDKit          3D
Adhumulinic acid
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.0206   -1.3835    0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5709   -0.1792    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    0.9988    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4745    2.0868   -0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4050    0.8029   -0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065    1.4568   -1.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131   -0.1066   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425    0.2082    1.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.7546    2.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483   -0.2939    1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5931   -1.6814    1.2792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189    0.2148   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980   -0.6271   -0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097   -0.7174    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -0.2962   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992    0.2836   -1.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656   -0.3991    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    0.1259   -0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.2307   -2.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693   -2.1373    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8525   -1.8688    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591   -1.0913    1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8951   -0.5083   -0.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5423    0.1131    0.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5073    1.3947    1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3466    3.0719   -0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353    2.1887   -1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437    1.8688   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5361   -1.1739   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734    0.1312    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443   -2.1153    0.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711    1.2486    0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8052   -1.6309   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -0.1396   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -1.1410    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7206    0.6833   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276    1.1865   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3746   -0.4166   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6929   -0.6618   -0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6023   -1.1181    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9574    0.6376    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  2  0
 18  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  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       5.361  -3.473   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.851  -3.172   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.398  -1.812   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.888  -1.359   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.435   0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.341   1.207   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.435   2.415   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.074   1.962   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.283   2.870   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.794   2.265   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.002   3.322   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.361   2.718   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.074   0.453   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.131  -0.604   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.794  -4.380   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.096   0.755   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.131   4.380   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.851   1.359   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.888   3.927   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   17                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    5    8   14                                                  
CONECT   14   13                                                            
CONECT   15    2                                                            
CONECT   16   10                                                            
CONECT   17    9                                                            
CONECT   18    6                                                            
CONECT   19    7                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0030137
HETATM    1  C1  UNL     1       4.021  -1.383   0.997  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.571  -0.179   0.320  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.669   0.999   0.215  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.474   2.087  -0.509  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.405   0.803  -0.484  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.207   1.457  -1.525  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.313  -0.107  -0.082  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.742   0.208   1.244  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.273   0.755   2.173  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.648  -0.294   1.205  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.593  -1.681   1.279  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.119   0.215  -0.117  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.198  -0.627  -0.746  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.410  -0.717   0.096  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.574  -0.296  -0.335  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.699   0.284  -1.687  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.766  -0.399   0.528  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.106   0.126  -0.957  1.00  0.00           C  
HETATM   19  O4  UNL     1       0.096   0.231  -2.173  1.00  0.00           O  
HETATM   20  H1  UNL     1       3.669  -2.137   0.237  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.852  -1.869   1.573  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.259  -1.091   1.717  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.895  -0.508  -0.711  1.00  0.00           H  
HETATM   24  H5  UNL     1       5.542   0.113   0.818  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.507   1.395   1.242  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.347   3.072  -0.011  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.135   2.189  -1.567  1.00  0.00           H  
HETATM   28  H9  UNL     1       5.544   1.869  -0.525  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.536  -1.174  -0.168  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.273   0.131   2.032  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.444  -2.115   0.425  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.471   1.249   0.013  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.805  -1.631  -1.015  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.462  -0.140  -1.710  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.325  -1.141   1.088  1.00  0.00           H  
HETATM   36  H17 UNL     1      -5.721   0.683  -1.852  1.00  0.00           H  
HETATM   37  H18 UNL     1      -4.028   1.187  -1.711  1.00  0.00           H  
HETATM   38  H19 UNL     1      -4.375  -0.417  -2.465  1.00  0.00           H  
HETATM   39  H20 UNL     1      -6.693  -0.662  -0.029  1.00  0.00           H  
HETATM   40  H21 UNL     1      -5.602  -1.118   1.364  1.00  0.00           H  
HETATM   41  H22 UNL     1      -5.957   0.638   0.932  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4    5   25
CONECT    4   26   27   28
CONECT    5    6    6    7
CONECT    7    8   18   29
CONECT    8    9    9   10
CONECT   10   11   12   30
CONECT   11   31
CONECT   12   13   18   32
CONECT   13   14   33   34
CONECT   14   15   15   35
CONECT   15   16   17
CONECT   16   36   37   38
CONECT   17   39   40   41
CONECT   18   19   19
END

HMDB0030137
     RDKit          3D
Adhumulinic acid
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.0206   -1.3835    0.9975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5709   -0.1792    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    0.9988    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4745    2.0868   -0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4050    0.8029   -0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065    1.4568   -1.5246 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131   -0.1066   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425    0.2082    1.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2727    0.7546    2.1728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483   -0.2939    1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5931   -1.6814    1.2792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189    0.2148   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1980   -0.6271   -0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097   -0.7174    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5742   -0.2962   -0.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992    0.2836   -1.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656   -0.3991    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058    0.1259   -0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0956    0.2307   -2.1726 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693   -2.1373    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8525   -1.8688    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2591   -1.0913    1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8951   -0.5083   -0.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5423    0.1131    0.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5073    1.3947    1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3466    3.0719   -0.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353    2.1887   -1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437    1.8688   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5361   -1.1739   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734    0.1312    2.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443   -2.1153    0.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711    1.2486    0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8052   -1.6309   -1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -0.1396   -1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -1.1410    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7206    0.6833   -1.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276    1.1865   -1.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3746   -0.4166   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6929   -0.6618   -0.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6023   -1.1181    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9574    0.6376    0.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  2  0
 18  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Adhumulinate	Generator

Chemical Formula

C₁₅H₂₂O₄

Average Molecular Weight

266.3328

Monoisotopic Molecular Weight

266.151809192

IUPAC Name

4-hydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-methylbutanoyl)cyclopentane-1,3-dione

Traditional Name

4-hydroxy-5-(3-methylbut-2-en-1-yl)-2-(2-methylbutanoyl)cyclopentane-1,3-dione

CAS Registry Number

Not Available

SMILES

CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)C1=O

InChI Identifier

InChI=1S/C15H22O4/c1-5-9(4)12(16)11-13(17)10(7-6-8(2)3)14(18)15(11)19/h6,9-11,14,18H,5,7H2,1-4H3

InChI Key

XMZNDMLSWVBOKQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta-diketones. These are organic compounds containing two keto groups separated by a single carbon atom.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Beta-diketones

Alternative Parents

Substituents

1,3-diketone
Cyclopentanol
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030137)

Source

Endogenous

Endogenous (HMDB: HMDB0030137)

Exogenous

Food

Food (HMDB: HMDB0030137)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0030137)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030137)

Role

Biological role

Energy source (HMDB: HMDB0030137)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030137)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	83 °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	1.96 g/L	ALOGPS
logP	1.61	ALOGPS
logP	3.17	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.1 m³·mol⁻¹	ChemAxon
Polarizability	29.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	165.482	31661259
DarkChem	[M-H]-	163.12	31661259
DeepCCS	[M+H]+	170.271	30932474
DeepCCS	[M-H]-	167.913	30932474
DeepCCS	[M-2H]-	200.799	30932474
DeepCCS	[M+Na]+	176.364	30932474
AllCCS	[M+H]+	164.0	32859911
AllCCS	[M+H-H2O]+	160.5	32859911
AllCCS	[M+NH4]+	167.1	32859911
AllCCS	[M+Na]+	168.0	32859911
AllCCS	[M-H]-	168.6	32859911
AllCCS	[M+Na-2H]-	169.2	32859911
AllCCS	[M+HCOO]-	170.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.78 minutes	32390414
Predicted by Siyang on May 30, 2022	13.2295 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.84 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	23.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2482.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	313.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	158.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	552.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	619.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	67.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1067.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	467.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1350.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	291.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	402.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	198.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	177.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Adhumulinic acid	CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)C1=O	2697.9	Standard polar	33892256
Adhumulinic acid	CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)C1=O	1862.2	Standard non polar	33892256
Adhumulinic acid	CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)C1=O	1865.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Adhumulinic acid,1TMS,isomer #1	CCC(C)C(=O)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2000.7	Semi standard non polar	33892256
Adhumulinic acid,1TMS,isomer #2	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(O)C(CC=C(C)C)C1=O	2108.9	Semi standard non polar	33892256
Adhumulinic acid,1TMS,isomer #3	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(O)C(CC=C(C)C)C1=O	2064.5	Semi standard non polar	33892256
Adhumulinic acid,1TMS,isomer #4	CCC(C)C(=O)C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2026.7	Semi standard non polar	33892256
Adhumulinic acid,1TMS,isomer #5	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(O)C(CC=C(C)C)C1=O	2023.4	Semi standard non polar	33892256
Adhumulinic acid,1TMS,isomer #6	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O)C1=O	2033.1	Semi standard non polar	33892256
Adhumulinic acid,1TMS,isomer #7	CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2043.7	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #1	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2171.7	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #1	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2075.4	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #10	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O)C(CC=C(C)C)C1=O	2179.1	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #10	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O)C(CC=C(C)C)C1=O	2072.3	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #11	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O)C1=O	2187.8	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #11	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O)C1=O	2064.1	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #12	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2164.7	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #12	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2079.0	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #13	CCC(C)C(=O)C1C(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2158.5	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #13	CCC(C)C(=O)C1C(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2077.3	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #14	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2126.1	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #14	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2079.5	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #15	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2120.9	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #15	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2073.4	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #2	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2142.4	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #2	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2141.6	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #3	CCC(C)C(=O)C1C(=O)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2119.7	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #3	CCC(C)C(=O)C1C(=O)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2073.6	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #4	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2120.3	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #4	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2056.0	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #5	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CC=C(C)C)C1=O	2119.0	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #5	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CC=C(C)C)C1=O	2054.2	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #6	CCC(C)C(=O)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2117.9	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #6	CCC(C)C(=O)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2098.4	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #7	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2185.6	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #7	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2086.5	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #8	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2188.8	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #8	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2080.7	Standard non polar	33892256
Adhumulinic acid,2TMS,isomer #9	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2162.8	Semi standard non polar	33892256
Adhumulinic acid,2TMS,isomer #9	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2118.2	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #1	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2248.0	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #1	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2201.3	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #10	CCC(C)C(O[Si](C)(C)C)=C1C(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2312.7	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #10	CCC(C)C(O[Si](C)(C)C)=C1C(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2198.3	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #11	CCC(C)=C(O[Si](C)(C)C)C1C(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2288.4	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #11	CCC(C)=C(O[Si](C)(C)C)C1C(O[Si](C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2180.0	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #12	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2243.7	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #12	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C	2216.6	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #13	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2245.5	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #13	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C	2199.6	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #2	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2233.5	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #2	CCC(C)C(O[Si](C)(C)C)=C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2213.1	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #3	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2216.3	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #3	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2173.8	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #4	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2235.3	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #4	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C)C1=O	2179.1	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #5	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CC=C(C)C)C1=O	2239.8	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #5	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CC=C(C)C)C1=O	2175.4	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #6	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2202.2	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #6	CCC(C)=C(O[Si](C)(C)C)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2227.4	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #7	CCC(C)C(=O)C1C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2201.3	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #7	CCC(C)C(=O)C1C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2173.1	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #8	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2182.1	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #8	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2187.7	Standard non polar	33892256
Adhumulinic acid,3TMS,isomer #9	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2194.5	Semi standard non polar	33892256
Adhumulinic acid,3TMS,isomer #9	CCC(C)C(=O)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2211.3	Standard non polar	33892256
Adhumulinic acid,4TMS,isomer #1	CCC(C)C(O[Si](C)(C)C)=C1C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2337.9	Semi standard non polar	33892256
Adhumulinic acid,4TMS,isomer #1	CCC(C)C(O[Si](C)(C)C)=C1C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2267.3	Standard non polar	33892256
Adhumulinic acid,4TMS,isomer #2	CCC(C)=C(O[Si](C)(C)C)C1C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2298.5	Semi standard non polar	33892256
Adhumulinic acid,4TMS,isomer #2	CCC(C)=C(O[Si](C)(C)C)C1C(O[Si](C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2254.4	Standard non polar	33892256
Adhumulinic acid,4TMS,isomer #3	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2273.9	Semi standard non polar	33892256
Adhumulinic acid,4TMS,isomer #3	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C	2291.0	Standard non polar	33892256
Adhumulinic acid,4TMS,isomer #4	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2320.7	Semi standard non polar	33892256
Adhumulinic acid,4TMS,isomer #4	CCC(C)=C(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C)=C1O[Si](C)(C)C	2315.7	Standard non polar	33892256
Adhumulinic acid,1TBDMS,isomer #1	CCC(C)C(=O)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2245.3	Semi standard non polar	33892256
Adhumulinic acid,1TBDMS,isomer #2	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(O)C(CC=C(C)C)C1=O	2361.5	Semi standard non polar	33892256
Adhumulinic acid,1TBDMS,isomer #3	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(O)C(CC=C(C)C)C1=O	2312.2	Semi standard non polar	33892256
Adhumulinic acid,1TBDMS,isomer #4	CCC(C)C(=O)C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2287.5	Semi standard non polar	33892256
Adhumulinic acid,1TBDMS,isomer #5	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(O)C(CC=C(C)C)C1=O	2273.3	Semi standard non polar	33892256
Adhumulinic acid,1TBDMS,isomer #6	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O)C1=O	2280.3	Semi standard non polar	33892256
Adhumulinic acid,1TBDMS,isomer #7	CCC(C)C(=O)C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2295.5	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #1	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2625.7	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #1	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2472.4	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #10	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O)C(CC=C(C)C)C1=O	2632.3	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #10	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O)C(CC=C(C)C)C1=O	2469.8	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #11	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O)C1=O	2639.1	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #11	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O)C1=O	2456.4	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #12	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2621.0	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #12	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2514.9	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #13	CCC(C)C(=O)C1C(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2613.8	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #13	CCC(C)C(=O)C1C(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2481.9	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #14	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2595.2	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #14	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2464.9	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #15	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2586.2	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #15	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2459.7	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #2	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2602.3	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #2	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2576.2	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #3	CCC(C)C(=O)C1C(=O)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2555.3	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #3	CCC(C)C(=O)C1C(=O)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2502.5	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #4	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2571.4	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #4	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2448.5	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #5	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C1=O	2573.2	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #5	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C1=O	2446.9	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #6	CCC(C)C(=O)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2565.2	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #6	CCC(C)C(=O)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2517.7	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #7	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2648.7	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #7	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2471.0	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #8	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2646.9	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #8	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2462.8	Standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #9	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2620.0	Semi standard non polar	33892256
Adhumulinic acid,2TBDMS,isomer #9	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2538.9	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #1	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2909.1	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #1	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2733.7	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #10	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2917.5	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #10	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2744.3	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #11	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2924.5	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #11	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(O[Si](C)(C)C(C)(C)C)=C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2732.9	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #12	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2883.1	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #12	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O)=C1O[Si](C)(C)C(C)(C)C	2753.1	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #13	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2914.4	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #13	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2744.4	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #2	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2917.3	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #2	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2735.6	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #3	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2882.0	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #3	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2753.8	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #4	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2895.6	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #4	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)C1=O	2724.0	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #5	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C1=O	2900.6	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #5	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C1=O	2722.4	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #6	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2879.7	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #6	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(=O)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2788.2	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #7	CCC(C)C(=O)C1C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2860.4	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #7	CCC(C)C(=O)C1C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2715.8	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #8	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2841.9	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #8	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2735.1	Standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #9	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2854.3	Semi standard non polar	33892256
Adhumulinic acid,3TBDMS,isomer #9	CCC(C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2740.4	Standard non polar	33892256
Adhumulinic acid,4TBDMS,isomer #1	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3120.1	Semi standard non polar	33892256
Adhumulinic acid,4TBDMS,isomer #1	CCC(C)C(O[Si](C)(C)C(C)(C)C)=C1C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2958.3	Standard non polar	33892256
Adhumulinic acid,4TBDMS,isomer #2	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3146.1	Semi standard non polar	33892256
Adhumulinic acid,4TBDMS,isomer #2	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1C(O[Si](C)(C)C(C)(C)C)=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2938.7	Standard non polar	33892256
Adhumulinic acid,4TBDMS,isomer #3	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	3116.1	Semi standard non polar	33892256
Adhumulinic acid,4TBDMS,isomer #3	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C1O[Si](C)(C)C(C)(C)C	2977.6	Standard non polar	33892256
Adhumulinic acid,4TBDMS,isomer #4	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3126.5	Semi standard non polar	33892256
Adhumulinic acid,4TBDMS,isomer #4	CCC(C)=C(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2997.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Adhumulinic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pvl-9420000000-b0b1313898e97d120c51	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adhumulinic acid GC-MS (1 TMS) - 70eV, Positive	splash10-05g0-9211000000-d77fa2b92f89f2786aad	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adhumulinic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Adhumulinic acid 10V, Positive-QTOF	splash10-014j-1190000000-152ecac6832d7d5f1d01	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 20V, Positive-QTOF	splash10-0673-9580000000-a1d7859a7a6ba69423e0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 40V, Positive-QTOF	splash10-0api-9100000000-fd0217f4319c65e86864	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 10V, Negative-QTOF	splash10-014i-0190000000-d4d48665249e5b35fee2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 20V, Negative-QTOF	splash10-001i-4940000000-269e629270d54c05a44c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 40V, Negative-QTOF	splash10-053r-9400000000-d9704a04711c8aaa7de3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 10V, Negative-QTOF	splash10-014i-0090000000-c6cc318d73093d112373	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 20V, Negative-QTOF	splash10-014i-0590000000-74c240a54279a40f06a5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 40V, Negative-QTOF	splash10-07j6-4910000000-9b884cdca0d7d64cca7a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 10V, Positive-QTOF	splash10-014i-0190000000-e22777c76b2b0be3d68e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 20V, Positive-QTOF	splash10-066r-9850000000-89cf46dd08191ecdf327	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adhumulinic acid 40V, Positive-QTOF	splash10-053u-9200000000-065e062b556ccdaf5ea5	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001942

KNApSAcK ID

Not Available

Chemspider ID

35013142

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750966

PDB ID

Not Available

ChEBI ID

174492

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Adhumulinic acid (HMDB0030137)

MOL for HMDB0030137 (Adhumulinic acid)

3D MOL for HMDB0030137 (Adhumulinic acid)

3D SDF for HMDB0030137 (Adhumulinic acid)

3D-SDF for HMDB0030137 (Adhumulinic acid)

PDB for HMDB0030137 (Adhumulinic acid)

3D PDB for HMDB0030137 (Adhumulinic acid)

SMILES for HMDB0030137 (Adhumulinic acid)

INCHI for HMDB0030137 (Adhumulinic acid)

Structure for HMDB0030137 (Adhumulinic acid)

3D Structure for HMDB0030137 (Adhumulinic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra