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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:20:13 UTC

Update Date

2022-03-07 02:56:01 UTC

HMDB ID

HMDB0038989

Secondary Accession Numbers

HMDB38989

Metabolite Identification

Common Name

Oxyhumulinic acid

Description

Oxyhumulinic acid, also known as oxyhumulinate, belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups. Oxyhumulinic acid has been detected, but not quantified in, alcoholic beverages. This could make oxyhumulinic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Oxyhumulinic acid.

Structure

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

HMDB0038989
     RDKit          3D
Oxyhumulinic acid
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7764    1.4870   -1.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    0.3912   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4322   -1.0294   -1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754    0.6559    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9098   -0.3965    1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4469   -0.4179    1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.5311    2.0612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070   -0.4997    0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8988   -0.8001   -1.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7443   -0.1257    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069   -0.4878   -0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424   -1.1616   -1.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.1282    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080    0.3845   -0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5654    0.7451   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838   -0.5389   -1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103    0.6176    1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    1.1917    2.4245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    0.8108    1.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134    1.9333    1.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9608    2.1613   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5502    2.0654   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2391    1.0349   -2.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096   -1.5191   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -1.4692   -1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940   -1.0419   -2.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    1.6988    0.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1751   -1.4275    0.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121   -0.3721    2.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428   -1.6478    2.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3735    0.6146    1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8391   -1.0873    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    1.3443   -1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975    0.8747   -1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9258   -0.0799    0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684    1.6907    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4732   -0.2821   -2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2751   -0.3403   -2.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -1.6011   -1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    0.8031    3.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507    0.9077    2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886    1.7648    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END


  Mrv0541 05061310462D          

 20 20  0  0  0  0            999 V2000
    1.1619    3.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239    2.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -2.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2995   -2.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    2.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4169    3.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4790   -2.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  5  2  0  0  0  0
  9  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  2  0  0  0  0
 17 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038989

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O5/c1-8(2)5-6-15(20)13(18)11(12(17)14(15)19)10(16)7-9(3)4/h5,9,14,17,19-20H,6-7H2,1-4H3

> <INCHI_KEY>
QSHUUGSBRMSXKV-UHFFFAOYSA-N

> <FORMULA>
C15H22O5

> <MOLECULAR_WEIGHT>
282.3322

> <EXACT_MASS>
282.146723814

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.096121236171264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5-trihydroxy-5-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclopent-2-en-1-one

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
1.655397568

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.293299339303493

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0665248661241318

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8853788036907515

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
76.5715

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-5-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclopent-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038989
     RDKit          3D
Oxyhumulinic acid
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7764    1.4870   -1.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    0.3912   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4322   -1.0294   -1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754    0.6559    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9098   -0.3965    1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4469   -0.4179    1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.5311    2.0612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070   -0.4997    0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8988   -0.8001   -1.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7443   -0.1257    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069   -0.4878   -0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424   -1.1616   -1.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.1282    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080    0.3845   -0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5654    0.7451   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838   -0.5389   -1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103    0.6176    1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    1.1917    2.4245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    0.8108    1.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134    1.9333    1.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9608    2.1613   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5502    2.0654   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2391    1.0349   -2.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096   -1.5191   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -1.4692   -1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940   -1.0419   -2.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    1.6988    0.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1751   -1.4275    0.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121   -0.3721    2.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428   -1.6478    2.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3735    0.6146    1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8391   -1.0873    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    1.3443   -1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975    0.8747   -1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9258   -0.0799    0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684    1.6907    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4732   -0.2821   -2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2751   -0.3403   -2.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -1.6011   -1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    0.8031    3.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507    0.9077    2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886    1.7648    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.169   7.298   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.151   5.513   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.268  -5.595   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.426  -4.028   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.614   4.689   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.090   3.224   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.645   5.834   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.894  -4.188   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.147  -1.375   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.770   1.651   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.029   3.224   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    9                                                            
CONECT    5    6    8                                                       
CONECT    6    5   15                                                       
CONECT    7    9   10                                                       
CONECT    8    1    2    5                                                  
CONECT    9    3    4    7                                                  
CONECT   10    7   11   16                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   14   17                                                  
CONECT   13   11   15   18                                                  
CONECT   14   12   15   19                                                  
CONECT   15    6   13   14   20                                             
CONECT   16   10                                                            
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0038989
HETATM    1  C1  UNL     1      -4.776   1.487  -1.698  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.194   0.391  -0.860  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.432  -1.029  -1.226  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.475   0.656   0.223  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.910  -0.397   1.035  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.447  -0.418   1.257  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.068  -1.531   2.061  1.00  0.00           O  
HETATM    8  C7  UNL     1      -0.607  -0.500   0.041  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.899  -0.800  -1.134  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.744  -0.126   0.541  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.007  -0.488  -0.098  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.942  -1.162  -1.169  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.339  -0.128   0.400  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.208   0.385  -0.746  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.565   0.745  -0.227  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.284  -0.539  -1.912  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.610   0.618   1.614  1.00  0.00           C  
HETATM   18  O4  UNL     1       1.569   1.192   2.424  1.00  0.00           O  
HETATM   19  C15 UNL     1      -0.862   0.811   1.907  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.213   1.933   1.157  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.961   2.161  -2.049  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.550   2.065  -1.165  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.239   1.035  -2.577  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.910  -1.519  -0.350  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.488  -1.469  -1.546  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.194  -1.042  -2.064  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.344   1.699   0.470  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.175  -1.428   0.644  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.412  -0.372   2.048  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.743  -1.648   2.762  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.374   0.615   1.184  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.839  -1.087   0.715  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.754   1.344  -1.137  1.00  0.00           H  
HETATM   34  H14 UNL     1       6.297   0.875  -1.053  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.926  -0.080   0.439  1.00  0.00           H  
HETATM   36  H16 UNL     1       5.468   1.691   0.362  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.473  -0.282  -2.658  1.00  0.00           H  
HETATM   38  H18 UNL     1       5.275  -0.340  -2.430  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.248  -1.601  -1.670  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.915   0.803   3.282  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.051   0.908   2.974  1.00  0.00           H  
HETATM   42  H22 UNL     1      -0.889   1.765   0.227  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    4
CONECT    3   24   25   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7    8   19
CONECT    7   30
CONECT    8    9    9   10
CONECT   10   11   17   17
CONECT   11   12   12   13
CONECT   13   14   31   32
CONECT   14   15   16   33
CONECT   15   34   35   36
CONECT   16   37   38   39
CONECT   17   18   19
CONECT   18   40
CONECT   19   20   41
CONECT   20   42
END

HMDB0038989
     RDKit          3D
Oxyhumulinic acid
 42 42  0  0  0  0  0  0  0  0999 V2000
   -4.7764    1.4870   -1.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    0.3912   -0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4322   -1.0294   -1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754    0.6559    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9098   -0.3965    1.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4469   -0.4179    1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.5311    2.0612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6070   -0.4997    0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8988   -0.8001   -1.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7443   -0.1257    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0069   -0.4878   -0.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424   -1.1616   -1.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.1282    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2080    0.3845   -0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5654    0.7451   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838   -0.5389   -1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6103    0.6176    1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    1.1917    2.4245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    0.8108    1.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134    1.9333    1.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9608    2.1613   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5502    2.0654   -1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2391    1.0349   -2.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096   -1.5191   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -1.4692   -1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1940   -1.0419   -2.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445    1.6988    0.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1751   -1.4275    0.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121   -0.3721    2.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7428   -1.6478    2.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3735    0.6146    1.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8391   -1.0873    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    1.3443   -1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975    0.8747   -1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9258   -0.0799    0.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684    1.6907    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4732   -0.2821   -2.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2751   -0.3403   -2.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2481   -1.6011   -1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    0.8031    3.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507    0.9077    2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886    1.7648    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Oxyhumulinate	Generator
3,4,5-Trihydroxy-5-(3-methyl-2-butenyl)-2-(3-methyl-1-oxobutyl)-2-cyclopenten-1-one, 9ci	HMDB

Chemical Formula

C₁₅H₂₂O₅

Average Molecular Weight

282.3322

Monoisotopic Molecular Weight

282.146723814

IUPAC Name

3,4,5-trihydroxy-5-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclopent-2-en-1-one

Traditional Name

3,4,5-trihydroxy-5-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclopent-2-en-1-one

CAS Registry Number

469-30-7

SMILES

CC(C)CC(=O)C1=C(O)C(O)C(O)(CC=C(C)C)C1=O

InChI Identifier

InChI=1S/C15H22O5/c1-8(2)5-6-15(20)13(18)11(12(17)14(15)19)10(16)7-9(3)4/h5,9,14,17,19-20H,6-7H2,1-4H3

InChI Key

QSHUUGSBRMSXKV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Acyloins

Alternative Parents

Substituents

Acyloin
Vinylogous acid
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
1,2-diol
Polyol
Enol
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

Extracellular (HMDB: HMDB0038989)
Cytoplasm (HMDB: HMDB0038989)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038989)

Source

Exogenous

Exogenous (HMDB: HMDB0038989)

Food

Food (HMDB: HMDB0038989)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038989)

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	2.51 g/L	ALOGPS
logP	1.05	ALOGPS
logP	1.66	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.07	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	76.57 m³·mol⁻¹	ChemAxon
Polarizability	30.1 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
DeepCCS	[M+H]+	176.785	30932474
DeepCCS	[M-H]-	174.427	30932474
DeepCCS	[M-2H]-	207.312	30932474
DeepCCS	[M+Na]+	182.878	30932474
AllCCS	[M+H]+	166.9	32859911
AllCCS	[M+H-H2O]+	163.6	32859911
AllCCS	[M+NH4]+	170.0	32859911
AllCCS	[M+Na]+	170.9	32859911
AllCCS	[M-H]-	170.5	32859911
AllCCS	[M+Na-2H]-	171.1	32859911
AllCCS	[M+HCOO]-	171.9	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.	6.53 minutes	32390414
Predicted by Siyang on May 30, 2022	11.1168 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.23 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2081.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	202.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	124.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	147.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	60.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	487.9 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	446.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	67.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	790.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	388.4 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	1207.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	240.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	363.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	249.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	153.8 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	31.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxyhumulinic acid	CC(C)CC(=O)C1=C(O)C(O)C(O)(CC=C(C)C)C1=O	3387.9	Standard polar	33892256
Oxyhumulinic acid	CC(C)CC(=O)C1=C(O)C(O)C(O)(CC=C(C)C)C1=O	1896.5	Standard non polar	33892256
Oxyhumulinic acid	CC(C)CC(=O)C1=C(O)C(O)C(O)(CC=C(C)C)C1=O	1903.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxyhumulinic acid,1TMS,isomer #1	CC(C)=CCC1(O)C(=O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C)C1O	2063.0	Semi standard non polar	33892256
Oxyhumulinic acid,1TMS,isomer #2	CC(C)=CCC1(O)C(=O)C(C(=O)CC(C)C)=C(O)C1O[Si](C)(C)C	2066.2	Semi standard non polar	33892256
Oxyhumulinic acid,1TMS,isomer #3	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C(O)C1O	2072.6	Semi standard non polar	33892256
Oxyhumulinic acid,1TMS,isomer #4	CC(C)=CCC1(O)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O)C1O	2158.9	Semi standard non polar	33892256
Oxyhumulinic acid,2TMS,isomer #1	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C)C1O	2169.5	Semi standard non polar	33892256
Oxyhumulinic acid,2TMS,isomer #2	CC(C)=CCC1(O)C(=O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C)C1O[Si](C)(C)C	2141.9	Semi standard non polar	33892256
Oxyhumulinic acid,2TMS,isomer #3	CC(C)=CCC1(O)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C1O	2185.9	Semi standard non polar	33892256
Oxyhumulinic acid,2TMS,isomer #4	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C(O)C1O[Si](C)(C)C	2164.7	Semi standard non polar	33892256
Oxyhumulinic acid,2TMS,isomer #5	CC(C)=CCC1(O)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O)C1O[Si](C)(C)C	2188.4	Semi standard non polar	33892256
Oxyhumulinic acid,2TMS,isomer #6	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O)C1O	2218.0	Semi standard non polar	33892256
Oxyhumulinic acid,3TMS,isomer #1	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C)C1O[Si](C)(C)C	2217.9	Semi standard non polar	33892256
Oxyhumulinic acid,3TMS,isomer #2	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C1O	2245.0	Semi standard non polar	33892256
Oxyhumulinic acid,3TMS,isomer #3	CC(C)=CCC1(O)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C1O[Si](C)(C)C	2213.2	Semi standard non polar	33892256
Oxyhumulinic acid,3TMS,isomer #4	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O)C1O[Si](C)(C)C	2260.2	Semi standard non polar	33892256
Oxyhumulinic acid,4TMS,isomer #1	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C1O[Si](C)(C)C	2241.2	Semi standard non polar	33892256
Oxyhumulinic acid,4TMS,isomer #1	CC(C)=CCC1(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C(O[Si](C)(C)C)C1O[Si](C)(C)C	2355.6	Standard non polar	33892256
Oxyhumulinic acid,1TBDMS,isomer #1	CC(C)=CCC1(O)C(=O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O	2304.7	Semi standard non polar	33892256
Oxyhumulinic acid,1TBDMS,isomer #2	CC(C)=CCC1(O)C(=O)C(C(=O)CC(C)C)=C(O)C1O[Si](C)(C)C(C)(C)C	2315.3	Semi standard non polar	33892256
Oxyhumulinic acid,1TBDMS,isomer #3	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C(O)C1O	2323.6	Semi standard non polar	33892256
Oxyhumulinic acid,1TBDMS,isomer #4	CC(C)=CCC1(O)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O)C1O	2391.9	Semi standard non polar	33892256
Oxyhumulinic acid,2TBDMS,isomer #1	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O	2632.1	Semi standard non polar	33892256
Oxyhumulinic acid,2TBDMS,isomer #2	CC(C)=CCC1(O)C(=O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2592.6	Semi standard non polar	33892256
Oxyhumulinic acid,2TBDMS,isomer #3	CC(C)=CCC1(O)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O	2641.1	Semi standard non polar	33892256
Oxyhumulinic acid,2TBDMS,isomer #4	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C(O)C1O[Si](C)(C)C(C)(C)C	2615.0	Semi standard non polar	33892256
Oxyhumulinic acid,2TBDMS,isomer #5	CC(C)=CCC1(O)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O)C1O[Si](C)(C)C(C)(C)C	2652.4	Semi standard non polar	33892256
Oxyhumulinic acid,2TBDMS,isomer #6	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O)C1O	2681.5	Semi standard non polar	33892256
Oxyhumulinic acid,3TBDMS,isomer #1	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2880.6	Semi standard non polar	33892256
Oxyhumulinic acid,3TBDMS,isomer #2	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O	2915.4	Semi standard non polar	33892256
Oxyhumulinic acid,3TBDMS,isomer #3	CC(C)=CCC1(O)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	2885.4	Semi standard non polar	33892256
Oxyhumulinic acid,3TBDMS,isomer #4	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O)C1O[Si](C)(C)C(C)(C)C	2912.3	Semi standard non polar	33892256
Oxyhumulinic acid,4TBDMS,isomer #1	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3112.0	Semi standard non polar	33892256
Oxyhumulinic acid,4TBDMS,isomer #1	CC(C)=CCC1(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3068.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Oxyhumulinic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9650000000-bfb717398ff796438f61	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxyhumulinic acid GC-MS (3 TMS) - 70eV, Positive	splash10-003r-7511900000-2b2451a57852555c8b2a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxyhumulinic 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 - Oxyhumulinic acid 10V, Positive-QTOF	splash10-001i-1190000000-015c943a4a404b5ebef7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 20V, Positive-QTOF	splash10-066r-9360000000-b42fe17d315a44315d16	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 40V, Positive-QTOF	splash10-0aor-9410000000-020c3b7b99c03068d201	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 10V, Negative-QTOF	splash10-001i-0190000000-264179c763742b377988	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 20V, Negative-QTOF	splash10-000t-7980000000-043b081c5eeac7825dcf	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 40V, Negative-QTOF	splash10-00l7-9410000000-4b392c31b2f393aabc02	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 10V, Negative-QTOF	splash10-001i-0090000000-54331f56903560001ecc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 20V, Negative-QTOF	splash10-0059-0930000000-4013f06d1dc40a5e1fda	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 40V, Negative-QTOF	splash10-054k-9520000000-e952b6aa801bd390c63f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 10V, Positive-QTOF	splash10-001i-0190000000-72d7bfdfb32140a15a71	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 20V, Positive-QTOF	splash10-00lu-9270000000-0acbb722d77cd7c3f4e3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyhumulinic acid 40V, Positive-QTOF	splash10-066u-9200000000-8f5102b9440be54faeb7	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB018475

KNApSAcK ID

Not Available

Chemspider ID

20039731

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45115175

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

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

Showing metabocard for Oxyhumulinic acid (HMDB0038989)

MOL for HMDB0038989 (Oxyhumulinic acid)

3D MOL for HMDB0038989 (Oxyhumulinic acid)

3D SDF for HMDB0038989 (Oxyhumulinic acid)

3D-SDF for HMDB0038989 (Oxyhumulinic acid)

PDB for HMDB0038989 (Oxyhumulinic acid)

3D PDB for HMDB0038989 (Oxyhumulinic acid)

SMILES for HMDB0038989 (Oxyhumulinic acid)

INCHI for HMDB0038989 (Oxyhumulinic acid)

Structure for HMDB0038989 (Oxyhumulinic acid)

3D Structure for HMDB0038989 (Oxyhumulinic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra