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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:32:34 UTC

Update Date

2021-09-26 23:06:20 UTC

HMDB ID

HMDB0253231

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on

Description

(R)-Humulone, also known as humulone or alpha bitter acid, 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. Based on a literature review very few articles have been published on (R)-Humulone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,4,6-trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004171512432D          

 26 26  0  0  0  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2107    4.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0253231
     RDKit          3D
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on
 56 56  0  0  0  0  0  0  0  0999 V2000
    3.1685   -2.6260   -2.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.9864   -1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -2.7357   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -0.8359   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0668   -0.0800   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870    0.1504   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549   -0.3281   -1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951   -1.0326   -2.4147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259   -0.1382   -0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.5102   -1.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759   -1.4380   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048   -2.3427   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386   -2.7180   -1.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336   -3.6347   -2.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -2.2738   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4452    0.6781    0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824    0.9531    1.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    1.1974    1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    1.9708    2.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2224    2.1549    3.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0661    2.5512    3.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726    4.0527    2.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2233    4.3898    1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312    4.7782    3.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9204    0.9333    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    1.3973    0.8484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0391   -1.9148   -3.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744   -3.3306   -2.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2019   -3.1730   -2.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527   -2.5536   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064   -2.3537    0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2282   -3.8061   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3747   -0.4607    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8510   -0.4817   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720    0.9600   -1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2864   -1.8192   -2.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644    0.1065   -2.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -1.1514    0.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009   -1.9628    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977   -2.6921   -1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -4.6262   -2.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2655   -3.7036   -3.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0594   -3.2950   -3.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0465   -1.1649   -0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469   -2.7516    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9579   -2.6014   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9056    2.4177    4.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155    2.0273    2.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101    4.4235    3.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143    4.1439    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    3.8168    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    5.4860    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    4.5613    4.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8999    4.5810    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    5.8681    3.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6993    1.9026    0.1264 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 18 25  2  0
 25 26  1  0
 25  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 26 56  1  0
M  END


  Mrv1533004171512432D          

 26 26  0  0  0  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9626    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2107    4.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253231

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3

> <INCHI_KEY>
VMSLCPKYRPDHLN-UHFFFAOYSA-N

> <FORMULA>
C21H30O5

> <MOLECULAR_WEIGHT>
362.466

> <EXACT_MASS>
362.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.272449689277124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5,6-trihydroxy-4,6-bis(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclohexa-2,4-dien-1-one

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
3.6006081660000016

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.243300276254771

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.129538359024711

> <JCHEM_PKA_STRONGEST_BASIC>
-4.243042789896745

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
106.30349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,6-trihydroxy-4,6-bis(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclohexa-2,4-dien-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253231
     RDKit          3D
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on
 56 56  0  0  0  0  0  0  0  0999 V2000
    3.1685   -2.6260   -2.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.9864   -1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -2.7357   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -0.8359   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0668   -0.0800   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870    0.1504   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549   -0.3281   -1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951   -1.0326   -2.4147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259   -0.1382   -0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.5102   -1.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759   -1.4380   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048   -2.3427   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386   -2.7180   -1.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336   -3.6347   -2.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -2.2738   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4452    0.6781    0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824    0.9531    1.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    1.1974    1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    1.9708    2.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2224    2.1549    3.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0661    2.5512    3.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726    4.0527    2.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2233    4.3898    1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312    4.7782    3.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9204    0.9333    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    1.3973    0.8484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0391   -1.9148   -3.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744   -3.3306   -2.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2019   -3.1730   -2.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527   -2.5536   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064   -2.3537    0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2282   -3.8061   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3747   -0.4607    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8510   -0.4817   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720    0.9600   -1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2864   -1.8192   -2.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644    0.1065   -2.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -1.1514    0.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009   -1.9628    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977   -2.6921   -1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -4.6262   -2.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2655   -3.7036   -3.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0594   -3.2950   -3.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0465   -1.1649   -0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469   -2.7516    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9579   -2.6014   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9056    2.4177    4.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155    2.0273    2.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101    4.4235    3.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143    4.1439    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    3.8168    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    5.4860    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    4.5613    4.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8999    4.5810    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    5.8681    3.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6993    1.9026    0.1264 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 18 25  2  0
 25 26  1  0
 25  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 26 56  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.344   3.490   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.797   4.937   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.787   6.117   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.260   7.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.303   5.849   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   20                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   22                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   20                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   13    7   21                                                  
CONECT   21   20                                                            
CONECT   22   10   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0253231
HETATM    1  C1  UNL     1       3.169  -2.626  -2.403  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.532  -1.986  -1.119  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.514  -2.736  -0.271  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.034  -0.836  -0.731  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.067  -0.080  -1.543  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.787   0.150  -0.761  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.355  -0.328  -1.210  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.295  -1.033  -2.415  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.626  -0.138  -0.491  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.549   0.510  -1.324  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.276  -1.438  -0.054  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.605  -2.343  -1.180  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.839  -2.718  -1.420  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.134  -3.635  -2.568  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.000  -2.274  -0.594  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.445   0.678   0.715  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.482   0.953   1.393  1.00  0.00           O  
HETATM   18  C15 UNL     1      -0.144   1.197   1.188  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.096   1.971   2.419  1.00  0.00           C  
HETATM   20  O4  UNL     1      -1.222   2.155   3.021  1.00  0.00           O  
HETATM   21  C17 UNL     1       1.066   2.551   3.038  1.00  0.00           C  
HETATM   22  C18 UNL     1       1.173   4.053   2.886  1.00  0.00           C  
HETATM   23  C19 UNL     1       1.223   4.390   1.418  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.031   4.778   3.526  1.00  0.00           C  
HETATM   25  C21 UNL     1       0.920   0.933   0.463  1.00  0.00           C  
HETATM   26  O5  UNL     1       2.195   1.397   0.848  1.00  0.00           O  
HETATM   27  H1  UNL     1       3.039  -1.915  -3.239  1.00  0.00           H  
HETATM   28  H2  UNL     1       3.974  -3.331  -2.748  1.00  0.00           H  
HETATM   29  H3  UNL     1       2.202  -3.173  -2.289  1.00  0.00           H  
HETATM   30  H4  UNL     1       5.553  -2.554  -0.607  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.406  -2.354   0.769  1.00  0.00           H  
HETATM   32  H6  UNL     1       4.228  -3.806  -0.325  1.00  0.00           H  
HETATM   33  H7  UNL     1       3.375  -0.461   0.230  1.00  0.00           H  
HETATM   34  H8  UNL     1       1.851  -0.482  -2.528  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.472   0.960  -1.703  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.286  -1.819  -2.595  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.564   0.107  -2.223  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.186  -1.151   0.512  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.601  -1.963   0.663  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.798  -2.692  -1.803  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.374  -4.626  -2.101  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.265  -3.704  -3.262  1.00  0.00           H  
HETATM   43  H17 UNL     1      -5.059  -3.295  -3.062  1.00  0.00           H  
HETATM   44  H18 UNL     1      -5.047  -1.165  -0.521  1.00  0.00           H  
HETATM   45  H19 UNL     1      -4.947  -2.752   0.427  1.00  0.00           H  
HETATM   46  H20 UNL     1      -5.958  -2.601  -1.041  1.00  0.00           H  
HETATM   47  H21 UNL     1       0.906   2.418   4.180  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.015   2.027   2.884  1.00  0.00           H  
HETATM   49  H23 UNL     1       2.110   4.424   3.364  1.00  0.00           H  
HETATM   50  H24 UNL     1       2.214   4.144   0.953  1.00  0.00           H  
HETATM   51  H25 UNL     1       0.471   3.817   0.831  1.00  0.00           H  
HETATM   52  H26 UNL     1       1.103   5.486   1.273  1.00  0.00           H  
HETATM   53  H27 UNL     1      -0.077   4.561   4.604  1.00  0.00           H  
HETATM   54  H28 UNL     1      -0.900   4.581   2.955  1.00  0.00           H  
HETATM   55  H29 UNL     1       0.228   5.868   3.433  1.00  0.00           H  
HETATM   56  H30 UNL     1       2.699   1.903   0.126  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4    4
CONECT    3   30   31   32
CONECT    4    5   33
CONECT    5    6   34   35
CONECT    6    7    7   25
CONECT    7    8    9
CONECT    8   36
CONECT    9   10   11   16
CONECT   10   37
CONECT   11   12   38   39
CONECT   12   13   13   40
CONECT   13   14   15
CONECT   14   41   42   43
CONECT   15   44   45   46
CONECT   16   17   17   18
CONECT   18   19   25   25
CONECT   19   20   20   21
CONECT   21   22   47   48
CONECT   22   23   24   49
CONECT   23   50   51   52
CONECT   24   53   54   55
CONECT   25   26
CONECT   26   56
END

HMDB0253231
     RDKit          3D
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on
 56 56  0  0  0  0  0  0  0  0999 V2000
    3.1685   -2.6260   -2.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.9864   -1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -2.7357   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0343   -0.8359   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0668   -0.0800   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7870    0.1504   -0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549   -0.3281   -1.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2951   -1.0326   -2.4147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6259   -0.1382   -0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.5102   -1.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759   -1.4380   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048   -2.3427   -1.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386   -2.7180   -1.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336   -3.6347   -2.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0003   -2.2738   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4452    0.6781    0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4824    0.9531    1.3929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1441    1.1974    1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    1.9708    2.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2224    2.1549    3.0211 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0661    2.5512    3.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726    4.0527    2.8861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2233    4.3898    1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312    4.7782    3.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9204    0.9333    0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    1.3973    0.8484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0391   -1.9148   -3.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744   -3.3306   -2.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2019   -3.1730   -2.2889 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527   -2.5536   -0.6065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064   -2.3537    0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2282   -3.8061   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3747   -0.4607    0.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8510   -0.4817   -2.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720    0.9600   -1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2864   -1.8192   -2.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644    0.1065   -2.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1862   -1.1514    0.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6009   -1.9628    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7977   -2.6921   -1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -4.6262   -2.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2655   -3.7036   -3.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0594   -3.2950   -3.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0465   -1.1649   -0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9469   -2.7516    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9579   -2.6014   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9056    2.4177    4.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155    2.0273    2.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101    4.4235    3.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143    4.1439    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    3.8168    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1028    5.4860    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    4.5613    4.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8999    4.5810    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285    5.8681    3.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6993    1.9026    0.1264 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
  9 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 18 25  2  0
 25 26  1  0
 25  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 26 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5,6-Trihydroxy-4-isovaleryl-2,6-bis(3-methyl-2-butenyl)-2,4-cyclohexadiene-1-one	MeSH
Humulone	MeSH
alpha Bitter acid	MeSH
Humulon	MeSH

Chemical Formula

C₂₁H₃₀O₅

Average Molecular Weight

362.466

Monoisotopic Molecular Weight

362.209324066

IUPAC Name

3,5,6-trihydroxy-4,6-bis(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclohexa-2,4-dien-1-one

Traditional Name

3,5,6-trihydroxy-4,6-bis(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)cyclohexa-2,4-dien-1-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3

InChI Key

VMSLCPKYRPDHLN-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
Ketone
Polyol
Enol
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

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
logP	2.31	ALOGPS
logP	3.6	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.13	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.3 m³·mol⁻¹	ChemAxon
Polarizability	40.27 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]+	204.115	30932474
DeepCCS	[M-H]-	201.212	30932474
DeepCCS	[M-2H]-	236.127	30932474
DeepCCS	[M+Na]+	212.086	30932474
AllCCS	[M+H]+	188.4	32859911
AllCCS	[M+H-H2O]+	185.7	32859911
AllCCS	[M+NH4]+	190.8	32859911
AllCCS	[M+Na]+	191.5	32859911
AllCCS	[M-H]-	194.4	32859911
AllCCS	[M+Na-2H]-	195.3	32859911
AllCCS	[M+HCOO]-	196.5	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #1	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2467.9	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #1	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2365.7	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #1	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	3214.2	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2452.1	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2349.8	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O	3185.6	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2470.7	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2441.0	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	3178.7	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #4	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2540.6	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #4	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2477.3	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TMS,isomer #4	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	3371.2	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2509.5	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2418.1	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2980.2	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2543.0	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2503.2	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2987.4	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #3	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2561.4	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #3	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2522.6	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #3	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	3155.8	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2538.4	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2485.9	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2919.4	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2543.1	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2498.5	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	3120.3	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #6	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2578.1	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #6	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2602.3	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TMS,isomer #6	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	3124.9	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2556.1	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2540.8	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C	2671.0	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2543.0	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2542.9	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2950.6	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2595.4	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2632.7	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2952.4	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2591.4	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2613.9	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O	2876.3	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2577.6	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2644.8	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C)=C1O[Si](C)(C)C	2678.7	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	2700.0	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	2572.1	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	3299.2	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2710.7	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2553.3	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O	3264.3	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2702.8	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2658.9	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	3253.7	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #4	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	2761.4	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #4	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	2703.8	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,1TBDMS,isomer #4	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	3432.8	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	2969.6	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	2790.3	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	3151.8	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	2993.5	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	2880.6	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	3153.2	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3001.9	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	2921.2	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3323.2	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2995.3	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	2862.6	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O	3087.6	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	2996.4	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	2897.2	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #5	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	3276.3	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #6	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	3008.4	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #6	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	3011.7	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,2TBDMS,isomer #6	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	3276.6	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	3218.0	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	3053.0	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=O)CC(C)C)=C1O[Si](C)(C)C(C)(C)C	2964.8	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3203.0	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3078.1	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3168.4	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3233.4	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3177.7	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3172.4	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	3235.8	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	3172.7	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O	3100.2	Standard polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3384.7	Semi standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3308.1	Standard non polar	33892256
1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3013.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4m-5689000000-1af35b4c425e1f0d5363	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on 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 - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on 10V, Positive-QTOF	splash10-03di-0009000000-cf0c854c856cc8953a89	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on 20V, Positive-QTOF	splash10-06rl-3097000000-6177045b5d02ce1d0bb9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on 40V, Positive-QTOF	splash10-007x-9241000000-4253174195fc371a7563	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on 10V, Negative-QTOF	splash10-03di-0009000000-450562eeed25aea2a5ca	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on 20V, Negative-QTOF	splash10-03di-0297000000-8bdb464d83207696dd3b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on 40V, Negative-QTOF	splash10-056v-7935000000-8baaea5439c81825a31a	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

478095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

549481

PDB ID

Not Available

ChEBI ID

175659

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on (HMDB0253231)

MOL for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

3D MOL for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

3D SDF for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

3D-SDF for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

PDB for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

3D PDB for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

SMILES for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

INCHI for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

Structure for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

3D Structure for HMDB0253231 (1,4,6-Trihydroxy-1,3-bis(2-isopentenyl)-5-isovaleryl-3,5-cyclohexadien-2-on)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra