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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:52:49 UTC

Update Date

2022-03-07 02:53:58 UTC

HMDB ID

HMDB0034090

Secondary Accession Numbers

HMDB34090

Metabolite Identification

Common Name

(R)-Humulone

Description

(R)-Humulone belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ) (R)-Humulone has been detected, but not quantified in, alcoholic beverages and beer. This could make (R)-humulone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (R)-Humulone.

Structure

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

  Mrv0541 05061307342D          

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

HMDB0034090
     RDKit          3D
(R)-Humulone
 56 56  0  0  0  0  0  0  0  0999 V2000
    2.4220    5.2837   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1189    4.6628   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1308    5.4461   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    3.4518    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2754    2.8231    0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    1.5618    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795    1.3636   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4021    2.3677   -0.9941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6548    0.1041   -1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995    0.4546   -2.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0159   -0.5068   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3060   -0.8320    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -2.0309    0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058   -3.1605   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -2.3215    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6091   -0.8832   -1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -2.1035   -2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249   -0.7569   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4399   -1.7949   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -2.8536   -0.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5805   -1.6399    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4293   -2.8819    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876   -2.6706    1.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -3.1631   -0.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5448    0.5176    0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123    0.6547    0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138    4.9850    0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3602    6.3646   -0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    4.8217   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889    6.4037   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    5.5579    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7467    4.8545   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9743    2.9150    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    3.5487    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    2.5887    1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2384    2.5079   -0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4595   -0.3827   -3.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    0.1322   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0369   -1.4406   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994   -0.0810    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6129   -3.9017   -0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969   -3.7119   -0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4454   -2.7546   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -2.7074    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8449   -3.0124    1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412   -1.3439    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149   -2.9346   -1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749   -1.4676    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2227   -0.7676    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -3.7681    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202   -3.0453    0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -3.1863    2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7676   -1.6068    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -3.4038   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -2.2463   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4397   -4.0097   -1.3373 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  1  0
 16 18  2  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  1  0
 25 26  2  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
 17 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
M  END

  Mrv0541 05061307342D          

 26 26  0  0  0  0            999 V2000
   -1.4289   -2.4750    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
    1.2107    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   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
   -0.7145   -0.4125    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
    1.2448    1.8695    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
   -1.4289   -1.6500    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
    2.8579   -1.6500    0.0000 C   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
    2.1434   -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
    0.7145   -0.4125    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
    1.4289    0.8250    0.0000 C   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
    2.8579    0.0000    0.0000 O   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 O   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
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  2  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13  9  2  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  2  0  0  0  0
 20 17  2  0  0  0  0
 21 10  1  0  0  0  0
 21 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 16  2  0  0  0  0
 23 18  2  0  0  0  0
 24 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034090

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)=C(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/h7,9,14,24-26H,8,10-11H2,1-6H3

> <INCHI_KEY>
RMFGNMMNUZWCRZ-UHFFFAOYSA-N

> <FORMULA>
C21H30O5

> <MOLECULAR_WEIGHT>
362.4599

> <EXACT_MASS>
362.20932407

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.447096936662845

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5-trihydroxy-2,4-bis(3-methylbut-2-en-1-yl)-6-(3-methylbutanoyl)cyclohexa-2,5-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>
6.85081435399248

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9435491863310062

> <JCHEM_PKA_STRONGEST_BASIC>
-4.033588184386265

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
106.30349999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034090
     RDKit          3D
(R)-Humulone
 56 56  0  0  0  0  0  0  0  0999 V2000
    2.4220    5.2837   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1189    4.6628   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1308    5.4461   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    3.4518    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2754    2.8231    0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    1.5618    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795    1.3636   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4021    2.3677   -0.9941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6548    0.1041   -1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995    0.4546   -2.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0159   -0.5068   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3060   -0.8320    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -2.0309    0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058   -3.1605   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -2.3215    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6091   -0.8832   -1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -2.1035   -2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249   -0.7569   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4399   -1.7949   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -2.8536   -0.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5805   -1.6399    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4293   -2.8819    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876   -2.6706    1.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -3.1631   -0.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5448    0.5176    0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123    0.6547    0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138    4.9850    0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3602    6.3646   -0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    4.8217   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889    6.4037   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    5.5579    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7467    4.8545   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9743    2.9150    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    3.5487    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    2.5887    1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2384    2.5079   -0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4595   -0.3827   -3.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    0.1322   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0369   -1.4406   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994   -0.0810    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6129   -3.9017   -0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969   -3.7119   -0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4454   -2.7546   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -2.7074    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8449   -3.0124    1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412   -1.3439    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149   -2.9346   -1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749   -1.4676    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2227   -0.7676    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -3.7681    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202   -3.0453    0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -3.1863    2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7676   -1.6068    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -3.4038   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -2.2463   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4397   -4.0097   -1.3373 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  1  0
 16 18  2  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  1  0
 25 26  2  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
 17 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  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      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.260   7.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.303   5.849   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   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  C   UNK     0       1.797   4.937   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.787   6.117   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   1.540   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  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.344   3.490   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5   14                                                            
CONECT    6   14                                                            
CONECT    7    8   12                                                       
CONECT    8    7   15                                                       
CONECT    9   10   13                                                       
CONECT   10    9   21                                                       
CONECT   11   14   16                                                       
CONECT   12    1    2    7                                                  
CONECT   13    3    4    9                                                  
CONECT   14    5    6   11                                                  
CONECT   15    8   18   19                                                  
CONECT   16   11   17   22                                                  
CONECT   17   16   18   20                                                  
CONECT   18   15   17   23                                                  
CONECT   19   15   21   24                                                  
CONECT   20   17   21   25                                                  
CONECT   21   10   19   20   26                                             
CONECT   22   16                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   20                                                            
CONECT   26   21                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0034090
HETATM    1  C1  UNL     1       2.422   5.284  -0.454  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.119   4.663  -0.101  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.131   5.446  -0.349  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.048   3.452   0.419  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.275   2.823   0.777  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.475   1.562   0.011  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.479   1.364  -0.817  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.402   2.368  -0.994  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.655   0.104  -1.561  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.600   0.455  -2.931  1.00  0.00           O  
HETATM   11  C9  UNL     1      -3.016  -0.507  -1.327  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.306  -0.832   0.072  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.705  -2.031   0.433  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.906  -3.161  -0.498  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.988  -2.322   1.893  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.609  -0.883  -1.326  1.00  0.00           C  
HETATM   17  O3  UNL     1      -0.687  -2.103  -2.029  1.00  0.00           O  
HETATM   18  C15 UNL     1       0.425  -0.757  -0.513  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.440  -1.795  -0.327  1.00  0.00           C  
HETATM   20  O4  UNL     1       1.316  -2.854  -0.978  1.00  0.00           O  
HETATM   21  C17 UNL     1       2.580  -1.640   0.583  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.429  -2.882   0.542  1.00  0.00           C  
HETATM   23  C19 UNL     1       4.588  -2.671   1.495  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.945  -3.163  -0.857  1.00  0.00           C  
HETATM   25  C21 UNL     1       0.545   0.518   0.220  1.00  0.00           C  
HETATM   26  O5  UNL     1       1.512   0.655   0.992  1.00  0.00           O  
HETATM   27  H1  UNL     1       3.214   4.985   0.290  1.00  0.00           H  
HETATM   28  H2  UNL     1       2.360   6.365  -0.573  1.00  0.00           H  
HETATM   29  H3  UNL     1       2.740   4.822  -1.431  1.00  0.00           H  
HETATM   30  H4  UNL     1       0.089   6.404  -0.830  1.00  0.00           H  
HETATM   31  H5  UNL     1      -0.699   5.558   0.596  1.00  0.00           H  
HETATM   32  H6  UNL     1      -0.747   4.855  -1.057  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.974   2.915   0.584  1.00  0.00           H  
HETATM   34  H8  UNL     1      -1.055   3.549   0.544  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.320   2.589   1.860  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.238   2.508  -0.481  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.459  -0.383  -3.412  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.833   0.132  -1.739  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.037  -1.441  -1.925  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.199  -0.081   0.869  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.613  -3.902  -0.047  1.00  0.00           H  
HETATM   42  H16 UNL     1      -2.997  -3.712  -0.763  1.00  0.00           H  
HETATM   43  H17 UNL     1      -4.445  -2.755  -1.399  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.098  -2.707   2.405  1.00  0.00           H  
HETATM   45  H19 UNL     1      -4.845  -3.012   1.940  1.00  0.00           H  
HETATM   46  H20 UNL     1      -4.341  -1.344   2.319  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.915  -2.935  -1.507  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.275  -1.468   1.628  1.00  0.00           H  
HETATM   49  H23 UNL     1       3.223  -0.768   0.275  1.00  0.00           H  
HETATM   50  H24 UNL     1       2.851  -3.768   0.849  1.00  0.00           H  
HETATM   51  H25 UNL     1       5.520  -3.045   1.000  1.00  0.00           H  
HETATM   52  H26 UNL     1       4.385  -3.186   2.453  1.00  0.00           H  
HETATM   53  H27 UNL     1       4.768  -1.607   1.722  1.00  0.00           H  
HETATM   54  H28 UNL     1       5.026  -3.404  -0.769  1.00  0.00           H  
HETATM   55  H29 UNL     1       3.843  -2.246  -1.467  1.00  0.00           H  
HETATM   56  H30 UNL     1       3.440  -4.010  -1.337  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   18   18
CONECT   17   47
CONECT   18   19   25
CONECT   19   20   20   21
CONECT   21   22   48   49
CONECT   22   23   24   50
CONECT   23   51   52   53
CONECT   24   54   55   56
CONECT   25   26   26
END

HMDB0034090
     RDKit          3D
(R)-Humulone
 56 56  0  0  0  0  0  0  0  0999 V2000
    2.4220    5.2837   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1189    4.6628   -0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1308    5.4461   -0.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    3.4518    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2754    2.8231    0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    1.5618    0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795    1.3636   -0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4021    2.3677   -0.9941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6548    0.1041   -1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995    0.4546   -2.9305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0159   -0.5068   -1.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3060   -0.8320    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -2.0309    0.4334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058   -3.1605   -0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -2.3215    1.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6091   -0.8832   -1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -2.1035   -2.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249   -0.7569   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4399   -1.7949   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3157   -2.8536   -0.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5805   -1.6399    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4293   -2.8819    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876   -2.6706    1.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -3.1631   -0.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5448    0.5176    0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123    0.6547    0.9916 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2138    4.9850    0.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3602    6.3646   -0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    4.8217   -1.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889    6.4037   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    5.5579    0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7467    4.8545   -1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9743    2.9150    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549    3.5487    0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    2.5887    1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2384    2.5079   -0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4595   -0.3827   -3.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    0.1322   -1.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0369   -1.4406   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1994   -0.0810    0.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6129   -3.9017   -0.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969   -3.7119   -0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4454   -2.7546   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980   -2.7074    2.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8449   -3.0124    1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3412   -1.3439    2.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149   -2.9346   -1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749   -1.4676    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2227   -0.7676    0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8507   -3.7681    0.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202   -3.0453    0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -3.1863    2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7676   -1.6068    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -3.4038   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -2.2463   -1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4397   -4.0097   -1.3373 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  1  0
 16 18  2  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  1  0
 25 26  2  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
 17 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₅

Average Molecular Weight

362.4599

Monoisotopic Molecular Weight

362.20932407

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)=C(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/h7,9,14,24-26H,8,10-11H2,1-6H3

InChI Key

RMFGNMMNUZWCRZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Substituents

Vinylogous acid
Tertiary alcohol
Cyclic ketone
Ketone
Polyol
Enol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034090)

Source

Endogenous

Endogenous (HMDB: HMDB0034090)

Exogenous

Food

Food (HMDB: HMDB0034090)

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0034090)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0034090)

Role

Biological role

Energy source (HMDB: HMDB0034090)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034090)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	66 - 66.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	2.31	ALOGPS
logP	3.6	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	0.94	ChemAxon
pKa (Strongest Basic)	-4	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	40.45 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]+	204.486	30932474
DeepCCS	[M-H]-	201.571	30932474
DeepCCS	[M-2H]-	236.42	30932474
DeepCCS	[M+Na]+	211.921	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

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-Humulone	CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)=C(CC=C(C)C)C1=O	4102.1	Standard polar	33892256
(R)-Humulone	CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)=C(CC=C(C)C)C1=O	2221.4	Standard non polar	33892256
(R)-Humulone	CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)=C(CC=C(C)C)C1=O	2281.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-Humulone,1TMS,isomer #1	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C1=O	2427.4	Semi standard non polar	33892256
(R)-Humulone,1TMS,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)C1=O	2472.9	Semi standard non polar	33892256
(R)-Humulone,1TMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(O)=C(C(=O)CC(C)C)C1=O	2447.7	Semi standard non polar	33892256
(R)-Humulone,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)C1=O	2568.0	Semi standard non polar	33892256
(R)-Humulone,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C1=O	2506.7	Semi standard non polar	33892256
(R)-Humulone,2TMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C1=O	2507.3	Semi standard non polar	33892256
(R)-Humulone,2TMS,isomer #3	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C1=O	2536.2	Semi standard non polar	33892256
(R)-Humulone,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)C1=O	2526.1	Semi standard non polar	33892256
(R)-Humulone,2TMS,isomer #5	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)C1=O	2576.9	Semi standard non polar	33892256
(R)-Humulone,2TMS,isomer #6	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)C1=O	2546.8	Semi standard non polar	33892256
(R)-Humulone,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C1=O	2561.0	Semi standard non polar	33892256
(R)-Humulone,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(O)(CC=C(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C1=O	2559.1	Semi standard non polar	33892256
(R)-Humulone,3TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C1=O	2565.9	Semi standard non polar	33892256
(R)-Humulone,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)C1=O	2567.1	Semi standard non polar	33892256
(R)-Humulone,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C1=O	2577.2	Semi standard non polar	33892256
(R)-Humulone,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C1=O	2686.2	Standard non polar	33892256
(R)-Humulone,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C1=O	2668.2	Semi standard non polar	33892256
(R)-Humulone,1TBDMS,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)C1=O	2704.6	Semi standard non polar	33892256
(R)-Humulone,1TBDMS,isomer #3	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)C1=O	2694.7	Semi standard non polar	33892256
(R)-Humulone,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)C1=O	2780.7	Semi standard non polar	33892256
(R)-Humulone,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C1=O	2961.6	Semi standard non polar	33892256
(R)-Humulone,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C1=O	2951.0	Semi standard non polar	33892256
(R)-Humulone,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C(O)(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C1=O	2984.6	Semi standard non polar	33892256
(R)-Humulone,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)C1=O	2973.2	Semi standard non polar	33892256
(R)-Humulone,2TBDMS,isomer #5	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)C1=O	3003.6	Semi standard non polar	33892256
(R)-Humulone,2TBDMS,isomer #6	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)C1=O	3001.0	Semi standard non polar	33892256
(R)-Humulone,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[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C1=O	3216.8	Semi standard non polar	33892256
(R)-Humulone,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(O)(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C1=O	3231.3	Semi standard non polar	33892256
(R)-Humulone,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C1=O	3208.9	Semi standard non polar	33892256
(R)-Humulone,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)C1=O	3214.2	Semi standard non polar	33892256
(R)-Humulone,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[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C1=O	3399.4	Semi standard non polar	33892256
(R)-Humulone,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[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C1=O	3348.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Humulone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aov-6298000000-0b49125829a6944de906	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Humulone GC-MS (3 TMS) - 70eV, Positive	splash10-03di-3000090000-9f2282141b9943ac14ae	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Humulone 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 - (R)-Humulone 10V, Positive-QTOF	splash10-03di-1019000000-912ea4f3c18c922abeb0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 20V, Positive-QTOF	splash10-0aos-6089000000-d4f46bcace6a46665e8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 40V, Positive-QTOF	splash10-05o0-9160000000-6d8df0ffa42b7daeddcd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 10V, Negative-QTOF	splash10-03di-0069000000-f070d1dd6aa30ca7df50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 20V, Negative-QTOF	splash10-01ti-4195000000-d1f1f7e400ee8f811da9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 40V, Negative-QTOF	splash10-006t-9452000000-6a3401888230a6880231	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 10V, Negative-QTOF	splash10-03di-0009000000-dd0325b0e213f60b4f28	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 20V, Negative-QTOF	splash10-03di-0159000000-9f78f395ece750ef693a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 40V, Negative-QTOF	splash10-00kg-9353000000-2476356a464b4b6a856e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 10V, Positive-QTOF	splash10-03di-0009000000-b380fedb65411717d5cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 20V, Positive-QTOF	splash10-03di-1119000000-4f3ecece972f2d774cc8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Humulone 40V, Positive-QTOF	splash10-05mo-9211000000-a611a389c87c689f572b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012350

KNApSAcK ID

Not Available

Chemspider ID

35013701

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 (R)-Humulone (HMDB0034090)

MOL for HMDB0034090 ((R)-Humulone)

3D MOL for HMDB0034090 ((R)-Humulone)

3D SDF for HMDB0034090 ((R)-Humulone)

3D-SDF for HMDB0034090 ((R)-Humulone)

PDB for HMDB0034090 ((R)-Humulone)

3D PDB for HMDB0034090 ((R)-Humulone)

SMILES for HMDB0034090 ((R)-Humulone)

INCHI for HMDB0034090 ((R)-Humulone)

Structure for HMDB0034090 ((R)-Humulone)

3D Structure for HMDB0034090 ((R)-Humulone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra