Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:48 UTC

Update Date

2022-03-07 02:52:25 UTC

HMDB ID

HMDB0030105

Secondary Accession Numbers

HMDB30105

Metabolite Identification

Common Name

Humulinone

Description

Humulinone, also known as diphenolic acid, belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review a small amount of articles have been published on Humulinone.

Structure

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


  Mrv0541 05061305002D          

 27 27  0  0  0  0            999 V2000
   -3.6956    0.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556    1.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264    3.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0884    2.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5911   -1.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350   -2.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745    0.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208    0.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    2.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9419    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2814    3.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706   -1.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -0.5267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122    1.3438    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 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  2  0  0  0  0
 20 10  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 15  2  0  0  0  0
 23 16  2  0  0  0  0
 24 18  2  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
M  END

HMDB0030105
     RDKit          3D
Humulinone
 57 57  0  0  0  0  0  0  0  0999 V2000
    5.4967   -1.6302   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9968   -0.7652    0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8620    0.3057    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704   -0.9716    0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474   -2.0150    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -1.3980   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756   -1.1678   -1.5710 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5077   -1.1031    0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8650   -1.4850    1.8770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484   -1.7830    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8151   -3.0831   -0.3457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7647   -0.9899    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.3696    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4396   -2.4822   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170   -0.4270    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5968   -0.9195    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9993   -2.1594    0.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7722   -1.1685   -1.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733    0.2803    1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    1.0757    1.6761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495    0.3373    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8946    0.9804    1.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710    1.0604   -0.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131    2.4870   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175    3.4965   -0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579    4.8906   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    3.2260   -1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -1.3368   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3788   -2.6923   -0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5620   -1.3431   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5794    1.2867    0.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9315    0.0266    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454    0.3376    1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365   -0.3148    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498   -2.6462   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5804   -2.6834    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5391   -0.8288    2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -3.2857   -1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0641    0.4844   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1656   -0.0377    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3057   -0.1001    0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1665   -2.8047    1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6981   -2.8068    0.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5702   -1.8997    1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -0.3409   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8637   -1.0908   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4032   -2.1639   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412    1.3616    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904    0.5987   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    1.0710   -1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1203    2.6492   -0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635    5.4607   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173    4.9400   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    5.3952    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6208    4.2019   -1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.7042   -2.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933    2.6359   -0.5559 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 21  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  9 37  1  0
 11 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END


  Mrv0541 05061305002D          

 27 27  0  0  0  0            999 V2000
   -3.6956    0.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556    1.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264    3.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0884    2.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5911   -1.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350   -2.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745    0.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208    0.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    2.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9419    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2814    3.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706   -1.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -0.5267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122    1.3438    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 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  2  0  0  0  0
 20 10  1  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 15  2  0  0  0  0
 23 16  2  0  0  0  0
 24 18  2  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030105

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O6/c1-12(2)7-8-16(23)21(27)19(25)17(15(22)11-14(5)6)18(24)20(21,26)10-9-13(3)4/h7,9,14,25-27H,8,10-11H2,1-6H3

> <INCHI_KEY>
SAIULYGEZGWEDU-UHFFFAOYSA-N

> <FORMULA>
C21H30O6

> <MOLECULAR_WEIGHT>
378.4593

> <EXACT_MASS>
378.204238692

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.90720001442799

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.64

> <JCHEM_LOGP>
3.1622663400000004

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.027280244240734

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.132779947859345

> <JCHEM_PKA_STRONGEST_BASIC>
-4.312245370314629

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
105.47449999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.77e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030105
     RDKit          3D
Humulinone
 57 57  0  0  0  0  0  0  0  0999 V2000
    5.4967   -1.6302   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9968   -0.7652    0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8620    0.3057    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704   -0.9716    0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474   -2.0150    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -1.3980   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756   -1.1678   -1.5710 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5077   -1.1031    0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8650   -1.4850    1.8770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484   -1.7830    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8151   -3.0831   -0.3457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7647   -0.9899    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.3696    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4396   -2.4822   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170   -0.4270    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5968   -0.9195    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9993   -2.1594    0.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7722   -1.1685   -1.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733    0.2803    1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    1.0757    1.6761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495    0.3373    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8946    0.9804    1.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710    1.0604   -0.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131    2.4870   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175    3.4965   -0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579    4.8906   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    3.2260   -1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -1.3368   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3788   -2.6923   -0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5620   -1.3431   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5794    1.2867    0.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9315    0.0266    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454    0.3376    1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365   -0.3148    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498   -2.6462   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5804   -2.6834    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5391   -0.8288    2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -3.2857   -1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0641    0.4844   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1656   -0.0377    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3057   -0.1001    0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1665   -2.8047    1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6981   -2.8068    0.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5702   -1.8997    1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -0.3409   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8637   -1.0908   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4032   -2.1639   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412    1.3616    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904    0.5987   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    1.0710   -1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1203    2.6492   -0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635    5.4607   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173    4.9400   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    5.3952    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6208    4.2019   -1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.7042   -2.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933    2.6359   -0.5559 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 21  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  9 37  1  0
 11 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  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      -6.898   1.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.330   3.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.049   7.298   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.032   5.513   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.703  -2.460   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.545  -4.028   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.246   0.827   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.839   1.454   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.505   4.689   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.029   3.224   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.267  -1.375   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.492   1.732   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.525   5.834   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.172  -2.621   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.593   0.548   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.109  -2.943   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.754  -0.983   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.770   1.651   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.090   3.224   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.956   2.508   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   16                                                       
CONECT    9   10   13                                                       
CONECT   10    9   20                                                       
CONECT   11   14   15                                                       
CONECT   12    1    2    7                                                  
CONECT   13    3    4    9                                                  
CONECT   14    5    6   11                                                  
CONECT   15   11   17   22                                                  
CONECT   16    8   21   23                                                  
CONECT   17   15   18   19                                                  
CONECT   18   17   20   24                                                  
CONECT   19   17   21   25                                                  
CONECT   20   10   18   21   26                                             
CONECT   21   16   19   20   27                                             
CONECT   22   15                                                            
CONECT   23   16                                                            
CONECT   24   18                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

COMPND    HMDB0030105
HETATM    1  C1  UNL     1       5.497  -1.630  -0.881  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.997  -0.765   0.231  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.862   0.306   0.819  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.770  -0.972   0.686  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.847  -2.015   0.163  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.612  -1.398  -0.381  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.576  -1.168  -1.571  1.00  0.00           O  
HETATM    8  C7  UNL     1       0.508  -1.103   0.560  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.865  -1.485   1.877  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.748  -1.783   0.201  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.815  -3.083  -0.346  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.765  -0.990   0.473  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.151  -1.370   0.233  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.440  -2.482  -0.249  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.217  -0.427   0.563  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.597  -0.920   0.263  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.999  -2.159   0.977  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.772  -1.169  -1.234  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.273   0.280   1.026  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.964   1.076   1.676  1.00  0.00           O  
HETATM   21  C16 UNL     1       0.150   0.337   0.623  1.00  0.00           C  
HETATM   22  O6  UNL     1       0.895   0.980   1.613  1.00  0.00           O  
HETATM   23  C17 UNL     1       0.271   1.060  -0.700  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.113   2.487  -0.504  1.00  0.00           C  
HETATM   25  C19 UNL     1       0.718   3.497  -0.762  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.258   4.891  -0.539  1.00  0.00           C  
HETATM   27  C21 UNL     1       2.085   3.226  -1.270  1.00  0.00           C  
HETATM   28  H1  UNL     1       4.948  -1.337  -1.807  1.00  0.00           H  
HETATM   29  H2  UNL     1       5.379  -2.692  -0.609  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.562  -1.343  -1.079  1.00  0.00           H  
HETATM   31  H4  UNL     1       5.579   1.287   0.406  1.00  0.00           H  
HETATM   32  H5  UNL     1       6.932   0.027   0.601  1.00  0.00           H  
HETATM   33  H6  UNL     1       5.745   0.338   1.928  1.00  0.00           H  
HETATM   34  H7  UNL     1       3.437  -0.315   1.505  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.350  -2.646  -0.606  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.580  -2.683   1.028  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.539  -0.829   2.540  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.921  -3.286  -1.309  1.00  0.00           H  
HETATM   39  H12 UNL     1      -4.064   0.484  -0.076  1.00  0.00           H  
HETATM   40  H13 UNL     1      -4.166  -0.038   1.616  1.00  0.00           H  
HETATM   41  H14 UNL     1      -6.306  -0.100   0.507  1.00  0.00           H  
HETATM   42  H15 UNL     1      -5.166  -2.805   1.305  1.00  0.00           H  
HETATM   43  H16 UNL     1      -6.698  -2.807   0.390  1.00  0.00           H  
HETATM   44  H17 UNL     1      -6.570  -1.900   1.918  1.00  0.00           H  
HETATM   45  H18 UNL     1      -5.256  -0.341  -1.766  1.00  0.00           H  
HETATM   46  H19 UNL     1      -6.864  -1.091  -1.438  1.00  0.00           H  
HETATM   47  H20 UNL     1      -5.403  -2.164  -1.528  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.741   1.362   1.230  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.390   0.599  -1.440  1.00  0.00           H  
HETATM   50  H23 UNL     1       1.339   1.071  -1.001  1.00  0.00           H  
HETATM   51  H24 UNL     1      -1.120   2.649  -0.135  1.00  0.00           H  
HETATM   52  H25 UNL     1       0.363   5.461  -1.506  1.00  0.00           H  
HETATM   53  H26 UNL     1      -0.817   4.940  -0.277  1.00  0.00           H  
HETATM   54  H27 UNL     1       0.815   5.395   0.277  1.00  0.00           H  
HETATM   55  H28 UNL     1       2.621   4.202  -1.412  1.00  0.00           H  
HETATM   56  H29 UNL     1       2.062   2.704  -2.255  1.00  0.00           H  
HETATM   57  H30 UNL     1       2.693   2.636  -0.556  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    4    4
CONECT    3   31   32   33
CONECT    4    5   34
CONECT    5    6   35   36
CONECT    6    7    7    8
CONECT    8    9   10   21
CONECT    9   37
CONECT   10   11   12   12
CONECT   11   38
CONECT   12   13   19
CONECT   13   14   14   15
CONECT   15   16   39   40
CONECT   16   17   18   41
CONECT   17   42   43   44
CONECT   18   45   46   47
CONECT   19   20   20   21
CONECT   21   22   23
CONECT   22   48
CONECT   23   24   49   50
CONECT   24   25   25   51
CONECT   25   26   27
CONECT   26   52   53   54
CONECT   27   55   56   57
END

HMDB0030105
     RDKit          3D
Humulinone
 57 57  0  0  0  0  0  0  0  0999 V2000
    5.4967   -1.6302   -0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9968   -0.7652    0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8620    0.3057    0.8192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7704   -0.9716    0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474   -2.0150    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -1.3980   -0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756   -1.1678   -1.5710 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5077   -1.1031    0.5595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8650   -1.4850    1.8770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7484   -1.7830    0.2012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8151   -3.0831   -0.3457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7647   -0.9899    0.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.3696    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4396   -2.4822   -0.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170   -0.4270    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5968   -0.9195    0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9993   -2.1594    0.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7722   -1.1685   -1.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733    0.2803    1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    1.0757    1.6761 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495    0.3373    0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8946    0.9804    1.6126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710    1.0604   -0.7003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1131    2.4870   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175    3.4965   -0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579    4.8906   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0852    3.2260   -1.2695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -1.3368   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3788   -2.6923   -0.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5620   -1.3431   -1.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5794    1.2867    0.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9315    0.0266    0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454    0.3376    1.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4365   -0.3148    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3498   -2.6462   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5804   -2.6834    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5391   -0.8288    2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -3.2857   -1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0641    0.4844   -0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1656   -0.0377    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3057   -0.1001    0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1665   -2.8047    1.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6981   -2.8068    0.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5702   -1.8997    1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -0.3409   -1.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8637   -1.0908   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4032   -2.1639   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412    1.3616    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3904    0.5987   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    1.0710   -1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1203    2.6492   -0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3635    5.4607   -1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8173    4.9400   -0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    5.3952    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6208    4.2019   -1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.7042   -2.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6933    2.6359   -0.5559 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 21  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  9 37  1  0
 11 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,4-Bis(4-hydroxyphenyl)pentanoic acid	HMDB
4,4-Bis(4-hydroxyphenyl)valeric acid	HMDB
4,4-Bis(p-hydroxyphenyl)-valeric acid	HMDB
4,4-BIS(p-hydroxyphenyl)pentanoIC ACID	HMDB
4,4-Bis(p-hydroxyphenyl)valeric acid	HMDB
Diphenolic acid	HMDB
gamma,gamma-Bis(p-hydroxyphenyl)valeric acid	HMDB
Valeric acid, 4,4-bis(p-hydroxyphenyl)- (8ci)	HMDB

Chemical Formula

C₂₁H₃₀O₆

Average Molecular Weight

378.4593

Monoisotopic Molecular Weight

378.204238692

IUPAC Name

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

Traditional Name

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

CAS Registry Number

981-03-3

SMILES

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

InChI Identifier

InChI=1S/C21H30O6/c1-12(2)7-8-16(23)21(27)19(25)17(15(22)11-14(5)6)18(24)20(21,26)10-9-13(3)4/h7,9,14,25-27H,8,10-11H2,1-6H3

InChI Key

SAIULYGEZGWEDU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Acyloin
Alpha-hydroxy ketone
Tertiary alcohol
Vinylogous acid
Ketone
1,2-diol
Cyclic ketone
Polyol
Enol
Organic oxygen compound
Organooxygen compound
Organic oxide
Carbonyl group
Alcohol
Hydrocarbon derivative
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: HMDB0030105)

Source

Endogenous

Endogenous (HMDB: HMDB0030105)

Animal

Animal (HMDB: HMDB0030105)

Exogenous

Food

Food (HMDB: HMDB0030105)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0030105)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030105)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030105)

Lipid metabolism pathway (HMDB: HMDB0030105)

Cellular process

Cell signaling (HMDB: HMDB0030105)

Biochemical process

Lipid transport (HMDB: HMDB0030105)

Role

Biological role

Energy source (HMDB: HMDB0030105)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	74 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.089 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.098 g/L	ALOGPS
logP	1.64	ALOGPS
logP	3.16	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-0.13	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	105.47 m³·mol⁻¹	ChemAxon
Polarizability	40.91 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]+	203.438	30932474
DeepCCS	[M-H]-	200.513	30932474
DeepCCS	[M-2H]-	235.372	30932474
DeepCCS	[M+Na]+	210.937	30932474
AllCCS	[M+H]+	190.9	32859911
AllCCS	[M+H-H2O]+	188.4	32859911
AllCCS	[M+NH4]+	193.3	32859911
AllCCS	[M+Na]+	193.9	32859911
AllCCS	[M-H]-	196.6	32859911
AllCCS	[M+Na-2H]-	197.8	32859911
AllCCS	[M+HCOO]-	199.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.03 minutes	32390414
Predicted by Siyang on May 30, 2022	12.5348 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.1 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2755.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	180.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	168.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	139.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	69.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	646.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	538.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1007.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	497.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1348.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	309.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	436.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	144.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	153.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Humulinone	CC(C)CC(=O)C1=C(O)C(O)(C(=O)CC=C(C)C)C(O)(CC=C(C)C)C1=O	3993.2	Standard polar	33892256
Humulinone	CC(C)CC(=O)C1=C(O)C(O)(C(=O)CC=C(C)C)C(O)(CC=C(C)C)C1=O	2331.9	Standard non polar	33892256
Humulinone	CC(C)CC(=O)C1=C(O)C(O)(C(=O)CC=C(C)C)C(O)(CC=C(C)C)C1=O	2323.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Humulinone,1TMS,isomer #1	CC(C)=CCC(=O)C1(O)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2540.0	Semi standard non polar	33892256
Humulinone,1TMS,isomer #2	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2592.6	Semi standard non polar	33892256
Humulinone,1TMS,isomer #3	CC(C)=CCC(=O)C1(O)C(O)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2577.2	Semi standard non polar	33892256
Humulinone,1TMS,isomer #4	CC(C)=CCC(=O)C1(O)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2649.5	Semi standard non polar	33892256
Humulinone,1TMS,isomer #5	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2620.9	Semi standard non polar	33892256
Humulinone,2TMS,isomer #1	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2603.4	Semi standard non polar	33892256
Humulinone,2TMS,isomer #10	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2701.2	Semi standard non polar	33892256
Humulinone,2TMS,isomer #2	CC(C)=CCC(=O)C1(O)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2611.0	Semi standard non polar	33892256
Humulinone,2TMS,isomer #3	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2614.0	Semi standard non polar	33892256
Humulinone,2TMS,isomer #4	CC(C)=CCC(=O)C1(O)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2617.9	Semi standard non polar	33892256
Humulinone,2TMS,isomer #5	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2650.6	Semi standard non polar	33892256
Humulinone,2TMS,isomer #6	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2673.8	Semi standard non polar	33892256
Humulinone,2TMS,isomer #7	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2657.5	Semi standard non polar	33892256
Humulinone,2TMS,isomer #8	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2666.5	Semi standard non polar	33892256
Humulinone,2TMS,isomer #9	CC(C)=CCC(=O)C1(O)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2666.7	Semi standard non polar	33892256
Humulinone,3TMS,isomer #1	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2678.1	Semi standard non polar	33892256
Humulinone,3TMS,isomer #10	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2738.8	Semi standard non polar	33892256
Humulinone,3TMS,isomer #2	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2658.9	Semi standard non polar	33892256
Humulinone,3TMS,isomer #3	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2641.6	Semi standard non polar	33892256
Humulinone,3TMS,isomer #4	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2664.6	Semi standard non polar	33892256
Humulinone,3TMS,isomer #5	CC(C)=CCC(=O)C1(O)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2648.8	Semi standard non polar	33892256
Humulinone,3TMS,isomer #6	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2679.6	Semi standard non polar	33892256
Humulinone,3TMS,isomer #7	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2724.0	Semi standard non polar	33892256
Humulinone,3TMS,isomer #8	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2699.1	Semi standard non polar	33892256
Humulinone,3TMS,isomer #9	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2725.4	Semi standard non polar	33892256
Humulinone,4TMS,isomer #1	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2716.5	Semi standard non polar	33892256
Humulinone,4TMS,isomer #1	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2786.9	Standard non polar	33892256
Humulinone,4TMS,isomer #2	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2665.7	Semi standard non polar	33892256
Humulinone,4TMS,isomer #2	CC(C)=CCC(=O)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2804.8	Standard non polar	33892256
Humulinone,4TMS,isomer #3	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2696.0	Semi standard non polar	33892256
Humulinone,4TMS,isomer #3	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(O)CC=C(C)C	2786.1	Standard non polar	33892256
Humulinone,4TMS,isomer #4	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2689.6	Semi standard non polar	33892256
Humulinone,4TMS,isomer #4	CC(C)=CC=C(O[Si](C)(C)C)C1(O)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2800.4	Standard non polar	33892256
Humulinone,4TMS,isomer #5	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2740.1	Semi standard non polar	33892256
Humulinone,4TMS,isomer #5	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2814.2	Standard non polar	33892256
Humulinone,5TMS,isomer #1	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2733.3	Semi standard non polar	33892256
Humulinone,5TMS,isomer #1	CC(C)=CC=C(O[Si](C)(C)C)C1(O[Si](C)(C)C)C(O[Si](C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C	2874.6	Standard non polar	33892256
Humulinone,1TBDMS,isomer #1	CC(C)=CCC(=O)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2785.9	Semi standard non polar	33892256
Humulinone,1TBDMS,isomer #2	CC(C)=CCC(=O)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2816.5	Semi standard non polar	33892256
Humulinone,1TBDMS,isomer #3	CC(C)=CCC(=O)C1(O)C(O)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	2794.9	Semi standard non polar	33892256
Humulinone,1TBDMS,isomer #4	CC(C)=CCC(=O)C1(O)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(O)CC=C(C)C	2875.3	Semi standard non polar	33892256
Humulinone,1TBDMS,isomer #5	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	2849.8	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #1	CC(C)=CCC(=O)C1(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	3053.7	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #10	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(O)CC=C(C)C	3145.4	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #2	CC(C)=CCC(=O)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3061.2	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #3	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	3093.7	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #4	CC(C)=CCC(=O)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(O)CC=C(C)C	3085.5	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #5	CC(C)=CCC(=O)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3075.4	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #6	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	3122.7	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #7	CC(C)=CCC(=O)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(O)CC=C(C)C	3109.9	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #8	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3105.6	Semi standard non polar	33892256
Humulinone,2TBDMS,isomer #9	CC(C)=CCC(=O)C1(O)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3116.8	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #1	CC(C)=CCC(=O)C1(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3300.1	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #10	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3376.0	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #2	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(O)CC=C(C)C	3356.4	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #3	CC(C)=CCC(=O)C1(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)C(=O)C1(O)CC=C(C)C	3304.3	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #4	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3331.4	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #5	CC(C)=CCC(=O)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3307.0	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #6	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(O)CC=C(C)C	3364.7	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #7	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3363.8	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #8	CC(C)=CCC(=O)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3325.3	Semi standard non polar	33892256
Humulinone,3TBDMS,isomer #9	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(O)CC=C(C)C	3373.5	Semi standard non polar	33892256
Humulinone,4TBDMS,isomer #1	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3539.6	Semi standard non polar	33892256
Humulinone,4TBDMS,isomer #1	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C(C(=O)CC(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3463.8	Standard non polar	33892256
Humulinone,4TBDMS,isomer #2	CC(C)=CCC(=O)C1(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)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3476.6	Semi standard non polar	33892256
Humulinone,4TBDMS,isomer #2	CC(C)=CCC(=O)C1(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)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3446.3	Standard non polar	33892256
Humulinone,4TBDMS,isomer #3	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(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)C(=O)C1(O)CC=C(C)C	3555.3	Semi standard non polar	33892256
Humulinone,4TBDMS,isomer #3	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(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)C(=O)C1(O)CC=C(C)C	3464.7	Standard non polar	33892256
Humulinone,4TBDMS,isomer #4	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3528.7	Semi standard non polar	33892256
Humulinone,4TBDMS,isomer #4	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O)C(O[Si](C)(C)C(C)(C)C)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3477.6	Standard non polar	33892256
Humulinone,4TBDMS,isomer #5	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3542.1	Semi standard non polar	33892256
Humulinone,4TBDMS,isomer #5	CC(C)=CC=C(O[Si](C)(C)C(C)(C)C)C1(O[Si](C)(C)C(C)(C)C)C(O)=C(C(=CC(C)C)O[Si](C)(C)C(C)(C)C)C(=O)C1(CC=C(C)C)O[Si](C)(C)C(C)(C)C	3492.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Humulinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-9243000000-73323c690e621afb6c3e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulinone GC-MS (3 TMS) - 70eV, Positive	splash10-002b-6000390000-55cbf3486f0a842b36cd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Humulinone 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 - Humulinone 10V, Positive-QTOF	splash10-01ti-0019000000-b1eb06433e1b712f6a0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 20V, Positive-QTOF	splash10-0fxt-8159000000-13db771c49c7194caee4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 40V, Positive-QTOF	splash10-01ba-9171000000-ab5e888395f4b7c345c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 10V, Negative-QTOF	splash10-004i-1069000000-6323b0a9202808538a3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 20V, Negative-QTOF	splash10-0002-9032000000-1d0f20bd6f95738be476	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 40V, Negative-QTOF	splash10-002v-9161000000-206f2bc00b0b90eddfed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 10V, Negative-QTOF	splash10-004i-0009000000-8815c1278ee81c60bf74	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 20V, Negative-QTOF	splash10-03dj-0490000000-2fc2a5ccb466dba47899	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 40V, Negative-QTOF	splash10-004r-7970000000-1f71f1426cbee924b4d9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 10V, Positive-QTOF	splash10-004i-0019000000-806095ff912f354382db	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 20V, Positive-QTOF	splash10-014i-2092000000-cf92c2bacf39020b3cef	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Humulinone 40V, Positive-QTOF	splash10-001l-9000000000-4c5c145d5b00e0b1b78e	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001904

KNApSAcK ID

Not Available

Chemspider ID

26538016

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

rw1817081

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Humulinone (HMDB0030105)

MOL for HMDB0030105 (Humulinone)

3D MOL for HMDB0030105 (Humulinone)

3D SDF for HMDB0030105 (Humulinone)

3D-SDF for HMDB0030105 (Humulinone)

PDB for HMDB0030105 (Humulinone)

3D PDB for HMDB0030105 (Humulinone)

SMILES for HMDB0030105 (Humulinone)

INCHI for HMDB0030105 (Humulinone)

Structure for HMDB0030105 (Humulinone)

3D Structure for HMDB0030105 (Humulinone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra