NP-MRD: Showing NP-Card for 3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one (NP0244675)

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Record Information

Version

2.0

Created at

2022-09-07 05:31:50 UTC

Updated at

2022-09-07 05:31:51 UTC

NP-MRD ID

NP0244675

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Humulinone belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. 3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one is found in Humulus lupulus. 3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one was first documented in 2004 (PMID: 15620245). Based on a literature review a small amount of articles have been published on Humulinone (PMID: 28608394) (PMID: 25354357).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072207312D          

 27 27  0  0  0  0            999 V2000
    3.8378    2.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858    1.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5407    1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    2.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268    1.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    2.5120    0.0000 O   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
    0.0157    1.7274    0.0000 O   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
    2.0198    0.8843    0.0000 O   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
    1.4652   -0.8227    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
    2.2857   -0.7365    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
    2.4350   -2.1576    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
    0.1553   -0.1553    0.0000 C   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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084    0.4663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114    2.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698    2.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    3.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    2.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 12 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 57 57  0  0  0  0  0  0  0  0999 V2000
   -4.7926   -1.4699   -1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0936   -0.9366   -2.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9266   -0.4557   -3.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7859   -0.8784   -2.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8154   -1.3155   -1.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -0.1950   -1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1362    0.8956   -1.8465 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0697   -0.2777   -0.2798 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1517   -1.5013    0.3440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4505   -0.0433   -0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8187   -0.1183   -2.0435 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2820    0.2954    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7475    0.1116    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295    0.4603    1.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4886   -0.4724   -0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596   -0.6023   -0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6274    0.7057   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034   -1.6274    0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4971    0.8082    1.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698    1.2735    2.4691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0626    0.8301    0.7458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3066    2.0559    0.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673    0.4131    1.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269    0.3798    1.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0919    1.1144    2.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6172    2.0146    3.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5341    1.0205    1.9918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7858   -0.9910   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -2.5819   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2222   -1.2627   -0.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4548    0.4020   -4.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9482   -0.1492   -3.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0774   -1.2398   -4.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3554   -0.4663   -3.7173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063   -2.1209   -2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3071   -1.7997   -0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7156   -1.9364    0.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2603    0.0343   -1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0990   -1.5243   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275   -1.0331   -1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6931    0.6178   -0.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6872    0.9693    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1490    1.4853   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9778   -2.3742    0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2689   -2.2083    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5729   -1.1337    1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618    2.2699    2.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4532    2.4894   -0.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    1.1111    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -0.5964    2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5960   -0.2749    0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0291    1.4883    4.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0678    2.8729    2.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4999    2.4301    3.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9415    2.0560    1.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0812    0.3902    2.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6667    0.5914    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 18  1  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  2  3
 25 26  1  0
 25 27  1  0
 21  8  1  0
  8  9  1  1
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 16 40  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 15 38  1  0
 15 39  1  0
 20 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
  9 37  1  0
  5 35  1  0
  5 36  1  0
  4 34  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
M  END


  Mrv1652309072207312D          

 27 27  0  0  0  0            999 V2000
    3.8378    2.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2858    1.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5407    1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4788    2.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268    1.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    2.5120    0.0000 O   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
    0.0157    1.7274    0.0000 O   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
    2.0198    0.8843    0.0000 O   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
    1.4652   -0.8227    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
    2.2857   -0.7365    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
    2.4350   -2.1576    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
    0.1553   -0.1553    0.0000 C   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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084    0.4663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4114    2.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698    2.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    3.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    2.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 12 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0244675

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)(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/h7,9,14,24,26-27H,8,10-11H2,1-6H3

> <INCHI_KEY>
KXBNQEYVZSCSNH-UHFFFAOYSA-N

> <FORMULA>
C21H30O6

> <MOLECULAR_WEIGHT>
378.465

> <EXACT_MASS>
378.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.98471374840767

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
3.1622663400000004

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.65864213556598

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.6857726567299465

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1166480445922895

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
105.47449999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       7.164   4.873   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.133   3.729   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.609   2.264   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.627   4.049   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.597   2.904   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.090   3.224   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.614   4.689   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.029   3.224   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.770   1.651   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.109  -2.943   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.267  -1.375   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.172  -2.621   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.545  -4.027   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.703  -2.460   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  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.696   0.870   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.228   2.308   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.768   3.778   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.810   4.912   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.350   6.381   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.313   4.576   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   21                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    8   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₆

Average Mass

378.4650 Da

Monoisotopic Mass

378.20424 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)C1=C(O)C(O)(CC=C(C)C)C(O)(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/h7,9,14,24,26-27H,8,10-11H2,1-6H3

InChI Key

KXBNQEYVZSCSNH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Humulus lupulus	LOTUS Database	35616633

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

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57524134

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

534962

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Quifer-Rada P, Chiva-Blanch G, Jauregui O, Estruch R, Lamuela-Raventos RM: A discovery-driven approach to elucidate urinary metabolome changes after a regular and moderate consumption of beer and nonalcoholic beer in subjects at high cardiovascular risk. Mol Nutr Food Res. 2017 Oct;61(10). doi: 10.1002/mnfr.201600980. Epub 2017 Jul 20. [PubMed:28608394 ]
Taniguchi Y, Taniguchi H, Yamada M, Matsukura Y, Koizumi H, Furihata K, Shindo K: Analysis of the components of hard resin in hops (Humulus lupulus L.) and structural elucidation of their transformation products formed during the brewing process. J Agric Food Chem. 2014 Nov 26;62(47):11602-12. doi: 10.1021/jf504394h. Epub 2014 Nov 12. [PubMed:25354357 ]
Chadwick LR, Nikolic D, Burdette JE, Overk CR, Bolton JL, van Breemen RB, Frohlich R, Fong HH, Farnsworth NR, Pauli GF: Estrogens and congeners from spent hops (Humulus lupulus). J Nat Prod. 2004 Dec;67(12):2024-32. doi: 10.1021/np049783i. [PubMed:15620245 ]
LOTUS database [Link]

Showing NP-Card for 3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one (NP0244675)

MOL for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

3D MOL for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

3D SDF for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

3D-SDF for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

PDB for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

3D PDB for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

SMILES for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

INCHI for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

Structure for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)

3D Structure for NP0244675 (3,4,5-trihydroxy-4-(3-methylbut-2-en-1-yl)-2-(3-methylbutanoyl)-5-(4-methylpent-3-enoyl)cyclopent-2-en-1-one)