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Showing NP-Card for Colupone (NP0337684)

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Record Information
Version2.0
Created at2024-09-11 11:55:36 UTC
Updated at2024-09-11 11:55:37 UTC
NP-MRD IDNP0337684
Secondary Accession NumbersNone
Natural Product Identification
Common NameColupone
DescriptionColupone belongs to the class of organic compounds known as m-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 3-position, respectively. Colupone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Colupone has been detected, but not quantified in, alcoholic beverages. This could make colupone a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337684 (Colupone)


  Mrv0541 05061311172D          

 34 34  0  0  0  0            999 V2000
    1.3580    4.0815    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
   -0.0175    4.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -2.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8465   -2.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893    1.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374    0.4298    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
    2.8579   -1.6500    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
    0.4663    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481   -1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0946    0.9185    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
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.1433    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
   -0.0640    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -2.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071    1.0618    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    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    0.8250    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
    0.7145    1.2375    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
    2.8579    0.0000    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
    0.7145   -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
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19 11  2  0  0  0  0
 20  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20 12  2  0  0  0  0
 21  5  1  0  0  0  0
 21  6  1  0  0  0  0
 21 13  2  0  0  0  0
 22  7  1  0  0  0  0
 22  8  1  0  0  0  0
 22 14  2  0  0  0  0
 23  9  1  0  0  0  0
 23 10  1  0  0  0  0
 25 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
 29 15  1  0  0  0  0
 29 16  1  0  0  0  0
 29 26  1  0  0  0  0
 29 28  1  0  0  0  0
 30 17  1  0  0  0  0
 30 18  1  0  0  0  0
 30 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 25  2  0  0  0  0
 32 26  1  0  0  0  0
 33 27  2  0  0  0  0
 34 28  2  0  0  0  0
M  END
Download

3D MOL for NP0337684 (Colupone)

Download
3D SDF for NP0337684 (Colupone)

  Mrv0541 05061311172D          

 34 34  0  0  0  0            999 V2000
    1.3580    4.0815    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
   -0.0175    4.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8764    3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -2.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8465   -2.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893    1.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4374    0.4298    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
    2.8579   -1.6500    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
    0.4663    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481   -1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0946    0.9185    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
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.1433    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
   -0.0640    3.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -2.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9071    1.0618    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    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    0.8250    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
    0.7145    1.2375    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
    2.8579    0.0000    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
    0.7145   -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
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19 11  2  0  0  0  0
 20  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20 12  2  0  0  0  0
 21  5  1  0  0  0  0
 21  6  1  0  0  0  0
 21 13  2  0  0  0  0
 22  7  1  0  0  0  0
 22  8  1  0  0  0  0
 22 14  2  0  0  0  0
 23  9  1  0  0  0  0
 23 10  1  0  0  0  0
 25 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 24  2  0  0  0  0
 27 24  1  0  0  0  0
 29 15  1  0  0  0  0
 29 16  1  0  0  0  0
 29 26  1  0  0  0  0
 29 28  1  0  0  0  0
 30 17  1  0  0  0  0
 30 18  1  0  0  0  0
 30 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 25  2  0  0  0  0
 32 26  1  0  0  0  0
 33 27  2  0  0  0  0
 34 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337684

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C30H44O4/c1-19(2)11-15-29(16-12-20(3)4)26(32)24(25(31)23(9)10)27(33)30(28(29)34,17-13-21(5)6)18-14-22(7)8/h11-14,23,32H,15-18H2,1-10H3

> <INCHI_KEY>
KPPHPIMYCLGAER-UHFFFAOYSA-N

> <FORMULA>
C30H44O4

> <MOLECULAR_WEIGHT>
468.668

> <EXACT_MASS>
468.323959896

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
55.367063122587936

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-2,2,6,6-tetrakis(3-methylbut-2-en-1-yl)-4-(2-methylpropanoyl)cyclohex-4-ene-1,3-dione

> <ALOGPS_LOGP>
5.16

> <JCHEM_LOGP>
8.366861831000001

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5242639628649783

> <JCHEM_PKA_STRONGEST_BASIC>
-7.845800485585082

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
145.7104

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2,2,6,6-tetrakis(3-methylbut-2-en-1-yl)-4-(2-methylpropanoyl)cyclohex-4-ene-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0337684 (Colupone)
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PDB for NP0337684 (Colupone)
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       2.535   7.619   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.303   5.849   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.033   7.619   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.636   5.849   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.926  -5.254   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.580  -4.341   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.087   3.429   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.550   0.802   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.797   4.937   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.870   4.937   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.463  -2.627   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.043   1.715   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.527  -1.447   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.517   0.267   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.787   6.117   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.119   6.117   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.063  -4.074   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.560   1.982   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   20                                                            
CONECT    5   21                                                            
CONECT    6   21                                                            
CONECT    7   22                                                            
CONECT    8   22                                                            
CONECT    9   23                                                            
CONECT   10   23                                                            
CONECT   11   15   19                                                       
CONECT   12   16   20                                                       
CONECT   13   17   21                                                       
CONECT   14   18   22                                                       
CONECT   15   11   29                                                       
CONECT   16   12   29                                                       
CONECT   17   13   30                                                       
CONECT   18   14   30                                                       
CONECT   19    1    2   11                                                  
CONECT   20    3    4   12                                                  
CONECT   21    5    6   13                                                  
CONECT   22    7    8   14                                                  
CONECT   23    9   10   25                                                  
CONECT   24   25   26   27                                                  
CONECT   25   23   24   31                                                  
CONECT   26   24   29   32                                                  
CONECT   27   24   30   33                                                  
CONECT   28   29   30   34                                                  
CONECT   29   15   16   26   28                                             
CONECT   30   17   18   27   28                                             
CONECT   31   25                                                            
CONECT   32   26                                                            
CONECT   33   27                                                            
CONECT   34   28                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

Download
3D PDB for NP0337684 (Colupone)
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SMILES for NP0337684 (Colupone)
CC(C)C(=O)C1=C(O)C(CC=C(C)C)(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O
Download
INCHI for NP0337684 (Colupone)
InChI=1S/C30H44O4/c1-19(2)11-15-29(16-12-20(3)4)26(32)24(25(31)23(9)10)27(33)30(28(29)34,17-13-21(5)6)18-14-22(7)8/h11-14,23,32H,15-18H2,1-10H3
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View in JSmol
Synonyms
ValueSource
5-Hydroxy-2,2,6,6-tetrakis(3-methyl-2-butenyl)-4-(2-methyl-1-oxopropyl)-4-cyclohexene-1,3-dione, 9ciHMDB
Chemical FormulaC30H44O4
Average Mass468.6680 Da
Monoisotopic Mass468.32396 Da
IUPAC Name5-hydroxy-2,2,6,6-tetrakis(3-methylbut-2-en-1-yl)-4-(2-methylpropanoyl)cyclohex-4-ene-1,3-dione
Traditional Name5-hydroxy-2,2,6,6-tetrakis(3-methylbut-2-en-1-yl)-4-(2-methylpropanoyl)cyclohex-4-ene-1,3-dione
CAS Registry NumberNot Available
SMILES
CC(C)C(=O)C1=C(O)C(CC=C(C)C)(CC=C(C)C)C(=O)C(CC=C(C)C)(CC=C(C)C)C1=O
InChI Identifier
InChI=1S/C30H44O4/c1-19(2)11-15-29(16-12-20(3)4)26(32)24(25(31)23(9)10)27(33)30(28(29)34,17-13-21(5)6)18-14-22(7)8/h11-14,23,32H,15-18H2,1-10H3
InChI KeyKPPHPIMYCLGAER-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as m-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 3-position, respectively.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentM-benzoquinones  
Alternative Parents
Substituents
  • M-benzoquinone
    • 

  • Cyclohexenone
    • 

  • Vinylogous acid
    • 

  • Enol
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.16ALOGPS
logP8.37ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)2.52ChemAxon
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area71.44 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity145.71 m³·mol⁻¹ChemAxon
Polarizability55.37 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0039615  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB019243  
KNApSAcK IDNot Available
Chemspider ID4982848  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6482366  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available