NP-MRD: Showing NP-Card for (7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione (NP0309191)

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Record Information

Version

1.0

Created at

2022-09-11 03:37:07 UTC

Updated at

2022-09-11 03:37:07 UTC

NP-MRD ID

NP0309191

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

Description

Chamone I belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. (7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione is found in Clusia grandiflora. It was first documented in 2000 (PMID: 11021641). Based on a literature review a significant number of articles have been published on Chamone I (PMID: 36122165) (PMID: 36122164) (PMID: 36122163) (PMID: 36122162).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112205372D          

 42 44  0  0  1  0            999 V2000
    0.1045    3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    3.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6100    2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3244    1.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3244    1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389    2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    1.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713    0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555    0.0533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3695    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6070    0.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2957    0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8029    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704    0.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
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 39 40  1  0  0  0  0
 22 41  1  0  0  0  0
 11 41  1  0  0  0  0
 41 42  2  0  0  0  0
M  END

     RDKit          3D

 92 94  0  0  0  0  0  0  0  0999 V2000
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    6.7233    0.6301    0.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 45  1  0
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  3 47  1  0
  1 43  1  0
  1 44  1  0
M  END


  Mrv1652309112205372D          

 42 44  0  0  1  0            999 V2000
    0.1045    3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    3.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190    2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1045    1.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3244    1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0389    2.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    1.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    1.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713    0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555    0.0533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3695    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7820    0.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6070    0.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195    1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713   -0.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6636   -1.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0467   -0.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335   -1.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335   -1.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190   -2.2621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -2.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9624   -1.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6769   -2.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6769   -3.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9624   -3.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2479   -3.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957   -0.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790   -1.2923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4364    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8489    0.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739    0.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0864    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0864    1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790    1.3989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8029    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704    0.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 33 39  2  0  0  0  0
 11 39  1  0  0  0  0
 39 40  1  0  0  0  0
 22 41  1  0  0  0  0
 11 41  1  0  0  0  0
 41 42  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0309191

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC(CC12C[C@H](CC=C(C)C)C(C)(C)C(C(=O)C3=CC=CC=C3)(C(=O)C(CC=C(C)C)=C1O)C2=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C38H50O4/c1-24(2)16-19-29(27(7)8)22-37-23-30(20-17-25(3)4)36(9,10)38(35(37)42,32(39)28-14-12-11-13-15-28)34(41)31(33(37)40)21-18-26(5)6/h11-18,29-30,40H,7,19-23H2,1-6,8-10H3/t29?,30-,37?,38?/m0/s1

> <INCHI_KEY>
FNFVLHBOHDLKIC-PSPBXCKKSA-N

> <FORMULA>
C38H50O4

> <MOLECULAR_WEIGHT>
570.814

> <EXACT_MASS>
570.37091009

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
65.9764714757847

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

> <JCHEM_LOGP>
9.747834073666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.723879623577194

> <JCHEM_PKA_STRONGEST_BASIC>
-7.054649185744803

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
176.6222

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(7S)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       0.195   6.732   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.529   5.962   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.862   6.732   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.529   4.422   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.195   3.652   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.139   4.422   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.472   3.652   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.472   2.112   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.806   4.422   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.862   3.652   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.862   2.112   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.440   1.522   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.850   0.099   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.690   0.099   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.460   1.433   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.000   1.433   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.770   2.767   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.770   0.099   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.440  -1.323   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.239  -2.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.087  -1.524   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.862  -1.913   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.862  -3.453   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.529  -4.223   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.196  -4.223   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.530  -3.453   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.863  -4.223   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.863  -5.763   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.530  -6.533   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.196  -5.763   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.285  -1.323   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.374  -2.412   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.875   0.099   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.415   0.099   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.185   1.433   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.725   1.433   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.495   0.099   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.495   2.767   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.285   1.522   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.374   2.611   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.365   0.099   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.611   1.005   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11                                                       
CONECT   11   10   12   39   41                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   13   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   31   41                                             
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   22   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   39                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   33   11   40                                                  
CONECT   40   39                                                            
CONECT   41   22   11   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₅₀O₄

Average Mass

570.8140 Da

Monoisotopic Mass

570.37091 Da

IUPAC Name

(7S)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

Traditional Name

(7S)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

CAS Registry Number

Not Available

SMILES

CC(C)=CCC(CC12C[C@H](CC=C(C)C)C(C)(C)C(C(=O)C3=CC=CC=C3)(C(=O)C(CC=C(C)C)=C1O)C2=O)C(C)=C

InChI Identifier

InChI=1S/C38H50O4/c1-24(2)16-19-29(27(7)8)22-37-23-30(20-17-25(3)4)36(9,10)38(35(37)42,32(39)28-14-12-11-13-15-28)34(41)31(33(37)40)21-18-26(5)6/h11-18,29-30,40H,7,19-23H2,1-6,8-10H3/t29?,30-,37?,38?/m0/s1

InChI Key

FNFVLHBOHDLKIC-PSPBXCKKSA-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
Clusia grandiflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Monoterpenoid
Bicyclic monoterpenoid
Aromatic monoterpenoid
Aryl alkyl ketone
Benzoyl
Cyclohexenone
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Enol
Organic oxide
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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
logP	9.75	ChemAxon
pKa (Strongest Acidic)	4.72	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	176.62 m³·mol⁻¹	ChemAxon
Polarizability	65.98 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00036893

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102572074

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Orrantia-Borunda E, Acuna-Aguilar LE, Ramirez-Valdespino CA: Nanomaterials for Breast Cancer. 2022 Aug 6. [PubMed:36122165 ]
Tecalco-Cruz AC, Ramirez-Jarquin JO, Zepeda-Cervantes J, Solleiro-Villavicencio H, Abraham-Juarez MJ: Ubiquitin-Specific Peptidase 18: A Multifaceted Protein Participating in Breast Cancer. 2022 Aug 6. [PubMed:36122164 ]
Berg AL, Rowson-Hodel A, Wheeler MR, Hu M, Free SR, Carraway KL III: Engaging the Lysosome and Lysosome-Dependent Cell Death in Cancer. 2022 Aug 6. [PubMed:36122163 ]
Sridhar J, Komati R, Kumar S: Targeting RPS6K1 for Refractory Breast Cancer Therapy. 2022 Aug 6. [PubMed:36122162 ]
Lokvam J, Braddock JF, Reichardt PB, Clausen TP: Two polyisoprenylated benzophenones from the trunk latex of Clusia grandiflora (Clusiaceae). Phytochemistry. 2000 Sep;55(1):29-34. doi: 10.1016/s0031-9422(00)00193-x. [PubMed:11021641 ]
LOTUS database [Link]

Showing NP-Card for (7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione (NP0309191)

MOL for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

3D MOL for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

3D SDF for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

3D-SDF for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

PDB for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

3D PDB for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

SMILES for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

INCHI for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

Structure for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)

3D Structure for NP0309191 ((7s)-1-benzoyl-4-hydroxy-8,8-dimethyl-5-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione)