NP-MRD: Showing NP-Card for Gambogenic acid (NP0137252)

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Record Information

Version

2.0

Created at

2022-05-30 16:46:40 UTC

Updated at

2022-05-30 16:46:40 UTC

NP-MRD ID

NP0137252

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gambogenic acid

Description

4-[7-(3,7-Dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]Octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Gambogenic acid is found in Garcinia hanburyi. 4-[7-(3,7-Dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]Octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171523472D          

 46 50  0  0  0  0            999 V2000
    8.8037   -1.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1127   -1.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1575   -0.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4664    0.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7306   -0.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396    0.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3038   -0.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5905    0.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818   -0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2323   -1.3482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -1.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7678   -1.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4732   -2.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3872   -3.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6336   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548   -3.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3769   -1.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  8  9  1  0  0  0  0
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  6 45  1  0  0  0  0
  2 46  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1533004171523472D          

 46 50  0  0  0  0            999 V2000
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    8.1127   -1.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1575   -0.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4664    0.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7306   -0.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0396    0.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3038   -0.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5905    0.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818   -0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2323   -1.3482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935   -1.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7678   -1.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4732   -2.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3872   -3.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6336   -3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548   -3.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886   -0.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1616   -0.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130   -0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4921   -0.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9088    0.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3596    0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2601    1.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8984    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7388    0.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8818    1.7344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720    0.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1603    0.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802    1.3856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0590   -0.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9854   -0.6619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924   -0.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6002   -1.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9883   -1.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5307   -2.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7074   -2.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963   -3.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3372   -4.0371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4386   -4.0262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -1.5999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5519   -1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -2.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3733   -1.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0843    0.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3769   -1.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  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  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  2  0  0  0  0
  9 29  1  0  0  0  0
 29 30  1  0  0  0  0
 23 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  4  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 33 41  1  0  0  0  0
 41 42  1  0  0  0  0
 21 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
  6 45  1  0  0  0  0
  2 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137252

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCCC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC34C5CC(C=C3C(=O)C2=C1O)C(=O)C4(CC=C(C)C(O)=O)OC5(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H46O8/c1-20(2)10-9-11-22(5)13-15-25-30(39)26(14-12-21(3)4)33-29(31(25)40)32(41)27-18-24-19-28-36(7,8)46-37(34(24)42,38(27,28)45-33)17-16-23(6)35(43)44/h10,12-13,16,18,24,28,39-40H,9,11,14-15,17,19H2,1-8H3,(H,43,44)

> <INCHI_KEY>
RCWNBHCZYXWDOV-UHFFFAOYSA-N

> <FORMULA>
C38H46O8

> <MOLECULAR_WEIGHT>
630.778

> <EXACT_MASS>
630.319268441

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
70.69551801122995

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[7-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid

> <ALOGPS_LOGP>
5.58

> <JCHEM_LOGP>
8.230181694333334

> <ALOGPS_LOGS>
-5.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.567850695656021

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7547395872842135

> <JCHEM_PKA_STRONGEST_BASIC>
-4.209351278750495

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
181.06890000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[7-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      16.434  -3.060   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.144  -2.219   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.227  -0.681   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.937   0.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.564  -0.537   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.274   0.304   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.900  -0.392   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.569   0.476   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.028  -0.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.686  -1.503   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.900  -2.517   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.214  -1.957   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.167  -3.669   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.483  -4.626   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.323  -6.157   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.916  -6.784   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.569  -7.062   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.085  -0.910   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.168  -1.168   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.144  -0.397   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.919  -0.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.696   0.332   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.671   1.020   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.486   2.130   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.677   1.127   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.246   1.611   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.513   3.238   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.428   0.592   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.899   1.046   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.310   2.586   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.110  -1.066   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.839  -1.236   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.292  -1.772   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.987  -2.107   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.712  -3.572   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.857  -4.854   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.320  -4.755   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.540  -6.234   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.363  -7.536   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.685  -7.516   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       0.370  -2.987   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -1.030  -2.341   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.744  -3.832   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.563  -3.091   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.357   1.842   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      13.770  -2.916   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   46                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   45                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   29                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12   19   28                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25   33                                             
CONECT   21   20   22   42                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   31                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   18   29                                                  
CONECT   29   28    9   30                                                  
CONECT   30   29                                                            
CONECT   31   23   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   20   34   41                                             
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   33   42                                                       
CONECT   42   41   21   43   44                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45    6                                                            
CONECT   46    2                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Value	Source
4-[7-(3,7-Dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0,.0,.0,]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoate	Generator
4-[7-(3,7-Dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoate	Generator
Gambogenate	Generator
Neogambogic acid	MeSH
Isogambogenic acid	MeSH
Iso-gna	MeSH
Neo-gambogic acid	MeSH

Chemical Formula

C₃₈H₄₆O₈

Average Mass

630.7780 Da

Monoisotopic Mass

630.31927 Da

IUPAC Name

4-[7-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5-(3-methylbut-2-en-1-yl)-10,14-dioxo-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraen-15-yl]-2-methylbut-2-enoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)=CCCC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC34C5CC(C=C3C(=O)C2=C1O)C(=O)C4(CC=C(C)C(O)=O)OC5(C)C

InChI Identifier

InChI=1S/C38H46O8/c1-20(2)10-9-11-22(5)13-15-25-30(39)26(14-12-21(3)4)33-29(31(25)40)32(41)27-18-24-19-28-36(7,8)46-37(34(24)42,38(27,28)45-33)17-16-23(6)35(43)44/h10,12-13,16,18,24,28,39-40H,9,11,14-15,17,19H2,1-8H3,(H,43,44)

InChI Key

RCWNBHCZYXWDOV-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
Garcinia hanburyi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Aromatic monoterpenoid
Monoterpenoid
Aryl ketone
Alkyl aryl ether
Phenol
Oxepane
Cyclohexenone
Benzenoid
Vinylogous acid
Oxolane
Ketone
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	5.58	ALOGPS
logP	8.23	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	181.07 m³·mol⁻¹	ChemAxon
Polarizability	70.7 Å³	ChemAxon
Number of Rings	5	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

Not Available

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

73008268

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Gambogenic acid (NP0137252)

MOL for NP0137252 (Gambogenic acid)

3D MOL for NP0137252 (Gambogenic acid)

3D SDF for NP0137252 (Gambogenic acid)

3D-SDF for NP0137252 (Gambogenic acid)

PDB for NP0137252 (Gambogenic acid)

3D PDB for NP0137252 (Gambogenic acid)

SMILES for NP0137252 (Gambogenic acid)

INCHI for NP0137252 (Gambogenic acid)

Structure for NP0137252 (Gambogenic acid)

3D Structure for NP0137252 (Gambogenic acid)