NP-MRD: Showing NP-Card for (7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid (NP0228854)

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Record Information

Version

2.0

Created at

2022-09-06 08:40:30 UTC

Updated at

2022-09-06 08:40:30 UTC

NP-MRD ID

NP0228854

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

Description

(7R,17S)-7-[(2E)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]Icosa-1(13),3,8,10,14,19-hexaene-7-carboxylic acid belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. (7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid is found in Garcinia acuminata. Based on a literature review very few articles have been published on (7R,17S)-7-[(2E)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]Icosa-1(13),3,8,10,14,19-hexaene-7-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062210402D          

 44 48  0  0  1  0            999 V2000
    2.3068   -0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0961    0.0010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4880   -0.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799   -0.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0665    0.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4825   -1.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4584   -0.1652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8744   -1.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6878   -2.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8985   -2.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119   -3.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -3.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1279   -4.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7305   -5.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3386   -4.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2959   -2.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5066   -2.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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 35 36  1  0  0  0  0
 22 36  1  0  0  0  0
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 12 39  1  0  0  0  0
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 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 11 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END

     RDKit          3D

 82 86  0  0  0  0  0  0  0  0999 V2000
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    3.6990   -3.4388   -0.9972 O   0  0  0  0  0  0  0  0  0  0  0  0
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 34 66  1  0
M  END


  Mrv1652309062210402D          

 44 48  0  0  1  0            999 V2000
    2.3068   -0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0961    0.0010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8799   -0.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0665    0.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4825   -1.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2718   -0.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4584   -0.1652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8744   -1.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6878   -2.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8985   -2.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7119   -3.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -3.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1279   -4.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7305   -5.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3386   -4.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2959   -2.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5066   -2.2528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9040   -1.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1147   -1.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5121   -1.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900   -1.7651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4686   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3286   -0.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8259    0.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5098   -0.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125   -0.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1885    0.7177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0007   -2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8141   -2.8089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981   -1.4418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9464   -2.5751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7651   -2.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7582   -3.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4672   -3.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3944   -2.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0177   -2.2213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8213   -2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6964   -1.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4142   -1.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7205   -0.6368    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
  3  4  1  0  0  0  0
  4  5  2  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  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  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  2  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
  3 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 24 32  1  1  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 22 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 12 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 11 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0228854

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C(=C3OC4=C(CC=C(C)C)C5=C(C(O)=C4C(=O)C3=C1)C(C)(C)[C@H](C)O5)C(C)(C)O[C@@]2(C\C=C(/C)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H38O10/c1-15(2)10-11-18-27-21(26(36)24-28(18)42-17(4)32(24,5)6)25(35)19-14-20(41-9)22-23(29(19)43-27)33(7,8)44-34(22,31(39)40)13-12-16(3)30(37)38/h10,12,14,17,36H,11,13H2,1-9H3,(H,37,38)(H,39,40)/b16-12+/t17-,34+/m0/s1

> <INCHI_KEY>
FZCGEJLHEWDOTR-HROXHEKPSA-N

> <FORMULA>
C34H38O10

> <MOLECULAR_WEIGHT>
606.668

> <EXACT_MASS>
606.246497424

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
64.34722896329832

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7R,17S)-7-[(2E)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0^{3,11}.0^{4,8}.0^{15,19}]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

> <JCHEM_LOGP>
6.850389725666668

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.720758853532037

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6332810241373217

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6224644679317692

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
163.1282

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(7R,17S)-7-[(2E)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0^{3,11}.0^{4,8}.0^{15,19}]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       4.306  -0.446   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.779   0.002   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.904  -1.050   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.378  -0.602   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.502  -1.653   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.976  -1.205   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.324   0.295   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.101  -2.257   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.574  -1.808   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.922  -0.308   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      14.699  -2.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.350  -4.360   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.877  -4.809   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.529  -6.309   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.654  -7.360   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.305  -8.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.430  -9.912   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.832  -9.309   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.752  -3.757   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.279  -4.205   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.154  -3.153   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.681  -3.602   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.556  -2.550   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.208  -3.295   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.608  -1.876   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.080  -1.687   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.480  -0.268   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.408   0.960   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.952  -0.079   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.023  -1.307   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.352   1.340   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.735  -3.743   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.386  -5.243   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.610  -2.691   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.500  -4.807   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       7.028  -4.997   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.015  -6.537   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.339  -5.805   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      15.669  -5.155   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      16.833  -4.146   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      18.333  -4.495   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      16.233  -2.728   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      17.573  -1.969   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.278  -1.189   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   19                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   42                                                  
CONECT   12   11   13   39                                                  
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    8   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    5   22                                                  
CONECT   22   21   23   36                                                  
CONECT   23   22    3   24                                                  
CONECT   24   23   25   32   35                                             
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   24   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   24   36                                                       
CONECT   36   35   22   37   38                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   12   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   11   43   44                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Value	Source
(7R,17S)-7-[(2E)-3-Carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0,.0,.0,]icosa-1(13),3,8,10,14,19-hexaene-7-carboxylate	Generator

Chemical Formula

C₃₄H₃₈O₁₀

Average Mass

606.6680 Da

Monoisotopic Mass

606.24650 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C2C(=C3OC4=C(CC=C(C)C)C5=C(C(O)=C4C(=O)C3=C1)C(C)(C)[C@H](C)O5)C(C)(C)O[C@@]2(C\C=C(/C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C34H38O10/c1-15(2)10-11-18-27-21(26(36)24-28(18)42-17(4)32(24,5)6)25(35)19-14-20(41-9)22-23(29(19)43-27)33(7,8)44-34(22,31(39)40)13-12-16(3)30(37)38/h10,12,14,17,36H,11,13H2,1-9H3,(H,37,38)(H,39,40)/b16-12+/t17-,34+/m0/s1

InChI Key

FZCGEJLHEWDOTR-HROXHEKPSA-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 acuminata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

4-prenylated xanthones

Alternative Parents

Substituents

4-prenylated xanthone
Furanochromone
Chromone
Isocoumaran
Coumaran
Medium-chain fatty acid
Anisole
Methyl-branched fatty acid
Pyranone
Hydroxy fatty acid
Heterocyclic fatty acid
Branched fatty acid
Alkyl aryl ether
Fatty acyl
Fatty acid
Benzenoid
Unsaturated fatty acid
Pyran
Dicarboxylic acid or derivatives
Heteroaromatic compound
Vinylogous acid
Oxacycle
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	6.85	ChemAxon
pKa (Strongest Acidic)	2.63	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	163.13 m³·mol⁻¹	ChemAxon
Polarizability	64.35 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

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KEGG Compound ID

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BioCyc ID

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METLIN ID

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PubChem Compound

162988111

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References

General References

LOTUS database [Link]

Showing NP-Card for (7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid (NP0228854)

MOL for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

3D MOL for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

3D SDF for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

3D-SDF for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

PDB for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

3D PDB for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

SMILES for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

INCHI for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

Structure for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)

3D Structure for NP0228854 ((7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid)