NP-MRD: Showing NP-Card for (7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid (NP0262084)

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Record Information

Version

2.0

Created at

2022-09-08 04:42:38 UTC

Updated at

2022-09-08 04:42:39 UTC

NP-MRD ID

NP0262084

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid

Description

Scortechinone X 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. (7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid is found in Garcinia scortechinii. Based on a literature review very few articles have been published on Scortechinone X.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082206422D          

 44 48  0  0  1  0            999 V2000
    0.3835   -4.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727   -5.2364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -4.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5646   -4.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1673   -4.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -3.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -2.9827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3725   -3.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9752   -2.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7885   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911   -1.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2045   -0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4152   -0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8071    0.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7644   -2.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9511   -3.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3484   -4.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5351   -5.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592   -4.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1432   -5.3935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7730   -3.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5438   -2.1255    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
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  9 10  1  0  0  0  0
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  6 28  1  0  0  0  0
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 30 31  1  6  0  0  0
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 32 33  2  0  0  0  0
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 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 30 38  1  1  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 30 41  1  0  0  0  0
 41 42  1  0  0  0  0
 28 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END

     RDKit          3D

 84 88  0  0  0  0  0  0  0  0999 V2000
    4.5228    4.1713    0.7931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0637    3.2805   -0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9563    2.6392    0.3049 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7233    3.0098   -0.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5419    2.2037   -0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6552    0.9648    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2207   -0.3658    0.7350 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9351   -0.4332   -1.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5288   -1.8808   -0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
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 43 79  1  0
 43 80  1  0
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 44 82  1  0
 44 83  1  0
 44 84  1  0
 40 78  1  0
M  END


  Mrv1652309082206422D          

 44 48  0  0  1  0            999 V2000
    0.3835   -4.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727   -5.2364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7885   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911   -1.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2045   -0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4152   -0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8071    0.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7644   -2.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9511   -3.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3484   -4.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5351   -5.0702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592   -4.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565   -4.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1432   -5.3935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7730   -3.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5623   -4.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6167   -4.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -3.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8980   -2.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4710   -2.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914   -3.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -3.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8667   -3.4704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5453   -4.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2734   -4.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948   -5.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0974   -5.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135   -5.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7349   -5.9531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9109   -4.5351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0774   -3.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1093   -2.4266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5252   -3.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0230   -2.6603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8417   -2.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8349   -1.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438   -2.1255    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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 15 27  1  0  0  0  0
  6 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 30 38  1  1  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 30 41  1  0  0  0  0
 41 42  1  0  0  0  0
 28 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0262084

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CC2=C(OC3=C(CC=C(C)C)C4=C(C(O)=C3C2=O)C(C)(C)C(C)O4)C2=C1[C@](C\C=C(/C)C(O)=O)(OC2(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H40O10/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/h10,12,17,20,36H,11,13-14H2,1-9H3,(H,37,38)(H,39,40)/b16-12+/t17?,20?,34-/m0/s1

> <INCHI_KEY>
CDEHIYLRKGRKGU-MVXUOOCWSA-N

> <FORMULA>
C34H40O10

> <MOLECULAR_WEIGHT>
608.684

> <EXACT_MASS>
608.262147488

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
64.63500200216589

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid

> <JCHEM_LOGP>
5.485070691666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.238735448202623

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0248931362863836

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8802210398939985

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
164.34670000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(7S)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       0.716  -9.326   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.189  -9.775   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.314  -8.723   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.787  -9.171   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.912  -8.119   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.564  -6.619   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.689  -5.568   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.162  -6.016   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.287  -4.964   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.939  -3.464   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.063  -2.412   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.715  -0.912   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.242  -0.464   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.840   0.139   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.760  -5.413   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.109  -6.913   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.984  -7.964   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.332  -9.464   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.510  -7.516   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.386  -8.568   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.734 -10.068   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      12.643  -7.045   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.116  -7.493   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.351  -8.557   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.243  -5.626   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.743  -5.278   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.079  -4.618   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.091  -6.171   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.966  -7.223   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.618  -6.478   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.018  -7.896   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.510  -8.086   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.110  -9.504   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.182 -10.733   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.639  -9.694   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -3.238 -11.112   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.567  -8.465   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.144  -6.030   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -0.204  -4.530   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -0.980  -7.081   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       1.910  -4.966   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       3.438  -4.776   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.425  -3.236   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.748  -3.968   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9   16   27                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    8   20                                                  
CONECT   20   19    5   21                                                  
CONECT   21   20                                                            
CONECT   22   16   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   15                                                       
CONECT   28    6   29   42                                                  
CONECT   29   28    3   30                                                  
CONECT   30   29   31   38   41                                             
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   30   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   30   42                                                       
CONECT   42   41   28   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

Not Available

Chemical Formula

C₃₄H₄₀O₁₀

Average Mass

608.6840 Da

Monoisotopic Mass

608.26215 Da

IUPAC Name

(7S)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1CC2=C(OC3=C(CC=C(C)C)C4=C(C(O)=C3C2=O)C(C)(C)C(C)O4)C2=C1[C@](C\C=C(/C)C(O)=O)(OC2(C)C)C(O)=O

InChI Identifier

InChI=1S/C34H40O10/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/h10,12,17,20,36H,11,13-14H2,1-9H3,(H,37,38)(H,39,40)/b16-12+/t17?,20?,34-/m0/s1

InChI Key

CDEHIYLRKGRKGU-MVXUOOCWSA-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 scortechinii	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
Furanochromone
Chromone
Aromatic monoterpenoid
Monoterpenoid
Coumaran
Medium-chain fatty acid
Alkyl aryl ether
Branched fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Phenol
Methyl-branched fatty acid
Pyranone
Pyran
Unsaturated fatty acid
Benzenoid
Fatty acid
Fatty acyl
Dicarboxylic acid or derivatives
Heteroaromatic compound
Dihydrofuran
Vinylogous acid
Oxacycle
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Ether
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	5.49	ChemAxon
pKa (Strongest Acidic)	3.02	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	164.35 m³·mol⁻¹	ChemAxon
Polarizability	64.64 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

C00042985

Chemspider ID

23326670

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44559178

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid (NP0262084)

MOL for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

3D MOL for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

3D SDF for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

3D-SDF for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

PDB for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

3D PDB for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

SMILES for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

INCHI for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

Structure for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)

3D Structure for NP0262084 ((7s)-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(11),4(8),13,15(19)-pentaene-7-carboxylic acid)