NP-MRD: Showing NP-Card for methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate (NP0240059)

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Record Information

Version

2.0

Created at

2022-09-06 23:46:36 UTC

Updated at

2022-09-06 23:46:36 UTC

NP-MRD ID

NP0240059

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate

Description

Sandoricin belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Sandoricin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, sandoricin has been detected, but not quantified in, fruits. methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate is found in Sandoricum koetjape. This could make sandoricin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061309512D          

 42 46  0  0  0  0            999 V2000
   -2.6775    0.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777   -0.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258   -0.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878   -0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4871    0.5023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8831   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1490   -0.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8566   -0.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8430   -1.7005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1219   -2.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083   -2.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190    1.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350    0.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782   -0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7626   -1.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5038   -0.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881   -1.1227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8762    0.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9331    1.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3851    0.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5746    0.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9653    0.9098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7407    2.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0065    1.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3069   -2.0777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3915   -1.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8156   -2.4064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6212    3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 29  1  0  0  0  0
  7 36  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 35  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 14 15  1  0  0  0  0
 14 37  1  0  0  0  0
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 16 23  1  0  0  0  0
 17 39  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 41  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 36  1  0  0  0  0
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 29 30  1  0  0  0  0
 30 32  1  0  0  0  0
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 32 33  2  0  0  0  0
 34 35  1  0  0  0  0
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 36 37  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 82 86  0  0  0  0  0  0  0  0999 V2000
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   -4.2939   -2.9634    0.7153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    0.5057    0.2235 C   0  0  1  0  0  0  0  0  0  0  0  0
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 30 65  1  0
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 30 67  1  0
M  END


  Mrv0541 05061309512D          

 42 46  0  0  0  0            999 V2000
   -2.6775    0.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5777   -0.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9331    1.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    1.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5075    1.5433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851    0.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5606    0.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0449    0.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5746    0.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284    0.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104    1.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311    0.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9653    0.9098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7407    2.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0065    1.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135    2.1814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069   -2.0777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4143   -1.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278   -0.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3915   -1.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3901   -2.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1313   -1.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8156   -2.4064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055    2.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6212    3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 29  1  0  0  0  0
  7 36  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 35  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 13 27  1  0  0  0  0
 14 15  1  0  0  0  0
 14 37  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 23  1  0  0  0  0
 17 39  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 41  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 36  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 32  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1C(C)(C)C(CC2OC34C(O)C(=O)OC(C5=COC=C5)C3(C)C(CC(C4=C)C12C)OC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H40O11/c1-15-19-11-23(40-17(3)33)30(7)26(18-9-10-38-14-18)41-27(36)25(35)31(15,30)42-22-13-21(39-16(2)32)28(4,5)20(29(19,22)6)12-24(34)37-8/h9-10,14,19-23,25-26,35H,1,11-13H2,2-8H3

> <INCHI_KEY>
FPZCLGWPFTXULY-UHFFFAOYSA-N

> <FORMULA>
C31H40O11

> <MOLECULAR_WEIGHT>
588.6427

> <EXACT_MASS>
588.257062122

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
59.73643850131148

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
1.9624073826666677

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.491820174530382

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1555164736868817

> <JCHEM_POLAR_SURFACE_AREA>
147.8

> <JCHEM_REFRACTIVITY>
143.48549999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.998   0.642   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.812  -0.886   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.208  -1.536   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.257  -0.408   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -6.509   0.938   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.515  -0.140   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.145  -0.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.466  -1.634   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.440  -3.174   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.094  -3.922   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.069  -5.462   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.089   2.024   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.119   0.485   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.013  -1.052   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.290  -1.912   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.674  -1.236   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.951  -2.096   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.502   1.161   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.608   2.697   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.331   3.557   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.947   2.881   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.319   0.248   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.780   0.301   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.684   1.547   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.073   0.536   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000  -0.228   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.613   1.149   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.766   1.915   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.298   0.996   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.669   1.698   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -5.116   3.939   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.745   3.236   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.452   4.072   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.573  -3.878   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.773  -3.130   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.799  -1.591   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.731  -2.117   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.462  -4.308   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.845  -3.632   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       7.122  -4.492   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       2.437   5.094   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       1.160   5.954   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4                                                       
CONECT    6    7                                                            
CONECT    7    6    8   29   36                                             
CONECT    8    2    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   35                                                  
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13   12   14   18   27                                             
CONECT   14   13   15   37                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   39                                                       
CONECT   18   13   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   41                                                  
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23   16   18   22   24                                             
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26   25   27   36                                                  
CONECT   27   13   26   28                                                  
CONECT   28   27   29                                                       
CONECT   29    7   28   30                                                  
CONECT   30   29   32                                                       
CONECT   31   32                                                            
CONECT   32   30   31   33                                                  
CONECT   33   32                                                            
CONECT   34   35                                                            
CONECT   35   10   34   36                                                  
CONECT   36    7   26   35   37                                             
CONECT   37   14   36                                                       
CONECT   38   39                                                            
CONECT   39   17   38   40                                                  
CONECT   40   39                                                            
CONECT   41   20   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetic acid	Generator
Sandoricin	MeSH

Chemical Formula

C₃₁H₄₀O₁₁

Average Mass

588.6427 Da

Monoisotopic Mass

588.25706 Da

IUPAC Name

methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate

Traditional Name

methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1C(C)(C)C(CC2OC34C(O)C(=O)OC(C5=COC=C5)C3(C)C(CC(C4=C)C12C)OC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C31H40O11/c1-15-19-11-23(40-17(3)33)30(7)26(18-9-10-38-14-18)41-27(36)25(35)31(15,30)42-22-13-21(39-16(2)32)28(4,5)20(29(19,22)6)12-24(34)37-8/h9-10,14,19-23,25-26,35H,1,11-13H2,2-8H3

InChI Key

FPZCLGWPFTXULY-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
Sandoricum koetjape	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Delta valerolactone
Delta_valerolactone
Oxane
Furan
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Lactone
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
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	3.34	ALOGPS
logP	1.96	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	11.49	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	147.8 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	143.49 m³·mol⁻¹	ChemAxon
Polarizability	59.74 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0037555

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016637

KNApSAcK ID

Not Available

Chemspider ID

3051513

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3825286

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate (NP0240059)

MOL for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D MOL for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D SDF for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D-SDF for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

PDB for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D PDB for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

SMILES for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

INCHI for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

Structure for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)

3D Structure for NP0240059 (methyl 2-[5,11-bis(acetyloxy)-13-(furan-3-yl)-16-hydroxy-6,6,8,12-tetramethyl-17-methylidene-15-oxo-2,14-dioxatetracyclo[7.7.1.0¹,¹².0³,⁸]heptadecan-7-yl]acetate)