NP-MRD: Showing NP-Card for (1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid (NP0254928)

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Record Information

Version

2.0

Created at

2022-09-07 19:14:47 UTC

Updated at

2022-09-07 19:14:47 UTC

NP-MRD ID

NP0254928

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid

Description

(1S,2R)-1-{[(2S)-3-carboxy-2-hydroxy-2-[(3S,5S)-2-oxo-5-[(1E,5Z,8Z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid belongs to the class of organic compounds known as hexacarboxylic acids and derivatives. These are carboxylic acids containing exactly six carboxyl groups. Based on a literature review very few articles have been published on (1S,2R)-1-{[(2S)-3-carboxy-2-hydroxy-2-[(3S,5S)-2-oxo-5-[(1E,5Z,8Z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072221142D          

 41 41  0  0  1  0            999 V2000
   -7.9874    5.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4723    4.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1368    3.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6217    3.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2861    2.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7711    1.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4355    1.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6150    1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2795    0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4590    0.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9741    0.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1536    0.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8180   -0.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3029   -0.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9674   -1.4313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1604   -1.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0742   -2.4233    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3597   -2.8358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6452   -3.2483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7722   -4.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5347   -4.2647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3597   -1.4069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1222   -2.1213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7097   -1.4069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.7097    0.0221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847   -1.4069    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4722   -0.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -0.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653    0.0221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653   -1.4069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4722   -2.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -2.1213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847   -2.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8279   -2.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9994   -3.5658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3799   -2.1458    0.0000 O   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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
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 18 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 18 24  1  0  0  0  0
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 27 26  1  6  0  0  0
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 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 17 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 15 41  1  0  0  0  0
M  END

     RDKit          3D

 79 79  0  0  0  0  0  0  0  0999 V2000
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    5.0100   -0.6284   -0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.3283    3.1343    1.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4694   -2.1080    2.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1414   -2.4132    2.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
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 35 78  1  0
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 30 74  1  0
M  END


  Mrv1652309072221142D          

 41 41  0  0  1  0            999 V2000
   -7.9874    5.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4723    4.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1368    3.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6217    3.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3597   -2.8358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.7722   -3.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9472   -2.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -1.4069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1222   -2.1213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7097   -1.4069    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1222   -0.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9472   -0.6924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7097    0.0221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847   -1.4069    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4722   -0.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -0.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653    0.0221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7653   -1.4069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4722   -2.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -2.1213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8847   -2.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8279   -2.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9994   -3.5658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3799   -2.1458    0.0000 O   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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  1  0  0  0
 18 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 27 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 17 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 15 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254928

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C\C=C/CC\C=C\[C@@H]1C[C@H](C(=O)O1)[C@@](O)(CC(O)=O)C(=O)O[C@@H]([C@@H](CC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O13/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18-15-20(26(37)40-18)28(39,17-22(31)32)27(38)41-23(25(35)36)19(24(33)34)16-21(29)30/h6-7,9-10,13-14,18-20,23,39H,2-5,8,11-12,15-17H2,1H3,(H,29,30)(H,31,32)(H,33,34)(H,35,36)/b7-6-,10-9-,14-13+/t18-,19-,20-,23+,28+/m1/s1

> <INCHI_KEY>
SCNKZRBYVALSHS-XNASUGAPSA-N

> <FORMULA>
C28H38O13

> <MOLECULAR_WEIGHT>
582.599

> <EXACT_MASS>
582.231241284

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
59.11462968250766

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R)-1-{[(2S)-3-carboxy-2-hydroxy-2-[(3S,5S)-2-oxo-5-[(1E,5Z,8Z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid

> <JCHEM_LOGP>
3.4548667639999993

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.4251327724880167

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8454186812891544

> <JCHEM_PKA_STRONGEST_BASIC>
-4.272979732233659

> <JCHEM_POLAR_SURFACE_AREA>
222.02999999999997

> <JCHEM_REFRACTIVITY>
142.81040000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R)-1-{[(2S)-3-carboxy-2-hydroxy-2-[(3S,5S)-2-oxo-5-[(1E,5Z,8Z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0     -14.910   9.990   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.815   8.744   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.189   7.337   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.094   6.091   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -15.467   4.684   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -16.373   3.439   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -15.746   2.032   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -14.215   1.871   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.588   0.464   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.057   0.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -11.152   1.549   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.620   1.388   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.994  -0.019   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -9.899  -1.265   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.272  -2.672   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.766  -2.992   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.605  -4.524   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.271  -5.294   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.938  -6.064   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -7.041  -6.627   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.271  -7.961   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -7.041  -9.295   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.731  -7.961   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.501  -3.960   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -6.271  -2.626   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.961  -3.960   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.191  -2.626   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.961  -1.292   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.501  -1.292   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.191   0.041   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.651  -2.626   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.881  -1.292   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.659  -1.292   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.429   0.041   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.429  -2.626   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -0.881  -3.960   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.659  -3.960   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -1.651  -5.294   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -9.012  -5.150   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -9.332  -6.656   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -10.042  -4.005   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   41                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   39                                                  
CONECT   18   17   19   20   24                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   18   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   31                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   27   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   31   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   17   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   15                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   82    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R)-1-{[(2S)-3-carboxy-2-hydroxy-2-[(3S,5S)-2-oxo-5-[(1E,5Z,8Z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylate	Generator

Chemical Formula

C₂₈H₃₈O₁₃

Average Mass

582.5990 Da

Monoisotopic Mass

582.23124 Da

IUPAC Name

(1S,2R)-1-{[(2S)-3-carboxy-2-hydroxy-2-[(3S,5S)-2-oxo-5-[(1E,5Z,8Z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid

Traditional Name

(1S,2R)-1-{[(2S)-3-carboxy-2-hydroxy-2-[(3S,5S)-2-oxo-5-[(1E,5Z,8Z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/CC\C=C\[C@@H]1C[C@H](C(=O)O1)[C@@](O)(CC(O)=O)C(=O)O[C@@H]([C@@H](CC(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C28H38O13/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18-15-20(26(37)40-18)28(39,17-22(31)32)27(38)41-23(25(35)36)19(24(33)34)16-21(29)30/h6-7,9-10,13-14,18-20,23,39H,2-5,8,11-12,15-17H2,1H3,(H,29,30)(H,31,32)(H,33,34)(H,35,36)/b7-6-,10-9-,14-13+/t18-,19-,20-,23+,28+/m1/s1

InChI Key

SCNKZRBYVALSHS-XNASUGAPSA-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

Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Hexacarboxylic acids and derivatives

Direct Parent

Hexacarboxylic acids and derivatives

Alternative Parents

Substituents

Hexacarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Monosaccharide
Gamma butyrolactone
Tetrahydrofuran
Tertiary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	3.45	ChemAxon
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	222.03 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	142.81 m³·mol⁻¹	ChemAxon
Polarizability	59.11 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

163045238

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid (NP0254928)

MOL for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

3D MOL for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

3D SDF for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

3D-SDF for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

PDB for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

3D PDB for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

SMILES for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

INCHI for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

Structure for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)

3D Structure for NP0254928 ((1s,2r)-1-{[(2s)-3-carboxy-2-hydroxy-2-[(3s,5s)-2-oxo-5-[(1e,5z,8z)-tetradeca-1,5,8-trien-1-yl]oxolan-3-yl]propanoyl]oxy}propane-1,2,3-tricarboxylic acid)