NP-MRD: Showing NP-Card for Polygonumin A (NP0085989)

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Record Information

Version

2.0

Created at

2022-04-29 06:23:40 UTC

Updated at

2022-04-29 06:23:41 UTC

NP-MRD ID

NP0085989

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Polygonumin A

Description

(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]Icosan-13-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Polygonumin A is found in Polygonum minus. Based on a literature review very few articles have been published on (1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]Icosan-13-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292208232D          

 51 57  0  0  1  0            999 V2000
    6.3143    0.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5316    0.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4270   -0.1053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7219   -0.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2964   -1.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2725   -1.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3999   -0.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
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  7 33  1  1  0  0  0
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 38 50  2  0  0  0  0
 36 51  1  0  0  0  0
  2 51  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652304292208232D          

 51 57  0  0  1  0            999 V2000
    6.3143    0.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5316    0.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4270   -0.1053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7219   -0.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2964   -1.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2725   -1.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9474   -0.2496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3999   -0.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -0.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309    0.0815    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2508   -0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784    0.6986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0702    0.8642    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176    1.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8094    1.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2619    1.0297    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0012    1.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227    0.2470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7835   -0.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9752   -0.3702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8097   -1.1784    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1670   -0.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0938    0.5780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537    1.1952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929    1.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6729    2.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1830    3.3128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5997    3.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5936    2.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804   -0.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0442   -1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5394    0.3249    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866    0.5331    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3681    1.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1360    1.2250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7076    1.9300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040    2.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9288    2.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3252    3.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1500    3.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5463    4.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3711    4.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7675    4.8796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391    5.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7995    3.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6243    3.4695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4031    2.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5783    2.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6756    3.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571    1.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  6  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 26 30  1  0  0  0  0
 22 31  2  0  0  0  0
  9 32  2  0  0  0  0
  7 33  1  1  0  0  0
  7 34  1  0  0  0  0
 12 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 36 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 43 46  2  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  2  0  0  0  0
 41 49  1  0  0  0  0
 38 50  2  0  0  0  0
 36 51  1  0  0  0  0
  2 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085989

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12O[C@@]11[C@@](C)(CC[C@]3([H])[C@@]4(C)[C@H](CC(=O)OC(C)(C)[C@]4([H])CC(=O)[C@@]13C)OC(=O)\C=C\C1=CC(OC)=C(O)C=C1)[C@@]([H])(OC2=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H40O11/c1-32(2)24-16-25(38)35(5)23(11-13-33(3)29(20-12-14-43-18-20)45-31(41)30-36(33,35)47-30)34(24,4)26(17-28(40)46-32)44-27(39)10-8-19-7-9-21(37)22(15-19)42-6/h7-10,12,14-15,18,23-24,26,29-30,37H,11,13,16-17H2,1-6H3/b10-8+/t23-,24+,26+,29+,30-,33+,34-,35+,36-/m1/s1

> <INCHI_KEY>
YFGSDNFZCGKMGR-JPOKPANHSA-N

> <FORMULA>
C36H40O11

> <MOLECULAR_WEIGHT>
648.705

> <EXACT_MASS>
648.257062108

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
67.34902944020702

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icosan-13-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
4.85

> <JCHEM_LOGP>
5.148912855999998

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.842187987286962

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.867758069601775

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8686163039252275

> <JCHEM_POLAR_SURFACE_AREA>
151.1

> <JCHEM_REFRACTIVITY>
164.46639999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icosan-13-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      11.787   1.818   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.326   1.331   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.130  -0.197   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.814  -0.996   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.887  -2.101   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.975  -2.288   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.368  -0.466   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.346  -1.618   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.838  -1.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.351   0.152   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.201  -1.381   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.373   1.304   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       3.864   1.613   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       4.886   2.765   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.378   3.074   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.356   1.922   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.869   3.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.842   0.461   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.329  -1.000   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.820  -0.691   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       1.511  -2.200   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       0.312  -0.382   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.175   1.079   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.847   2.231   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       0.360   3.692   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.256   4.945   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.342   6.184   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.119   5.697   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.108   4.157   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.710  -1.534   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.816  -2.461   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0       8.474   0.607   0.000  0.00  0.00           H+0
HETATM   34  C   UNK     0       6.882   0.995   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.287   2.416   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.720   2.287   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       6.921   3.603   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       7.661   4.953   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.200   4.988   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.940   6.338   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.480   6.373   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.220   7.723   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      13.759   7.758   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      14.499   9.109   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      13.700  10.425   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      14.559   6.442   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      16.099   6.476   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      13.819   5.091   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      12.280   5.057   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       6.861   6.269   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       9.253   2.436   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   51                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4    8   33   34                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   32                                                  
CONECT   10    9   11   12   18                                             
CONECT   11   10                                                            
CONECT   12   10   13   14   34                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   24                                             
CONECT   17   16                                                            
CONECT   18   16   10   19   20                                             
CONECT   19   18   20                                                       
CONECT   20   18   19   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   16   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   26                                                       
CONECT   31   22                                                            
CONECT   32    9                                                            
CONECT   33    7                                                            
CONECT   34    7   12   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   37   51                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   50                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   49                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   46                                                  
CONECT   44   43   45                                                       
CONECT   45   44                                                            
CONECT   46   43   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48   41                                                       
CONECT   50   38                                                            
CONECT   51   36    2                                                       
MASTER        0    0    0    0    0    0    0    0   51    0  114    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(Furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0,.0,.0,]icosan-13-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₃₆H₄₀O₁₁

Average Mass

648.7050 Da

Monoisotopic Mass

648.25706 Da

IUPAC Name

(1R,2R,4S,7R,8S,11R,12R,13S,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.0^{2,4}.0^{2,8}.0^{12,18}]icosan-13-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]12O[C@@]11[C@@](C)(CC[C@]3([H])[C@@]4(C)[C@H](CC(=O)OC(C)(C)[C@]4([H])CC(=O)[C@@]13C)OC(=O)\C=C\C1=CC(OC)=C(O)C=C1)[C@@]([H])(OC2=O)C1=COC=C1

InChI Identifier

InChI=1S/C36H40O11/c1-32(2)24-16-25(38)35(5)23(11-13-33(3)29(20-12-14-43-18-20)45-31(41)30-36(33,35)47-30)34(24,4)26(17-28(40)46-32)44-27(39)10-8-19-7-9-21(37)22(15-19)42-6/h7-10,12,14-15,18,23-24,26,29-30,37H,11,13,16-17H2,1-6H3/b10-8+/t23-,24+,26+,29+,30-,33+,34-,35+,36-/m1/s1

InChI Key

YFGSDNFZCGKMGR-JPOKPANHSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Polygonum minus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Naphthopyran
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Coumaric acid or derivatives
Cinnamic acid or derivatives
Methoxyphenol
Naphthalene
Tricarboxylic acid or derivatives
Phenoxy compound
Anisole
Phenol ether
Styrene
Caprolactone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Oxepane
Dioxepane
Delta_valerolactone
1,4-dioxepane
Delta valerolactone
Alkyl aryl ether
Pyran
Oxane
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Furan
Carboxylic acid ester
Lactone
Ketone
Oxirane
Dialkyl ether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen 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	4.85	ALOGPS
logP	5.15	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.87	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	151.1 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	164.47 m³·mol⁻¹	ChemAxon
Polarizability	67.35 Å³	ChemAxon
Number of Rings	7	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

C00056081

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

163184028

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Polygonumin A (NP0085989)

MOL for NP0085989 (Polygonumin A)

3D MOL for NP0085989 (Polygonumin A)

3D SDF for NP0085989 (Polygonumin A)

3D-SDF for NP0085989 (Polygonumin A)

PDB for NP0085989 (Polygonumin A)

3D PDB for NP0085989 (Polygonumin A)

SMILES for NP0085989 (Polygonumin A)

INCHI for NP0085989 (Polygonumin A)

Structure for NP0085989 (Polygonumin A)

3D Structure for NP0085989 (Polygonumin A)