NP-MRD: Showing NP-Card for Pachyrrhizone (NP0051481)

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Record Information

Version

2.0

Created at

2022-04-27 22:49:52 UTC

Updated at

2022-04-27 22:49:52 UTC

NP-MRD ID

NP0051481

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pachyrrhizone

Description

Pachyrrhizone belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton. Thus, pachyrrhizone is considered to be a flavonoid. Pachyrrhizone is found in Pachyrhizus erosus and Pachyrrhizus erosus . Pachyrrhizone was first documented in 2002 (PMID: 11964004). Based on a literature review very few articles have been published on Pachyrrhizone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200492D          

 27 32  0  0  1  0            999 V2000
    6.9718    0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6477    1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6577    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4768    0.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8010   -0.4981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6200   -0.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -0.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3437   -0.2023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0196    0.5564    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5145    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1904    1.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2005    0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7055   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297   -0.7637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8488   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8865    0.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573    1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8764    1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825    2.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7941    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7817    1.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2690    2.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9772    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7935    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 41 46  0  0  0  0  0  0  0  0999 V2000
   -4.5140   -2.1813    0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8824   -1.2682    1.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2519   -0.1246    0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8981   -0.1805    0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547    0.9557    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930    2.1858   -0.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    2.2317    0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1783    3.2348    0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816    2.6923    0.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1546    1.4319    0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9045    1.1029    0.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1600    0.8640   -0.2538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9322    1.8734   -0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6854   -0.4280   -0.7626 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1202   -0.4809   -0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9501    0.4771   -0.9410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3184    0.5025   -0.6495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8510   -0.4351    0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0179   -1.4076    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6720   -1.4241    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7961   -2.3668    0.9688 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084   -2.7670    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1025   -1.6014   -0.3416 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1400   -1.3373    0.5856 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2091   -0.1861    0.3064 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    1.0793   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3380    1.3502   -1.0653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3401   -1.6958   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7424   -2.5254   -0.3665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9006   -3.0285    0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3373    3.0587   -0.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9574    4.2456   -0.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3139    3.2482    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6858   -0.3054   -1.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6028    1.2372   -1.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112   -2.1450    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0541   -3.3917    0.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0632   -3.4353   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6438   -1.9996   -1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3479    1.0691   -0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6219    1.8752    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 11  2  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 15  2  0
 15 16  1  0
 16 17  2  0
 17 27  1  0
 27 26  1  0
 26 25  1  0
 25 18  1  0
 18 19  2  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
  4  3  1  0
 14 23  1  0
  7 11  1  0
 12  5  1  0
 19 20  1  0
 18 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  9 33  1  0
  8 32  1  0
  6 31  1  0
 23 39  1  6
 22 37  1  0
 22 38  1  0
 16 35  1  0
 26 40  1  0
 26 41  1  0
 19 36  1  0
 14 34  1  6
M  END


  Mrv1652304282200492D          

 27 32  0  0  1  0            999 V2000
    6.9718    0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6477    1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3336    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6577    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4768    0.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8010   -0.4981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6200   -0.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628   -0.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3437   -0.2023    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0196    0.5564    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5145    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1904    1.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2005    0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7055   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297   -0.7637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8488   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8865    0.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573    1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8764    1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825    2.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7941    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7817    1.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2690    2.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9772    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7935    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 14 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051481

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2OC=CC2=CC2=C1O[C@@H]1COC3=C(C=C4OCOC4=C3)[C@@H]1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O7/c1-22-20-18-9(2-3-23-18)4-11-17(21)16-10-5-13-14(26-8-25-13)6-12(10)24-7-15(16)27-19(11)20/h2-6,15-16H,7-8H2,1H3/t15-,16+/m1/s1

> <INCHI_KEY>
RZZBXVGBWLOHHV-CVEARBPZSA-N

> <FORMULA>
C20H14O7

> <MOLECULAR_WEIGHT>
366.325

> <EXACT_MASS>
366.073952791

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
36.222725699890695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,13S)-16-methoxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{15,23}.0^{17,21}]tetracosa-2(10),3,8,15(23),16,19,21-heptaen-24-one

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
2.3436105426666667

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.663889510536755

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8865225571253643

> <JCHEM_POLAR_SURFACE_AREA>
76.36000000000001

> <JCHEM_REFRACTIVITY>
90.96940000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,13S)-16-methoxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{15,23}.0^{17,21}]tetracosa-2(10),3,8,15(23),16,19,21-heptaen-24-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      13.014   1.718   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.409   3.135   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.880   3.319   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.956   2.087   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.561   0.670   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.090   0.486   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.695  -0.930   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.224  -1.114   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.637  -0.562   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.108  -0.378   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.503   1.039   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.427   2.271   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.822   3.687   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.974   1.223   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.050  -0.009   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.655  -1.425   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.184  -1.610   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.521   0.175   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.916   1.591   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.840   2.823   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.369   2.639   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.954   4.082   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.482   3.629   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.459   2.089   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.569   4.148   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.891   3.357   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      14.548   1.856   0.000  0.00  0.00           O+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11    4   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15   21                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   10                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   14                                                       
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25    2   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    1                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₄O₇

Average Mass

366.3250 Da

Monoisotopic Mass

366.07395 Da

IUPAC Name

(1S,13S)-16-methoxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{15,23}.0^{17,21}]tetracosa-2(10),3,8,15(23),16,19,21-heptaen-24-one

Traditional Name

(1S,13S)-16-methoxy-5,7,11,14,18-pentaoxahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{15,23}.0^{17,21}]tetracosa-2(10),3,8,15(23),16,19,21-heptaen-24-one

CAS Registry Number

Not Available

SMILES

COC1=C2OC=CC2=CC2=C1O[C@@H]1COC3=C(C=C4OCOC4=C3)[C@@H]1C2=O

InChI Identifier

InChI=1S/C20H14O7/c1-22-20-18-9(2-3-23-18)4-11-17(21)16-10-5-13-14(26-8-25-13)6-12(10)24-7-15(16)27-19(11)20/h2-6,15-16H,7-8H2,1H3/t15-,16+/m1/s1

InChI Key

RZZBXVGBWLOHHV-CVEARBPZSA-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
Pachyrhizus erosus	LOTUS Database	35616633
Pachyrrhizus erosus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rotenones. These are rotenoids with a structure based on a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Rotenoids

Direct Parent

Rotenones

Alternative Parents

Substituents

Rotenone or derivatives
Isoflavanone
Isoflavan
Furanochromone
Chromone
Chromane
Benzopyran
1-benzopyran
Benzodioxole
Benzofuran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Ketone
Ether
Acetal
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

rotenones (CHEBI:7886 )
rotenones (C10512 )
Rotenoid flavonoids (C10512 )
Rotenoid flavonoids (LMPK12060023 )

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	2.92	ALOGPS
logP	2.34	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	10.66	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	76.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.97 m³·mol⁻¹	ChemAxon
Polarizability	36.22 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00002556

Chemspider ID

391136

KEGG Compound ID

C10512

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442814

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Phrutivorapongkul A, Lipipun V, Ruangrungsi N, Watanabe T, Ishikawa T: Studies on the constituents of seeds of Pachyrrhizus erosus and their anti herpes simplex virus (HSV) activities. Chem Pharm Bull (Tokyo). 2002 Apr;50(4):534-7. doi: 10.1248/cpb.50.534. [PubMed:11964004 ]

Showing NP-Card for Pachyrrhizone (NP0051481)

MOL for NP0051481 (Pachyrrhizone)

3D MOL for NP0051481 (Pachyrrhizone)

3D SDF for NP0051481 (Pachyrrhizone)

3D-SDF for NP0051481 (Pachyrrhizone)

PDB for NP0051481 (Pachyrrhizone)

3D PDB for NP0051481 (Pachyrrhizone)

SMILES for NP0051481 (Pachyrrhizone)

INCHI for NP0051481 (Pachyrrhizone)

Structure for NP0051481 (Pachyrrhizone)

3D Structure for NP0051481 (Pachyrrhizone)