NP-MRD: Showing NP-Card for repenol (NP0274598)

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Record Information

Version

2.0

Created at

2022-09-08 22:02:47 UTC

Updated at

2022-09-08 22:02:48 UTC

NP-MRD ID

NP0274598

Secondary Accession Numbers

None

Natural Product Identification

Common Name

repenol

Description

Repenol 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, repenol is considered to be a flavonoid. repenol is found in Boerhavia repens. Based on a literature review very few articles have been published on Repenol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092200022D          

 28 31  0  0  0  0            999 V2000
    3.6850   -4.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -3.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -2.5498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -2.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END

     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
    4.6777    3.6931    1.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8849    2.5829    1.7472 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3197    1.8540    0.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317    2.2033   -0.5146 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5320    0.7564    0.9072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9746    0.0395   -0.1853 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4686   -1.2599   -0.1950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569   -2.3728   -0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2225   -3.6457   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4530   -4.7831   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646   -6.0303   -0.2662 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889   -4.6413   -0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5292   -3.3713   -0.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2752   -2.2721   -0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -0.9313   -0.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5093    0.1648   -0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0481    1.3573   -0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3230    1.6044   -0.2170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552    2.9181   -0.2061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1163    3.0931   -0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5411    4.4378   -0.2141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0003    2.0723   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3570    2.3009   -0.2722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5547    0.7378   -0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4860   -0.2495   -0.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052    0.5123   -0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7001   -0.7720   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900   -1.7138   -0.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795    3.4840    0.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821    4.6275    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4698    3.7776    2.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3223    0.5644   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3146   -3.7287   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5826   -6.8962   -0.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5380   -5.5072   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5898   -3.3521   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0516    3.7444   -0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5315    4.6250   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0375    1.5695   -0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4437   -1.1930   -0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 16  6  1  0
 26 18  1  0
 14  8  1  0
 27 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  6
  9 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 19 37  1  0
 21 38  1  0
 23 39  1  0
 25 40  1  0
M  END


  Mrv1652309092200022D          

 28 31  0  0  0  0            999 V2000
    3.6850   -4.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -3.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -2.5498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -2.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0274598

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)OC1OC2=CC(O)=CC=C2C2=C1OC1=CC(O)=C(O)C(O)=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O10/c1-25-18(24)28-17-16-11(7-3-2-6(19)4-9(7)27-17)14(22)12-10(26-16)5-8(20)13(21)15(12)23/h2-5,17,19-21,23H,1H3

> <INCHI_KEY>
MQAHKRVNVQQRHE-UHFFFAOYSA-N

> <FORMULA>
C18H12O10

> <MOLECULAR_WEIGHT>
388.284

> <EXACT_MASS>
388.043046586

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
35.45577335690599

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3,9,10,11-tetrahydroxy-12-oxo-6,12-dihydro-5,7-dioxatetraphen-6-yl carbonate

> <JCHEM_LOGP>
2.9855682189999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.18564573172531

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.689679681225201

> <JCHEM_PKA_STRONGEST_BASIC>
-4.819853574381706

> <JCHEM_POLAR_SURFACE_AREA>
151.98000000000002

> <JCHEM_REFRACTIVITY>
91.03349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
repenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       6.879  -7.670   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.870  -6.506   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.375  -5.051   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.887  -4.760   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.366  -3.887   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.870  -2.431   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.383  -2.140   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.399  -0.394   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.415   1.352   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.895   2.225   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.383   1.934   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.366   0.188   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.350  -1.558   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.691   0.188   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.326   1.934   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.683   3.098   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.342   3.680   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.358   1.352   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.862   2.807   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14   16   27                                                  
CONECT   16   15    6   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   18   27                                                  
CONECT   27   26   15   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₂O₁₀

Average Mass

388.2840 Da

Monoisotopic Mass

388.04305 Da

IUPAC Name

methyl 3,9,10,11-tetrahydroxy-12-oxo-6,12-dihydro-5,7-dioxatetraphen-6-yl carbonate

Traditional Name

repenol

CAS Registry Number

Not Available

SMILES

COC(=O)OC1OC2=CC(O)=CC=C2C2=C1OC1=CC(O)=C(O)C(O)=C1C2=O

InChI Identifier

InChI=1S/C18H12O10/c1-25-18(24)28-17-16-11(7-3-2-6(19)4-9(7)27-17)14(22)12-10(26-16)5-8(20)13(21)15(12)23/h2-5,17,19-21,23H,1H3

InChI Key

MQAHKRVNVQQRHE-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
Boerhavia repens	LOTUS Database	35616633

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
Isoflavone
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Carbonic acid diester
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Carbonic acid derivative
Oxacycle
Polyol
Acetal
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Rotenoid flavonoids (LMPK12060080 )

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	2.99	ChemAxon
pKa (Strongest Acidic)	6.69	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.03 m³·mol⁻¹	ChemAxon
Polarizability	35.46 Å³	ChemAxon
Number of Rings	4	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

C00009988

Chemspider ID

24842976

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257428

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for repenol (NP0274598)

MOL for NP0274598 (repenol)

3D MOL for NP0274598 (repenol)

3D SDF for NP0274598 (repenol)

3D-SDF for NP0274598 (repenol)

PDB for NP0274598 (repenol)

3D PDB for NP0274598 (repenol)

SMILES for NP0274598 (repenol)

INCHI for NP0274598 (repenol)

Structure for NP0274598 (repenol)

3D Structure for NP0274598 (repenol)