NP-MRD: Showing NP-Card for (11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one (NP0256028)

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Record Information

Version

2.0

Created at

2022-09-07 20:44:03 UTC

Updated at

2022-09-07 20:44:03 UTC

NP-MRD ID

NP0256028

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one

Description

Lespecyrtin H3 belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. (11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one is found in Lespedeza cyrtobotrya. Based on a literature review very few articles have been published on Lespecyrtin H3.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072222442D          

 61 68  0  0  1  0            999 V2000
    0.7777    0.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -0.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191    0.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2430   -0.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780   -1.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1886   -2.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6420   -2.5190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278   -3.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5689   -4.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -3.7075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4271   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2627   -5.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0343   -5.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6729   -5.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5999   -5.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1673   -4.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0453   -6.1752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3010   -6.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4072   -5.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2480   -5.7719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8849   -5.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6551   -3.5887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4510   -3.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7273   -3.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6159   -2.7647    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 16 26  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 29 35  1  0  0  0  0
 35 36  1  0  0  0  0
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 39 40  2  0  0  0  0
 12 40  1  0  0  0  0
 28 40  1  0  0  0  0
  9 41  2  0  0  0  0
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 44 60  1  0  0  0  0
 61 60  1  1  0  0  0
  6 61  1  0  0  0  0
 42 61  1  0  0  0  0
M  END

     RDKit          3D

109116  0  0  0  0  0  0  0  0999 V2000
    3.7503   -1.6754    3.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4561   -1.0108    2.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2149   -1.6662    3.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    0.1443    2.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721    0.8798    2.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9221    1.1005    0.6187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1825    0.5921    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650   -0.1168    0.9828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844    0.7046   -1.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621    0.1970   -1.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    0.4059   -2.9668 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1684    1.2011    0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7213    2.3209   -0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5075    2.7308    1.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0961    1.4121    1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7523   -4.0605    1.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.2254   -4.8825    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9638   -4.2100   -1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5600    1.8953   -1.6354 C   0  0  2  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309072222442D          

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M  END
> <DATABASE_ID>
NP0256028

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C(O)C=C2OC(=O)C3=C(O[C@H]4[C@@H]3C=C(C(=O)C3=C(OC5=C(CC=C(C)C)C(O)=C(O)C=C35)C3=CC5=C(OC(C)(C)C=C5)C=C3O)C(O)=C4CC=C(C)C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C50H48O11/c1-23(2)9-12-26-17-31-39(21-35(26)51)58-49(57)41-32-19-34(42(54)28(13-10-24(3)4)45(32)60-48(31)41)44(56)40-33-20-37(53)43(55)29(14-11-25(5)6)46(33)59-47(40)30-18-27-15-16-50(7,8)61-38(27)22-36(30)52/h9-11,15-22,32,45,51-55H,12-14H2,1-8H3/t32-,45-/m1/s1

> <INCHI_KEY>
DCPBEEZLFDNADW-VTHZGGHBSA-N

> <FORMULA>
C50H48O11

> <MOLECULAR_WEIGHT>
824.923

> <EXACT_MASS>
824.319662366

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
109

> <JCHEM_AVERAGE_POLARIZABILITY>
90.75922080897314

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11R,16S)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,12,14-hexaen-9-one

> <JCHEM_LOGP>
8.62843376966667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.246378888698307

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.503567510748621

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9868376846443665

> <JCHEM_POLAR_SURFACE_AREA>
176.11999999999998

> <JCHEM_REFRACTIVITY>
238.95960000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(11R,16S)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,12,14-hexaen-9-one

> <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       1.452   0.742   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.130  -0.121   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.342   0.463   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.454  -1.686   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.639  -2.787   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.648  -4.455   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.352  -5.287   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.198  -4.702   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.425  -6.826   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.062  -7.578   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.504  -6.921   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.797  -9.196   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.490 -10.041   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.931  -9.496   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.123 -10.471   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.853 -10.252   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.666  -8.244   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.619  -7.432   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.179  -7.977   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.468  -6.124   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.252  -7.862   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.444  -8.837   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.723  -8.141   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.150  -9.583   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.196 -10.356   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.755 -10.901   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.085 -11.527   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.454 -11.600   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.429 -12.792   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.954 -14.323   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.690 -15.739   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.960 -17.154   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.820 -18.475   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.382 -17.271   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.948 -12.544   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -5.227 -13.519   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -4.493 -11.104   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -6.063 -10.774   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -3.518  -9.912   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.999 -10.160   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.794  -7.531   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.090  -6.699   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.575  -7.105   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.420  -5.817   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.958  -5.905   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       7.803  -4.618   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.340  -4.706   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.142  -3.300   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      11.728  -3.082   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      12.777  -1.875   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      12.189  -0.408   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      14.353  -2.024   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      10.033  -6.081   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      11.618  -6.513   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       9.188  -7.369   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       7.650  -7.281   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       6.805  -8.568   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       5.268  -8.480   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       3.673  -9.458   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       4.457  -4.616   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       3.016  -5.161   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   61                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   41                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   40                                                  
CONECT   13   12   14   27                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21   17   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25   16                                                       
CONECT   27   13   28                                                       
CONECT   28   27   29   40                                                  
CONECT   29   28   30   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   29   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   12   28                                                  
CONECT   41    9   42                                                       
CONECT   42   41   43   61                                                  
CONECT   43   42   44   58                                                  
CONECT   44   43   45   60                                                  
CONECT   45   44   46   56                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   53                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   47   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   45   57                                                  
CONECT   57   56   58                                                       
CONECT   58   57   43   59                                                  
CONECT   59   58                                                            
CONECT   60   44   61                                                       
CONECT   61   60    6   42                                                  
MASTER        0    0    0    0    0    0    0    0   61    0  136    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₀H₄₈O₁₁

Average Mass

824.9230 Da

Monoisotopic Mass

824.31966 Da

IUPAC Name

(11R,16S)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,12,14-hexaen-9-one

Traditional Name

(11R,16S)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,12,14-hexaen-9-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(O)C=C2OC(=O)C3=C(O[C@H]4[C@@H]3C=C(C(=O)C3=C(OC5=C(CC=C(C)C)C(O)=C(O)C=C35)C3=CC5=C(OC(C)(C)C=C5)C=C3O)C(O)=C4CC=C(C)C)C2=C1

InChI Identifier

InChI=1S/C50H48O11/c1-23(2)9-12-26-17-31-39(21-35(26)51)58-49(57)41-32-19-34(42(54)28(13-10-24(3)4)45(32)60-48(31)41)44(56)40-33-20-37(53)43(55)29(14-11-25(5)6)46(33)59-47(40)30-18-27-15-16-50(7,8)61-38(27)22-36(30)52/h9-11,15-22,32,45,51-55H,12-14H2,1-8H3/t32-,45-/m1/s1

InChI Key

DCPBEEZLFDNADW-VTHZGGHBSA-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
Lespedeza cyrtobotrya	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
7-prenylated 2-arybenzofuran
Angular furanocoumarin
Furanocoumarin
2,2-dimethyl-1-benzopyran
Coumarin
Benzopyran
1-benzopyran
Benzofuran
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Vinylogous ester
Ketone
Lactone
Organoheterocyclic compound
Ether
Enol
Oxacycle
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	8.63	ChemAxon
pKa (Strongest Acidic)	6.5	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	176.12 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	238.96 m³·mol⁻¹	ChemAxon
Polarizability	90.76 Å³	ChemAxon
Number of Rings	8	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

C00047285

Chemspider ID

24611370

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45272315

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one (NP0256028)

MOL for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

3D MOL for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

3D SDF for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

3D-SDF for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

PDB for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

3D PDB for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

SMILES for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

INCHI for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

Structure for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)

3D Structure for NP0256028 ((11r,16s)-13-[5,6-dihydroxy-2-(7-hydroxy-2,2-dimethylchromen-6-yl)-7-(3-methylbut-2-en-1-yl)-1-benzofuran-3-carbonyl]-5,14-dihydroxy-4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,12,14-hexaen-9-one)