NP-MRD: Showing NP-Card for (2S)-2,3-dihydrotephroapollin C (NP0043596)

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Record Information

Version

1.0

Created at

2021-06-21 00:57:32 UTC

Updated at

2021-06-30 00:19:22 UTC

NP-MRD ID

NP0043596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2S)-2,3-dihydrotephroapollin C

Provided By

JEOL Database JEOL Logo

Description

2Alpha-Phenyl-7-methoxy-8-((Z)-3-methyl-3-hydroxy-1-butenyl)-2H-1-benzopyran-4(3H)-one belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. (2S)-2,3-dihydrotephroapollin C is found in Indigofera spicata. It was first documented in 2013 (Perez, L. B., et al.). Based on a literature review very few articles have been published on 2alpha-Phenyl-7-methoxy-8-((Z)-3-methyl-3-hydroxy-1-butenyl)-2H-1-benzopyran-4(3H)-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102573D          

 47 49  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306212102573D          

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  4 29  1  0  0  0  0
  5 30  1  0  0  0  0
 23 46  1  0  0  0  0
 23 47  1  0  0  0  0
 16 40  1  6  0  0  0
 18 41  1  0  0  0  0
 19 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 44  1  0  0  0  0
 22 45  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 14 39  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(\C([H])=C(\[H])C1=C(OC([H])([H])[H])C([H])=C([H])C2=C1O[C@]([H])(C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])C2=O)(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O4/c1-21(2,23)12-11-16-18(24-3)10-9-15-17(22)13-19(25-20(15)16)14-7-5-4-6-8-14/h4-12,19,23H,13H2,1-3H3/b12-11-/t19-/m0/s1

> <INCHI_KEY>
DSOKHRJRTZPRBU-JZHDPFOFSA-N

> <FORMULA>
C21H22O4

> <MOLECULAR_WEIGHT>
338.403

> <EXACT_MASS>
338.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.14475418209666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-8-[(1Z)-3-hydroxy-3-methylbut-1-en-1-yl]-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
3.4778503486666668

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.138548647933444

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.423171829972368

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7955377392235947

> <JCHEM_POLAR_SURFACE_AREA>
55.76

> <JCHEM_REFRACTIVITY>
98.0018

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-8-[(1Z)-3-hydroxy-3-methylbut-1-en-1-yl]-7-methoxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -2.9782    3.0651   -1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    2.0354   -0.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773    2.0793   -0.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1616    3.0056   -1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343    2.9674   -1.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220    2.0000   -0.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2258    1.0620    0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1796    1.0972    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199    0.1030    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969   -1.1669    0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8912   -1.9541   -0.7078 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1778   -2.5869   -1.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1419   -3.0408   -0.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605   -1.1311   -1.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774    0.1127    0.8118 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1355   -0.2712    0.2368 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7587   -1.3604    1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -1.3225    2.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856   -2.3214    3.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9655   -3.3675    2.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485   -3.4162    1.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4510   -2.4183    0.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0608    0.9332    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994    1.9748   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0402    2.8054   -1.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404    2.9044   -1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410    3.0157   -2.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7084    4.0520   -0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6584    3.7709   -1.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    3.6966   -2.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2483    0.4723    1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306   -1.7483    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6261   -3.2823   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -3.1319   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -1.8183   -1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830   -2.6032   -0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3852   -3.6067   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -3.7448    0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007   -0.4098   -1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9348   -0.6876   -0.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1578   -0.5143    2.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2188   -2.2829    4.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4300   -4.1452    3.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788   -4.2325    0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -2.4749   -0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2493    1.3811    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0176    0.6539   -0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 18 19  2  0
  7  8  1  0
 19 20  1  0
  7  6  2  0
 20 21  2  0
  7 15  1  0
 21 22  1  0
 22 17  2  0
  3  8  2  0
  6 24  1  0
 24 23  1  0
 23 16  1  0
 16 15  1  0
  3  4  1  0
 24 25  2  0
  3  2  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  2  1  1  0
 16 17  1  0
 11 12  1  0
  4  5  2  0
 11 14  1  6
 17 18  1  0
 11 13  1  0
  4 29  1  0
  5 30  1  0
 23 46  1  0
 23 47  1  0
 16 40  1  6
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
  9 31  1  0
 10 32  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 39  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.978   3.065  -1.214  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.248   2.035  -0.561  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.877   2.079  -0.637  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.162   3.006  -1.405  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.234   2.967  -1.439  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.922   2.000  -0.705  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.226   1.062   0.060  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.180   1.097   0.102  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.920   0.103   0.896  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.197  -1.167   0.550  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.891  -1.954  -0.708  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.178  -2.587  -1.249  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.142  -3.041  -0.410  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.361  -1.131  -1.742  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.877   0.113   0.812  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.135  -0.271   0.237  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.759  -1.360   1.091  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.688  -1.323   2.493  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.286  -2.321   3.263  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.965  -3.368   2.643  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.048  -3.416   1.253  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.451  -2.418   0.481  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.061   0.933   0.150  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.399   1.975  -0.707  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.040   2.805  -1.344  0.00  0.00           O+0
HETATM   26  H   UNK     0      -4.040   2.904  -1.006  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.841   3.016  -2.299  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.708   4.052  -0.824  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.658   3.771  -1.993  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.781   3.697  -2.034  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.248   0.472   1.866  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.731  -1.748   1.303  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.626  -3.282  -0.531  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.982  -3.132  -2.180  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.921  -1.818  -1.492  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.083  -2.603  -0.061  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.385  -3.607  -1.317  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.212  -3.745   0.351  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.001  -0.410  -1.871  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.935  -0.688  -0.762  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.158  -0.514   2.993  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.219  -2.283   4.347  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.430  -4.145   3.243  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.579  -4.232   0.770  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.527  -2.475  -0.603  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.249   1.381   1.132  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.018   0.654  -0.305  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    3    1                                                       
CONECT    3    8    4    2                                                  
CONECT    4    3    5   29                                                  
CONECT    5    6    4   30                                                  
CONECT    6    5    7   24                                                  
CONECT    7    8    6   15                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11   32                                                  
CONECT   11   10   12   14   13                                             
CONECT   12   11   33   34   35                                             
CONECT   13   11   36   37   38                                             
CONECT   14   11   39                                                       
CONECT   15    7   16                                                       
CONECT   16   23   15   17   40                                             
CONECT   17   22   16   18                                                  
CONECT   18   19   17   41                                                  
CONECT   19   18   20   42                                                  
CONECT   20   19   21   43                                                  
CONECT   21   20   22   44                                                  
CONECT   22   21   17   45                                                  
CONECT   23   24   16   46   47                                             
CONECT   24    6   23   25                                                  
CONECT   25   24                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    4                                                            
CONECT   30    5                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   12                                                            
CONECT   34   12                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   14                                                            
CONECT   40   16                                                            
CONECT   41   18                                                            
CONECT   42   19                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
CONECT   45   22                                                            
CONECT   46   23                                                            
CONECT   47   23                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

RDKit          3D

47 49  0  0  0  0  0  0  0  0999 V2000
   -2.9782    3.0651   -1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2477    2.0354   -0.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8773    2.0793   -0.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1616    3.0056   -1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343    2.9674   -1.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220    2.0000   -0.7047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2258    1.0620    0.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1796    1.0972    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199    0.1030    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969   -1.1669    0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8912   -1.9541   -0.7078 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1778   -2.5869   -1.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1419   -3.0408   -0.4100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3605   -1.1311   -1.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8774    0.1127    0.8118 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1355   -0.2712    0.2368 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7587   -1.3604    1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -1.3225    2.4927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856   -2.3214    3.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9655   -3.3675    2.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485   -3.4162    1.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4510   -2.4183    0.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0608    0.9332    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994    1.9748   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0402    2.8054   -1.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404    2.9044   -1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410    3.0157   -2.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7084    4.0520   -0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6584    3.7709   -1.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7813    3.6966   -2.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2483    0.4723    1.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306   -1.7483    1.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6261   -3.2823   -0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -3.1319   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -1.8183   -1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830   -2.6032   -0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3852   -3.6067   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116   -3.7448    0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007   -0.4098   -1.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9348   -0.6876   -0.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1578   -0.5143    2.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2188   -2.2829    4.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4300   -4.1452    3.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5788   -4.2325    0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -2.4749   -0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2493    1.3811    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0176    0.6539   -0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 18 19  2  0
  7  8  1  0
 19 20  1  0
  7  6  2  0
 20 21  2  0
  7 15  1  0
 21 22  1  0
 22 17  2  0
  3  8  2  0
  6 24  1  0
 24 23  1  0
 23 16  1  0
 16 15  1  0
  3  4  1  0
 24 25  2  0
  3  2  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  2  1  1  0
 16 17  1  0
 11 12  1  0
  4  5  2  0
 11 14  1  6
 17 18  1  0
 11 13  1  0
  4 29  1  0
  5 30  1  0
 23 46  1  0
 23 47  1  0
 16 40  1  6
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
  9 31  1  0
 10 32  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 39  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
2a-Phenyl-7-methoxy-8-((Z)-3-methyl-3-hydroxy-1-butenyl)-2H-1-benzopyran-4(3H)-one	Generator
2Α-phenyl-7-methoxy-8-((Z)-3-methyl-3-hydroxy-1-butenyl)-2H-1-benzopyran-4(3H)-one	Generator

Chemical Formula

C₂₁H₂₂O₄

Average Mass

338.4030 Da

Monoisotopic Mass

338.15181 Da

IUPAC Name

(2S)-8-[(1Z)-3-hydroxy-3-methylbut-1-en-1-yl]-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S)-8-[(1Z)-3-hydroxy-3-methylbut-1-en-1-yl]-7-methoxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC(\C([H])=C(\[H])C1=C(OC([H])([H])[H])C([H])=C([H])C2=C1O[C@]([H])(C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])C2=O)(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C21H22O4/c1-21(2,23)12-11-16-18(24-3)10-9-15-17(22)13-19(25-20(15)16)14-7-5-4-6-8-14/h4-12,19,23H,13H2,1-3H3/b12-11-/t19-/m0/s1

InChI Key

DSOKHRJRTZPRBU-JZHDPFOFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Indigofera spicata	JEOL database	Perez, L. B., et al, J. Nat. Prod. 76, 1498 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
Flavanone
Flavan
Chromone
Chromane
Benzopyran
1-benzopyran
Cinnamyl alcohol
Anisole
Aryl alkyl ketone
Aryl ketone
Styrene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	3.55	ALOGPS
logP	3.48	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	14.42	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98 m³·mol⁻¹	ChemAxon
Polarizability	37.14 Å³	ChemAxon
Number of Rings	3	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

Not Available

Chemspider ID

29784936

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72189490

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Perez, L. B., et al. (2013). Perez, L. B., et al, J. Nat. Prod. 76, 1498 (2013). J. Nat. Prod..

Showing NP-Card for (2S)-2,3-dihydrotephroapollin C (NP0043596)

MOL for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

3D MOL for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

3D SDF for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

3D-SDF for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

PDB for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

3D PDB for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

SMILES for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

INCHI for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

Structure for NP0043596 ((2S)-2,3-dihydrotephroapollin C)

3D Structure for NP0043596 ((2S)-2,3-dihydrotephroapollin C)