NP-MRD: Showing NP-Card for macaflavanone C (NP0037865)

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Record Information

Version

2.0

Created at

2021-06-20 20:41:28 UTC

Updated at

2021-06-30 00:10:20 UTC

NP-MRD ID

NP0037865

Secondary Accession Numbers

None

Natural Product Identification

Common Name

macaflavanone C

Provided By

JEOL Database JEOL Logo

Description

Macaflavanone C belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position. macaflavanone C is found in Macaranga tanarius. macaflavanone C was first documented in 2008 (Kawakami, S., et al.). Based on a literature review very few articles have been published on Macaflavanone C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122413D          

 70 73  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202122413D          

 70 73  0  0  0  0            999 V2000
    3.7299    1.0004    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4438    0.4520    1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624    1.2396    2.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7097   -0.6489    1.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924   -1.5192    0.8735 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7790   -2.8089    0.6028 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1203   -3.7552   -0.4298 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.7803   -4.2532    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8459   -1.9769   -3.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0037865

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C2=C1O[C@@](C([H])=C2[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])OC2=C(C(O[H])=C(C(O[H])=C2[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C(=O)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H34O6/c1-17(2)7-6-13-30(5)14-12-20-19(10-11-22(31)29(20)36-30)25-16-24(33)27-26(35-25)15-23(32)21(28(27)34)9-8-18(3)4/h7-8,10-12,14-15,25,31-32,34H,6,9,13,16H2,1-5H3/t25-,30-/m0/s1

> <INCHI_KEY>
URMUEILYNQBSDZ-QCDSWUKFSA-N

> <FORMULA>
C30H34O6

> <MOLECULAR_WEIGHT>
490.596

> <EXACT_MASS>
490.235538815

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
53.649736187713366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-2-[(2S)-8-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-2H-chromen-5-yl]-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
5.52

> <JCHEM_LOGP>
7.201966456666667

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.208899126702711

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.678208925478015

> <JCHEM_PKA_STRONGEST_BASIC>
-4.660822429572014

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
143.65159999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-5,7-dihydroxy-2-[(2S)-8-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-5-yl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
    3.7299    1.0004    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4438    0.4520    1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624    1.2396    2.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7097   -0.6489    1.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9924   -1.5192    0.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790   -2.8089    0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1203   -3.7552   -0.4298 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0354   -4.9739   -0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7803   -4.2532    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3763   -3.9035   -0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587   -2.9709   -1.6477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5379   -2.4067   -2.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9179   -2.6824   -1.5968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1543   -2.0554   -2.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1942   -1.5069   -3.8556 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8260    0.8175    3.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1524    1.2548    2.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5791   -0.9593    2.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -0.9748   -0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -1.7542    1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9330   -3.3437    1.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7747   -2.5255    0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200   -4.6645   -1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802   -5.5420    0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217   -5.6504   -1.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7669   -4.9207    0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107   -4.2947   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0617   -3.7680   -1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0662   -2.4714   -1.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9990   -1.4131    2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2119    1.8274    3.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237    3.3690    1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0912    3.7628    0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0005    3.2359    1.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1127    5.4341    4.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9561    4.0165    3.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9048    3.8471    5.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3153    4.0071    4.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631    4.3807    3.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5574    5.6145    4.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4979    1.7649   -1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2674   -1.1361   -3.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0728   -0.6469   -4.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459   -1.9769   -3.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 23  1  0
 20 21  1  0
 24 23  1  0
 18 17  2  0
 28 29  1  0
 15 16  2  0
 13 12  1  0
 32 33  2  0
 24 25  2  3
 33 35  1  0
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 35 36  1  0
 36  7  1  0
  7  9  1  0
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  7  6  1  1
 22 20  1  0
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 31 32  1  0
  5  4  1  0
 20 19  2  0
  4  2  2  3
 22 28  2  0
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  8 48  1  0
  8 49  1  0
  8 50  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.730   1.000   0.246  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.444   0.452   1.617  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.062   1.240   2.742  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.710  -0.649   1.871  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.992  -1.519   0.874  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.779  -2.809   0.603  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.120  -3.755  -0.430  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.035  -4.974  -0.637  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.780  -4.253   0.050  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.376  -3.904  -0.520  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.359  -2.971  -1.648  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.538  -2.407  -2.209  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.918  -2.682  -1.597  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.154  -2.055  -2.239  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.179  -0.576  -1.969  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.727   0.226  -2.723  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.555  -0.107  -0.718  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.976  -1.060   0.115  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.436  -0.673   1.336  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.444   0.672   1.705  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.904   0.951   2.930  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.978   1.664   0.864  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.938   3.132   1.237  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.987   3.492   2.257  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.825   4.085   3.457  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.018   4.359   4.337  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.517   4.542   4.040  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.555   1.247  -0.350  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.122   2.205  -1.154  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.927  -2.395  -0.183  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.406  -1.581  -3.348  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.157  -1.289  -3.897  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.978  -1.817  -3.313  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.194  -1.507  -3.856  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.892  -2.646  -2.195  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.095  -3.089  -1.708  0.00  0.00           O+0
HETATM   37  H   UNK     0       3.237   1.970   0.118  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.399   0.344  -0.562  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.808   1.142   0.116  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.696   2.271   2.727  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.826   0.818   3.724  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.152   1.255   2.640  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.579  -0.959   2.908  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.805  -0.975  -0.056  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.006  -1.754   1.290  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.933  -3.344   1.550  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.775  -2.526   0.233  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.020  -4.665  -1.007  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.180  -5.542   0.289  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.622  -5.650  -1.395  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.767  -4.921   0.907  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.311  -4.295  -0.138  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.062  -3.768  -1.684  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.066  -2.471  -1.793  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.184  -2.238  -3.317  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.999  -1.413   2.001  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.212   1.827   3.215  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.924   3.369   1.571  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.091   3.763   0.354  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.000   3.236   1.941  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.113   5.434   4.524  0.00  0.00           H+0
HETATM   62  H   UNK     0      -5.956   4.016   3.887  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.905   3.847   5.298  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.315   4.007   4.974  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.663   4.381   3.379  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.557   5.614   4.260  0.00  0.00           H+0
HETATM   67  H   UNK     0      -4.498   1.765  -1.950  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.267  -1.136  -3.841  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.073  -0.647  -4.770  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.846  -1.977  -3.300  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   40   41   42                                             
CONECT    4    5    2   43                                                  
CONECT    5    6    4   44   45                                             
CONECT    6    7    5   46   47                                             
CONECT    7   36    9    6    8                                             
CONECT    8    7   48   49   50                                             
CONECT    9    7   10   51                                                  
CONECT   10   11    9   52                                                  
CONECT   11   35   12   10                                                  
CONECT   12   13   31   11                                                  
CONECT   13   12   14   30   53                                             
CONECT   14   15   13   54   55                                             
CONECT   15   16   17   14                                                  
CONECT   16   15                                                            
CONECT   17   18   15   28                                                  
CONECT   18   17   30   19                                                  
CONECT   19   20   18   56                                                  
CONECT   20   21   22   19                                                  
CONECT   21   20   57                                                       
CONECT   22   23   20   28                                                  
CONECT   23   22   24   58   59                                             
CONECT   24   23   25   60                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   61   62   63                                             
CONECT   27   25   64   65   66                                             
CONECT   28   29   22   17                                                  
CONECT   29   28   67                                                       
CONECT   30   18   13                                                       
CONECT   31   12   32   68                                                  
CONECT   32   33   31   69                                                  
CONECT   33   32   35   34                                                  
CONECT   34   33   70                                                       
CONECT   35   33   11   36                                                  
CONECT   36   35    7                                                       
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    3                                                            
CONECT   41    3                                                            
CONECT   42    3                                                            
CONECT   43    4                                                            
CONECT   44    5                                                            
CONECT   45    5                                                            
CONECT   46    6                                                            
CONECT   47    6                                                            
CONECT   48    8                                                            
CONECT   49    8                                                            
CONECT   50    8                                                            
CONECT   51    9                                                            
CONECT   52   10                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   14                                                            
CONECT   56   19                                                            
CONECT   57   21                                                            
CONECT   58   23                                                            
CONECT   59   23                                                            
CONECT   60   24                                                            
CONECT   61   26                                                            
CONECT   62   26                                                            
CONECT   63   26                                                            
CONECT   64   27                                                            
CONECT   65   27                                                            
CONECT   66   27                                                            
CONECT   67   29                                                            
CONECT   68   31                                                            
CONECT   69   32                                                            
CONECT   70   34                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  146    0
END

RDKit          3D

70 73  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₄O₆

Average Mass

490.5960 Da

Monoisotopic Mass

490.23554 Da

IUPAC Name

(2S)-5,7-dihydroxy-2-[(2S)-8-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-2H-chromen-5-yl]-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S)-5,7-dihydroxy-2-[(2S)-8-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-5-yl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C2=C1O[C@@](C([H])=C2[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@@]1([H])OC2=C(C(O[H])=C(C(O[H])=C2[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C(=O)C1([H])[H]

InChI Identifier

InChI=1S/C30H34O6/c1-17(2)7-6-13-30(5)14-12-20-19(10-11-22(31)29(20)36-30)25-16-24(33)27-26(35-25)15-23(32)21(28(27)34)9-8-18(3)4/h7-8,10-12,14-15,25,31-32,34H,6,9,13,16H2,1-5H3/t25-,30-/m0/s1

InChI Key

URMUEILYNQBSDZ-QCDSWUKFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Macaranga tanarius	JEOL database	Kawakami, S., et al, J. Nat. Prod., 71, 1872 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 6-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

6-prenylated flavanones

Alternative Parents

Substituents

6-prenylated flavanone
Pyranoflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Organic oxide
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	5.52	ALOGPS
logP	7.2	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	7.68	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	143.65 m³·mol⁻¹	ChemAxon
Polarizability	53.65 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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

Not Available

Chemspider ID

24635574

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25155069

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kawakami, S., et al. (2008). Kawakami, S., et al, J. Nat. Prod., 71, 1872 (2008). J. Nat. Prod..

Showing NP-Card for macaflavanone C (NP0037865)

MOL for NP0037865 (macaflavanone C)

3D MOL for NP0037865 (macaflavanone C)

3D SDF for NP0037865 (macaflavanone C)

3D-SDF for NP0037865 (macaflavanone C)

PDB for NP0037865 (macaflavanone C)

3D PDB for NP0037865 (macaflavanone C)

SMILES for NP0037865 (macaflavanone C)

INCHI for NP0037865 (macaflavanone C)

Structure for NP0037865 (macaflavanone C)

3D Structure for NP0037865 (macaflavanone C)