NP-MRD: Showing NP-Card for Lappaol D (NP0045796)

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Record Information

Version

2.0

Created at

2022-03-17 19:42:09 UTC

Updated at

2022-03-17 19:42:10 UTC

NP-MRD ID

NP0045796

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lappaol D

Description

Lappaol D is found in Centaurea melitensis and Centaurea napifolia.

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 02241221432D          
 
 39 43  0  0  1  0            999 V2000
   12.9185   -9.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9185  -10.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2146  -11.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4693  -10.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4693   -9.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2146   -9.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7052  -11.0139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2021  -10.3514    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7052   -9.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0302  -10.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4443  -11.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3138  -11.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7278  -10.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3138   -9.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4443   -9.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5560  -10.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7278  -11.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5560  -11.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7052  -11.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2146   -8.6952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9185   -8.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7654  -11.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0201  -10.7240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0201   -9.8959    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2334  -10.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7366  -10.3100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2334   -9.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -9.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -8.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4279   -8.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4279   -7.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -6.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0201   -7.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0201   -8.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -6.1280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3163   -6.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6124   -7.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9850   -8.8608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4091  -12.2560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  6  0  0  0
 10 11  2  0  0  0  0
 11 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
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 19  1  1  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
  4 22  1  0  0  0  0
 23 22  1  1  0  0  0
 24 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 24 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  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
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 27 38  2  0  0  0  0
 19 39  1  0  0  0  0
M  END

 
  Mrv0541 02241221432D          
 
 39 43  0  0  1  0            999 V2000
   12.9185   -9.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9185  -10.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2146  -11.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4693  -10.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4693   -9.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2146   -9.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7052  -11.0139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.2021  -10.3514    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7052   -9.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0302  -10.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4443  -11.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3138  -11.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7278  -10.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3138   -9.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4443   -9.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5560  -10.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7278  -11.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5560  -11.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7052  -11.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2146   -8.6952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9185   -8.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7654  -11.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0201  -10.7240    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0201   -9.8959    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2334  -10.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7366  -10.3100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2334   -9.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -9.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -8.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4279   -8.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4279   -7.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -6.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0201   -7.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0201   -8.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7240   -6.1280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3163   -6.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6124   -7.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9850   -8.8608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4091  -12.2560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  8 10  1  6  0  0  0
 10 11  2  0  0  0  0
 11 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
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 19  1  1  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
  4 22  1  0  0  0  0
 23 22  1  1  0  0  0
 24 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 24 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  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
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 27 38  2  0  0  0  0
 19 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045796

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC=C(O)C(OC)=C2)=CC2=C1O[C@@H]([C@H]2CO)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O9/c1-35-25-11-16(4-6-23(25)32)9-20-19(15-38-30(20)34)8-17-10-21-22(14-31)28(39-29(21)27(12-17)37-3)18-5-7-24(33)26(13-18)36-2/h4-7,10-13,19-20,22,28,31-33H,8-9,14-15H2,1-3H3/t19-,20+,22-,28+/m0/s1

> <INCHI_KEY>
PYLYQTVVQXPBIJ-OUZJQUPYSA-N

> <FORMULA>
C30H32O9

> <MOLECULAR_WEIGHT>
536.5697

> <EXACT_MASS>
536.204632622

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
54.98131856206343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R)-4-{[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
3.59

> <JCHEM_LOGP>
3.77041961

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.229150900939528

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.626365079534489

> <JCHEM_PKA_STRONGEST_BASIC>
-2.71366921736099

> <JCHEM_POLAR_SURFACE_AREA>
123.91000000000001

> <JCHEM_REFRACTIVITY>
142.4547

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.88e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-4-{[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      24.115 -18.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.115 -20.095   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.801 -20.868   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.409 -20.095   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.409 -18.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.801 -17.777   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.583 -20.559   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.511 -19.323   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      25.583 -18.086   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      28.056 -19.323   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.829 -20.637   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.452 -20.637   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.225 -19.323   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.452 -18.009   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.829 -18.009   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      32.771 -19.323   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      31.225 -21.951   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      32.771 -21.951   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.583 -22.105   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      22.801 -16.231   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      24.115 -15.458   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.095 -20.791   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.704 -20.018   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.704 -18.472   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.236 -20.482   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      16.308 -19.245   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      17.236 -18.009   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.018 -17.700   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.018 -16.154   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.332 -15.381   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      21.332 -13.835   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.018 -13.062   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.704 -13.835   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.704 -15.381   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      20.018 -11.439   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      17.390 -13.062   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      16.076 -13.835   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      16.772 -16.540   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      26.897 -22.878   0.000  0.00  0.00           O+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1   20                                                  
CONECT    7    2    8   19                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    1                                                       
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17   12   18                                                       
CONECT   18   17                                                            
CONECT   19    7   39                                                       
CONECT   20    6   21                                                       
CONECT   21   20                                                            
CONECT   22    4   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   27   28                                                  
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   24   38                                                  
CONECT   28   24   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   35                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33   29                                                       
CONECT   35   32                                                            
CONECT   36   33   37                                                       
CONECT   37   36                                                            
CONECT   38   27                                                            
CONECT   39   19                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₂O₉

Average Mass

536.5697 Da

Monoisotopic Mass

536.20463 Da

IUPAC Name

(3R,4R)-4-{[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

Traditional Name

(3R,4R)-4-{[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

CAS Registry Number

64855-01-2

SMILES

COC1=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC=C(O)C(OC)=C2)=CC2=C1O[C@@H]([C@H]2CO)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C30H32O9/c1-35-25-11-16(4-6-23(25)32)9-20-19(15-38-30(20)34)8-17-10-21-22(14-31)28(39-29(21)27(12-17)37-3)18-5-7-24(33)26(13-18)36-2/h4-7,10-13,19-20,22,28,31-33H,8-9,14-15H2,1-3H3/t19-,20+,22-,28+/m0/s1

InChI Key

PYLYQTVVQXPBIJ-OUZJQUPYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arctium lappa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Centaurea melitensis	LOTUS Database	35616633
Centaurea napifolia	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
Dibenzylbutyrolactone
Lignan lactone
Tetrahydrofuran lignan
9,9p-epoxylignan
Furanoid lignan
Norlignan skeleton
Neolignan skeleton
Methoxyphenol
Coumaran
Benzofuran
Methoxybenzene
Phenoxy compound
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Tetrahydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Primary alcohol
Carbonyl group
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzofurans (CHEBI:81273 )

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	3.59	ALOGPS
logP	3.77	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.63	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	123.91 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	142.45 m³·mol⁻¹	ChemAxon
Polarizability	54.98 Å³	ChemAxon
Number of Rings	5	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

FDB001821

KNApSAcK ID

C00000687

Chemspider ID

Not Available

KEGG Compound ID

C17684

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46173976

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lappaol D (NP0045796)

MOL for NP0045796 (Lappaol D)

3D MOL for NP0045796 (Lappaol D)

3D SDF for NP0045796 (Lappaol D)

3D-SDF for NP0045796 (Lappaol D)

PDB for NP0045796 (Lappaol D)

3D PDB for NP0045796 (Lappaol D)

SMILES for NP0045796 (Lappaol D)

INCHI for NP0045796 (Lappaol D)

Structure for NP0045796 (Lappaol D)

3D Structure for NP0045796 (Lappaol D)