NP-MRD: Showing NP-Card for 3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol (NP0317509)

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Record Information

Version

2.0

Created at

2022-09-11 17:26:25 UTC

Updated at

2022-09-11 17:26:25 UTC

NP-MRD ID

NP0317509

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol

Description

3,11-Bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]Octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-diol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol is found in Parthenocissus tricuspidata and Vitis betulifolia. 3,11-Bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]Octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201501062D          

 34 40  0  0  0  0            999 V2000
   -0.6077    5.7343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0556    5.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7513    5.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3034    4.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    3.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415    3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    4.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005    3.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    3.3682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2574    0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8094   -0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6164   -0.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1685   -1.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135   -1.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4655   -2.4343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065   -1.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -1.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
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 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 28 34  1  0  0  0  0
M  END

     RDKit          3D

 54 60  0  0  0  0  0  0  0  0999 V2000
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    6.1552   -0.5436    1.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9394    0.6729    1.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6509   -1.7687   -3.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2723   -2.3325   -4.4278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916   -1.2048   -2.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7791   -0.6416   -1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857   -0.6827   -1.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -0.1325   -0.0870 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7618    1.1380    0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942    2.2893    0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6488    3.4303    1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3481    4.5612    1.4008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314    3.3897    0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3995    2.2354    0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6146    1.1721    0.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4513    0.0059   -0.0833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7513    0.6957   -0.3838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9033   -0.1218    0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8612   -1.4698    0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9907   -2.1509    0.7247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1743   -1.4720    0.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3153   -2.1495    1.3807 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4452   -1.7065   -5.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -1.1730   -2.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877   -0.8610    0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4709    2.3132    0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561    5.2801    0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3066    4.2677    1.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4951   -0.6742    0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9112    0.9440   -1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9387   -1.9973    0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9983   -3.2123    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1655   -1.6641    1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1710    1.6037    0.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572   -2.1839    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
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 17 43  1  0
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 27 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
M  END


  Mrv1533004201501062D          

 34 40  0  0  0  0            999 V2000
   -0.6077    5.7343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0556    5.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7513    5.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3034    4.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    3.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2415    3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    4.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005    3.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    3.3682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2574    0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.0682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8094   -0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9135   -1.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4655   -2.4343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1065   -1.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -1.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0317509

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1)C1OC2=CC(O)=CC3=C2C1C1=C2C3C(OC2=CC(O)=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H20O6/c29-15-5-1-13(2-6-15)27-25-19-9-17(31)12-22-24(19)26(20-10-18(32)11-21(33-27)23(20)25)28(34-22)14-3-7-16(30)8-4-14/h1-12,25-32H

> <INCHI_KEY>
IXCJZDPJWABGNK-UHFFFAOYSA-N

> <FORMULA>
C28H20O6

> <MOLECULAR_WEIGHT>
452.462

> <EXACT_MASS>
452.125988364

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
45.00681004480886

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-diol

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
5.116207167333333

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.297036281613488

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.870140134426174

> <JCHEM_PKA_STRONGEST_BASIC>
-4.603864783481478

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
125.16799999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  O   UNK     0      -1.134  10.704   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.104   9.560   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.403   9.880   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.433   8.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.957   7.271   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.451   6.951   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.580   8.095   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.988   6.126   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.519   6.287   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.347   0.034   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.816  -0.127   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.378  -1.111   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.884  -0.791   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.914  -1.935   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.439  -3.400   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.469  -4.544   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.932  -3.720   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.902  -2.575   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   26                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24    8   26                                                  
CONECT   26   25   10   15                                                  
CONECT   27   24   16   19                                                  
CONECT   28   17   29   34                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   28                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₀O₆

Average Mass

452.4620 Da

Monoisotopic Mass

452.12599 Da

IUPAC Name

3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-diol

Traditional Name

3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-diol

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1OC2=CC(O)=CC3=C2C1C1=C2C3C(OC2=CC(O)=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C28H20O6/c29-15-5-1-13(2-6-15)27-25-19-9-17(31)12-22-24(19)26(20-10-18(32)11-21(33-27)23(20)25)28(34-22)14-3-7-16(30)8-4-14/h1-12,25-32H

InChI Key

IXCJZDPJWABGNK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Parthenocissus tricuspidata	LOTUS Database	35616633
Vitis betulifolia	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
Anthracene
Naphthofuran
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
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	4.36	ALOGPS
logP	5.12	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	8.87	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	125.17 m³·mol⁻¹	ChemAxon
Polarizability	45.01 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol (NP0317509)

MOL for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

3D MOL for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

3D SDF for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

3D-SDF for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

PDB for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

3D PDB for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

SMILES for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

INCHI for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

Structure for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)

3D Structure for NP0317509 (3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1²,⁵.0¹³,¹⁷.0⁹,¹⁸]octadeca-1(17),5(18),6,8,13,15-hexaene-7,15-diol)