NP-MRD: Showing NP-Card for 11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one (NP0144336)

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Record Information

Version

2.0

Created at

2022-09-01 23:16:15 UTC

Updated at

2022-09-01 23:16:16 UTC

NP-MRD ID

NP0144336

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one

Description

11-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]Tricosa-2(7),3,5,12(23),13(18),19(22)-hexaen-15-one belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one is found in Upuna borneensis. 11-[3-(3,5-Dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]Tricosa-2(7),3,5,12(23),13(18),19(22)-hexaen-15-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241506282D          

 79 92  0  0  0  0            999 V2000
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M  END

     RDKit          3D

127140  0  0  0  0  0  0  0  0999 V2000
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 16 46  1  0  0  0  0
 46 47  1  0  0  0  0
 18 47  1  0  0  0  0
 47 48  2  0  0  0  0
 35 48  1  0  0  0  0
 38 48  1  0  0  0  0
 40 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 54 55  2  0  0  0  0
 49 55  1  0  0  0  0
 36 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 59 61  1  0  0  0  0
 61 62  2  0  0  0  0
 56 62  1  0  0  0  0
 17 63  1  0  0  0  0
 63 64  2  0  0  0  0
 64 65  1  0  0  0  0
 65 66  2  0  0  0  0
 66 67  1  0  0  0  0
 66 68  1  0  0  0  0
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 15 70  2  0  0  0  0
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 70 71  1  0  0  0  0
  8 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  2  0  0  0  0
 73 74  1  0  0  0  0
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 74 76  2  0  0  0  0
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 77 78  1  0  0  0  0
 77 79  2  0  0  0  0
 72 79  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0144336

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1)C1OC2=CC(O)=CC(C3C(C4C(C5=CC=C(O)C=C5)C5=C(O)C=C(O)C=C5C5C(OC6=C7C(CC(=O)OC7=C3C4=C56)C3=CC=C(O)C=C3)C3=CC=C(O)C=C3)C3=CC=C(O)C=C3)=C2C1C1=CC(O)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C65H48O14/c66-35-11-1-29(2-12-35)44-28-49(76)78-64-57(44)65-61-56(63(79-65)33-9-19-39(70)20-10-33)45-24-42(73)26-47(75)53(45)50(30-3-13-36(67)14-4-30)58-51(31-5-15-37(68)16-6-31)55(60(64)59(58)61)46-25-43(74)27-48-54(46)52(34-21-40(71)23-41(72)22-34)62(77-48)32-7-17-38(69)18-8-32/h1-27,44,50-52,55-56,58,62-63,66-75H,28H2

> <INCHI_KEY>
SAHXXCPYSZFDBD-UHFFFAOYSA-N

> <FORMULA>
C65H48O14

> <MOLECULAR_WEIGHT>
1053.085

> <EXACT_MASS>
1052.304406226

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
108.05530958774575

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one

> <ALOGPS_LOGP>
6.77

> <JCHEM_LOGP>
11.764108431333332

> <ALOGPS_LOGS>
-5.96

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
14

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.015019620040354

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.630813095326237

> <JCHEM_PKA_STRONGEST_BASIC>
-5.4538165497299085

> <JCHEM_POLAR_SURFACE_AREA>
247.05999999999995

> <JCHEM_REFRACTIVITY>
292.1508999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0      -7.798  -1.190   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.512  -0.209   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.047   1.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.064   2.421   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.720   2.292   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.011   0.718   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.994  -0.468   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.562   3.347   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.943   4.839   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.642   5.663   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.383   7.181   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.939   7.716   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.378   9.306   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.246   6.732   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.012   5.214   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.173   4.231   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.665   4.612   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.558   3.250   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.093   3.128   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.868   4.459   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.104   5.796   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.880   7.126   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.420   7.119   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.681   8.189   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.184   5.782   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.408   4.452   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.955   1.852   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.458   2.188   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.167   3.510   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.500   1.055   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.040  -0.415   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.502  -1.102   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.537  -0.751   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.494   0.382   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.059  -0.174   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.594  -1.735   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.055  -1.797   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.520  -0.353   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.089   0.216   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.509  -1.263   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.550  -0.171   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.773   1.353   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -3.825   2.427   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -1.740   2.438   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -0.134   1.739   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.074   2.694   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       2.505   2.126   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.078   0.342   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -0.896  -2.263   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       0.535  -2.832   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       0.758  -4.356   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -0.450  -5.311   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -0.617  -6.921   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -1.881  -4.742   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -2.104  -3.218   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       4.539  -2.951   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       6.065  -2.740   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       7.010  -3.955   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       6.430  -5.382   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       7.336  -6.711   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       4.904  -5.593   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       3.959  -4.377   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       3.222   6.048   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       2.258   7.248   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       2.815   8.684   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       4.337   8.919   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       4.546  10.539   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0       5.302   7.718   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       4.744   6.283   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      -1.457   4.679   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      -2.025   3.248   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      -1.202   1.947   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0       0.337   2.009   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       1.160   0.708   0.000  0.00  0.00           C+0
HETATM   75  O   UNK     0       2.585   1.174   0.000  0.00  0.00           O+0
HETATM   76  C   UNK     0       0.445  -0.656   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      -1.094  -0.718   0.000  0.00  0.00           C+0
HETATM   78  O   UNK     0      -2.330  -2.157   0.000  0.00  0.00           O+0
HETATM   79  C   UNK     0      -1.917   0.583   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   71                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   70                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   70                                                  
CONECT   16   15   17   46                                                  
CONECT   17   16   18   63                                                  
CONECT   18   17   19   47                                                  
CONECT   19   18   20   27                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   20                                                       
CONECT   27   19   28   34                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   27   35                                                  
CONECT   35   34   36   48                                                  
CONECT   36   35   37   56                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   48                                                  
CONECT   39   38   40   45                                                  
CONECT   40   39   41   49                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   39   46                                                  
CONECT   46   45   16   47                                                  
CONECT   47   46   18   48                                                  
CONECT   48   47   35   38                                                  
CONECT   49   40   50   55                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   55                                                       
CONECT   55   54   49                                                       
CONECT   56   36   57   62                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60   61                                                  
CONECT   60   59                                                            
CONECT   61   59   62                                                       
CONECT   62   61   56                                                       
CONECT   63   17   64   69                                                  
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67   68                                                  
CONECT   67   66                                                            
CONECT   68   66   69                                                       
CONECT   69   68   63                                                       
CONECT   70   15   10   71                                                  
CONECT   71   70    8   72                                                  
CONECT   72   71   73   79                                                  
CONECT   73   72   74                                                       
CONECT   74   73   75   76                                                  
CONECT   75   74                                                            
CONECT   76   74   77                                                       
CONECT   77   76   78   79                                                  
CONECT   78   77                                                            
CONECT   79   77   72                                                       
MASTER        0    0    0    0    0    0    0    0   79    0  184    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₆₅H₄₈O₁₄

Average Mass

1053.0850 Da

Monoisotopic Mass

1052.30441 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1OC2=CC(O)=CC(C3C(C4C(C5=CC=C(O)C=C5)C5=C(O)C=C(O)C=C5C5C(OC6=C7C(CC(=O)OC7=C3C4=C56)C3=CC=C(O)C=C3)C3=CC=C(O)C=C3)C3=CC=C(O)C=C3)=C2C1C1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C65H48O14/c66-35-11-1-29(2-12-35)44-28-49(76)78-64-57(44)65-61-56(63(79-65)33-9-19-39(70)20-10-33)45-24-42(73)26-47(75)53(45)50(30-3-13-36(67)14-4-30)58-51(31-5-15-37(68)16-6-31)55(60(64)59(58)61)46-25-43(74)27-48-54(46)52(34-21-40(71)23-41(72)22-34)62(77-48)32-7-17-38(69)18-8-32/h1-27,44,50-52,55-56,58,62-63,66-75H,28H2

InChI Key

SAHXXCPYSZFDBD-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
Upuna borneensis	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
4-prenylated 2-arybenzofuran
Lignan lactone
Linear 1,7-diphenylheptane skeleton
Neolignan skeleton
Neoflavan
Neoflavonoid skeleton
Dibenzocycloheptene
1-phenylcoumaran
Furanocoumarin
Angular furanocoumarin
Stilbene
3,4-dihydrocoumarin
Chromane
Benzopyran
1-benzopyran
Coumaran
Indane
Benzofuran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen 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	6.77	ALOGPS
logP	11.76	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	8.63	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	247.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	292.15 m³·mol⁻¹	ChemAxon
Polarizability	108.06 Å³	ChemAxon
Number of Rings	14	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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 11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one (NP0144336)

MOL for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

3D MOL for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

3D SDF for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

3D-SDF for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

PDB for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

3D PDB for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

SMILES for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

INCHI for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

Structure for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)

3D Structure for NP0144336 (11-[3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-4,6-dihydroxy-8,10,17,21-tetrakis(4-hydroxyphenyl)-14,20-dioxahexacyclo[10.9.2.0²,⁷.0⁹,²³.0¹³,¹⁸.0¹⁹,²²]tricosa-2,4,6,12,18,22-hexaen-15-one)