NP-MRD: Showing NP-Card for 8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol (NP0326765)

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Record Information

Version

2.0

Created at

2022-09-12 08:40:50 UTC

Updated at

2022-09-12 08:40:50 UTC

NP-MRD ID

NP0326765

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol

Description

Isohopeaphenol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Isohopeaphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, isohopeaphenol has been detected, but not quantified in, alcoholic beverages and fruits. 8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol is found in Carex pumila, Dipterocarpus grandiflorus, Dipterocarpus hasseltii, Hopea hainanensis, Hopea parviflora, Hopea utilis, Plasmopara viticola, Shorea hemsleyana, Shorea pinanga, Shorea roxburghii, Sophora stenophylla, Upuna borneensis, Vateria indica, Vatica oblongifolia, Vatica pauciflora, Vitis chunganensis, Vitis flexuosa and Vitis vinifera. This could make isohopeaphenol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061306512D          

 68 79  0  0  0  0            999 V2000
    2.7307   -2.9358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9061   -2.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723   -3.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5606   -3.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2827   -2.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8268   -1.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6281   -2.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2810   -1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9624   -2.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7392   -1.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -1.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6637   -0.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2928   -1.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1451   -2.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683   -2.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6463   -2.8527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8228   -2.9025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7140   -1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3446   -1.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2019    0.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6213   -1.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0344   -1.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5117   -0.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439   -0.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9759   -0.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0696   -1.0324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3092    1.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238    2.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381    1.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7378    0.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0232    0.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3089    0.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    2.8658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4462    0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418    1.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251    1.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0129    1.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0173    0.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7340    0.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6910   -0.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924   -0.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1453   -0.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9085   -0.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188    0.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659    0.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027    0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8980    1.4077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7207    2.8124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9488    0.7659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6644    0.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4696   -4.3344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630   -4.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4 67  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 26  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 29  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
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 13 14  1  0  0  0  0
 13 42  1  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 68  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 56  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 47  1  0  0  0  0
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 31 32  2  0  0  0  0
 31 65  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 35 36  1  0  0  0  0
 35 40  2  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 41  1  0  0  0  0
 39 40  1  0  0  0  0
 43 44  2  0  0  0  0
 43 48  1  0  0  0  0
 44 45  1  0  0  0  0
 44 49  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 50 51  2  0  0  0  0
 50 55  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 64  1  0  0  0  0
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 56 57  1  0  0  0  0
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 57 62  1  0  0  0  0
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 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 60 66  1  0  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 26 25  1  0  0  0  0
M  END

     RDKit          3D

110121  0  0  0  0  0  0  0  0999 V2000
    5.9528   -1.3157    5.4623 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9007   -0.9470    4.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8797   -0.1308    3.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8056    0.2490    2.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7575   -0.1817    1.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7584    0.2031    0.0228 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9054    1.6543   -0.1536 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5931    2.0945    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0728    3.2896    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7334    3.4946    0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1973    4.6824    1.0032 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3340    1.3100   -0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7269    1.0992   -0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6225    0.0014   -0.8645 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9836   -1.2109   -1.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7721   -2.3445   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752   -3.5855   -1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0461   -4.7275   -0.8197 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0170   -3.7450   -1.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321   -2.6362   -1.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -2.7998   -2.4635 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6900   -1.3772   -1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -0.2461   -2.0724 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0626   -0.3455   -3.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757    0.0887   -4.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3291    0.0716   -5.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0794   -0.3968   -5.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834   -0.4143   -7.3120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971   -0.8407   -4.9662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795   -0.7958   -3.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515    0.3418   -0.7637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0978    0.4384   -0.3210 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.4251    0.5589   -3.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3911   -1.2018    1.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5102   -0.2226    2.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7943    0.1915    2.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.7811   -1.3337    1.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5231   -1.7357    1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8540   -1.3832    3.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1492    0.1909    4.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9715    0.8837    2.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7118   -0.1261   -0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128    4.0410    0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061306512D          

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M  END
> <DATABASE_ID>
NP0326765

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1)C1OC2=CC(O)=CC3=C2C1C1=CC(O)=CC(O)=C1C(C3C1C(C2=CC=C(O)C=C2)C2=C(C=C(O)C=C2O)C2C(OC3=CC(O)=CC1=C23)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H

> <INCHI_KEY>
YQQUILZPDYJDQJ-UHFFFAOYSA-N

> <FORMULA>
C56H42O12

> <MOLECULAR_WEIGHT>
906.9255

> <EXACT_MASS>
906.267626808

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
92.68775248311637

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol

> <ALOGPS_LOGP>
6.06

> <JCHEM_LOGP>
10.430361719333334

> <ALOGPS_LOGS>
-5.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
12

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.06939105531777

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.690628616990859

> <JCHEM_PKA_STRONGEST_BASIC>
-5.4537973259753665

> <JCHEM_POLAR_SURFACE_AREA>
220.75999999999996

> <JCHEM_REFRACTIVITY>
253.10999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  O   UNK     0       5.097  -5.480   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.558  -5.526   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.562  -6.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.046  -6.424   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.528  -4.974   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.543  -3.710   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.039  -4.075   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.258  -3.134   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.530  -4.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.980  -3.483   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.256  -1.968   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.706  -1.449   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.880  -2.446   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.604  -3.961   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.154  -4.480   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.940  -5.325   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.327  -3.835   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.028  -3.006   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.839  -3.985   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.403  -5.418   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.443  -6.622   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.920  -6.394   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.357  -4.960   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.333  -3.665   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.643  -2.288   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.897  -2.312   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.586  -0.935   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.093  -0.616   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.282  -1.594   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.724  -1.054   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.977   0.465   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.788   1.444   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.346   0.903   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.049   2.482   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -6.760  -3.271   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -7.964  -4.231   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.398  -3.667   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.626  -2.144   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -8.422  -1.185   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.989  -1.748   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -11.155  -1.668   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      11.330  -1.927   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.577   3.040   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.911   3.809   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.244   3.039   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.244   1.499   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       1.910   0.729   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       0.577   1.500   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       1.912   5.349   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -2.700   1.407   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -2.691   2.947   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -1.354   3.710   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -0.024   2.933   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -0.032   1.393   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -1.370   0.630   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -1.290  -0.891   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -2.786  -0.525   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -4.005  -1.466   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -5.429  -0.881   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -5.635   0.645   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -4.416   1.586   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -2.992   1.001   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      -3.543   2.628   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      -1.345   5.250   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0       7.371   1.430   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      -6.840   1.810   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0       0.877  -8.091   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0      -0.491  -8.047   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   67                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   26                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7    9   29                                                  
CONECT    9    1    8   10                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   42                                                  
CONECT   14   13   15                                                       
CONECT   15   10   14                                                       
CONECT   16   17   20                                                       
CONECT   17   16   18   35                                                  
CONECT   18   17   19   58                                                  
CONECT   19   18   20   24                                                  
CONECT   20   16   19   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   68                                                  
CONECT   23   22   24                                                       
CONECT   24   19   23   25                                                  
CONECT   25   24   56   26                                                  
CONECT   26    6   27   25                                                  
CONECT   27   26   28   47                                                  
CONECT   28   27   29   33                                                  
CONECT   29    8   28   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   65                                                  
CONECT   32   31   33                                                       
CONECT   33   28   32   34                                                  
CONECT   34   33                                                            
CONECT   35   17   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   35   39                                                       
CONECT   41   38                                                            
CONECT   42   13                                                            
CONECT   43   44   48                                                       
CONECT   44   43   45   49                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   27   46   48                                                  
CONECT   48   43   47                                                       
CONECT   49   44                                                            
CONECT   50   51   55                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   64                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   50   54   56                                                  
CONECT   56   25   55   57                                                  
CONECT   57   56   58   62                                                  
CONECT   58   18   57   59                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61   66                                                  
CONECT   61   60   62                                                       
CONECT   62   57   61   63                                                  
CONECT   63   62                                                            
CONECT   64   52                                                            
CONECT   65   31                                                            
CONECT   66   60                                                            
CONECT   67    4                                                            
CONECT   68   22                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  158    0
END

View in JSmol

Synonyms

Value	Source
Hopeaphenol	MeSH

Chemical Formula

C₅₆H₄₂O₁₂

Average Mass

906.9255 Da

Monoisotopic Mass

906.26763 Da

IUPAC Name

8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1OC2=CC(O)=CC3=C2C1C1=CC(O)=CC(O)=C1C(C3C1C(C2=CC=C(O)C=C2)C2=C(C=C(O)C=C2O)C2C(OC3=CC(O)=CC1=C23)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H

InChI Key

YQQUILZPDYJDQJ-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
Carex pumila	LOTUS Database	35616633
Dipterocarpus grandiflorus	LOTUS Database	35616633
Dipterocarpus hasseltii	LOTUS Database	35616633
Hopea hainanensis	LOTUS Database	35616633
Hopea parviflora	LOTUS Database	35616633
Hopea utilis	LOTUS Database	35616633
Plasmopara viticola	LOTUS Database	35616633
Shorea hemsleyana	LOTUS Database	35616633
Shorea pinanga	LOTUS Database	35616633
Shorea roxburghii	LOTUS Database	35616633
Sophora stenophylla	LOTUS Database	35616633
Upuna borneensis	LOTUS Database	35616633
Vateria indica	LOTUS Database	35616633
Vatica oblongifolia	LOTUS Database	35616633
Vatica pauciflora	LOTUS Database	35616633
Vitis chunganensis	LOTUS Database	35616633
Vitis flexuosa	LOTUS Database	35616633
Vitis vinifera	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
Linear 1,7-diphenylheptane skeleton
Dibenzocycloheptene
Coumaran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organooxygen compound
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	6.06	ALOGPS
logP	10.43	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	220.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	253.11 m³·mol⁻¹	ChemAxon
Polarizability	92.69 Å³	ChemAxon
Number of Rings	12	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0033013

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB011003

KNApSAcK ID

C00037330

Chemspider ID

433858

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

495605

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol (NP0326765)

MOL for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

3D MOL for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

3D SDF for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

3D-SDF for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

PDB for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

3D PDB for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

SMILES for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

INCHI for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

Structure for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)

3D Structure for NP0326765 (8,16-bis(4-hydroxyphenyl)-9-[4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10,12,14(17)-hexaen-9-yl]-15-oxatetracyclo[8.6.1.0²,⁷.0¹⁴,¹⁷]heptadeca-2,4,6,10(17),11,13-hexaene-4,6,12-triol)