NP-MRD: Showing NP-Card for 4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol (NP0330364)

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Record Information

Version

2.0

Created at

2022-09-12 15:37:58 UTC

Updated at

2022-09-12 15:37:58 UTC

NP-MRD ID

NP0330364

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol

Description

4-(3,5-Dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]Nonadeca-2(10),3(7),8,12(17),13,15-hexaene-9,14,16-triol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol is found in Ampelopsis glandulosa. 4-(3,5-Dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]Nonadeca-2(10),3(7),8,12(17),13,15-hexaene-9,14,16-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004201503442D          

 51 59  0  0  0  0            999 V2000
   -4.6947    3.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9740    3.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2294    3.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5495    3.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140    2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3586    2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0386    2.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340    1.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9123    1.0956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1212    0.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7659    0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0566    0.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663   -0.7488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5237    0.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    0.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373    1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5290    2.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3340    2.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5204    3.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176    3.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1041    4.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    4.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005    5.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960    4.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3096    3.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0550    2.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    2.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517    3.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450    1.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4032    1.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360    0.3351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742    1.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684    1.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6540    1.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1564    2.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    2.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4903    3.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2561    4.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6920    5.1345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    4.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1141    3.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5554    4.6176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    3.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8819    1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9465    2.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6910    3.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3710    2.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2698    2.7616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065    1.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619    1.3704    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
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 15 33  1  0  0  0  0
 26 33  1  0  0  0  0
 17 34  1  0  0  0  0
 14 34  1  0  0  0  0
 34 35  2  0  0  0  0
 10 35  1  0  0  0  0
 35 36  1  0  0  0  0
  8 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
 37 44  1  0  0  0  0
 16 45  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
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  2  0  0  0  0
 45 51  1  0  0  0  0
M  END


  Mrv1533004201503442D          

 51 59  0  0  0  0            999 V2000
   -4.6947    3.7877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9740    3.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2294    3.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5495    3.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140    2.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3586    2.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0386    2.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340    1.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9123    1.0956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1212    0.8615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7659    0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0566    0.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663   -0.7488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5237    0.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3274    0.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373    1.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5290    2.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3340    2.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5204    3.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9176    3.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1041    4.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933    4.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005    5.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960    4.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3096    3.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0550    2.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    2.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4517    3.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450    1.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4032    1.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9360    0.3351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872    0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742    1.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684    1.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6540    1.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1564    2.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    2.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4903    3.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2561    4.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6920    5.1345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4539    4.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1141    3.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5554    4.6176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1201    3.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8819    1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9465    2.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6910    3.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3710    2.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2698    2.7616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065    1.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619    1.3704    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
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 15 33  1  0  0  0  0
 26 33  1  0  0  0  0
 17 34  1  0  0  0  0
 14 34  1  0  0  0  0
 34 35  2  0  0  0  0
 10 35  1  0  0  0  0
 35 36  1  0  0  0  0
  8 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
 37 44  1  0  0  0  0
 16 45  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
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  2  0  0  0  0
 45 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330364

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1)C1OC2=CC(O)=C3C4C(C(C(C5=CC=C(O)C=C5)C5=C(O)C=C(O)C=C45)C3=C2C1C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C42H32O9/c43-23-7-1-19(2-8-23)33-36-29(16-28(48)17-30(36)49)37-34(20-3-9-24(44)10-4-20)40(33)41-38(37)31(50)18-32-39(41)35(22-13-26(46)15-27(47)14-22)42(51-32)21-5-11-25(45)12-6-21/h1-18,33-35,37,40,42-50H

> <INCHI_KEY>
ZLVIMYAFYHEPGC-UHFFFAOYSA-N

> <FORMULA>
C42H32O9

> <MOLECULAR_WEIGHT>
680.709

> <EXACT_MASS>
680.20463261

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
70.01457672033294

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol

> <ALOGPS_LOGP>
5.20

> <JCHEM_LOGP>
7.8722581356666685

> <ALOGPS_LOGS>
-5.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.195284663007998

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.776324559936157

> <JCHEM_PKA_STRONGEST_BASIC>
-5.452164941619647

> <JCHEM_POLAR_SURFACE_AREA>
171.07

> <JCHEM_REFRACTIVITY>
190.52599999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol

> <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      -8.763   7.070   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -7.418   6.201   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.028   6.864   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.759   5.992   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.880   4.457   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.269   3.793   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.539   4.665   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.610   3.585   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.570   2.045   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.093   1.608   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.430   0.218   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.106   0.098   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.684  -1.398   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.978   1.367   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.478   1.019   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.123   2.767   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.987   4.142   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.490   4.479   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.838   5.979   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.713   7.031   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.061   8.531   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.534   8.980   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.921  10.564   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.659   7.928   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.311   6.428   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.836   3.926   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.027   4.280   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.443   5.646   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.431   3.711   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.353   1.965   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.347   0.626   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.016   1.200   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.685   1.975   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.314   2.757   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.221   2.877   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.159   4.099   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.722   5.576   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.782   6.692   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.345   8.169   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -3.158   9.584   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -0.847   8.529   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.213   7.412   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.037   8.620   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -0.224   5.935   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.513   3.430   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.633   4.965   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       5.023   5.629   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.293   4.757   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       7.970   5.155   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       6.172   3.221   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       4.782   2.558   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   36                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   35                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   34                                                  
CONECT   15   14   16   33                                                  
CONECT   16   15   17   45                                                  
CONECT   17   16   18   34                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   19                                                       
CONECT   26   18   27   33                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   15   26                                                  
CONECT   34   17   14   35                                                  
CONECT   35   34   10   36                                                  
CONECT   36   35    8   37                                                  
CONECT   37   36   38   44                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   37                                                       
CONECT   45   16   46   51                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51                                                       
CONECT   51   50   45                                                       
MASTER        0    0    0    0    0    0    0    0   51    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₃₂O₉

Average Mass

680.7090 Da

Monoisotopic Mass

680.20463 Da

IUPAC Name

4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol

Traditional Name

4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)C1OC2=CC(O)=C3C4C(C(C(C5=CC=C(O)C=C5)C5=C(O)C=C(O)C=C45)C3=C2C1C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C42H32O9/c43-23-7-1-19(2-8-23)33-36-29(16-28(48)17-30(36)49)37-34(20-3-9-24(44)10-4-20)40(33)41-38(37)31(50)18-32-39(41)35(22-13-26(46)15-27(47)14-22)42(51-32)21-5-11-25(45)12-6-21/h1-18,33-35,37,40,42-50H

InChI Key

ZLVIMYAFYHEPGC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ampelopsis glandulosa	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
Linear 1,7-diphenylheptane skeleton
1-aryltetralin lignan
Neolignan skeleton
Phenylnaphthalene
Dibenzocycloheptene
1-phenylcoumaran
Stilbene
Tetralin
Benzofuran
Indane
Coumaran
Resorcinol
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
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	5.2	ALOGPS
logP	7.87	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	8.78	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	171.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	190.53 m³·mol⁻¹	ChemAxon
Polarizability	70.01 Å³	ChemAxon
Number of Rings	9	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

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

73824082

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol (NP0330364)

MOL for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

3D MOL for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

3D SDF for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

3D-SDF for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

PDB for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

3D PDB for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

SMILES for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

INCHI for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

Structure for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)

3D Structure for NP0330364 (4-(3,5-dihydroxyphenyl)-5,18,19-tris(4-hydroxyphenyl)-6-oxapentacyclo[9.7.1.0²,¹⁰.0³,⁷.0¹²,¹⁷]nonadeca-2,7,9,12,14,16-hexaene-9,14,16-triol)