NP-MRD: Showing NP-Card for 2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0159937)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 17:46:21 UTC

Updated at

2022-09-02 17:46:21 UTC

NP-MRD ID

NP0159937

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Description

2,3,9,10,19,20-Hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]Tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. 2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate is found in Balanophora japonica. 2,3,9,10,19,20-Hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]Tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251511552D          

 45 50  0  0  0  0            999 V2000
    7.8631   -0.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2809   -1.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4836   -1.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2685   -0.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9013   -1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2625   -1.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -1.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048   -0.2965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3915   -0.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6110    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596    0.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -0.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010   -0.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202   -1.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609   -1.9688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839   -2.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7127   -3.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043   -3.6520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -4.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -4.8961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0776   -3.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -3.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1893   -3.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9244   -4.2795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192   -3.7246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8245   -3.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164   -2.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9138   -2.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4960   -2.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2933   -2.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8755   -1.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6604   -1.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6728   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2550   -1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0523   -1.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6345   -1.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4318   -1.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6469   -2.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4442   -2.3507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0647   -2.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2798   -3.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2674   -2.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8178   -2.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -1.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 32  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  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
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 36 43  1  0  0  0  0
 23 44  1  0  0  0  0
 17 44  2  0  0  0  0
 44 45  1  0  0  0  0
  9 45  1  0  0  0  0
 15 45  2  0  0  0  0
M  END


  Mrv1533004251511552D          

 45 50  0  0  0  0            999 V2000
    7.8631   -0.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2809   -1.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4836   -1.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2685   -0.4432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9013   -1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2625   -1.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225   -1.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048   -0.2965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5583   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3915   -0.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6110    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596    0.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -0.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010   -0.2463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202   -1.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609   -1.9688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839   -2.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7127   -3.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9043   -3.6520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2730   -4.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -4.8961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0776   -3.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -3.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1893   -3.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9244   -4.2795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192   -3.7246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8245   -3.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164   -2.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9138   -2.8326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4960   -2.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2933   -2.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8755   -1.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6604   -1.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6728   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2550   -1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0523   -1.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6345   -1.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4318   -1.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6469   -2.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4442   -2.3507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0647   -2.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2798   -3.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2674   -2.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8178   -2.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -1.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 32  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  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
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 36 43  1  0  0  0  0
 23 44  1  0  0  0  0
 17 44  2  0  0  0  0
 44 45  1  0  0  0  0
  9 45  1  0  0  0  0
 15 45  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0159937

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C(OC(=O)C=CC2=CC=C(O)C(O)=C2)OC2COC(=O)C3=CC(O)=C(O)C4=C3C3=C(O4)C(O)=C(O)C=C3C(=O)OC2C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H22O16/c30-12-3-1-9(5-13(12)31)2-4-17(34)43-29-23(38)22(37)24-16(42-29)8-41-27(39)10-6-14(32)20(35)25-18(10)19-11(28(40)45-24)7-15(33)21(36)26(19)44-25/h1-7,16,22-24,29-33,35-38H,8H2

> <INCHI_KEY>
JYYDBEUJTVLEFP-UHFFFAOYSA-N

> <FORMULA>
C29H22O16

> <MOLECULAR_WEIGHT>
626.479

> <EXACT_MASS>
626.090784628

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
57.741423120757574

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
2.0753147323333327

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.597353933859551

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.755846635488748

> <JCHEM_PKA_STRONGEST_BASIC>
-3.694111205868066

> <JCHEM_POLAR_SURFACE_AREA>
263.10999999999996

> <JCHEM_REFRACTIVITY>
146.13129999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  O   UNK     0      14.678  -1.619   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      13.591  -2.710   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.103  -2.314   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.701  -0.827   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.016  -3.405   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.823  -2.355   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.255  -2.086   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.409  -0.553   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.642  -2.038   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.331  -0.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.874   0.014   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.591   1.527   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.689  -0.985   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.242  -0.460   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.958  -2.517   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.914  -3.675   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.703  -5.025   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.197  -6.510   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.688  -6.817   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.243  -7.677   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.759  -9.139   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.745  -7.371   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.318  -5.917   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.820  -6.530   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.326  -7.988   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.369  -6.953   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.872  -6.414   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.417  -4.892   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.906  -5.287   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      13.992  -4.196   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      15.481  -4.592   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      16.568  -3.501   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      16.166  -2.014   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      18.056  -3.897   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.143  -2.805   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      20.631  -3.201   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.718  -2.110   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      23.206  -2.506   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.608  -3.992   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      25.096  -4.388   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      22.521  -5.083   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      22.922  -6.570   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      21.033  -4.688   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.260  -4.694   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.419  -3.092   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   45                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   45                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   44                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   44                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    5   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29    2   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   43                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   36                                                       
CONECT   44   23   17   45                                                  
CONECT   45   44    9   15                                                  
MASTER        0    0    0    0    0    0    0    0   45    0  100    0
END

View in JSmol

Synonyms

Value	Source
2,3,9,10,19,20-Hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0,.0,.0,]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator
2,3,9,10,19,20-Hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₉H₂₂O₁₆

Average Mass

626.4790 Da

Monoisotopic Mass

626.09078 Da

IUPAC Name

2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Traditional Name

2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

OC1C(OC(=O)C=CC2=CC=C(O)C(O)=C2)OC2COC(=O)C3=CC(O)=C(O)C4=C3C3=C(O4)C(O)=C(O)C=C3C(=O)OC2C1O

InChI Identifier

InChI=1S/C29H22O16/c30-12-3-1-9(5-13(12)31)2-4-17(34)43-29-23(38)22(37)24-16(42-29)8-41-27(39)10-6-14(32)20(35)25-18(10)19-11(28(40)45-24)7-15(33)21(36)26(19)44-25/h1-7,16,22-24,29-33,35-38H,8H2

InChI Key

JYYDBEUJTVLEFP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Balanophora japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Hydroxycinnamic acid glycoside
Dibenzofuran
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Gallic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
Dihydroxybenzoic acid
Benzofuran
Tricarboxylic acid or derivatives
Styrene
Catechol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Monosaccharide
Oxane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Furan
Heteroaromatic compound
Secondary alcohol
1,2-diol
Lactone
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Acetal
Oxacycle
Carboxylic acid derivative
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	2.49	ALOGPS
logP	2.08	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	6.76	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	263.11 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	146.13 m³·mol⁻¹	ChemAxon
Polarizability	57.74 Å³	ChemAxon
Number of Rings	6	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

72813820

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate (NP0159937)

MOL for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D MOL for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D SDF for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D-SDF for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

PDB for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D PDB for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

SMILES for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

INCHI for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

Structure for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)

3D Structure for NP0159937 (2,3,9,10,19,20-hexahydroxy-6,16-dioxo-7,12,15,24-tetraoxapentacyclo[19.2.1.0⁵,²³.0⁸,¹³.0¹⁷,²²]tetracosa-1(23),2,4,17,19,21-hexaen-11-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate)