NP-MRD: Showing NP-Card for 5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione (NP0220643)

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Record Information

Version

2.0

Created at

2022-09-05 22:01:02 UTC

Updated at

2022-09-05 22:01:03 UTC

NP-MRD ID

NP0220643

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione

Description

5,9,20,25,30-Pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]Triaconta-3,5,8(13),9,11,15,18,24(29),25,27-decaene-7,14,23-trione belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. 5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione is found in Mycosphaerella rubella and Ramularia collo-cygni. 5,9,20,25,30-Pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]Triaconta-3,5,8(13),9,11,15,18,24(29),25,27-decaene-7,14,23-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004181503062D          

 39 45  0  0  0  0            999 V2000
    2.3763   -3.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5612   -3.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -2.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -1.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385   -1.0718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9311   -1.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197   -0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -0.1536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -0.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333   -0.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470    0.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358    1.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7720    0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1833   -0.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7695   -0.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0231   -1.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3548   -2.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6882   -1.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9445   -0.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1460   -1.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -0.6851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5349   -1.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500   -2.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4396   -2.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1927   -3.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2775   -4.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -3.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6989   -3.9842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2824   -2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0354   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1203   -3.8374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7037   -2.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6189   -1.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8658   -1.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1976   -1.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4445   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3597   -0.7017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7762   -2.0061    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  1  0  0  0  0
  4  6  2  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  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 30 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 16 39  1  0  0  0  0
 27 39  2  0  0  0  0
M  END


  Mrv1533004181503062D          

 39 45  0  0  0  0            999 V2000
    2.3763   -3.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5612   -3.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -2.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423   -1.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385   -1.0718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9311   -1.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0197   -0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -0.1536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -0.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5333   -0.1675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470    0.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358    1.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7720    0.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1833   -0.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7695   -0.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0231   -1.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3548   -2.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6882   -1.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9445   -0.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1460   -1.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -0.6851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5349   -1.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500   -2.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4396   -2.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1927   -3.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2775   -4.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6141   -3.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6989   -3.9842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2824   -2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0354   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1203   -3.8374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7037   -2.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6189   -1.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8658   -1.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1976   -1.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4445   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3597   -0.7017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7762   -2.0061    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  1  0  0  0  0
  4  6  2  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  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 23  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 30 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 16 39  1  0  0  0  0
 27 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0220643

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(O)=C2C(=C1)C(O)C13CC4=C(C1C=CC(O)C3OC2=O)C1=C(C(O)=C4)C(=O)C2=C(O)C=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H22O9/c1-11-7-14-22(18(33)8-11)29(38)39-28-17(32)6-5-15-20-12(10-30(15,28)27(14)37)9-19(34)23-24(20)25(35)13-3-2-4-16(31)21(13)26(23)36/h2-9,15,17,27-28,31-34,37H,10H2,1H3

> <INCHI_KEY>
MIKZOUDYDHOEBX-UHFFFAOYSA-N

> <FORMULA>
C30H22O9

> <MOLECULAR_WEIGHT>
526.497

> <EXACT_MASS>
526.126382288

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
52.567700110487465

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3(16),4,6(15),8,10,12,18,24,26,28-decaene-7,14,23-trione

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
5.092407972666667

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.466556157755964

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.827410125242315

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3321147712866157

> <JCHEM_POLAR_SURFACE_AREA>
161.59

> <JCHEM_REFRACTIVITY>
139.6493

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3(16),4,6(15),8,10,12,18,24,26,28-decaene-7,14,23-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       4.436  -7.101   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.781  -5.600   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.654  -4.551   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.999  -3.050   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.872  -2.001   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.471  -2.599   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.637  -1.037   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.292  -0.287   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       6.861  -0.090   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.462  -0.313   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.234   1.020   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.467   2.355   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.774   1.017   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.542  -0.318   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.770  -1.650   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.243  -3.116   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.996  -4.019   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.751  -3.112   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.230  -1.648   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.739  -2.501   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.802  -1.279   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.598  -3.648   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.253  -5.149   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.154  -5.551   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.560  -6.180   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.718  -7.711   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.807  -5.277   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.213  -5.905   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      14.371  -7.437   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      15.460  -5.002   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.866  -5.631   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      17.024  -7.163   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      18.114  -4.728   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.955  -3.196   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.550  -2.568   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.302  -3.471   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.896  -2.842   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.738  -1.310   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      12.649  -3.745   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   22                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   39                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   10   15   20                                             
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    6   23                                                  
CONECT   23   22    2                                                       
CONECT   24   17   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   39                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   36                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   30   37                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   16   27                                                  
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₂₂O₉

Average Mass

526.4970 Da

Monoisotopic Mass

526.12638 Da

IUPAC Name

5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3(16),4,6(15),8,10,12,18,24,26,28-decaene-7,14,23-trione

Traditional Name

5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3(16),4,6(15),8,10,12,18,24,26,28-decaene-7,14,23-trione

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C2C(=C1)C(O)C13CC4=C(C1C=CC(O)C3OC2=O)C1=C(C(O)=C4)C(=O)C2=C(O)C=CC=C2C1=O

InChI Identifier

InChI=1S/C30H22O9/c1-11-7-14-22(18(33)8-11)29(38)39-28-17(32)6-5-15-20-12(10-30(15,28)27(14)37)9-19(34)23-24(20)25(35)13-3-2-4-16(31)21(13)26(23)36/h2-9,15,17,27-28,31-34,37H,10H2,1H3

InChI Key

MIKZOUDYDHOEBX-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
Mycosphaerella rubella	LOTUS Database	35616633
Ramularia collo-cygni	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Fluorene
Indane
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Carboxylic acid ester
Secondary alcohol
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Alcohol
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	3.02	ALOGPS
logP	5.09	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.83	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.59 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	139.65 m³·mol⁻¹	ChemAxon
Polarizability	52.57 Å³	ChemAxon
Number of Rings	7	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

14263492

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione (NP0220643)

MOL for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

3D MOL for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

3D SDF for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

3D-SDF for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

PDB for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

3D PDB for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

SMILES for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

INCHI for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

Structure for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)

3D Structure for NP0220643 (5,9,20,25,30-pentahydroxy-27-methyl-22-oxaheptacyclo[15.13.0.0¹,²¹.0³,¹⁶.0⁶,¹⁵.0⁸,¹³.0²⁴,²⁹]triaconta-3,5,8,10,12,15,18,24,26,28-decaene-7,14,23-trione)