NP-MRD: Showing NP-Card for (7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone (NP0241142)

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Record Information

Version

2.0

Created at

2022-09-07 01:08:17 UTC

Updated at

2022-09-07 01:08:18 UTC

NP-MRD ID

NP0241142

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone

Description

Cardinalin 5 belongs to the class of organic compounds known as isochromanequinones. These are polycyclic compounds containing an isochromanequinone, which is structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. (7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone is found in Cortinarius cardinalis. Based on a literature review very few articles have been published on Cardinalin 5.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072203082D          

 42 48  0  0  1  0            999 V2000
    5.2359    2.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211    2.7187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    2.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0870    2.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    1.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8634    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782    0.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1275   -0.0257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244    0.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6163   -0.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5730   -1.0855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3514    0.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0432   -0.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000   -1.1603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    0.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8216    0.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1297    1.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1729    2.1351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946    0.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7027    1.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7460    2.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676    1.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5567    1.2364    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5999    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2486    0.7870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2053   -0.0369    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8972   -0.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4702   -0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3441    0.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397   -0.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5293    0.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8249   -0.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0101   -0.3577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3057   -1.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952   -0.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.5416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9152    0.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4189    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    1.0536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7529    1.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573    2.4649    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 12 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  9 22  2  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
  7 23  2  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 15 29  1  0  0  0  0
  6 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 40 39  1  6  0  0  0
 32 40  1  0  0  0  0
 40 41  1  0  0  0  0
  5 41  2  0  0  0  0
 41 42  1  0  0  0  0
M  END


  Mrv1652309072203082D          

 42 48  0  0  1  0            999 V2000
    5.2359    2.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4211    2.7187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    2.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0870    2.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    1.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8634    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782    0.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1275   -0.0257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9244    0.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6163   -0.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5730   -1.0855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3514    0.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0432   -0.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000   -1.1603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    0.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8216    0.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1297    1.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1729    2.1351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946    0.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7027    1.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7460    2.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676    1.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1974    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5567    1.2364    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5999    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2486    0.7870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2053   -0.0369    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8972   -0.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4702   -0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3441    0.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397   -0.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5293    0.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8249   -0.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0101   -0.3577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3057   -1.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952   -0.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.5416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9152    0.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4189    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337    1.0536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7529    1.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573    2.4649    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 12 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  9 22  2  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
  7 23  2  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 15 29  1  0  0  0  0
  6 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 40 39  1  6  0  0  0
 32 40  1  0  0  0  0
 40 41  1  0  0  0  0
  5 41  2  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(O)[C@H]3C[C@H](C)O[C@H](C)[C@@]3(O)C(O)=C2C2=C1C1=C(O2)C(=O)C2=C(C1=O)C(=O)C1=C(C[C@H](C)O[C@@H]1C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H28O11/c1-9-6-13-17(11(3)40-9)25(34)21-20(24(13)33)27(36)29-22(26(21)35)19-16(39-5)8-14-18(28(19)42-29)30(37)31(38)12(4)41-10(2)7-15(31)23(14)32/h8-12,15,32,37-38H,6-7H2,1-5H3/t9-,10-,11+,12+,15+,31-/m0/s1

> <INCHI_KEY>
VDVOXEOBUAGQNY-XNXHRRMNSA-N

> <FORMULA>
C31H28O11

> <MOLECULAR_WEIGHT>
576.554

> <EXACT_MASS>
576.163161722

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
60.262313028683685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7R,9S,20R,21R,23S,25R)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0^{2,15}.0^{4,13}.0^{6,11}.0^{18,27}.0^{20,25}]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone

> <JCHEM_LOGP>
-0.46331517333333205

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.3185913151132

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.572745128113741

> <JCHEM_PKA_STRONGEST_BASIC>
2.286965670387231

> <JCHEM_POLAR_SURFACE_AREA>
169.79999999999995

> <JCHEM_REFRACTIVITY>
150.67340000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(7R,9S,20R,21R,23S,25R)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0^{2,15}.0^{4,13}.0^{6,11}.0^{18,27}.0^{20,25}]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       9.774   4.834   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.253   5.075   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.283   3.878   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.762   4.119   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.793   2.922   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.345   1.485   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.866   1.244   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.705  -0.048   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.192   0.351   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.484  -0.488   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.403  -2.026   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.856   0.211   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.147  -0.628   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.067  -2.166   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.520   0.071   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.600   1.609   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.309   2.448   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.390   3.986   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.937   1.749   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.645   2.587   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.726   4.125   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.273   1.888   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.835   2.440   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.972   2.308   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.053   3.846   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      17.264   1.469   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      17.183  -0.069   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.475  -0.908   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.811  -0.768   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.376   0.288   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.928  -1.150   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.855   0.529   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.406  -0.909   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.885  -0.668   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.437  -2.106   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       0.364  -0.427   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -0.187   1.011   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.708   1.252   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.782   2.208   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.303   1.967   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.272   3.163   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       2.720   4.601   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   41                                                  
CONECT    6    5    7   30                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   22                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   29                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    9   23                                                  
CONECT   23   22    3    7                                                  
CONECT   24   16   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   15                                                       
CONECT   30    6   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34   40                                             
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   32   41                                                  
CONECT   41   40    5   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₂₈O₁₁

Average Mass

576.5540 Da

Monoisotopic Mass

576.16316 Da

IUPAC Name

(7R,9S,20R,21R,23S,25R)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0^{2,15}.0^{4,13}.0^{6,11}.0^{18,27}.0^{20,25}]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(O)[C@H]3C[C@H](C)O[C@H](C)[C@@]3(O)C(O)=C2C2=C1C1=C(O2)C(=O)C2=C(C1=O)C(=O)C1=C(C[C@H](C)O[C@@H]1C)C2=O

InChI Identifier

InChI=1S/C31H28O11/c1-9-6-13-17(11(3)40-9)25(34)21-20(24(13)33)27(36)29-22(26(21)35)19-16(39-5)8-14-18(28(19)42-29)30(37)31(38)12(4)41-10(2)7-15(31)23(14)32/h8-12,15,32,37-38H,6-7H2,1-5H3/t9-,10-,11+,12+,15+,31-/m0/s1

InChI Key

VDVOXEOBUAGQNY-XNXHRRMNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cortinarius cardinalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isochromanequinones. These are polycyclic compounds containing an isochromanequinone, which is structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isochromanequinones

Sub Class

Not Available

Direct Parent

Isochromanequinones

Alternative Parents

Substituents

Isochromanequinone
Naphthopyranone
Naphthopyran
Naphthofuran
Dibenzofuran
2-benzopyran
Naphthalene
Isochromane
Benzopyran
Benzofuran
Anisole
Pyranone
Alkyl aryl ether
Benzenoid
Pyran
Oxane
Heteroaromatic compound
Tertiary alcohol
Furan
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	-0.46	ChemAxon
pKa (Strongest Acidic)	4.57	ChemAxon
pKa (Strongest Basic)	2.29	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	169.8 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	150.67 m³·mol⁻¹	ChemAxon
Polarizability	60.26 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	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

78443368

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135451819

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone (NP0241142)

MOL for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

3D MOL for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

3D SDF for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

3D-SDF for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

PDB for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

3D PDB for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

SMILES for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

INCHI for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

Structure for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)

3D Structure for NP0241142 ((7r,9s,20r,21r,23s,25r)-19,20,26-trihydroxy-29-methoxy-7,9,21,23-tetramethyl-8,16,22-trioxaheptacyclo[15.12.0.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁸,²⁷.0²⁰,²⁵]nonacosa-1(17),2(15),4(13),6(11),18,26,28-heptaene-3,5,12,14-tetrone)