NP-MRD: Showing NP-Card for methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate (NP0203131)

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Record Information

Version

2.0

Created at

2022-09-04 22:31:03 UTC

Updated at

2022-09-04 22:31:04 UTC

NP-MRD ID

NP0203131

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate

Description

Methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]Tricosa-6(14),7,12-triene-2-carboxylate belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate is found in Aspergillus aureolatus. Based on a literature review very few articles have been published on methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]Tricosa-6(14),7,12-triene-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052200312D          

 36 41  0  0  0  0            999 V2000
    1.4725    3.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818    3.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9047    2.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1183    2.3636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5140    2.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2990    2.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297    1.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0759    2.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7046    2.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373    1.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1122    1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542    2.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7449    1.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6029    0.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8281    0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6860   -0.6003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9112   -0.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1953    0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4205    0.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7877    0.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0033    0.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6646    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9487   -0.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1579   -0.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    0.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.5590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9333    0.7116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4239    1.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6896    1.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7075    2.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2996    1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9196    0.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    0.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4479   -0.7073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9245    0.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5617    1.4244    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  2  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  1  0  0  0  0
  7  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
 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  1  0  0  0  0
 15 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 28 30  1  0  0  0  0
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  5 31  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  1  0  0  0  0
 25 32  1  0  0  0  0
 14 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 36  1  0  0  0  0
M  END

     RDKit          3D

 70 75  0  0  0  0  0  0  0  0999 V2000
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    5.0535   -0.2431    0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -1.0233   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9425   -2.3447   -0.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -2.6053   -1.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3040   -0.3133   -0.1458 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9690   -1.1146   -0.1540 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -6.2256    0.6715    3.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0876    1.9448    3.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9295    2.0763    1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8012   -0.3131    2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4174    1.5681   -1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5449    2.8028   -0.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8144    3.3804    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3861    3.7129    0.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129    3.1450    2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8598   -3.2658   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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M  END


  Mrv1652309052200312D          

 36 41  0  0  0  0            999 V2000
    1.4725    3.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818    3.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9047    2.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1183    2.3636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5140    2.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2990    2.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297    1.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0759    2.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7046    2.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373    1.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1122    1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542    2.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7449    1.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6029    0.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8281    0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6860   -0.6003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9112   -0.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1953    0.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4205    0.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9487   -0.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4654    0.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.5590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6896    1.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2996    1.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9196    0.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319    0.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4479   -0.7073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9245    0.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5617    1.4244    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  7  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
 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  1  0  0  0  0
 15 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  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  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
  5 31  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  1  0  0  0  0
 25 32  1  0  0  0  0
 14 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 13 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0203131

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1CC2(C)OC3=C(C)C4=C(C(=O)OC4)C(OC)=C3CC2C2(C)CCC3(O)OC(C)(C)C12O3

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O9/c1-13-15-12-33-22(29)18(15)20(31-6)14-10-17-24(4)8-9-26(30)35-23(2,3)27(24,36-26)16(21(28)32-7)11-25(17,5)34-19(13)14/h16-17,30H,8-12H2,1-7H3

> <INCHI_KEY>
LKZIYLRVFOWRAZ-UHFFFAOYSA-N

> <FORMULA>
C27H34O9

> <MOLECULAR_WEIGHT>
502.56

> <EXACT_MASS>
502.220282675

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
52.62882564737228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0^{1,17}.0^{4,16}.0^{6,14}.0^{8,12}]tricosa-6,8(12),13-triene-2-carboxylate

> <JCHEM_LOGP>
3.5991227286666687

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.664378529518572

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.323497574915137

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0905264221227196

> <JCHEM_POLAR_SURFACE_AREA>
109.75000000000001

> <JCHEM_REFRACTIVITY>
127.18760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0^{1,17}.0^{4,16}.0^{6,14}.0^{8,12}]tricosa-6,8(12),13-triene-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       2.749   7.420   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.886   6.382   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.555   4.878   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.088   4.412   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.693   3.839   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.158   4.366   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.336   3.361   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.608   4.876   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.782   3.890   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.963   2.902   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.409   3.430   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.675   4.947   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.591   2.442   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.325   0.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.879   0.396   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.614  -1.121   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.168  -1.649   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.698   1.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.252   0.856   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.070   1.844   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.606   1.306   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.841   0.385   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.504  -0.313   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.028  -0.921   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.735   0.054   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.655  -1.043   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.742   1.328   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.658   2.679   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.287   3.381   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.187   4.125   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.293   2.298   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.583   1.147   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      13.686   0.204   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.903  -1.320   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      14.792   1.276   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.115   2.659   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   31                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   20                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   36                                                  
CONECT   14   13   15   33                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   10   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    7   21                                                  
CONECT   21   20   22   23   31                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   32                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28    5   21   32                                             
CONECT   32   31   25                                                       
CONECT   33   14   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   13                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Value	Source
Methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0,.0,.0,.0,]tricosa-6(14),7,12-triene-2-carboxylic acid	Generator

Chemical Formula

C₂₇H₃₄O₉

Average Mass

502.5600 Da

Monoisotopic Mass

502.22028 Da

IUPAC Name

methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0^{1,17}.0^{4,16}.0^{6,14}.0^{8,12}]tricosa-6,8(12),13-triene-2-carboxylate

Traditional Name

methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0^{1,17}.0^{4,16}.0^{6,14}.0^{8,12}]tricosa-6,8(12),13-triene-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1CC2(C)OC3=C(C)C4=C(C(=O)OC4)C(OC)=C3CC2C2(C)CCC3(O)OC(C)(C)C12O3

InChI Identifier

InChI=1S/C27H34O9/c1-13-15-12-33-22(29)18(15)20(31-6)14-10-17-24(4)8-9-26(30)35-23(2,3)27(24,36-26)16(21(28)32-7)11-25(17,5)34-19(13)14/h16-17,30H,8-12H2,1-7H3

InChI Key

LKZIYLRVFOWRAZ-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
Aspergillus aureolatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Isobenzofuranone
Phthalide
Isocoumaran
Anisole
Oxepane
Alkyl aryl ether
Benzenoid
Oxane
Dicarboxylic acid or derivatives
Methyl ester
Meta-dioxolane
Orthocarboxylic acid derivative
Lactone
Carboxylic acid ester
Oxacycle
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	3.6	ChemAxon
pKa (Strongest Acidic)	11.32	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	109.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	127.19 m³·mol⁻¹	ChemAxon
Polarizability	52.63 Å³	ChemAxon
Number of Rings	6	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

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

162815454

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate (NP0203131)

MOL for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

3D MOL for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

3D SDF for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

3D-SDF for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

PDB for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

3D PDB for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

SMILES for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

INCHI for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

Structure for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)

3D Structure for NP0203131 (methyl 20-hydroxy-13-methoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6,8(12),13-triene-2-carboxylate)