NP-MRD: Showing NP-Card for (1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione (NP0233532)

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Record Information

Version

2.0

Created at

2022-09-06 15:10:12 UTC

Updated at

2022-09-06 15:10:13 UTC

NP-MRD ID

NP0233532

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione

Description

15-Methoxyxestoquinone 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. (1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione was first documented in 2022 (PMID: 35453294). Based on a literature review very few articles have been published on 15-Methoxyxestoquinone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062217102D          

 26 30  0  0  1  0            999 V2000
    6.8513   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4997   -0.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 15 24  1  0  0  0  0
 23 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    6.8253   -0.9158   -0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5213   -1.4672   -0.3915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4323   -0.5884   -0.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122    0.7147   -0.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5379    1.6891   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7192    2.9177   -0.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642    1.1655   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1105    2.0250    0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.5545    0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4697    0.1786    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6235   -0.6511   -0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9261   -0.1792   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -1.0813   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391   -2.3243   -0.2496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8330   -0.3428    0.2341 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9803   -1.0751    1.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2756   -1.3136   -0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6360   -1.8503   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6233   -0.9557    0.1396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    0.4763    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7473    1.7215    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7916    2.6704    0.3120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6271    2.0756    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8295    0.7398    0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    2.5848    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    3.8077    0.2991 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9371   -0.3776    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5989   -1.6806   -0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9389   -0.1385   -1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350    1.1176   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302    3.0965    0.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153   -1.7360   -0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708   -2.1610    1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1038   -0.7854    2.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644   -0.7091    2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3371   -0.7372   -1.7818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5848   -2.1774   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0662   -2.1624   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771   -2.8362    0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5817   -0.8890   -0.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9672   -1.3149    1.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8117    1.9148    0.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 10 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 13  3  1  0
 24 15  1  0
 12  7  1  0
 24 20  1  0
 25  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  8 31  1  0
 11 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 21 42  1  0
M  END


  Mrv1652309062217102D          

 26 30  0  0  1  0            999 V2000
    6.8513   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4997   -0.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771   -1.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925   -1.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794   -1.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 15 24  1  0  0  0  0
 23 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0233532

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)C2=CC3=C(C=C2C1=O)[C@]1(C)CCCC2=COC(=C12)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H16O5/c1-21-5-3-4-10-9-26-20(17(10)21)19(24)13-6-11-12(7-14(13)21)18(23)16(25-2)8-15(11)22/h6-9H,3-5H2,1-2H3/t21-/m0/s1

> <INCHI_KEY>
RXKXFLSPTKPVON-NRFANRHFSA-N

> <FORMULA>
C21H16O5

> <MOLECULAR_WEIGHT>
348.354

> <EXACT_MASS>
348.099773615

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
36.23429920224041

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0^{2,11}.0^{4,9}.0^{16,20}]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione

> <JCHEM_LOGP>
2.8079659190000004

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.002342153207293

> <JCHEM_PKA_STRONGEST_BASIC>
-2.887152379167412

> <JCHEM_POLAR_SURFACE_AREA>
73.58000000000001

> <JCHEM_REFRACTIVITY>
106.90549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0^{2,11}.0^{4,9}.0^{16,20}]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      12.789  -0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.455  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.122  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.788   3.850   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.666  -1.719   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.944  -2.537   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.479  -3.013   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.335  -1.982   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.655   2.016   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.453   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   25                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13                                                            
CONECT   15   10   16   17   24                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   20   15                                                  
CONECT   25   23    9   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₆O₅

Average Mass

348.3540 Da

Monoisotopic Mass

348.09977 Da

IUPAC Name

(1S)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0^{2,11}.0^{4,9}.0^{16,20}]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione

Traditional Name

(1S)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0^{2,11}.0^{4,9}.0^{16,20}]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)C2=CC3=C(C=C2C1=O)[C@]1(C)CCCC2=COC(=C12)C3=O

InChI Identifier

InChI=1S/C21H16O5/c1-21-5-3-4-10-9-26-20(17(10)21)19(24)13-6-11-12(7-14(13)21)18(23)16(25-2)8-15(11)22/h6-9H,3-5H2,1-2H3/t21-/m0/s1

InChI Key

RXKXFLSPTKPVON-NRFANRHFSA-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

Not Available

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

Anthraquinone
1,4-anthraquinone
Phenanthrene
Naphthofuran
Naphthalene
Quinone
Aryl ketone
Furan
Heteroaromatic compound
Vinylogous ester
Ketone
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aldehyde
Organic oxide
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	2.81	ChemAxon
pKa (Strongest Acidic)	12	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	73.58 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	106.91 m³·mol⁻¹	ChemAxon
Polarizability	36.23 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

9966669

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11791995

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Susana SR, Salvador-Reyes LA: Anti-Inflammatory Activity of Monosubstituted Xestoquinone Analogues from the Marine Sponge Neopetrosia compacta. Antioxidants (Basel). 2022 Mar 22;11(4). pii: antiox11040607. doi: 10.3390/antiox11040607. [PubMed:35453294 ]
LOTUS database [Link]

Showing NP-Card for (1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione (NP0233532)

MOL for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

3D MOL for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

3D SDF for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

3D-SDF for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

PDB for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

3D PDB for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

SMILES for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

INCHI for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

Structure for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)

3D Structure for NP0233532 ((1s)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione)