NP-MRD: Showing NP-Card for (15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione (NP0193079)

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Record Information

Version

2.0

Created at

2022-09-04 10:26:01 UTC

Updated at

2022-09-04 10:26:01 UTC

NP-MRD ID

NP0193079

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione

Description

Arizonin A1, also known as arizonin-a1, belongs to the class of organic compounds known as benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. (15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione is found in Actinoplanes arizonaensis. Based on a literature review very few articles have been published on Arizonin A1.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042212262D          

 24 27  0  0  1  0            999 V2000
    5.0492    3.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    3.0956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    2.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501    1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3559    1.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006    0.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9386    1.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881    2.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    2.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    3.5279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8261    2.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    1.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1328    1.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832    0.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3632    0.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    1.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0542    0.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368    1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2146    2.2104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4641    2.9967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2699    3.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194    3.9601    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
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  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  2  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  1  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
    3.8357   -1.9806   -0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061   -0.7489   -1.0843 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164    0.3393   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    1.2536    0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2893    1.0949   -0.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4041    2.3411    0.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0417    2.5010    0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1420    1.5893    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6433    0.4983   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922   -0.4719   -0.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0983   -1.4811   -1.4096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7612   -0.2836   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2271    0.7694    0.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3124    1.7549    0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    2.7483    1.2185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6948    0.8328    0.1671 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1860    1.6077    1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4457    1.0674    1.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4294    1.6512    2.0611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4548   -0.3795    1.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468   -0.5781    0.6722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7966   -1.5290   -0.2591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688   -1.2263   -1.1266 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1655   -2.4563   -1.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8719   -2.7855   -1.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8548   -1.9018    0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1133   -2.2429    0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9068    1.7896    0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946    3.0684    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6822    3.3647    1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1947    1.0284   -0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6828   -0.9515    2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1946   -0.5609    0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3987   -0.7085    1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2639   -0.6768   -1.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0529   -3.0981   -2.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7089   -2.1684   -2.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5738   -3.0703   -1.0888 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13 14  1  0
 14 15  2  0
  9  3  1  0
 23 12  1  0
 14  8  1  0
 21 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
 16 31  1  6
 20 32  1  0
 20 33  1  0
 21 34  1  1
 23 35  1  6
 24 36  1  0
 24 37  1  0
 24 38  1  0
M  END


  Mrv1652309042212262D          

 24 27  0  0  1  0            999 V2000
    5.0492    3.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2434    3.0956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    2.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501    1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3559    1.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006    0.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9386    1.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881    2.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    2.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    3.5279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8261    2.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    1.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1328    1.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832    0.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3632    0.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    1.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0542    0.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368    1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2146    2.2104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4641    2.9967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2699    3.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194    3.9601    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
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  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  2  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  1  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0193079

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC2=C1C(=O)C1=C(C3OC(=O)C[C@H]3OC1C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-6-11-13(17-9(23-6)5-10(19)24-17)14(20)7-3-4-8(18)16(22-2)12(7)15(11)21/h3-4,6,9,17-18H,5H2,1-2H3/t6?,9-,17?/m1/s1

> <INCHI_KEY>
VQAHDQIOJTXEAY-HVLHPAKUSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.292

> <EXACT_MASS>
330.073952791

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.764083167028417

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(15R)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione

> <JCHEM_LOGP>
0.6498179229999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.871091026470959

> <JCHEM_PKA_STRONGEST_BASIC>
-4.146251798827371

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
80.72410000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(15R)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       9.425   6.109   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.921   5.779   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.455   4.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.494   3.173   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.998   3.504   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.028   1.705   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.524   1.375   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.485   2.512   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.951   3.980   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.913   5.118   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.379   6.585   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.409   4.787   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.943   3.319   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.981   2.182   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.515   0.714   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.439   2.989   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.678   1.650   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.831   1.960   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.968   0.921   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.002   3.490   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.401   4.126   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.866   5.594   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.370   5.924   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.836   7.392   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   23                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    8   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Value	Source
Arizonin-a1	MeSH

Chemical Formula

C₁₇H₁₄O₇

Average Mass

330.2920 Da

Monoisotopic Mass

330.07395 Da

IUPAC Name

(15R)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione

Traditional Name

(15R)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC2=C1C(=O)C1=C(C3OC(=O)C[C@H]3OC1C)C2=O

InChI Identifier

InChI=1S/C17H14O7/c1-6-11-13(17-9(23-6)5-10(19)24-17)14(20)7-3-4-8(18)16(22-2)12(7)15(11)21/h3-4,6,9,17-18H,5H2,1-2H3/t6?,9-,17?/m1/s1

InChI Key

VQAHDQIOJTXEAY-HVLHPAKUSA-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
Actinoplanes arizonaensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoisochromanequinones. These are benzo derivatives of isochromanequinones. Isochromanequinones are 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

Benzoisochromanequinones

Direct Parent

Benzoisochromanequinones

Alternative Parents

Substituents

Benzoisochromanequinone
Naphthopyranone
Naphthopyran
Naphthoquinone
Naphthalene
Furopyran
Anisole
Phenol ether
Quinone
Aryl ketone
Pyranone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Gamma butyrolactone
Oxolane
Furan
Carboxylic acid ester
Ketone
Lactone
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
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	0.65	ChemAxon
pKa (Strongest Acidic)	7.87	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.72 m³·mol⁻¹	ChemAxon
Polarizability	31.76 Å³	ChemAxon
Number of Rings	4	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

2338683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3080981

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione (NP0193079)

MOL for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

3D MOL for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

3D SDF for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

3D-SDF for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

PDB for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

3D PDB for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

SMILES for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

INCHI for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

Structure for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)

3D Structure for NP0193079 ((15r)-5-hydroxy-4-methoxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁵]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione)