NP-MRD: Showing NP-Card for {8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid (NP0213652)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 12:42:13 UTC

Updated at

2022-09-05 12:42:13 UTC

NP-MRD ID

NP0213652

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid

Description

AC1NSU8U belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. {8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid is found in Aristolochia manshuriensis. AC1NSU8U is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231522592D          

 26 29  0  0  0  0            999 V2000
    0.7355   -0.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4680    0.0643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1254   -1.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8203   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -1.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9331    0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656    1.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606    0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0931    1.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307    1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632    2.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9008    3.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5581    1.8967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7880    0.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504   -0.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.7105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9681   -1.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1524   -1.3246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3229   -0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    2.0269    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.4358    2.4064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083    2.4716    0.0000 O   0  5  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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
  7 23  1  0  0  0  0
 11 23  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  CHG  2  24   1  26  -1
M  END

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
    5.1059    0.4758    2.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8238    0.1825    1.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1277    0.6367    0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6764    1.5308   -0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9441    1.9686   -1.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    1.5448   -1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    0.6561   -0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8192    0.2038    0.6446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2587   -0.7079    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430   -1.2412    1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3419   -2.2515    2.2130 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.0775   -2.1095    3.4086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -3.3774    2.0306 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.7585   -0.7803    0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0356   -1.2278    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -1.9570    1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1510   -1.1001    1.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170    0.1199    1.4949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721   -1.7074    1.1841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7358   -0.7715   -1.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098    0.1410   -1.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9334    0.6190   -1.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1872    0.1740   -0.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7233    1.5089   -2.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195    2.0027   -3.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205    0.7418   -3.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7876    0.6486    1.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0819    1.3834    3.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5579   -0.3353    2.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6932    1.8453    0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3666    2.6742   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1200    1.9506   -2.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8830   -1.0377    2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4800   -1.7397    2.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155   -2.9092    0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880   -1.6389    0.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7728   -1.1384   -1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0683    2.4189   -4.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4658    2.6035   -2.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  9  1  0
  9 10  2  0
 10 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 19  1  0
 17 18  2  0
 15 20  1  0
 20 21  2  0
 21 26  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  2  0
 23  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  4  3  1  0
  7  8  1  0
 23 14  1  0
 22 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  9 33  1  0
 16 34  1  0
 16 35  1  0
 19 36  1  0
 20 37  1  0
 25 38  1  0
 25 39  1  0
  6 32  1  0
  5 31  1  0
  4 30  1  0
M  CHG  2  11   1  13  -1
M  END


  Mrv1533004231522592D          

 26 29  0  0  0  0            999 V2000
    0.7355   -0.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4680    0.0643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1254   -1.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8203   -1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -1.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -0.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9331    0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656    1.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606    0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0931    1.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307    1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632    2.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9008    3.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5581    1.8967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7880    0.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504   -0.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.7105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9681   -1.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1524   -1.3246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3229   -0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032    2.0269    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.4358    2.4064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083    2.4716    0.0000 O   0  5  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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  3  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
  7 23  1  0  0  0  0
 11 23  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  CHG  2  24   1  26  -1
M  END
> <DATABASE_ID>
NP0213652

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2C=C(C3=C(CC(O)=O)C=C4OCOC4=C3C2=CC=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H13NO7/c1-24-13-4-2-3-10-11(13)7-12(19(22)23)16-9(6-15(20)21)5-14-18(17(10)16)26-8-25-14/h2-5,7H,6,8H2,1H3,(H,20,21)

> <INCHI_KEY>
WREVKVSQUJQADU-UHFFFAOYSA-N

> <FORMULA>
C18H13NO7

> <MOLECULAR_WEIGHT>
355.302

> <EXACT_MASS>
355.069201763

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
33.94163254708176

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{6-methoxy-9-nitro-14,16-dioxatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,8,10,12-heptaen-11-yl}acetic acid

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.99549401

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.506588119328179

> <JCHEM_PKA_STRONGEST_BASIC>
-4.501746377659974

> <JCHEM_POLAR_SURFACE_AREA>
108.13000000000002

> <JCHEM_REFRACTIVITY>
88.8166

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{6-methoxy-9-nitro-14,16-dioxatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,8,10,12-heptaen-11-yl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       1.373  -0.588   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.740   0.120   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.038  -0.710   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.967  -2.248   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.265  -3.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.632  -2.370   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.702  -0.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.405  -0.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.475   1.537   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.843   2.245   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.140   1.415   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.507   2.124   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.577   3.662   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.945   4.370   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.015   5.909   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.242   3.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.804   1.294   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.734  -0.245   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.830  -1.326   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.141  -2.703   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.618  -2.473   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.367  -0.953   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.069  -0.123   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       6.913   3.784   0.000  0.00  0.00           N+1
HETATM   25  O   UNK     0       8.280   4.492   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.616   4.614   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   24                                                  
CONECT   11   10   12   23                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22    7   11                                                  
CONECT   24   10   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₃NO₇

Average Mass

355.3020 Da

Monoisotopic Mass

355.06920 Da

IUPAC Name

2-{6-methoxy-9-nitro-14,16-dioxatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,8,10,12-heptaen-11-yl}acetic acid

Traditional Name

{6-methoxy-9-nitro-14,16-dioxatetracyclo[8.7.0.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,8,10,12-heptaen-11-yl}acetic acid

CAS Registry Number

Not Available

SMILES

COC1=C2C=C(C3=C(CC(O)=O)C=C4OCOC4=C3C2=CC=C1)[N+]([O-])=O

InChI Identifier

InChI=1S/C18H13NO7/c1-24-13-4-2-3-10-11(13)7-12(19(22)23)16-9(6-15(20)21)5-14-18(17(10)16)26-8-25-14/h2-5,7H,6,8H2,1H3,(H,20,21)

InChI Key

WREVKVSQUJQADU-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
Aristolochia manshuriensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
1-nitronaphthalene
2-nitronaphthalene
Naphthalene
Benzodioxole
Nitroaromatic compound
Anisole
Alkyl aryl ether
C-nitro compound
Organic nitro compound
Acetal
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxoazanium
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic salt
Organopnictogen compound
Organic oxide
Organic cation
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	2.86	ALOGPS
logP	3	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.51	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.82 m³·mol⁻¹	ChemAxon
Polarizability	33.94 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

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

5316406

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid (NP0213652)

MOL for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

3D MOL for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

3D SDF for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

3D-SDF for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

PDB for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

3D PDB for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

SMILES for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

INCHI for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

Structure for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)

3D Structure for NP0213652 ({8-methoxy-6-nitro-2h-phenanthro[3,4-d][1,3]dioxol-5-yl}acetic acid)