NP-MRD: Showing NP-Card for {2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid (NP0314103)

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Record Information

Version

1.0

Created at

2022-09-11 12:01:40 UTC

Updated at

2022-09-11 12:01:40 UTC

NP-MRD ID

NP0314103

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid

Description

2-{5,6,13,14-Tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-1(10),2(7),3,5,11,13,15,17-octaen-8-yl}acetic acid belongs to the class of organic compounds known as dihydrobenzophenanthridine alkaloids. These are alkaloids containing a dihydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a dihydrophenanthridine moiety. 2-{5,6,13,14-Tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]Octadeca-1(10),2(7),3,5,11,13,15,17-octaen-8-yl}acetic acid is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201504362D          

 31 34  0  0  0  0            999 V2000
   -0.7314   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -2.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -3.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0999   -4.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -4.8591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -5.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593   -5.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -6.7300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -5.7946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -4.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -4.3914    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  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
  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
 12 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
  9 18  1  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  2  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
  8 26  2  0  0  0  0
 26 27  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  3 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
    6.5648   -2.2627    0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9935   -1.0097    0.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6371   -0.7490    0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989   -1.7978    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -1.6125   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5940   -2.6441   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417   -2.5005   -0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3032   -1.2642   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490   -0.1754    0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9145   -0.3342    0.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260    0.7237    0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1085    0.4994    0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    1.5456    0.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4576    2.8491    1.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0345    1.0793    0.3536 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512    1.9216    1.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3011    1.4613   -0.2442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0874    1.8420   -1.6793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5308    0.7573   -2.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3273   -0.0464   -3.0646 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242    0.5683   -2.7431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2281    0.2748   -0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7228   -0.9942   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5936   -2.0757   -0.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9615   -1.8628   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4444   -0.5969   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8081   -0.3778   -0.1106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7746   -1.3748   -0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535    0.4780   -0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0758    1.7505    0.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3005    2.2578    1.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5229   -2.4798   -0.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6360   -2.2506    0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9937   -3.0294    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1548   -2.8086   -0.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0265   -3.6168   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -3.3220   -0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441    1.7101    0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2880    3.5762    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8633    3.1128    0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7655    2.8979    1.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4303    2.0937    2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124    1.4095    2.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7558    2.9457    1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7507    2.3254    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3698    2.7078   -1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0327    2.2619   -2.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -0.3057   -3.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401   -3.0759   -0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6008   -2.7313   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6658   -1.0539    0.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1308   -1.5574   -1.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4623   -2.3476    0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3720    2.2742    1.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7513    1.6483    2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9049    3.2857    1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  2  0
 23  8  1  0
  8  9  2  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
 17 22  1  0
 22 29  2  0
 29 30  1  0
 30 31  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
 29 26  1  0
  5 10  1  0
 22 23  1  0
  7  8  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 25 50  1  0
 24 49  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  1
 18 46  1  0
 18 47  1  0
 21 48  1  0
 31 54  1  0
 31 55  1  0
 31 56  1  0
 11 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
M  END


  Mrv1533004201504362D          

 31 34  0  0  0  0            999 V2000
   -0.7314   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913   -2.9882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -2.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -3.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0999   -4.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -4.8591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5598   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -5.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593   -5.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -6.7300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -5.7946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -5.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3488   -4.5473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614   -4.3914    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  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
  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
 12 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
  9 18  1  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  2  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
  8 26  2  0  0  0  0
 26 27  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
  3 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0314103

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C3=C(N(C)C(CC(O)=O)C2=C1OC)C1=CC(OC)=C(OC)C=C1C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C24H25NO6/c1-25-17(12-21(26)27)22-14(8-9-18(28-2)24(22)31-5)15-7-6-13-10-19(29-3)20(30-4)11-16(13)23(15)25/h6-11,17H,12H2,1-5H3,(H,26,27)

> <INCHI_KEY>
ITTVQFYNAAJGHT-UHFFFAOYSA-N

> <FORMULA>
C24H25NO6

> <MOLECULAR_WEIGHT>
423.465

> <EXACT_MASS>
423.168187529

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.34984846651489

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2,4,6,11,13,15,17-octaen-8-yl}acetic acid

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
3.6132971466666652

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.966736806275157

> <JCHEM_PKA_STRONGEST_BASIC>
1.6049375052864434

> <JCHEM_POLAR_SURFACE_AREA>
77.46000000000001

> <JCHEM_REFRACTIVITY>
116.93459999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2,4,6,11,13,15,17-octaen-8-yl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -1.365  -6.742   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.357  -5.578   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.155  -5.869   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.163  -4.705   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.676  -4.996   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.684  -3.832   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.196  -4.123   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.700  -5.578   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.212  -5.869   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.220  -4.705   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.733  -4.996   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.237  -6.451   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.749  -6.742   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.253  -8.197   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.229  -7.615   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.733  -9.070   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      12.245  -9.361   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.716  -7.324   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.708  -8.488   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.212  -9.943   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.204 -11.108   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.708 -12.563   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.692 -10.817   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       6.196  -8.197   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       5.188  -9.361   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.692  -6.742   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.180  -6.451   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.171  -7.615   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.659  -7.324   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.651  -8.488   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.861  -8.197   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   26                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15    9   19                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    8   27                                                  
CONECT   27   26    5   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28    3   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
2-{5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0,.0,]octadeca-1(10),2(7),3,5,11,13,15,17-octaen-8-yl}acetate	Generator
2-{5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2(7),3,5,11,13,15,17-octaen-8-yl}acetate	Generator

Chemical Formula

C₂₄H₂₅NO₆

Average Mass

423.4650 Da

Monoisotopic Mass

423.16819 Da

IUPAC Name

2-{5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2,4,6,11,13,15,17-octaen-8-yl}acetic acid

Traditional Name

{5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2,4,6,11,13,15,17-octaen-8-yl}acetic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C3=C(N(C)C(CC(O)=O)C2=C1OC)C1=CC(OC)=C(OC)C=C1C=C3

InChI Identifier

InChI=1S/C24H25NO6/c1-25-17(12-21(26)27)22-14(8-9-18(28-2)24(22)31-5)15-7-6-13-10-19(29-3)20(30-4)11-16(13)23(15)25/h6-11,17H,12H2,1-5H3,(H,26,27)

InChI Key

ITTVQFYNAAJGHT-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydrobenzophenanthridine alkaloids. These are alkaloids containing a dihydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a dihydrophenanthridine moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Benzophenanthridine alkaloids

Sub Class

Dihydrobenzophenanthridine alkaloids

Direct Parent

Dihydrobenzophenanthridine alkaloids

Alternative Parents

Substituents

Dihydrobenzophenanthridine alkaloid skeleton
Benzoquinoline
Phenanthridine
Naphthalene
Quinoline
Anisole
Phenol ether
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Alkyl aryl ether
Aralkylamine
Benzenoid
Tertiary amine
Amino acid or derivatives
Amino acid
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Amine
Organic oxide
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Hydrocarbon derivative
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	3.9	ALOGPS
logP	3.61	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.97	ChemAxon
pKa (Strongest Basic)	1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.46 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.93 m³·mol⁻¹	ChemAxon
Polarizability	45.35 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	Yes	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

78183231

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid (NP0314103)

MOL for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

3D MOL for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

3D SDF for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

3D-SDF for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

PDB for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

3D PDB for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

SMILES for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

INCHI for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

Structure for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)

3D Structure for NP0314103 ({2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl}acetic acid)