NP-MRD: Showing NP-Card for [(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid (NP0272134)

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Record Information

Version

2.0

Created at

2022-09-08 18:39:01 UTC

Updated at

2022-09-08 18:39:01 UTC

NP-MRD ID

NP0272134

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid

Description

C12223 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. Based on a literature review very few articles have been published on C12223.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082220392D          

 31 34  0  0  1  0            999 V2000
    6.6555    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5246    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    3.8425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    2.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.5952    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  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  3 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 22 29  1  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
    7.0644   -0.8314    0.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1363   -0.8826   -0.6059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7830   -0.6088   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3121   -0.2697    0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9725    0.0052    0.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4916    0.3292    2.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1334    0.5999    2.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2754    0.5351    1.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7878    0.2065    0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1142   -0.0671   -0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -0.4038   -1.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9169   -0.6764   -1.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3947   -1.0146   -2.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5240   -1.0859   -3.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.3426   -1.0491 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3954    0.9621   -2.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526   -0.1374   -0.8315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2897   -1.6185   -0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966   -2.3777   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112   -2.4357    0.7500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1398   -3.0819   -1.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805    0.5562    0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612    0.7256    1.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6842    1.2542    2.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0119    1.6161    2.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7876    1.4474    1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1437    1.8165    1.6312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7031    2.3595    2.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2985    0.9128    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1575    0.7963   -0.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9937   -0.2912   -0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9152    0.1348    0.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0952   -0.7787    0.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9896   -1.7039    1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0038   -0.2229    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483    0.3854    3.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7587    0.8443    3.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9691   -0.5485   -2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9358   -0.1358   -3.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1007   -1.2384   -4.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176   -1.9319   -3.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3171    1.5714   -2.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    1.8414   -2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2023    0.4672   -3.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201    0.0948   -1.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7937   -2.0804   -1.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5077   -1.7731    0.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1324   -2.6456   -2.3622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0452    1.3722    3.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4370    2.0324    3.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6607    1.6013    3.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7654    2.5954    2.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1173    3.2639    3.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1349   -0.9676   -0.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0523    0.0350   -1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077   -0.8949   -1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 12 11  1  0
 11 10  2  0
 10  5  1  0
  5  6  1  0
  6  7  2  0
  7  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 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  2  0
 29 30  1  0
 30 31  1  0
  5  4  2  0
  4  3  1  0
  9 10  1  0
 29 22  1  0
 23  8  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 11 38  1  0
  6 36  1  0
  7 37  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  6
 18 46  1  0
 18 47  1  0
 21 48  1  0
 24 49  1  0
 25 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 31 54  1  0
 31 55  1  0
 31 56  1  0
  4 35  1  0
M  END


  Mrv1652309082220392D          

 31 34  0  0  1  0            999 V2000
    6.6555    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.6598    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5246    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    3.8425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    2.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.5952    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  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  3 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0272134

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C=C2C(C=CC3=C2N(C)[C@@H](CC(O)=O)C2=C3C=CC(OC)=C2OC)=C1

> <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)/t17-/m0/s1

> <INCHI_KEY>
ITTVQFYNAAJGHT-KRWDZBQOSA-N

> <FORMULA>
C24H25NO6

> <MOLECULAR_WEIGHT>
423.465

> <EXACT_MASS>
423.168187529

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.300593146515226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(8S)-5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2(7),3,5,11,13,15,17-octaen-8-yl]acetic acid

> <JCHEM_LOGP>
3.6132971466666652

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9667368062751533

> <JCHEM_PKA_STRONGEST_BASIC>
1.6049375052864328

> <JCHEM_POLAR_SURFACE_AREA>
77.46000000000001

> <JCHEM_REFRACTIVITY>
116.93459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(8S)-5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2(7),3,5,11,13,15,17-octaen-8-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      12.424   1.352   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.415   0.188   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.375  -1.558   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.366   1.352   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.407   3.098   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.919   2.807   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.862   2.807   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.870   3.971   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.350   3.098   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.846   4.553   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.854   5.718   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.350   7.173   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.366   5.427   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.326  -0.394   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.691   1.352   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.699   0.188   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.326   3.680   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.334   4.844   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11    3   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    9   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23   29                                                  
CONECT   23   22    8   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   22   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

Not Available

Chemical Formula

C₂₄H₂₅NO₆

Average Mass

423.4650 Da

Monoisotopic Mass

423.16819 Da

IUPAC Name

2-[(8S)-5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2(7),3,5,11,13,15,17-octaen-8-yl]acetic acid

Traditional Name

[(8S)-5,6,13,14-tetramethoxy-9-methyl-9-azatetracyclo[8.8.0.0^{2,7}.0^{11,16}]octadeca-1(10),2(7),3,5,11,13,15,17-octaen-8-yl]acetic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C2C(C=CC3=C2N(C)[C@@H](CC(O)=O)C2=C3C=CC(OC)=C2OC)=C1

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)/t17-/m0/s1

InChI Key

ITTVQFYNAAJGHT-KRWDZBQOSA-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
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aralkylamine
Alkyl aryl ether
Benzenoid
Amino acid or derivatives
Tertiary amine
Amino acid
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Amine
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzophenanthridine alkaloid (CHEBI:31881 )

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	3.61	ChemAxon
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	45.3 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

391827

KEGG Compound ID

C12223

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443717

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid (NP0272134)

MOL for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

3D MOL for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

3D SDF for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

3D-SDF for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

PDB for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

3D PDB for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

SMILES for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

INCHI for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

Structure for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)

3D Structure for NP0272134 ([(6s)-2,3,7,8-tetramethoxy-5-methyl-6h-benzo[c]phenanthridin-6-yl]acetic acid)