NP-MRD: Showing NP-Card for 20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene (NP0240166)

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Record Information

Version

2.0

Created at

2022-09-06 23:54:36 UTC

Updated at

2022-09-06 23:54:36 UTC

NP-MRD ID

NP0240166

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene

Description

20-[2-Ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]Henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene 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. 20-[2-Ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]Henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171513442D          

 43 48  0  0  0  0            999 V2000
    1.0802    4.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2840    3.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0782    3.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2820    2.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6916    2.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    1.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948    1.5130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    1.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934    0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029   -0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009   -1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8914   -0.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6856   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2760   -0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4043    0.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7696    1.1128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0722    0.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780    0.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876    0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5087    0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183   -0.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8740    0.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644    0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107    1.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069    2.0114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3049    0.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762    2.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667    3.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609    3.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0513    3.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8475    4.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6647    2.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4589    2.0476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0493    2.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0742    1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800    1.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896    1.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953    1.5649    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
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  9 21  2  0  0  0  0
 13 21  1  0  0  0  0
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 29 30  1  0  0  0  0
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  6 31  1  0  0  0  0
 22 31  1  0  0  0  0
  4 32  1  0  0  0  0
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 34 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  1  0  0  0  0
 40 41  2  0  0  0  0
 32 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

 80 85  0  0  0  0  0  0  0  0999 V2000
    0.3433    2.6626    2.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4320    2.7893    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3155    2.0165    0.3569 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041    0.7057    0.3147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0364   -0.0233    0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    0.4074   -1.0076 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6757    1.6376   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4321    1.4399    0.6442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0008    2.5253    1.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734    3.7798    0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0340    3.9988   -0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916    5.2402   -0.8809 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9440   -0.5592   -1.0647 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816   -1.1019   -2.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9149   -5.6365   -1.1463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4498   -6.7534   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071   -6.1775    0.6221 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5041   -0.1053    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2407   -0.7020    0.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4185   -1.4234    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0148   -0.2693   -1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004171513442D          

 43 48  0  0  0  0            999 V2000
    1.0802    4.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2840    3.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0782    3.7400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2820    2.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6916    2.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240    1.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9948    1.5130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    1.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934    0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029   -0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5067   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009   -1.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8914   -0.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6856   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2760   -0.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4043    0.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7696    1.1128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0722    0.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780    0.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6876    0.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5087    0.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183   -0.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798    0.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8740    0.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644    0.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107    1.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069    2.0114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4873    2.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3049    0.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762    2.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667    3.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609    3.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0513    3.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8475    4.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6647    2.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4589    2.0476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0493    2.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0742    1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2800    1.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896    1.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953    1.5649    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  9 21  2  0  0  0  0
 13 21  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  2  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
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  2  0  0  0  0
  6 31  1  0  0  0  0
 22 31  1  0  0  0  0
  4 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  1  0  0  0  0
 40 41  2  0  0  0  0
 32 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240166

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(CC1N(C)C2=C3C=C4OCOC4=CC3=CC=C2C2=CC=C(OC)C(OC)=C12)C1=CC(OC)=C(OC)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C34H37NO8/c1-8-41-27(23-15-28(38-5)29(39-6)17-26(23)37-4)16-24-32-20(11-12-25(36-3)34(32)40-7)21-10-9-19-13-30-31(43-18-42-30)14-22(19)33(21)35(24)2/h9-15,17,24,27H,8,16,18H2,1-7H3

> <INCHI_KEY>
QJWLGHORUXMFQR-UHFFFAOYSA-N

> <FORMULA>
C34H37NO8

> <MOLECULAR_WEIGHT>
587.669

> <EXACT_MASS>
587.251917155

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
64.05103158813503

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14,16,18-octaene

> <ALOGPS_LOGP>
5.63

> <JCHEM_LOGP>
5.517895676666668

> <ALOGPS_LOGS>
-5.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.212103441812095

> <JCHEM_POLAR_SURFACE_AREA>
77.08000000000001

> <JCHEM_REFRACTIVITY>
163.32099999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14,16,18-octaene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       2.016   8.890   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.397   7.398   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.879   6.981   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.260   5.489   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.158   4.413   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.218   3.491   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.590   2.824   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.544   2.727   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.401   1.012   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.299  -0.063   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.679  -1.556   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.162  -1.972   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.264  -0.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.746  -1.314   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.849  -0.238   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.385  -0.337   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      11.955   1.094   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.770   2.077   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.468   1.254   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.986   1.671   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.883   0.595   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.816   0.353   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.714  -0.722   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.232  -0.306   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.149   1.187   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.631   1.603   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.734   0.528   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.953   2.262   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.573   3.755   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.910   4.171   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.436   1.846   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.742   5.072   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.844   6.148   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.327   5.731   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.429   6.807   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       9.049   8.299   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.707   4.239   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.190   3.822   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      11.292   4.898   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.605   3.163   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.123   3.580   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.021   2.504   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.538   2.921   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   21                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    9   13                                                  
CONECT   22   10   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28    6   22                                                  
CONECT   32    4   33   41                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37   41                                                       
CONECT   41   40   32   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₃₇NO₈

Average Mass

587.6690 Da

Monoisotopic Mass

587.25192 Da

IUPAC Name

20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14,16,18-octaene

Traditional Name

20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14,16,18-octaene

CAS Registry Number

Not Available

SMILES

CCOC(CC1N(C)C2=C3C=C4OCOC4=CC3=CC=C2C2=CC=C(OC)C(OC)=C12)C1=CC(OC)=C(OC)C=C1OC

InChI Identifier

InChI=1S/C34H37NO8/c1-8-41-27(23-15-28(38-5)29(39-6)17-26(23)37-4)16-24-32-20(11-12-25(36-3)34(32)40-7)21-10-9-19-13-30-31(43-18-42-30)14-22(19)33(21)35(24)2/h9-15,17,24,27H,8,16,18H2,1-7H3

InChI Key

QJWLGHORUXMFQR-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
Benzodioxole
Benzylether
Anisole
Phenoxy compound
Phenol ether
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Methoxybenzene
Aralkylamine
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tertiary amine
Acetal
Azacycle
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Ether
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Amine
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
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	5.63	ALOGPS
logP	5.52	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	2.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	77.08 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	163.32 m³·mol⁻¹	ChemAxon
Polarizability	64.05 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene (NP0240166)

MOL for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

3D MOL for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

3D SDF for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

3D-SDF for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

PDB for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

3D PDB for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

SMILES for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

INCHI for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

Structure for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)

3D Structure for NP0240166 (20-[2-ethoxy-2-(2,4,5-trimethoxyphenyl)ethyl]-17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaene)