NP-MRD: Showing NP-Card for 2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid (NP0304036)

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Record Information

Version

2.0

Created at

2022-09-10 18:50:54 UTC

Updated at

2022-09-10 18:50:54 UTC

NP-MRD ID

NP0304036

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid

Description

4-(1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]Heptadeca-1,10,12,14,16-pentaene-3-sulfonic acid belongs to the class of organic compounds known as quinolizines. Quinolizines are compounds containing a quinolizine moiety, which consists of two fused pyridine rings sharing a nitrogen atom. 2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid is found in Mitragyna speciosa. 4-(1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]Heptadeca-1,10,12,14,16-pentaene-3-sulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191514472D          

 33 36  0  0  0  0            999 V2000
    6.3618    1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909    1.1022    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.5199    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2489   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8779   -1.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305   -2.3936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595   -3.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0725   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435   -0.1829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5252   -1.6095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -2.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -1.0613    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306   -1.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3384   -1.4322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8647   -0.6903    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.6962    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -0.3254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929    2.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0988    2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    1.7920    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
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 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  5 33  1  0  0  0  0
M  CHG  2   5   1  20  -1
M  END

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
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    1.3523    1.9122    0.9206 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6226    1.9415    1.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2207    2.6507    2.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5613    2.5075    2.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3433    1.6423    1.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7629    0.9302    0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4672    0.0486    0.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8410   -0.1779    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4016    1.0800    0.6147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733    0.4900   -0.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8177   -0.5052   -1.4109 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7741   -0.3455   -2.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653    0.9281   -0.7745 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7688    1.6995   -2.2053 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.0848    2.4162   -1.8611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    0.8614   -3.3695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7262    2.9765   -2.6702 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8901   -0.2842   -0.2799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2848   -0.2309   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5107   -0.1839   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4841   -0.0633    0.9020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0186   -1.2070    1.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1717    0.5255    1.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2066    0.7753    1.9349 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7666    1.3120    3.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3885   -2.5459   -0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1252   -1.8090   -2.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268   -2.3043   -0.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1699   -2.4000   -2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889   -1.4640   -3.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5730    2.4688    1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6043    3.3215    2.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9961    3.0830    3.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4067    1.4984    2.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3742    0.7774    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2135   -1.0218   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0073   -0.3807    1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -1.5465   -1.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945   -0.3561   -1.8858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892    0.5970   -3.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893   -1.2091   -3.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    1.6875    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796   -0.4710    0.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0427   -0.2688   -1.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4861   -1.9263    0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1807   -1.7320    2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
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  4  5  1  0
  5  6  2  0
  6 20  1  0
 20 25  1  0
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 27 28  1  0
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 30 31  2  0
 30 32  1  0
 32 33  1  0
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 21 22  2  0
 21 23  2  0
  6  7  1  0
  7 17  2  0
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 18 19  1  0
 17 16  1  0
 16 13  2  0
 13 14  1  0
 14 15  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
 25  3  1  0
  8  7  1  0
 19  5  1  0
  9 16  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  1
  4 40  1  0
  4 41  1  0
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 27 55  1  0
 29 56  1  0
 29 57  1  0
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 33 60  1  0
 33 61  1  0
 18 49  1  0
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 19 52  1  0
 15 46  1  0
 15 47  1  0
 15 48  1  0
 12 45  1  0
 11 44  1  0
 10 43  1  0
  8 42  1  0
M  CHG  2   5   1  24  -1
M  END


  Mrv1533004191514472D          

 33 36  0  0  0  0            999 V2000
    6.3618    1.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909    1.1022    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.5199    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2489   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8779   -1.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305   -2.3936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595   -3.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0725   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435   -0.1829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5252   -1.6095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -2.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016   -1.0613    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2306   -1.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3384   -1.4322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8647   -0.6903    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.6962    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -0.3254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929    2.0606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0988    2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    1.7920    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
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  5  6  2  0  0  0  0
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 27 30  2  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
 21 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  5 33  1  0  0  0  0
M  CHG  2   5   1  20  -1
M  END
> <DATABASE_ID>
NP0304036

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1C[N+]2=C(C(C1C(=COC)C(=O)OC)S([O-])(=O)=O)C1=C(CC2)C2=C(OC)C=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N2O7S/c1-5-13-11-25-10-9-14-19-16(7-6-8-17(19)31-3)24-20(14)21(25)22(33(27,28)29)18(13)15(12-30-2)23(26)32-4/h6-8,12-13,18,22H,5,9-11H2,1-4H3,(H,27,28,29)

> <INCHI_KEY>
GSAFLXQFFAEFGE-UHFFFAOYSA-N

> <FORMULA>
C23H28N2O7S

> <MOLECULAR_WEIGHT>
476.54

> <EXACT_MASS>
476.161722424

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
49.42073584021922

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H-5λ⁵-indolo[2,3-a]quinolizin-5-ylium-1-sulfonate

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
-1.3811869351384123

> <ALOGPS_LOGS>
-5.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.932754756579708

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.7649528885763539

> <JCHEM_PKA_STRONGEST_BASIC>
-4.505135696953122

> <JCHEM_POLAR_SURFACE_AREA>
120.76

> <JCHEM_REFRACTIVITY>
132.4579

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H-5λ⁵-indolo[2,3-a]quinolizin-5-ylium-1-sulfonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      11.875   2.322   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.183   0.946   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.645   0.858   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.800   2.146   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.263   2.057   0.000  0.00  0.00           N+1
HETATM    6  C   UNK     0       6.570   0.682   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.415  -0.606   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.953  -0.517   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.798  -1.805   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.105  -3.180   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.950  -4.468   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.258  -5.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.335  -1.717   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      12.028  -0.341   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      12.180  -3.004   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      11.488  -4.380   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0       6.723  -1.981   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0       6.030  -3.357   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.098  -2.674   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.347  -1.288   0.000  0.00  0.00           O-1
HETATM   21  C   UNK     0       5.033   0.594   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.070  -0.607   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       2.629  -0.063   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.260  -0.768   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.035   0.064   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.038   1.603   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.407   2.308   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.480   3.847   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.184   4.679   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.702   1.476   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.188   1.881   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.881   3.257   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.418   3.345   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   33                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17    7   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21    6   22   31                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   23   31                                                  
CONECT   31   30   21   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32    5                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
4-(1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0,.0,]heptadeca-1,10,12,14,16-pentaene-3-sulfonate	Generator
4-(1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0,.0,]heptadeca-1,10,12,14,16-pentaene-3-sulphonate	Generator
4-(1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0,.0,]heptadeca-1,10,12,14,16-pentaene-3-sulphonic acid	Generator
4-(1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1,10,12,14,16-pentaene-3-sulfonate	Generator
4-(1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1,10,12,14,16-pentaene-3-sulphonate	Generator
4-(1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1,10,12,14,16-pentaene-3-sulphonic acid	Generator

Chemical Formula

C₂₃H₂₈N₂O₇S

Average Mass

476.5400 Da

Monoisotopic Mass

476.16172 Da

IUPAC Name

2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H-5λ⁵-indolo[2,3-a]quinolizin-5-ylium-1-sulfonate

Traditional Name

2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H-5λ⁵-indolo[2,3-a]quinolizin-5-ylium-1-sulfonate

CAS Registry Number

Not Available

SMILES

CCC1C[N+]2=C(C(C1C(=COC)C(=O)OC)S([O-])(=O)=O)C1=C(CC2)C2=C(OC)C=CC=C2N1

InChI Identifier

InChI=1S/C23H28N2O7S/c1-5-13-11-25-10-9-14-19-16(7-6-8-17(19)31-3)24-20(14)21(25)22(33(27,28)29)18(13)15(12-30-2)23(26)32-4/h6-8,12-13,18,22H,5,9-11H2,1-4H3,(H,27,28,29)

InChI Key

GSAFLXQFFAEFGE-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
Mitragyna speciosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolizines. Quinolizines are compounds containing a quinolizine moiety, which consists of two fused pyridine rings sharing a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolizines

Sub Class

Not Available

Direct Parent

Quinolizines

Alternative Parents

Substituents

Quinolizine
Indole or derivatives
Anisole
Phenol ether
Alkyl aryl ether
Tetrahydropyridine
Piperidine
Benzenoid
Vinylogous ester
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Alpha,beta-unsaturated carboxylic ester
Alkanesulfonic acid
Methyl ester
Enoate ester
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Enamine
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Amine
Organic oxide
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organosulfur compound
Hydrocarbon derivative
Organic nitrogen 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	0.92	ALOGPS
logP	-1.4	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	-0.76	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	120.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	132.46 m³·mol⁻¹	ChemAxon
Polarizability	49.42 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

85182398

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid (NP0304036)

MOL for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

3D MOL for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

3D SDF for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

3D-SDF for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

PDB for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

3D PDB for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

SMILES for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

INCHI for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

Structure for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)

3D Structure for NP0304036 (2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-8-methoxy-1h,2h,3h,4h,6h,7h-indolo[2,3-a]quinolizine-1-sulfonic acid)