NP-MRD: Showing NP-Card for 1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate (NP0289524)

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Record Information

Version

2.0

Created at

2022-09-09 19:44:55 UTC

Updated at

2022-09-09 19:44:55 UTC

NP-MRD ID

NP0289524

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate

Description

Schizanthine A belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane. 1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate is found in Schizanthus pinnatus. Schizanthine A is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161518542D          

 27 28  0  0  0  0            999 V2000
    7.7380   -0.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3255   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5005   -0.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5005    1.3508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630    2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    2.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -1.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574   -1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4774   -2.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -2.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    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
  6  4  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  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  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 25  1  0  0  0  0
 24 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 56 57  0  0  0  0  0  0  0  0999 V2000
    9.1526   -0.5766   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4409    0.7475   -0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0709    0.6341   -0.3001 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6183    0.1243    0.9043 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5243   -0.2450    1.7097 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161   -0.0014    1.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2223    0.3557    0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5192    0.9252   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516    0.1950    0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5994   -0.2893    2.0799 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7549    0.5532    0.1765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554    0.3869    0.6319 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3126    1.6760    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7788    1.3379    0.9468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3859    1.3424   -0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5735   -0.1228   -0.7642 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9563   -0.3973   -0.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6996   -0.8757   -1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0426   -1.0452   -2.7962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1017   -1.1464   -1.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7808   -0.9715   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1156   -0.4656    0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2481   -1.2659   -0.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7235   -0.7962    0.2677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2747   -0.6446   -0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8630    0.0035    1.4292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8698   -0.3153    2.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3988   -1.3658   -0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8707   -0.6238    0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7467   -0.7304   -1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4927    1.1774   -1.6566 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9696    1.4735    0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9714   -0.4185    2.2501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1470    1.8332   -0.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676    1.1800   -1.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836    0.1562   -1.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.0563    1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391    2.1572    1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1575    2.3847   -0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2899    2.0598    1.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965    1.7488   -1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    1.8779   -0.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2602   -0.3636   -1.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6648   -1.5228   -2.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3145   -1.1522    1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8606   -0.3509    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7336    0.5557    0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7240   -1.3186   -1.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4586   -2.1623    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6931   -0.3828    0.1207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9759   -1.8652    0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2265   -1.6182   -0.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2118   -0.4491   -1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1959   -1.3801    2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173   -0.3442    3.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    0.3775    2.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  3
 21 22  1  0
 21 23  1  0
 16 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 25 12  1  0
 26 14  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
 12 37  1  1
 13 38  1  0
 13 39  1  0
 14 40  1  1
 15 41  1  0
 15 42  1  0
 16 43  1  6
 20 44  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  1
 25 52  1  0
 25 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
M  END


  Mrv1533004161518542D          

 27 28  0  0  0  0            999 V2000
    7.7380   -0.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3255   -0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5005   -0.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5005    1.3508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2630    2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    2.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -1.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8574   -1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4774   -2.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -2.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    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
  6  4  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  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  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 25  1  0  0  0  0
 24 26  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289524

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)C=C(C)C(=O)OC1CC2CC(OC(=O)C=C(C)C)C(C1)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C20H29NO6/c1-6-25-18(22)8-13(4)20(24)26-15-9-14-10-17(16(11-15)21(14)5)27-19(23)7-12(2)3/h7-8,14-17H,6,9-11H2,1-5H3

> <INCHI_KEY>
LTHNNGQCWYQQLA-UHFFFAOYSA-N

> <FORMULA>
C20H29NO6

> <MOLECULAR_WEIGHT>
379.453

> <EXACT_MASS>
379.199487658

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.04531388309674

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
2.935087028999999

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.2660720064496

> <JCHEM_POLAR_SURFACE_AREA>
82.14

> <JCHEM_REFRACTIVITY>
100.656

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      14.444  -1.480   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.674  -0.146   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      12.134  -0.146   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.364   1.188   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.134   2.522   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.824   1.188   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.054   2.522   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.824   3.855   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.514   2.522   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.744   3.855   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.744   1.188   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.204   1.188   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.536   2.575   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.035   2.918   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.831   1.958   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.831   0.418   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.443  -0.250   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.328  -1.786   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.059  -2.454   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.600  -2.654   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.485  -4.189   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.758  -5.057   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.098  -4.857   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.035  -0.542   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.536  -0.200   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       2.602   1.188   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       1.062   1.188   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   16   25   26                                                  
CONECT   25   24   12                                                       
CONECT   26   24   14   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Value	Source
1-Ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioic acid	Generator

Chemical Formula

C₂₀H₂₉NO₆

Average Mass

379.4530 Da

Monoisotopic Mass

379.19949 Da

IUPAC Name

1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate

Traditional Name

1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C=C(C)C(=O)OC1CC2CC(OC(=O)C=C(C)C)C(C1)N2C

InChI Identifier

InChI=1S/C20H29NO6/c1-6-25-18(22)8-13(4)20(24)26-15-9-14-10-17(16(11-15)21(14)5)27-19(23)7-12(2)3/h7-8,14-17H,6,9-11H2,1-5H3

InChI Key

LTHNNGQCWYQQLA-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
Schizanthus pinnatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Not Available

Direct Parent

Tropane alkaloids

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Tropane alkaloid
Fatty acid ester
Piperidine
N-alkylpyrrolidine
Fatty acyl
Pyrrolidine
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.94	ALOGPS
logP	2.94	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	8.27	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	82.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	100.66 m³·mol⁻¹	ChemAxon
Polarizability	41.05 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137796494

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate (NP0289524)

MOL for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

3D MOL for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

3D SDF for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

3D-SDF for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

PDB for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

3D PDB for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

SMILES for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

INCHI for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

Structure for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)

3D Structure for NP0289524 (1-ethyl 8-methyl-6-[(3-methylbut-2-enoyl)oxy]-8-azabicyclo[3.2.1]octan-3-yl 3-methylbut-2-enedioate)