NP-MRD: Showing NP-Card for 19alpha,20alpha-Epoxyakuammicine (NP0069446)

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Record Information

Version

2.0

Created at

2022-04-28 14:47:39 UTC

Updated at

2022-04-28 14:47:39 UTC

NP-MRD ID

NP0069446

Secondary Accession Numbers

None

Natural Product Identification

Common Name

19alpha,20alpha-Epoxyakuammicine

Description

Methyl (1'R,2R,3R,11'R,17'S)-3-methyl-8',14'-diazaspiro[oxirane-2,12'-pentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]Octadecane]-2',4',6',9'-tetraene-10'-carboxylate belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton. 19alpha,20alpha-Epoxyakuammicine is found in Haplophyton crooksii. Based on a literature review very few articles have been published on methyl (1'R,2R,3R,11'R,17'S)-3-methyl-8',14'-diazaspiro[oxirane-2,12'-pentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]Octadecane]-2',4',6',9'-tetraene-10'-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216472D          

 25 30  0  0  1  0            999 V2000
    6.1453    3.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4836    2.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010    1.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1803    1.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    2.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3245    3.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627    2.4138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8208    1.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9882    1.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173    1.6600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6462    2.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1981    2.6769    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8342    3.3837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    3.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219    3.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    3.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793    2.3929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0225    1.8936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9185    2.7120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    1.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253    0.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815    0.0023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6063   -0.1066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5434   -0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5521    1.1253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  5  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  6  0  0  0
  7 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
  7 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 19  1  1  0  0  0
 18 20  1  1  0  0  0
  9 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 25  1  0  0  0  0
  4 25  1  0  0  0  0
M  END

     RDKit          3D

 47 52  0  0  0  0  0  0  0  0999 V2000
   -3.1384    2.5260    2.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5861    1.7935    1.5532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256    1.6539    1.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022    2.2353    2.2343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    0.9208    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6942    0.8573    0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7443    1.7717    0.4379 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9592    1.2558   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2046    1.8668   -0.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2410    1.2439   -0.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089    0.0325   -1.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739   -0.5630   -1.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7173    0.0238   -0.6835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550   -0.3754   -0.3245 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4405   -1.4382    0.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0414   -2.6732    0.0150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0658   -2.1657   -0.8231 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565   -1.9994    0.0643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1878   -0.9675   -0.3568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1124   -1.4461   -1.2910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5143   -1.1327    0.0927 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6560   -0.1752    0.0727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4750    0.2707   -0.7658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5051   -0.0179   -1.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5189   -0.9989   -1.3921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1511    2.1988    2.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    3.5872    2.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5105    2.4785    3.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6548    2.6773    0.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701    2.8303    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1993    1.7584   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7893   -0.4708   -1.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -1.5377   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8960   -1.2121    1.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164   -1.5813    1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5694   -3.4385    0.6758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8389   -3.1186   -0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7114   -2.9887    0.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9369   -1.8023    1.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7609   -2.0651    0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5900   -0.7723   -0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8073    0.2182    1.1033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5505    0.6380   -0.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2294    0.9645   -1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012    0.9228   -2.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0157   -0.4706   -2.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -1.3148   -2.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  6
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 23  5  1  0
 14  6  1  0
 25 14  1  0
 13  8  1  0
 25 17  1  0
 21 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 21 40  1  1
 22 41  1  0
 22 42  1  0
 22 43  1  0
 23 44  1  6
 24 45  1  0
 24 46  1  0
 25 47  1  6
M  END


  Mrv1652304282216472D          

 25 30  0  0  1  0            999 V2000
    6.1453    3.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4836    2.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010    1.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1803    1.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420    2.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3245    3.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627    2.4138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8208    1.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9882    1.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173    1.6600    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6462    2.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1981    2.6769    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8342    3.3837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    3.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219    3.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9762    3.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6793    2.3929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0225    1.8936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9185    2.7120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    1.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253    0.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815    0.0023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6063   -0.1066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5434   -0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5521    1.1253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  5  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  6  0  0  0
  7 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
  7 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 19  1  1  0  0  0
 18 20  1  1  0  0  0
  9 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 25  1  0  0  0  0
  4 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069446

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2NC3=CC=CC=C3[C@@]22CCN3C[C@]4(O[C@@H]4C)[C@@H]1C[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O3/c1-11-20(25-11)10-22-8-7-19-12-5-3-4-6-14(12)21-17(19)16(18(23)24-2)13(20)9-15(19)22/h3-6,11,13,15,21H,7-10H2,1-2H3/t11-,13-,15+,19-,20-/m1/s1

> <INCHI_KEY>
JUZLBWLURBHBPB-MGZKBVSLSA-N

> <FORMULA>
C20H22N2O3

> <MOLECULAR_WEIGHT>
338.407

> <EXACT_MASS>
338.163042576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.30206598981269

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1'R,2R,3R,11'R,17'S)-3-methyl-8',14'-diazaspiro[oxirane-2,12'-pentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadecane]-2',4',6',9'-tetraene-10'-carboxylate

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.2637351843333322

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.900059957534829

> <JCHEM_PKA_STRONGEST_BASIC>
9.218465053192018

> <JCHEM_POLAR_SURFACE_AREA>
54.10000000000001

> <JCHEM_REFRACTIVITY>
95.13719999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1'R,2R,3R,11'R,17'S)-3-methyl-8',14'-diazaspiro[oxirane-2,12'-pentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadecane]-2',4',6',9'-tetraene-10'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      11.471   5.604   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.103   4.199   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.202   2.950   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.670   3.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.038   4.510   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.939   5.759   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.397   4.506   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.132   2.868   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.578   2.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.139   3.099   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.940   3.921   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.970   4.997   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.290   6.316   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       6.679   7.137   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.881   6.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.689   6.033   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.135   4.467   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.909   3.535   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.715   5.062   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.313   2.115   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.461   0.670   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.072   0.004   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.732  -0.199   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.614  -1.735   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       8.497   2.101   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   25                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   12   15                                             
CONECT    8    7    9   25                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14    7                                                       
CONECT   16   13   17                                                       
CONECT   17   16   10   18   19                                             
CONECT   18   17   19   20                                                  
CONECT   19   18   17                                                       
CONECT   20   18                                                            
CONECT   21    9   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25    8    4                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1'r,2R,3R,11'r,17's)-3-methyl-8',14'-diazaspiro[oxirane-2,12'-pentacyclo[9.5.2.0,.0,.0,]octadecane]-2',4',6',9'-tetraene-10'-carboxylic acid	Generator

Chemical Formula

C₂₀H₂₂N₂O₃

Average Mass

338.4070 Da

Monoisotopic Mass

338.16304 Da

IUPAC Name

methyl (1'R,2R,3R,11'R,17'S)-3-methyl-8',14'-diazaspiro[oxirane-2,12'-pentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadecane]-2',4',6',9'-tetraene-10'-carboxylate

Traditional Name

methyl (1'R,2R,3R,11'R,17'S)-3-methyl-8',14'-diazaspiro[oxirane-2,12'-pentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadecane]-2',4',6',9'-tetraene-10'-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2NC3=CC=CC=C3[C@@]22CCN3C[C@]4(O[C@@H]4C)[C@@H]1C[C@@H]23

InChI Identifier

InChI=1S/C20H22N2O3/c1-11-20(25-11)10-22-8-7-19-12-5-3-4-6-14(12)21-17(19)16(18(23)24-2)13(20)9-15(19)22/h3-6,11,13,15,21H,7-10H2,1-2H3/t11-,13-,15+,19-,20-/m1/s1

InChI Key

JUZLBWLURBHBPB-MGZKBVSLSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Haplophyton crooksii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Strychnos alkaloids

Sub Class

Not Available

Direct Parent

Strychnos alkaloids

Alternative Parents

Substituents

Strychnan skeleton
Akuammicine-skeleton
Stemmadenine-skeleton
Carbazole
Indole or derivatives
Dihydroindole
Indolizidine
Secondary aliphatic/aromatic amine
Aralkylamine
Piperidine
N-alkylpyrrolidine
Benzenoid
Enoate ester
Methyl ester
Pyrrolidine
Alpha,beta-unsaturated carboxylic ester
Vinylogous amide
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxylic acid derivative
Dialkyl ether
Enamine
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen 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	2.22	ALOGPS
logP	1.26	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	13.9	ChemAxon
pKa (Strongest Basic)	9.22	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.14 m³·mol⁻¹	ChemAxon
Polarizability	36.3 Å³	ChemAxon
Number of Rings	6	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

162991604

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 19alpha,20alpha-Epoxyakuammicine (NP0069446)

MOL for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

3D MOL for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

3D SDF for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

3D-SDF for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

PDB for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

3D PDB for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

SMILES for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

INCHI for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

Structure for NP0069446 (19alpha,20alpha-Epoxyakuammicine)

3D Structure for NP0069446 (19alpha,20alpha-Epoxyakuammicine)