NP-MRD: Showing NP-Card for Calpurnine (NP0051267)

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Record Information

Version

2.0

Created at

2022-04-27 22:39:01 UTC

Updated at

2022-04-27 22:39:02 UTC

NP-MRD ID

NP0051267

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Calpurnine

Description

(1R,2S,4S,9R,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]Heptadecan-4-yl 1H-pyrrole-2-carboxylate belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems. Calpurnine is found in Brongniartia spp., Cadia ellisiana, Calpurnia aurea , Calpurnia lasiogyne, Calpurnia subdecandera, Virgilia capensis, Virgilia divaricata and Virgilia oroboides. Based on a literature review very few articles have been published on (1R,2S,4S,9R,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]Heptadecan-4-yl 1H-pyrrole-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200392D          

 26 30  0  0  1  0            999 V2000
    6.3404    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3404    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -0.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    1.2094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    2.0344    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6259    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    2.6178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1646    1.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    0.6260    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3281    0.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    1.2094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9197    2.0344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    2.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    1.2094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2053    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    0.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908   -0.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618   -0.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0244   -1.2611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314   -1.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2439   -0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -0.1051    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  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 13 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
 12 18  1  0  0  0  0
 17 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 22 26  2  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
    4.6214    0.7750   -1.6026 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6603    0.4645   -0.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472   -0.0872    0.2249 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704   -0.2996   -0.5242 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0554   -1.7755   -0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -2.1155   -1.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2760   -1.1138   -0.9299 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5666   -1.6374   -1.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5587   -1.4242   -0.0130 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0731   -0.7831    1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1378    0.3578    0.8182 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8405    1.1733   -0.2148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2324    0.8228   -0.4060 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2496    1.8435   -0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770    3.0374   -0.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6238    1.3249   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9088    0.2898    0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9285   -0.8361    0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7094   -0.5416   -0.5228 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0574   -0.3975    0.2323 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2304    0.5336    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9067    0.7095    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1231    0.4343    1.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4129    0.8011    1.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9707    1.2990    0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0471    1.2354   -0.1427 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5452    0.0375   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8764   -2.2884   -1.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0724   -2.1412    0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8437   -2.2497   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576   -3.0728   -0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4714   -2.7523   -1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9883   -1.2699   -2.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0709   -2.3837    0.2959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5640   -1.4805    1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881   -0.2858    1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    0.9219    1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260    2.2385    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996    1.1973   -1.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6520    0.8061   -1.7668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3927    2.1075   -0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9174    0.7864    1.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9224   -0.1498    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6974   -1.1030    1.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3704   -1.7849   -0.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8737   -0.8315   -1.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659   -1.1145    1.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5392    0.8973    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9958    1.4009   -0.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3969    0.0021    2.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8456    0.6861    2.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9849    1.6786    0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2067    1.5553   -1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  2  0
 11 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21  4  1  0
 26 22  1  0
 20  7  1  0
 19  9  1  0
 14 13  1  0
  4 27  1  6
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  1
 10 35  1  0
 10 36  1  0
 11 37  1  1
 12 38  1  0
 12 39  1  0
 19 46  1  6
 18 44  1  0
 18 45  1  0
 17 42  1  0
 17 43  1  0
 16 40  1  0
 16 41  1  0
 20 47  1  1
 21 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
M  END


  Mrv1652304282200392D          

 26 30  0  0  1  0            999 V2000
    6.3404    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3404    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259   -0.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    1.2094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    2.0344    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6259    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    2.6178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1646    1.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    0.6260    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3281    0.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    1.2094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9197    2.0344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    2.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    1.2094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2053    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763    0.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908   -0.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618   -0.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0244   -1.2611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314   -1.4326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2439   -0.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -0.1051    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  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 13 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
 12 18  1  0  0  0  0
 17 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 22 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0051267

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C(O[C@H]1CCN2C[C@H]3C[C@H](CN4[C@@H]3CCCC4=O)[C@@H]2C1)C1=CC=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C20H27N3O3/c24-19-5-1-4-17-13-9-14(12-23(17)19)18-10-15(6-8-22(18)11-13)26-20(25)16-3-2-7-21-16/h2-3,7,13-15,17-18,21H,1,4-6,8-12H2/t13-,14-,15+,17-,18+/m1/s1

> <INCHI_KEY>
YFRYJFMFQOBOSY-XHHISWJOSA-N

> <FORMULA>
C20H27N3O3

> <MOLECULAR_WEIGHT>
357.454

> <EXACT_MASS>
357.205241741

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
39.24175654454167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,4S,9R,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecan-4-yl 1H-pyrrole-2-carboxylate

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
1.0388058579999986

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.640721770612263

> <JCHEM_PKA_STRONGEST_BASIC>
9.343218064335215

> <JCHEM_POLAR_SURFACE_AREA>
65.64

> <JCHEM_REFRACTIVITY>
97.48910000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4S,9R,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecan-4-yl 1H-pyrrole-2-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      11.835   3.798   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.835   2.258   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.502   1.488   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.502  -0.052   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.168   2.258   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.168   3.798   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.502   4.568   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.079   4.886   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.774   2.835   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.539   1.169   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.079   1.169   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.450   2.258   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.450   3.798   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       6.539   4.886   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.116   4.568   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.783   3.798   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.783   2.258   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.116   1.488   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.449   1.488   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.449  -0.052   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.783  -0.822   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.115  -0.822   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -0.046  -2.354   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -1.552  -2.674   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.322  -1.341   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.291  -0.196   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    5                                                       
CONECT   12   10   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    8                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   12                                                       
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,4S,9R,10R)-14-oxo-7,15-Diazatetracyclo[7.7.1.0,.0,]heptadecan-4-yl 1H-pyrrole-2-carboxylic acid	Generator

Chemical Formula

C₂₀H₂₇N₃O₃

Average Mass

357.4540 Da

Monoisotopic Mass

357.20524 Da

IUPAC Name

(1R,2S,4S,9R,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecan-4-yl 1H-pyrrole-2-carboxylate

Traditional Name

(1R,2S,4S,9R,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecan-4-yl 1H-pyrrole-2-carboxylate

CAS Registry Number

Not Available

SMILES

O=C(O[C@H]1CCN2C[C@H]3C[C@H](CN4[C@@H]3CCCC4=O)[C@@H]2C1)C1=CC=CN1

InChI Identifier

InChI=1S/C20H27N3O3/c24-19-5-1-4-17-13-9-14(12-23(17)19)18-10-15(6-8-22(18)11-13)26-20(25)16-3-2-7-21-16/h2-3,7,13-15,17-18,21H,1,4-6,8-12H2/t13-,14-,15+,17-,18+/m1/s1

InChI Key

YFRYJFMFQOBOSY-XHHISWJOSA-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
Brongniartia spp.	Plant	KNApSAcK
Cadia ellisiana	Plant	KNApSAcK
Calpurnia aurea	Plant	KNApSAcK
Calpurnia lasiogyne	Plant	KNApSAcK
Calpurnia subdecandera	Plant	KNApSAcK
Virgilia capensis	Plant	KNApSAcK
Virgilia divaricata	Plant	KNApSAcK
Virgilia oroboides	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Lupin alkaloids

Sub Class

Sparteine, lupanine, and related alkaloids

Direct Parent

Sparteine, lupanine, and related alkaloids

Alternative Parents

Substituents

Sparteine-lupanine skeleton
Quinolizidinone
Quinolizidine
Pyrrole-2-carboxylic acid or derivatives
Piperidinone
Delta-lactam
Substituted pyrrole
Piperidine
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Lactam
Carboxylic acid ester
Carboxamide group
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	1.94	ALOGPS
logP	1.04	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.64	ChemAxon
pKa (Strongest Basic)	9.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	65.64 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.49 m³·mol⁻¹	ChemAxon
Polarizability	39.24 Å³	ChemAxon
Number of Rings	5	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

162913743

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Calpurnine (NP0051267)

MOL for NP0051267 (Calpurnine)

3D MOL for NP0051267 (Calpurnine)

3D SDF for NP0051267 (Calpurnine)

3D-SDF for NP0051267 (Calpurnine)

PDB for NP0051267 (Calpurnine)

3D PDB for NP0051267 (Calpurnine)

SMILES for NP0051267 (Calpurnine)

INCHI for NP0051267 (Calpurnine)

Structure for NP0051267 (Calpurnine)

3D Structure for NP0051267 (Calpurnine)