NP-MRD: Showing NP-Card for (-)-Spartein (NP0051286)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:40:01 UTC

Updated at

2022-04-27 22:40:01 UTC

NP-MRD ID

NP0051286

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Spartein

Description

Lupinidine, also known as D-sparteine or depasan retard, 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. (-)-Spartein is found in Adenocarpus decorticans, Ammopiptanthus nanus, Anagyris foetida, Baptisia spp., Camaecytisus absinthioides, Cytisus austriacus, Chelidonium majus L. , Cytisus balansae, Cytisus elongatus, Cytisus eriocarpus, Cytisus lasiosemius, Cytisus ratisbonensis, Cytisus scoparius , Cytisus spp., Genista aetnensis, Genista germanica, Genista hirsuta, Genista involucrata, Genista lobelii, Genista lydia, Genista radiata, Genista subcapitata, Genista tinctoria , Genista triacanthos, Lupinus albus var. graecus , Lupinus alpestris, Lupinus angustifolius , Lupinus arboreus, Lupinus argenteus, Lupinus diffusus, Lupinus hirsutus , Lupinus laxus, Lupinus luteus , Lupinus mutabilis, Lupinus niger, Lupinus pilosus, Lupinus polyphyllus, Lupinus spp., Lupinus varius , Lupinus westianus, Ormosia monosperma, Sarothamnus spp., Spartidium saharae, Thermopsis chinensis, Thermopsis lupinoides, Ulex airensis, Ulex australis, Ulex densus, Ulex minor and Ulex jussiaei. Based on a literature review very few articles have been published on lupinidine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
    3.9564    0.7450    0.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530   -0.5991    0.9826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8847   -1.5279    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7306   -0.9105   -0.0618 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5283   -1.6533   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721   -1.0829   -1.2845 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2534    0.2583   -1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116    0.7158   -0.0623 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8362    1.6698   -0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170    0.9222   -0.7420 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2054    1.3755   -0.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0268    0.6030    0.4740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1160   -0.2273    1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4242   -1.2225    0.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7582   -0.5366   -0.7580 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5348    0.4856    0.4032 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6605    1.2806   -0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    1.4379    1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7177    0.7594   -0.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6364   -0.5390    2.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8618   -1.0885    0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7186   -2.3903    0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4261   -1.9530   -0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1477   -2.0030    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9113   -2.5936   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4904   -1.5852   -2.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381    0.0327   -1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782    0.8800   -2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3018   -0.0237    0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230    2.5270   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874    2.1291    0.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1930    2.4304   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7701    1.4053   -1.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6683    1.2679    1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7020   -0.1014   -0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3867    0.3295    1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366   -0.8276    2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8179   -1.8464    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2829   -1.9041    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4658   -0.7419   -1.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295    0.4331    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    2.3480    0.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6808    1.3216   -1.2740 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  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 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  1  0
 17  1  1  0
 16  4  1  0
 15  6  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  6
  7 27  1  0
  7 28  1  0
  8 29  1  1
  9 30  1  0
  9 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  6
 16 41  1  1
 17 42  1  0
 17 43  1  0
M  END


  Mrv1652304282200402D          

 17 20  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
    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  1  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  0  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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 12 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
 11 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051286

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C1CCN2C[C@@H]3C[C@H](CN4CCCC[C@H]34)[C@@H]2C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13+,14+,15-

> <INCHI_KEY>
SLRCCWJSBJZJBV-PYHGIMPFSA-N

> <FORMULA>
C15H26N2

> <MOLECULAR_WEIGHT>
234.387

> <EXACT_MASS>
234.209598845

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
27.388367590775434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,9S,10R)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
2.027827476999999

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.16023077227616

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
71.82300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,9S,10R)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane

> <JCHEM_VEBER_RULE>
1

$$$$

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  N   UNK     0       9.168   2.258   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       9.168   3.798   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.502   4.568   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.079   4.886   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.774   2.835   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.539   1.169   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.079   1.169   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.450   2.258   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.450   3.798   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.539   4.886   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.116   4.568   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.783   3.798   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.783   2.258   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.116   1.488   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    7                                                       
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   11                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   40    0
END

View in JSmol

Synonyms

Value	Source
Anhydrous, sparteine sulfate	MeSH
D-Sparteine	MeSH
Depasan retard	MeSH
Genisteine alkaloid	MeSH
L-Sparteine	MeSH
Pachycarpine	MeSH
Pachycarpine sulfate (1:1), pentahydrate, (7S-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine	MeSH
Sparteine hydrochloride, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine hydrochloride, (7S-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine hydroiodide, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine monohydrochloride, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine monohydroiodide, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine sulfate	MeSH
Sparteine sulfate (1:1), (7S-(7alpha,7aalpha,14alpha,14aalpha))-isomer	MeSH
Sparteine sulfate (1:1), (7S-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine sulfate anhydrous	MeSH
Sparteine, (+)-isomer	MeSH
Sparteine, (-)-isomer	MeSH
Sparteine, (7R-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine, (7R-(7alpha,7abeta,14alpha,14abeta))-isomer	MeSH
Sparteine, (7S-(7alpha,7aalpha,14alpha,14aalpha))-isomer	MeSH
Sparteine, (7S-(7alpha,7aalpha,14alpha,14abeta))-isomer	MeSH
Sparteine, (7S-(7alpha,7abeta,14alpha,14abeta))-isomer	MeSH
Sulfate anhydrous, sparteine	MeSH
alpha Isosparteine	MeSH
alpha-Isosparteine	MeSH
beta Isosparteine	MeSH
beta-Isosparteine	MeSH

Chemical Formula

C₁₅H₂₆N₂

Average Mass

234.3870 Da

Monoisotopic Mass

234.20960 Da

IUPAC Name

(1R,2S,9S,10R)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane

Traditional Name

(1R,2S,9S,10R)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane

CAS Registry Number

Not Available

SMILES

C1CCN2C[C@@H]3C[C@H](CN4CCCC[C@H]34)[C@@H]2C1

InChI Identifier

InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13+,14+,15-

InChI Key

SLRCCWJSBJZJBV-PYHGIMPFSA-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
Adenocarpus decorticans	Plant	KNApSAcK
Ammopiptanthus nanus	Plant	KNApSAcK
Anagyris foetida	Plant	KNApSAcK
Baptisia spp.	Plant	KNApSAcK
Camaecytisus absinthioides	-	KNApSAcK
Chamaecytisus austriacus	Plant	KNApSAcK
Chelidonium majus	Plant	KNApSAcK
Cytisus balansae	Plant	KNApSAcK
Cytisus elongatus	Plant	KNApSAcK
Cytisus eriocarpus	Plant	KNApSAcK
Cytisus lasiosemius	Plant	KNApSAcK
Cytisus ratisbonensis	Plant	KNApSAcK
Cytisus scoparius	Plant	KNApSAcK
Cytisus spp.	Plant	KNApSAcK
Genista aetnensis	Plant	KNApSAcK
Genista germanica	Plant	KNApSAcK
Genista hirsuta	Plant	KNApSAcK
Genista involucrata	Plant	KNApSAcK
Genista lobelii	Plant	KNApSAcK
Genista lydia	Plant	KNApSAcK
Genista radiata	Plant	KNApSAcK
Genista subcapitata	Plant	KNApSAcK
Genista tinctoria	Plant	KNApSAcK
Genista triacanthos	Plant	KNApSAcK
Lupinus albus var. graecus	Plant	KNApSAcK
Lupinus alpestris	Plant	KNApSAcK
Lupinus angustifolius	Plant	KNApSAcK
Lupinus arboreus	Plant	KNApSAcK
Lupinus argenteus	Plant	KNApSAcK
Lupinus diffusus	Plant	KNApSAcK
Lupinus hirsutus	Plant	KNApSAcK
Lupinus laxus	Plant	KNApSAcK
Lupinus luteus	Plant	KNApSAcK
Lupinus mutabilis	Plant	KNApSAcK
Lupinus niger	Plant	KNApSAcK
Lupinus pilosus	Plant	KNApSAcK
Lupinus polyphyllus	Plant	KNApSAcK
Lupinus spp.	Plant	KNApSAcK
Lupinus varius	Plant	KNApSAcK
Lupinus westianus	Plant	KNApSAcK
Ormosia monosperma	Plant	KNApSAcK
Sarothamnus spp.	-	KNApSAcK
Spartidium saharae	Plant	KNApSAcK
Thermopsis chinensis	Plant	KNApSAcK
Thermopsis lupinoides	Plant	KNApSAcK
Ulex airensis	Plant	KNApSAcK
Ulex australis	Plant	KNApSAcK
Ulex densus	Plant	KNApSAcK
Ulex minor	Plant	KNApSAcK
Ulex parviflorus subsp. jussiaei	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
Quinolizidine
Piperidine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
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	2.98	ALOGPS
logP	2.03	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	9.16	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	71.82 m³·mol⁻¹	ChemAxon
Polarizability	27.39 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

391268

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sparteine

METLIN ID

Not Available

PubChem Compound

6452127

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Spartein (NP0051286)

MOL for NP0051286 ((-)-Spartein)

3D MOL for NP0051286 ((-)-Spartein)

3D SDF for NP0051286 ((-)-Spartein)

3D-SDF for NP0051286 ((-)-Spartein)

PDB for NP0051286 ((-)-Spartein)

3D PDB for NP0051286 ((-)-Spartein)

SMILES for NP0051286 ((-)-Spartein)

INCHI for NP0051286 ((-)-Spartein)

Structure for NP0051286 ((-)-Spartein)

3D Structure for NP0051286 ((-)-Spartein)