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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:46:33 UTC

Update Date

2021-09-26 22:50:37 UTC

HMDB ID

HMDB0243524

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(-)-Sparteine

Description

7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecane 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. Based on a literature review very few articles have been published on 7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecane. This compound has been identified in human blood as reported by (PMID: 31557052 ). (-)-sparteine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (-)-Sparteine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0243548
     RDKit          3D
(+)-Sparteine
 43 46  0  0  0  0  0  0  0  0999 V2000
    3.9199    0.6990    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -0.7763    0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327   -1.5087   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5361   -0.8484    0.0850 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788   -1.6648   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7215   -0.9378   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3301    0.2560   -1.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4400    1.1734   -0.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972    1.6029    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015    0.8824    0.5111 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882    1.4794    0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967    0.7627    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9466   -0.6513    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -1.3165    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443   -0.5135    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868    0.4718   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    1.2544    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891    1.1459    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386    0.9809   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -1.0527    1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.1576    0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8101   -2.5496    0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652   -1.5114   -1.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198   -2.1466   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -2.4951    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582   -1.6397   -1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4089   -0.1234   -2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430    0.7234   -2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7093    2.0815   -1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2257    1.4221    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    2.7026    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8375    2.5230    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701    1.5938   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8943    1.2408    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    0.7895    1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -0.6361   -0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8080   -1.1951    0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5730   -2.2578   -0.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8041   -1.6848    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7566   -0.8301    1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3418    0.4149   -1.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1807    0.9769    1.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500    2.3198    0.4215 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  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  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  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

  Mrv1533004171502182D          

 17 20  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469    0.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4207   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7062   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
  6 15  1  0  0  0  0
 10 15  1  0  0  0  0
  8 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
  1 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243524

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CCN2CC3CC(CN4CCCCC34)C2C1

> <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

> <INCHI_KEY>
SLRCCWJSBJZJBV-UHFFFAOYSA-N

> <FORMULA>
C15H26N2

> <MOLECULAR_WEIGHT>
234.387

> <EXACT_MASS>
234.209598845

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
28.34818111662544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]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>
9.46023077227616

> <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>
genisteine-alkaloid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0243548
     RDKit          3D
(+)-Sparteine
 43 46  0  0  0  0  0  0  0  0999 V2000
    3.9199    0.6990    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -0.7763    0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327   -1.5087   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5361   -0.8484    0.0850 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788   -1.6648   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7215   -0.9378   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3301    0.2560   -1.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4400    1.1734   -0.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972    1.6029    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015    0.8824    0.5111 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882    1.4794    0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967    0.7627    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9466   -0.6513    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -1.3165    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443   -0.5135    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868    0.4718   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    1.2544    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891    1.1459    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386    0.9809   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -1.0527    1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.1576    0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8101   -2.5496    0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652   -1.5114   -1.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198   -2.1466   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -2.4951    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582   -1.6397   -1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4089   -0.1234   -2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430    0.7234   -2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7093    2.0815   -1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2257    1.4221    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    2.7026    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8375    2.5230    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701    1.5938   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8943    1.2408    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    0.7895    1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -0.6361   -0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8080   -1.1951    0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5730   -2.2578   -0.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8041   -1.6848    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7566   -0.8301    1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3418    0.4149   -1.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1807    0.9769    1.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500    2.3198    0.4215 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  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  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  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.089  -1.089   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.629  -1.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.394   0.578   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.089   2.629   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.629   2.629   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       3.718   1.540   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.052   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.385   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.385  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.052  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.718   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
CONECT    1    2   17                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    6   10                                                  
CONECT   16    8    4   17                                                  
CONECT   17   16    1                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   40    0
END

COMPND    HMDB0243548
HETATM    1  C1  UNL     1       3.920   0.699   0.491  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.927  -0.776   0.668  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.833  -1.509  -0.020  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.536  -0.848   0.085  1.00  0.00           N  
HETATM    5  C4  UNL     1       0.579  -1.665  -0.588  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.722  -0.938  -0.884  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.330   0.256  -1.727  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.440   1.173  -0.804  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.397   1.603   0.381  1.00  0.00           C  
HETATM   10  N2  UNL     1      -1.602   0.882   0.511  1.00  0.00           N  
HETATM   11  C9  UNL     1      -2.788   1.479   0.095  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.997   0.763   0.675  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.947  -0.651   0.141  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.694  -1.317   0.589  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.444  -0.513   0.390  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.687   0.472  -0.410  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.496   1.254   0.628  1.00  0.00           C  
HETATM   18  H1  UNL     1       4.589   1.146   1.256  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.239   0.981  -0.546  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.969  -1.053   1.745  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.901  -1.158   0.241  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.810  -2.550   0.336  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.065  -1.511  -1.126  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.920  -2.147  -1.502  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.298  -2.495   0.122  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.358  -1.640  -1.441  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.409  -0.123  -2.477  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.143   0.723  -2.261  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.709   2.082  -1.374  1.00  0.00           H  
HETATM   30  H13 UNL     1       0.226   1.422   1.294  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.578   2.703   0.370  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.837   2.523   0.526  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.970   1.594  -0.975  1.00  0.00           H  
HETATM   34  H17 UNL     1      -4.894   1.241   0.263  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.909   0.789   1.758  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.973  -0.636  -0.959  1.00  0.00           H  
HETATM   37  H20 UNL     1      -4.808  -1.195   0.588  1.00  0.00           H  
HETATM   38  H21 UNL     1      -2.573  -2.258  -0.016  1.00  0.00           H  
HETATM   39  H22 UNL     1      -2.804  -1.685   1.650  1.00  0.00           H  
HETATM   40  H23 UNL     1      -0.757  -0.830   1.234  1.00  0.00           H  
HETATM   41  H24 UNL     1       2.342   0.415  -1.329  1.00  0.00           H  
HETATM   42  H25 UNL     1       2.181   0.977   1.668  1.00  0.00           H  
HETATM   43  H26 UNL     1       2.450   2.320   0.422  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   16
CONECT    5    6   24   25
CONECT    6    7   15   26
CONECT    7    8   27   28
CONECT    8    9   16   29
CONECT    9   10   30   31
CONECT   10   11   15
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   40
CONECT   16   17   41
CONECT   17   42   43
END

HMDB0243548
     RDKit          3D
(+)-Sparteine
 43 46  0  0  0  0  0  0  0  0999 V2000
    3.9199    0.6990    0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267   -0.7763    0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8327   -1.5087   -0.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5361   -0.8484    0.0850 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788   -1.6648   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7215   -0.9378   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3301    0.2560   -1.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4400    1.1734   -0.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972    1.6029    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6015    0.8824    0.5111 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882    1.4794    0.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967    0.7627    0.6750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9466   -0.6513    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -1.3165    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4443   -0.5135    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868    0.4718   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4956    1.2544    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891    1.1459    1.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386    0.9809   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -1.0527    1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.1576    0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8101   -2.5496    0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0652   -1.5114   -1.1261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9198   -2.1466   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983   -2.4951    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582   -1.6397   -1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4089   -0.1234   -2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1430    0.7234   -2.2612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7093    2.0815   -1.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2257    1.4221    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    2.7026    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8375    2.5230    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701    1.5938   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8943    1.2408    0.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    0.7895    1.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -0.6361   -0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8080   -1.1951    0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5730   -2.2578   -0.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8041   -1.6848    1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7566   -0.8301    1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3418    0.4149   -1.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1807    0.9769    1.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500    2.3198    0.4215 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  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  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  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₁₅H₂₆N₂

Average Molecular Weight

234.387

Monoisotopic Molecular Weight

234.209598845

IUPAC Name

7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecane

Traditional Name

genisteine-alkaloid

CAS Registry Number

Not Available

SMILES

C1CCN2CC3CC(CN4CCCCC34)C2C1

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

InChI Key

SLRCCWJSBJZJBV-UHFFFAOYSA-N

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
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.98	ALOGPS
logP	2.03	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	9.46	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	28.35 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	192.365	30932474
DeepCCS	[M+Na]+	167.895	30932474
AllCCS	[M+H]+	160.4	32859911
AllCCS	[M+H-H2O]+	156.5	32859911
AllCCS	[M+NH4]+	164.0	32859911
AllCCS	[M+Na]+	165.0	32859911
AllCCS	[M-H]-	171.5	32859911
AllCCS	[M+Na-2H]-	171.4	32859911
AllCCS	[M+HCOO]-	171.4	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Sparteine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pbd-5970000000-1c477488d961b6fbb855	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Sparteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Sparteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Sparteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Sparteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Sparteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Sparteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Sparteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Sparteine 40V, Positive-QTOF	splash10-000i-0490000000-2c6ece2c66bd869682b8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Sparteine 10V, Positive-QTOF	splash10-000i-0090000000-999f06da952d36e3ac70	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Sparteine 20V, Positive-QTOF	splash10-000i-0090000000-327d840d63ba2aca0354	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (-)-Sparteine 6V, Positive-QTOF	splash10-000i-0090000000-e4d8aa1dfbc7a506c704	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Sparteine 10V, Positive-QTOF	splash10-000i-0090000000-85d4689955febf2d51ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Sparteine 20V, Positive-QTOF	splash10-000i-0090000000-85d4689955febf2d51ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Sparteine 40V, Positive-QTOF	splash10-0002-9320000000-2b4a11005ccde8ca2f4f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Sparteine 10V, Negative-QTOF	splash10-001i-0090000000-d0a8676be70c6a38a3bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Sparteine 20V, Negative-QTOF	splash10-001i-0090000000-d0a8676be70c6a38a3bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Sparteine 40V, Negative-QTOF	splash10-001i-1190000000-0d72dd4162c41851ef75	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3829

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3966

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (-)-Sparteine (HMDB0243524)

MOL for HMDB0243524 ((-)-Sparteine)

3D MOL for HMDB0243524 ((-)-Sparteine)

3D SDF for HMDB0243524 ((-)-Sparteine)

3D-SDF for HMDB0243524 ((-)-Sparteine)

PDB for HMDB0243524 ((-)-Sparteine)

3D PDB for HMDB0243524 ((-)-Sparteine)

SMILES for HMDB0243524 ((-)-Sparteine)

INCHI for HMDB0243524 ((-)-Sparteine)

Structure for HMDB0243524 ((-)-Sparteine)

3D Structure for HMDB0243524 ((-)-Sparteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra