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Showing metabocard for Anabasine (HMDB0004350)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 17:16:37 UTC
Update Date2023-02-21 17:17:00 UTC
HMDB IDHMDB0004350
Secondary Accession Numbers
  • HMDB04350
Metabolite Identification
Common NameAnabasine
DescriptionAnabasine is a pyridine and piperidine alkaloid found in the Tree Tobacco (Nicotiana glauca) plant, a close relative of the common tobacco plant (Nicotiana tabacum). It is a structural isomer of, and chemically similar to, nicotine. Its principal (historical) industrial use is as an insecticide. Anabasine is a nicotinic receptor agonist toxin and Cholinesterase inhibitor which acts upon the nicotinic acetylcholine receptors. Anabasine is an unstable yellow liquid which is succeptable to light, heat and moisture. It's decomposition products include Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases and carbon dioxide.
Structure
Data?1676999820
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0004350 (Anabasine)

  Mrv1652305201900032D          

 12 13  0  0  0  0            999 V2000
   27.6139  -13.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4704  -14.3380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8994  -12.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3283  -12.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8994  -11.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3283  -11.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6139  -11.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1850  -13.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1850  -13.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7559  -13.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4704  -12.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7559  -13.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  2  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
Download

3D MOL for HMDB0004350 (Anabasine)

HMDB0004350
     RDKit          3D
Anabasine
 26 27  0  0  0  0  0  0  0  0999 V2000
    3.2880   -1.0795   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447   -0.0422    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    1.1069    0.4517 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005    1.2752    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012    0.2642   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1515    0.4259   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7798   -0.8902   -0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872   -0.8558   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557    0.0742    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192    1.3941    0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7498    1.0676    0.8575 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9092   -0.9091   -0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346   -2.0273   -0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1095   -0.1916    0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942    2.1951    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4099    1.1155   -1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4122   -1.6803    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662   -1.2045   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6301   -1.8870   -0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6727   -0.5932   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8662   -0.3703    1.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071    0.3105    0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5906    2.1158    1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0896    1.7492   -0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704    0.3785    1.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523   -1.7415   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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
  5 12  2  0
 12  1  1  0
 11  6  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
M  END
Download

3D SDF for HMDB0004350 (Anabasine)

  Mrv1652305201900032D          

 12 13  0  0  0  0            999 V2000
   27.6139  -13.1005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4704  -14.3380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8994  -12.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3283  -12.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8994  -11.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3283  -11.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6139  -11.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1850  -13.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1850  -13.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7559  -13.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4704  -12.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7559  -13.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  2  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004350

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CCC(NC1)C1=CN=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2

> <INCHI_KEY>
MTXSIJUGVMTTMU-UHFFFAOYSA-N

> <FORMULA>
C10H14N2

> <MOLECULAR_WEIGHT>
162.2316

> <EXACT_MASS>
162.115698458

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
18.710686600754574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(piperidin-2-yl)pyridine

> <ALOGPS_LOGP>
0.90

> <JCHEM_LOGP>
1.2240554203333331

> <ALOGPS_LOGS>
-1.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.997605501479326

> <JCHEM_POLAR_SURFACE_AREA>
24.92

> <JCHEM_REFRACTIVITY>
48.96130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
anabasine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0004350 (Anabasine)

HMDB0004350
     RDKit          3D
Anabasine
 26 27  0  0  0  0  0  0  0  0999 V2000
    3.2880   -1.0795   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0447   -0.0422    0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    1.1069    0.4517 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005    1.2752    0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3012    0.2642   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1515    0.4259   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7798   -0.8902   -0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872   -0.8558   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557    0.0742    0.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192    1.3941    0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7498    1.0676    0.8575 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9092   -0.9091   -0.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346   -2.0273   -0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1095   -0.1916    0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5942    2.1951    0.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4099    1.1155   -1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4122   -1.6803    0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4662   -1.2045   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6301   -1.8870   -0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6727   -0.5932   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8662   -0.3703    1.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071    0.3105    0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5906    2.1158    1.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0896    1.7492   -0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704    0.3785    1.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523   -1.7415   -0.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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
  5 12  2  0
 12  1  1  0
 11  6  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  6 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
M  END
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PDB for HMDB0004350 (Anabasine)

HEADER    PROTEIN                                 20-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAY-19         0                                  
HETATM    1  N   UNK     0      51.546 -24.454   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0      47.545 -26.764   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      50.212 -23.684   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      52.879 -23.684   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      50.212 -22.144   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      52.879 -22.144   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      51.546 -21.374   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      48.879 -24.454   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      48.879 -25.994   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      46.211 -25.994   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      47.545 -23.684   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.211 -24.454   0.000  0.00  0.00           C+0
CONECT    1    3    4                                                       
CONECT    2    9   10                                                       
CONECT    3    1    5    8                                                  
CONECT    4    1    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7                                                       
CONECT    7    5    6                                                       
CONECT    8    3    9   11                                                  
CONECT    9    2    8                                                       
CONECT   10    2   12                                                       
CONECT   11    8   12                                                       
CONECT   12   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for HMDB0004350 (Anabasine)

COMPND    HMDB0004350
HETATM    1  C1  UNL     1       3.288  -1.080  -0.387  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.045  -0.042   0.110  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.424   1.107   0.452  1.00  0.00           N  
HETATM    4  C3  UNL     1       2.101   1.275   0.326  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.301   0.264  -0.167  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.151   0.426  -0.315  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.780  -0.890  -0.618  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.287  -0.856  -0.624  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.856   0.074   0.415  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.119   1.394   0.425  1.00  0.00           C  
HETATM   11  N2  UNL     1      -0.750   1.068   0.858  1.00  0.00           N  
HETATM   12  C10 UNL     1       1.909  -0.909  -0.520  1.00  0.00           C  
HETATM   13  H1  UNL     1       3.735  -2.027  -0.678  1.00  0.00           H  
HETATM   14  H2  UNL     1       5.110  -0.192   0.205  1.00  0.00           H  
HETATM   15  H3  UNL     1       1.594   2.195   0.599  1.00  0.00           H  
HETATM   16  H4  UNL     1      -0.410   1.115  -1.173  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.412  -1.680   0.077  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.466  -1.204  -1.634  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.630  -1.887  -0.354  1.00  0.00           H  
HETATM   20  H8  UNL     1      -2.673  -0.593  -1.631  1.00  0.00           H  
HETATM   21  H9  UNL     1      -2.866  -0.370   1.429  1.00  0.00           H  
HETATM   22  H10 UNL     1      -3.907   0.311   0.078  1.00  0.00           H  
HETATM   23  H11 UNL     1      -2.591   2.116   1.086  1.00  0.00           H  
HETATM   24  H12 UNL     1      -2.090   1.749  -0.643  1.00  0.00           H  
HETATM   25  H13 UNL     1      -0.870   0.379   1.638  1.00  0.00           H  
HETATM   26  H14 UNL     1       1.352  -1.742  -0.912  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3   14
CONECT    3    4    4
CONECT    4    5   15
CONECT    5    6   12   12
CONECT    6    7   11   16
CONECT    7    8   17   18
CONECT    8    9   19   20
CONECT    9   10   21   22
CONECT   10   11   23   24
CONECT   11   25
CONECT   12   26
END
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SMILES for HMDB0004350 (Anabasine)

C1CCC(NC1)C1=CN=CC=C1
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INCHI for HMDB0004350 (Anabasine)

InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(+-)-AnabasineChEBI
NeonicotineMeSH
(+/-)-anabasineHMDB
(-)-2-(3'-Pyridyl)piperidineHMDB
(-)-AnabasineHMDB
(S)-3-(2-Piperidinyl)pyridineHMDB
2-(3'-Pyridyl) piperidineHMDB
2-(3-Pyridinyl)piperidineHMDB
3-(2-Piperidinyl)pyridineHMDB
AnabasinHMDB
AnabazinHMDB
DL-AnabasineHMDB
L-3-(2'-Piperidyl)pyridineHMDB
NeonikotinHMDB
S-(-)-AnabasineHMDB
Chemical FormulaC10H14N2
Average Molecular Weight162.2316
Monoisotopic Molecular Weight162.115698458
IUPAC Name3-(piperidin-2-yl)pyridine
Traditional Nameanabasine
CAS Registry Number13078-04-1
SMILES
C1CCC(NC1)C1=CN=CC=C1
InChI Identifier
InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2
InChI KeyMTXSIJUGVMTTMU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassNot Available
Sub ClassNot Available
Direct ParentAlkaloids and derivatives
Alternative Parents
Substituents
  • Alkaloid or derivatives
  • Aralkylamine
  • Pyridine
  • Piperidine
  • Heteroaromatic compound
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Secondary aliphatic amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationBiological roleEnvironmental role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point9 °CNot Available
Boiling Point271.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000 mg/mL at 25 °CNot Available
LogP0.97HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Baker140.18330932474
[M+H]+Not Available140.183http://allccs.zhulab.cn/database/detail?ID=AllCCS00002054
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0031 (0.0000-0.0123) uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified4.4 (3.6-5.4) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified0.10 (0.004-0.20) umol/mmol creatinineAdult (>18 years old)BothActive tobacco user details
Associated Disorders and Diseases
Disease References
Smoking
  1. Moyer TP, Charlson JR, Enger RJ, Dale LC, Ebbert JO, Schroeder DR, Hurt RD: Simultaneous analysis of nicotine, nicotine metabolites, and tobacco alkaloids in serum or urine by tandem mass spectrometry, with clinically relevant metabolic profiles. Clin Chem. 2002 Sep;48(9):1460-71. [PubMed:12194923 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023366
KNApSAcK IDC00002015
Chemspider ID21106257
KEGG Compound IDC06180
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAnabasine
METLIN ID3283
PubChem Compound2181
PDB IDNot Available
ChEBI ID28986
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000447
Good Scents IDrw1135601
References
Synthesis ReferenceHasse, K.; Berg, P. Formation of anabasine from cadaverine in the presence of plant extracts. Biochemische Zeitschrift (1959), 331 349-55.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Moyer TP, Charlson JR, Enger RJ, Dale LC, Ebbert JO, Schroeder DR, Hurt RD: Simultaneous analysis of nicotine, nicotine metabolites, and tobacco alkaloids in serum or urine by tandem mass spectrometry, with clinically relevant metabolic profiles. Clin Chem. 2002 Sep;48(9):1460-71. [PubMed:12194923 ]
  2. Xu X, Iba MM, Weisel CP: Simultaneous and sensitive measurement of anabasine, nicotine, and nicotine metabolites in human urine by liquid chromatography-tandem mass spectrometry. Clin Chem. 2004 Dec;50(12):2323-30. Epub 2004 Oct 7. [PubMed:15472033 ]
  3. Mizrachi N, Levy S, Goren ZQ: Fatal poisoning from Nicotiana glauca leaves: identification of anabasine by gas-chromatography/mass spectrometry. J Forensic Sci. 2000 May;45(3):736-41. [PubMed:10855991 ]