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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-13 17:16:37 UTC

Update Date

2023-02-21 17:17:00 UTC

HMDB ID

HMDB0004350

Secondary Accession Numbers

HMDB04350

Metabolite Identification

Common Name

Anabasine

Description

Anabasine 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

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

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+-)-Anabasine	ChEBI
Neonicotine	MeSH
(+/-)-anabasine	HMDB
(-)-2-(3'-Pyridyl)piperidine	HMDB
(-)-Anabasine	HMDB
(S)-3-(2-Piperidinyl)pyridine	HMDB
2-(3'-Pyridyl) piperidine	HMDB
2-(3-Pyridinyl)piperidine	HMDB
3-(2-Piperidinyl)pyridine	HMDB
Anabasin	HMDB
Anabazin	HMDB
DL-Anabasine	HMDB
L-3-(2'-Piperidyl)pyridine	HMDB
Neonikotin	HMDB
S-(-)-Anabasine	HMDB

Chemical Formula

C₁₀H₁₄N₂

Average Molecular Weight

162.2316

Monoisotopic Molecular Weight

162.115698458

IUPAC Name

3-(piperidin-2-yl)pyridine

Traditional Name

anabasine

CAS Registry Number

13078-04-1

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 Key

MTXSIJUGVMTTMU-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.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids 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 Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidine alkaloid (CHEBI:28986 )
pyridine alkaloid (CHEBI:28986 )
Pyridine alkaloids (C06180 )

Ontology

Physiological effect

Health effect

Circulatory system disorder

Vascular disorder

Hypertension (HMDB: HMDB0004350)
Hypotension (HMDB: HMDB0004350)

Blood and lymphatic system disorder

Hypoglycemia (HMDB: HMDB0004350)

Observation

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Mood disorder

Major depressive disorder (HMDB: HMDB0004350)

Neurotic, stress-related, or somatoform disorder

Anxiety (HMDB: HMDB0004350)

Coma (HMDB: HMDB0004350)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 10855991)

Excreta

Biofluid or Excreta

Urine (PMID: 12194923)

Cellular substructure

Cytoplasm (HMDB: HMDB0004350)
Extracellular (HMDB: HMDB0004350)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0004350)

Enteral

Ingestion (HMDB: HMDB0004350)

Source

Endogenous

Endogenous (HMDB: HMDB0004350)

Plant

Plant (HMDB: HMDB0004350)

Exogenous

Environmental

Tobacco Smoke (HMDB: HMDB0004350)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Industrial application

Drug (HMDB: HMDB0004350)

Pharmaceutical industry

Biomarker

Smoking (MarkerDB: MDB00000447)

Biological role

Drug metabolite (HMDB: HMDB0004350)

Environmental role

Environmental contaminant (HMDB: HMDB0004350)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	9 °C	Not Available
Boiling Point	271.00 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1000 mg/mL at 25 °C	Not Available
LogP	0.97	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Baker	140.183	30932474
[M+H]+	Not Available	140.183	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002054

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.9 g/L	ALOGPS
logP	0.9	ALOGPS
logP	1.22	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Basic)	9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	48.96 m³·mol⁻¹	ChemAxon
Polarizability	18.71 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	136.657	31661259
DarkChem	[M-H]-	133.334	31661259
DeepCCS	[M+H]+	138.045	30932474
DeepCCS	[M-H]-	134.233	30932474
DeepCCS	[M-2H]-	171.819	30932474
DeepCCS	[M+Na]+	147.358	30932474
AllCCS	[M+H]+	136.2	32859911
AllCCS	[M+H-H2O]+	131.5	32859911
AllCCS	[M+NH4]+	140.6	32859911
AllCCS	[M+Na]+	141.8	32859911
AllCCS	[M-H]-	140.3	32859911
AllCCS	[M+Na-2H]-	141.0	32859911
AllCCS	[M+HCOO]-	141.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.05 minutes	32390414
Predicted by Siyang on May 30, 2022	8.613 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.94 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	170.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	411.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	247.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	93.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	57.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	252.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	250.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	524.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	593.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	39.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	612.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	156.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	204.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	799.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	473.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	234.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Anabasine	C1CCC(NC1)C1=CN=CC=C1	2013.4	Standard polar	33892256
Anabasine	C1CCC(NC1)C1=CN=CC=C1	1475.9	Standard non polar	33892256
Anabasine	C1CCC(NC1)C1=CN=CC=C1	1496.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Anabasine,1TMS,isomer #1	C[Si](C)(C)N1CCCCC1C1=CC=CN=C1	1606.4	Semi standard non polar	33892256
Anabasine,1TMS,isomer #1	C[Si](C)(C)N1CCCCC1C1=CC=CN=C1	1605.8	Standard non polar	33892256
Anabasine,1TMS,isomer #1	C[Si](C)(C)N1CCCCC1C1=CC=CN=C1	2064.3	Standard polar	33892256
Anabasine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCCC1C1=CC=CN=C1	1807.0	Semi standard non polar	33892256
Anabasine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCCC1C1=CC=CN=C1	1843.5	Standard non polar	33892256
Anabasine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCCC1C1=CC=CN=C1	2267.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Anabasine GC-MS (Non-derivatized)	splash10-053r-7900000000-88d33f807290f3bd7e7c	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Anabasine GC-MS (Non-derivatized)	splash10-053r-7900000000-88d33f807290f3bd7e7c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Anabasine GC-EI-TOF (Non-derivatized)	splash10-0a4i-1900000000-bf7a9e9e5bdeacb57bbb	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Anabasine GC-EI-TOF (Non-derivatized)	splash10-0kml-2910000000-8998ca2fea262a4021ce	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anabasine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-1900000000-18b71ad7bc52e379dacb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anabasine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anabasine 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 10V, Positive-QTOF	splash10-03di-0900000000-5a686c662d6e37ef9d11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 20V, Positive-QTOF	splash10-03di-1900000000-d94f02a74cab1b211399	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 40V, Positive-QTOF	splash10-0f89-9300000000-2b092796296acf051347	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 10V, Negative-QTOF	splash10-03di-0900000000-d98806e1a4faa4246128	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 20V, Negative-QTOF	splash10-03di-2900000000-ba5523c7fa5f41235683	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 40V, Negative-QTOF	splash10-0059-9600000000-8c76b42506e94084b3e2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 10V, Negative-QTOF	splash10-03fr-6900000000-32163e39b50ba07665f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 20V, Negative-QTOF	splash10-03fr-7900000000-187fc863f08d0439768a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 40V, Negative-QTOF	splash10-004i-9400000000-2fbda0bf5810a0a48b08	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 10V, Positive-QTOF	splash10-03di-0900000000-f3be6a7a178ad995ccc7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 20V, Positive-QTOF	splash10-03di-1900000000-c94897436e062f4c32e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anabasine 40V, Positive-QTOF	splash10-07f3-9600000000-21fed8f3fc193b2877d0	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0031 (0.0000-0.0123) uM	Adult (>18 years old)	Both	Normal	10855991 3430659	details
Urine	Detected and Quantified	4.4 (3.6-5.4) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Geigy Scientific ... West Cadwell, N.J... Basel, Switzerlan...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.10 (0.004-0.20) umol/mmol creatinine	Adult (>18 years old)	Both	Active tobacco user	12194923	details

Associated Disorders and Diseases

Disease References

Smoking
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 IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Anabasine

METLIN ID

3283

PubChem Compound

2181

PDB ID

Not Available

ChEBI ID

28986

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000447

Good Scents ID

rw1135601

References

Synthesis Reference

Hasse, 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

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 ]
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 ]
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 ]

Showing metabocard for Anabasine (HMDB0004350)

MOL for HMDB0004350 (Anabasine)

3D MOL for HMDB0004350 (Anabasine)

3D SDF for HMDB0004350 (Anabasine)

3D-SDF for HMDB0004350 (Anabasine)

PDB for HMDB0004350 (Anabasine)

3D PDB for HMDB0004350 (Anabasine)

SMILES for HMDB0004350 (Anabasine)

INCHI for HMDB0004350 (Anabasine)

Structure for HMDB0004350 (Anabasine)

3D Structure for HMDB0004350 (Anabasine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra