(R,S)-Anatabine is a minor tobacco alkaloid found in the Solanaceae family and could be utilized as a specific marker for detecting tobacco use.

Physicochemical Properties

Molecular Formula	C10H12N2
Molecular Weight	160.22
Exact Mass	160.1
CAS #	2743-90-0
Related CAS #	(S)-(-)-Anatabine;581-49-7;(R)-(+)-Anatabine;126454-22-6
PubChem CID	261474
Appearance	Light yellow to yellow liquid（Density：1.045±0.06 g/cm3）
Density	1.0±0.1 g/cm3
Boiling Point	269.0±28.0 °C at 760 mmHg
Flash Point	116.5±24.0 °C
Vapour Pressure	0.0±0.6 mmHg at 25°C
Index of Refraction	1.547
LogP	0.89
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	1
Heavy Atom Count	12
Complexity	165
Defined Atom Stereocenter Count	0
SMILES	C1=CCNC(C1)C2=CN=CC=C2
InChi Key	SOPPBXUYQGUQHE-UHFFFAOYSA-N
InChi Code	InChI=1S/C10H12N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h1-4,6,8,10,12H,5,7H2
Chemical Name	3-(1,2,3,6-tetrahydropyridin-2-yl)pyridine
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References	[1]. Lai FY, et al. Levels of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in raw wastewater as an innovative perspective for investigating population-wide exposure to third-hand smoke. Sci Rep. 2018 Sep 5;8(1):13254.
Additional Infomation	1,2,3,6-Tetrahydro-2,3'-bipyridine has been reported in Nicotiana tabacum and Nicotiana with data available. See also: Anatabine (annotation moved to).

Solubility Data

Solubility (In Vitro)

DMSO: 125 mg/mL (780.18 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (12.98 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (12.98 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (12.98 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	6.2414 mL	31.2071 mL	62.4142 mL
	5 mM	1.2483 mL	6.2414 mL	12.4828 mL
	10 mM	0.6241 mL	3.1207 mL	6.2414 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.