(S)-Nornicotine is a metabolite of nicotine.

Physicochemical Properties

Molecular Formula	C9H12N2
Molecular Weight	148.2050
Exact Mass	148.1
CAS #	494-97-3
Related CAS #	(S)-Nornicotine hydrochloride;101832-65-9
PubChem CID	91462
Appearance	Light yellow to brown liquid
Density	1.043g/cm3
Boiling Point	269.999ºC at 760 mmHg
Flash Point	111.291ºC
Vapour Pressure	0.007mmHg at 25°C
Index of Refraction	1.536
LogP	1.834
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	1
Heavy Atom Count	11
Complexity	125
Defined Atom Stereocenter Count	1
SMILES	N1([H])C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C1=C([H])N=C([H])C([H])=C1[H]
InChi Key	MYKUKUCHPMASKF-VIFPVBQESA-N
InChi Code	InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2/t9-/m0/s1
Chemical Name	3-[(2S)-pyrrolidin-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

ADME/Pharmacokinetics	Metabolism / Metabolites Nornicotine is a known human metabolite of nicotine.
Toxicity/Toxicokinetics	Interactions ... Nornicotine causes aberrant protein glycation and catalyzes the covalent modification of certain prescription drugs such as the commonly used steroid, prednisone. ... Non-Human Toxicity Values LD50 Mouse intravenous 3409 ug/kg (3.409 mg/kg) LD50 Mouse intraperitoneal 14,660 ug/kg (14.66 mg/kg) LD50 Rabbit intravenous 3 mg/kg
Additional Infomation	(S)-nornicotine is a pyridine alkaloid that is nicotine lacking the methyl group on the pyrrolidine nitrogen. It has a role as a metabolite, a nicotinic acetylcholine receptor agonist and a phytogenic insecticide. It is a pyridine alkaloid and a pyrrolidine alkaloid. It is a conjugate base of a (S)-nornicotine(1+). It is an enantiomer of a (+)-Nornicotine. It derives from a hydride of a nicotine. 3-[(2S)-pyrrolidin-2-yl]pyridine has been reported in Nicotiana suaveolens, Nicotiana tomentosa, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~674.72 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (16.87 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 25.0 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: ≥ 2.5 mg/mL (16.87 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 25.0 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: ≥ 2.5 mg/mL (16.87 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 25.0 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	6.7472 mL	33.7359 mL	67.4718 mL
	5 mM	1.3494 mL	6.7472 mL	13.4944 mL
	10 mM	0.6747 mL	3.3736 mL	6.7472 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.