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(R) - (+) -Anatabine

CAT: 0804-HY-126047B-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-126047B-01Size:5 mg
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Description
(R) - (+) -Anatabine is an less active R-enantiomer of Anatabine. Anatabine is a potent α4β2 nAChR agonist[1]. Anatabine inhibits NF-κB activation lower amyloid-β (Aβ) production by preventing the β-cleavage of amyloid precursor protein (APP) . Anatabine has anti-inflammatory effects and has the potential for neurodegenerative disorders treatment[2][3][4].
CAS Number
126454-22-6
UNSPSC
12352005
Hazard Statement
H315-H319-H320
Target
Amyloid-β; nAChR; NF-κB
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling; NF-κB
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/r-plus-anatabine.html
Solubility
10 mM in DMSO
Smiles
[C@H]1(C2=CC=CN=C2)CC=CCN1
Molecular Formula
C10H12N2
Molecular Weight
160.22
Precautions
P264-P280-P302+P352-P305+P351+P338-P362
References & Citations
[1]Jothi L. Nallasivam, et al. Synthetic modifications of bifunctional homoallylamines: Synthesis of 2-arylpiperidines, (R) -anatabine and (R) -anabasine. An International Journal for Rapid Communication of Synthetic Organic Chemistry. Volume 49, 2019-Issue 21: 2815-2822.|[2]Paris D, et al. Anatabine lowers Alzheimer's Aβ production in vitro and in vivo. Eur J Pharmacol. 2011 Nov 30;670 (2-3) :384-91.|[3]Xing H, et al. A Pharmacological Comparison of Two Isomeric Nicotinic Receptor Agonists: The Marine Toxin Isoanatabine and the Tobacco Alkaloid Anatabine. Mar Drugs. 2020 Feb 11;18 (2) . pii: E106.|[4]eo EJ, et al. Phytochemicals as inhibitors of NF-κB for treatment of Alzheimer's disease. Pharmacol Res. 2018 Mar;129:262-273.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(R)-(+)-Anatabine
CAS Number126454-22-6
PubChem CID12306779
IUPAC Name3-[(2R)-1,2,3,6-tetrahydropyridin-2-yl]pyridine
Molecular FormulaC10H12N2
Molecular Weight160.22
XLogP0.9
Topological Polar Surface Area24.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Heavy Atom Count12
Formal Charge0
Complexity165
SMILES
C1C=CCN[C@H]1C2=CN=CC=C2
InChI
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/t10-/m1/s1
InChIKey
SOPPBXUYQGUQHE-SNVBAGLBSA-N
Chemical Structure
2D Structure
2D structure of (R)-(+)-Anatabine
CAS: 126454-22-6
CID: 12306779
Formula: C10H12N2
MW: 160.22
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight160.22
XLogP30.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass160.100048391
Monoisotopic Mass160.100048391
Topological Polar Surface Area24.9 Ų
Heavy Atom Count12
Formal Charge0
Complexity165
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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