(±)-Vesamicol hydrochloride - ≥99%(HPLC) , CAS No.120447-62-3

CAS: 120447-62-3 Cat. No.: V288178 Molecular Weight: 295.85

GRADE & PURITY ≥99%(HPLC)

Synonyms

2-(4-phenylpiperidin-1-yl)cyclohexan-1-ol hydrochloride | LP01228 | Tox21_501228 | L(-)-vesamicol hydrochloride | Pharmakon1600-02300309 | (+/-)-Vesamicol middot HCl (AH-5183) | (y)-Vesamicol hydrochloride | DTXSID40923401 | SR-01000075352-1 | Cyclohexano

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Product description

(±)-Vesamicol hydrochloride ((±)-AH5183 hydrochloride) is a potent vesicular acetylcholine transport inhibitor with a Ki of 2 nM. (±)-Vesamicol hydrochloride also displays high affinity for σ1 and σ2 receptors with Kis of 26 nM and 34 nM, respectively.

Specifications

Synonyms

2-(4-phenylpiperidin-1-yl)cyclohexan-1-ol hydrochloride | LP01228 | Tox21_501228 | L(-)-vesamicol hydrochloride | Pharmakon1600-02300309 | (+/-)-Vesamicol middot HCl (AH-5183) | (y)-Vesamicol hydrochloride | DTXSID40923401 | SR-01000075352-1 | Cyclohexano

Specifications & Purity

≥99%(HPLC)

Biochemical and Physiological Mechanisms

Inhibitor of acetylcholine transport (Ki= 2 nM). Centrally active following systemic administrationin vivo.

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%(HPLC)

Names and Identifiers

• Pubchem Sid: 504757850
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504757850
• Canonical Smiles: C1CCC(C(C1)N2CCC(CC2)C3=CC=CC=C3)O.Cl
• IUPAC Name: 2-(4-phenylpiperidin-1-yl)cyclohexan-1-ol;hydrochloride
• InChIKey: XJNUHVMJVWOYCW-UHFFFAOYSA-N
• INCHI: 1S/C17H25NO.ClH/c19-17-9-5-4-8-16(17)18-12-10-15(11-13-18)14-6-2-1-3-7-14;/h1-3,6-7,15-17,19H,4-5,8-13H2;1H
• Isomeric SMILES: C1CCC(C(C1)N2CCC(CC2)C3=CC=CC=C3)O.Cl
• Molecular Weight: 295.85
• Reaxy-Rn: 11000520
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11000520&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Piperidines
      • Subclass Phenylpiperidines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Piperidines
• Subclass: Phenylpiperidines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpiperidines
• Alternative Parents: Cyclohexylamines Cyclohexanols Aralkylamines Benzene and substituted derivatives Trialkylamines Cyclic alcohols and derivatives 1,2-aminoalcohols Azacyclic compounds Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenylpiperidine - Cyclohexanol - Cyclohexylamine - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Cyclic alcohol - 1,2-aminoalcohol - Secondary alcohol - Tertiary amine - Tertiary aliphatic amine - Azacycle - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Alcohol - Amine - Hydrochloride - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HEK293 (82097 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BLM Tchem Bloom syndrome protein (4248 Activities)

Discover Target: BLM

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:ethanol, Max Conc. mg/mL: 5.92, Max Conc. mM: 20; Solvent:DMSO, Max Conc. mg/mL: 14.79, Max Conc. mM: 50 with gentle warming
• Sensitivity: Moisture sensitive
• Molecular Weight: 295.800 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 295.17 Da
• Monoisotopic Mass: 295.17 Da
• Topological Polar Surface Area: 23.500 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 266.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3