Quinine hydrochloride - ≥98% , CAS No.130-89-2

CAS: 130-89-2 Cat. No.: Q288668 Molecular Weight: 360.88 EC Number: 205-001-1 PubChem CID: 91558

GRADE & PURITY ≥98%

Synonyms

Cinchonan-9-ol, 6'-methoxy-, hydrochloride (1:?), (8alpha,9R)- | EINECS 205-001-1 | MFCD00078498 | Oprea1_423239 | QUININEHCL | (8.ALPHA.,9R)-6'-METHOXYCINCHONAN-9-OL HYDROCHLORIDE | DTXSID7044213 | Quinine hydrochloride (1:1) | SCHEMBL184367 | TCMDC-1254

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

Cinchonan-9-ol, 6'-methoxy-, hydrochloride (1:?), (8alpha, 9R)- | EINECS 205-001-1 | MFCD00078498 | Oprea1_423239 | QUININEHCL | (8.ALPHA., 9R)-6'-METHOXYCINCHONAN-9-OL HYDROCHLORIDE | DTXSID7044213 | Quinine hydrochloride (1:1) | SCHEMBL184367 | TCMDC-1254

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Displays antimalarial and muscle relaxant properties. Stereoisomer ofquinidine; closely related tochloroquine.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756074
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756074
• Canonical Smiles: COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.Cl
• IUPAC Name: (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;hydrochloride
• InChIKey: LBSFSRMTJJPTCW-DSXUQNDKSA-N
• INCHI: 1S/C20H24N2O2.ClH/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;1H/t13-,14-,19-,20+;/m0./s1
• Isomeric SMILES: COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.Cl
• Alternate CAS: 7549-43-1
• PubChem CID: 91558
• Molecular Weight: 360.88

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Class Cinchona alkaloids

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Class: Cinchona alkaloids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Cinchona alkaloids
• Alternative Parents: 4-quinolinemethanols Quinuclidines Anisoles Alkyl aryl ethers Aralkylamines Pyridines and derivatives Piperidines Heteroaromatic compounds Trialkylamines 1,2-aminoalcohols Secondary alcohols Azacyclic compounds Hydrocarbon derivatives Aromatic alcohols Hydrochlorides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Cinchonan-skeleton - 4-quinolinemethanol - Quinoline - Anisole - Quinuclidine - Alkyl aryl ether - Aralkylamine - Piperidine - Pyridine - Benzenoid - Heteroaromatic compound - 1,2-aminoalcohol - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Ether - Azacycle - Organoheterocyclic compound - Alcohol - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Amine - Hydrochloride - Organic oxygen compound - Aromatic alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cinchona alkaloids. These are alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]octane moiety.
• 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)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

SLC2A1 Tchem Glucose transporter (14755 Activities)

Discover Target: SLC2A1

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

HepG2 (196354 Activities)

Explore this target

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

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

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

ht1 Hexose transporter 1 (14071 Activities)

Discover Target: ht1

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

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:water, Max Conc. mg/mL: 36.09, Max Conc. mM: 100; Solvent:DMSO, Max Conc. mg/mL: 36.09, Max Conc. mM: 100
• Molecular Weight: 360.900 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 360.16 Da
• Monoisotopic Mass: 360.16 Da
• Topological Polar Surface Area: 45.600 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 457.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Shenna Chen, Yunping Hao, Sha Liu, Yanxu Liu, Ziyan Zhang, Mei Fang, Lina Geng.  (2023)  Boron and nitrogen co-doped carbon dots as the dual functional fluorescent probe for Fe3+ and pH detection.  Journal of Saudi Chemical Society,      [PMID:] [10.1016/j.jscs.2023.101775]

2. He Yue, Chen Jianshe, Shi Weiyao, Shi Jingang, Ma Tian, Wang Xinmiao.  (2023)  Can nonvolatile tastants be smelled during food oral processing?.  CHEMICAL SENSES,      [PMID:37590987] [10.1093/chemse/bjad028]

3. Jiali Huang, Yu-Jing Lu, Chenglong Guo, Shanshan Zuo, Jin-Lin Zhou, Wing-Leung Wong, Baohua Huang.  (2021)  The study of citrus-derived flavonoids as effective bitter taste inhibitors.  JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE,  101  (12): (5163-5171).  [PMID:33608884] [10.1002/jsfa.11162]

4. Yue He, Jianshe Chen, Weiyao Shi, Jingang Shi.  (2024)  Retronasal sensation of nonvolatile sweeteners and its impacts on the flavor perception of beverages.  FOOD QUALITY AND PREFERENCE,      [PMID:] [10.1016/j.foodqual.2024.105107]