Lonapalene - Moligand™,≥98% , CAS No.91431-42-4

CAS: 91431-42-4 Cat. No.: L646394 Molecular Weight: 338.74 PubChem CID: 56237

GRADE & PURITY Moligand™, ≥98%

Synonyms

Lonapalene [USAN:INN] | MS-25159 | 6-Chloro-2,3-dimethoxy-1,4-naphthalenediol diacetate | Lonapalene [USAN] | D04770 | LONAPALENE [MART.] | Lonapaleno [Spanish] | Acetic acid 4-acetoxy-6-chloro-2,3-dimethoxy-naphthalen-1-yl ester (Ionapalene) | LONAPALENE

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Lonapalene (RS4317) is a topically effective 5-lipoxygenase ( 5-LO ) inhibitor.

In Vitro

Lonapalene (RS4317) may be useful in the treatment of psoriasis, and that leukotriene B4 is a relevant mediator of the pathology of this disease. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:5-LO

Specifications

Synonyms

Lonapalene [USAN:INN] | MS-25159 | 6-Chloro-2, 3-dimethoxy-1, 4-naphthalenediol diacetate | Lonapalene [USAN] | D04770 | LONAPALENE [MART.] | Lonapaleno [Spanish] | Acetic acid 4-acetoxy-6-chloro-2, 3-dimethoxy-naphthalen-1-yl ester (Ionapalene) | LONAPALENE

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Lonapalene (RS4317) is a topically effective 5-lipoxygenase ( 5-LO ) inhibitor.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC(=O)OC1=C(C(=C(C2=C1C=CC(=C2)Cl)OC(=O)C)OC)OC
• IUPAC Name: (4-acetyloxy-6-chloro-2,3-dimethoxynaphthalen-1-yl) acetate
• InChIKey: IFWMVQUGSGWCRP-UHFFFAOYSA-N
• INCHI: 1S/C16H15ClO6/c1-8(18)22-13-11-6-5-10(17)7-12(11)14(23-9(2)19)16(21-4)15(13)20-3/h5-7H,1-4H3
• Isomeric SMILES: CC(=O)OC1=C(C(=C(C2=C1C=CC(=C2)Cl)OC(=O)C)OC)OC
• Alternate CAS: 91431-42-4
• PubChem CID: 56237
• MeSH Entry Terms: 6-chloro-2,3-dimethoxynaphthalene-1,4-diol diacetate;lonapalene;RS 43179;RS-43179
• Molecular Weight: 338.74

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Chloronaphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Chloronaphthalenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Chloronaphthalenes
• Alternative Parents: Anisoles Alkyl aryl ethers Dicarboxylic acids and derivatives Aryl chlorides Carboxylic acid esters Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Chloronaphthalene - Anisole - Alkyl aryl ether - Aryl chloride - Aryl halide - Dicarboxylic acid or derivatives - Carboxylic acid ester - Ether - Carboxylic acid derivative - Organohalogen compound - Carbonyl group - Organic oxide - Organic oxygen compound - Organochloride - Organooxygen compound - Hydrocarbon derivative - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as chloronaphthalenes. These are aromatic heterocyclic compounds containing a naphthalene moiety substituted at one or more positions by a chlorine atom.
• 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)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

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

HaCaT (4069 Activities)

Explore this target

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

ABCB11 Tchem Bile salt export pump (2311 Activities)

Discover Target: ABCB11

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

PTGS2 Tclin Cyclooxygenase (1258 Activities)

Discover Target: PTGS2

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

Associated Targets(non-human)

PLA2G1B Phospholipase A2 group 1B (227 Activities)

Discover Target: PLA2G1B

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

Mus musculus (284745 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (295.21 mM; Need ultrasonic)
• Sensitivity: Moisture sensitive
• Molecular Weight: 338.740 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 338.056 Da
• Monoisotopic Mass: 338.056 Da
• Topological Polar Surface Area: 71.100 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 442.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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: 1