Lalistat 2 - ≥95% , CAS No.1234569-09-5

CAS: 1234569-09-5 Cat. No.: L288746 Molecular Weight: 296.39

GRADE & PURITY ≥95%

Synonyms

4-(Piperidin-1-yl)-1,2,5-thiadiazol-3-yl piperidine-1-carboxylate | 1-Piperidinecarboxylic acid 4-(1-piperidinyl)-1,2,5-thiadiazol-3-yl ester, Lalistat-2

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Application

Lalistat 2 has been used as a lysosomal acid lipase (LAL) inhibitor to study its effects on hypoxia-inducible factor (HIF) in mice. It has also been used as a LAL inhibitor to study LAL activity on dried blood spot cards.

Specifications

Synonyms

4-(Piperidin-1-yl)-1, 2, 5-thiadiazol-3-yl piperidine-1-carboxylate | 1-Piperidinecarboxylic acid 4-(1-piperidinyl)-1, 2, 5-thiadiazol-3-yl ester, Lalistat-2

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Selective lysosomal acid lipase inhibitor (IC50= 152 nM). Exhibits no inhibition of human pancreatic lipase or bovine milk lipoprotein lipase (up to 10 μM).Lalistat-2 is a potent and specific competitive inhibitor of the lysosomal acid lipase (LAL/Lipa).

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.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488201389
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488201389
• Canonical Smiles: C1CCN(CC1)C2=NSN=C2OC(=O)N3CCCCC3
• IUPAC Name: (4-piperidin-1-yl-1,2,5-thiadiazol-3-yl) piperidine-1-carboxylate
• InChIKey: PNYYVHOTXOEBEV-UHFFFAOYSA-N
• INCHI: 1S/C13H20N4O2S/c18-13(17-9-5-2-6-10-17)19-12-11(14-20-15-12)16-7-3-1-4-8-16/h1-10H2
• Isomeric SMILES: C1CCN(CC1)C2=NSN=C2OC(=O)N3CCCCC3
• Molecular Weight: 296.39
• Reaxy-Rn: 20694908
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=20694908&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Piperidines
      • Subclass Piperidinecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Piperidines
• Subclass: Piperidinecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Piperidinecarboxylic acids
• Alternative Parents: Dialkylarylamines Imidolactams Thiadiazoles Heteroaromatic compounds Carbamate esters Azacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Piperidinecarboxylic acid - Dialkylarylamine - Imidolactam - Azole - Thiadiazole - Carbamic acid ester - Heteroaromatic compound - Tertiary amine - Azacycle - Organic oxygen compound - Amine - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as piperidinecarboxylic acids. These are compounds containing a piperidine ring which bears a carboxylic acid 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)

LIPA Tchem Lysosomal acid lipase/cholesteryl ester hydrolase (1 Activities)

Discover Target: LIPA

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

LIPA Tchem Lysosomal acid lipase/cholesteryl ester hydrolase (63 Activities)

Discover Target: LIPA

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

Associated Targets(non-human)

lipO Probable esterase LipO (1 Activities)

Discover Target: lipO

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

lipN Probable lipase/esterase LipN (1 Activities)

Discover Target: lipN

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

lipI Probable lipase LipH (1 Activities)

Discover Target: lipI

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

lipM Probable esterase LipM (1 Activities)

Discover Target: lipM

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

lipR Putative acetyl-hydrolase LipR (2 Activities)

Discover Target: lipR

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

lipT Carboxylic ester hydrolase (1 Activities)

Discover Target: lipT

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 29.64, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 29.64, Max Conc. mM: 100
• Molecular Weight: 296.390 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 296.131 Da
• Monoisotopic Mass: 296.131 Da
• Topological Polar Surface Area: 86.800 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 332.000
• 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