GRADE & PURITY Moligand™, 2mM in DMSO

Synonyms

Cetilistat|282526-98-1|Citilistat|ATL-962|2-(Hexadecyloxy)-6-methyl-4H-3,1-benzoxazin-4-one|ATL 962|2-hexadecoxy-6-methyl-3,1-benzoxazin-4-one|4H-3,1-Benzoxazin-4-one, 2-(hexadecyloxy)-6-methyl-|2-(hexadecyloxy)-6-methyl-4H-benzo[d][1,3]oxazin-4-one|2-Hex

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Product Describtion:

Cetilistat (ATL-962), an inhibitor of pancreatic lipase, acts as an effective anti-obesity agent. Cetilistat inhibits rat and human pancreatic lipase activity with IC50s of 54.8 nM, and 5.95 nM, respectively.

Specifications

Synonyms

Cetilistat | 282526-98-1 | Citilistat | ATL-962 | 2-(Hexadecyloxy)-6-methyl-4H-3, 1-benzoxazin-4-one | ATL 962 | 2-hexadecoxy-6-methyl-3, 1-benzoxazin-4-one | 4H-3, 1-Benzoxazin-4-one, 2-(hexadecyloxy)-6-methyl- | 2-(hexadecyloxy)-6-methyl-4H-benzo[d][1, 3]oxazin-4-one | 2-Hex

Specifications & Purity

Moligand™, 2mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Gastric lipase inhibitor

Product Properties

• ALogP: 9.8

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCCOC1=NC2=C(C=C(C=C2)C)C(=O)O1
• IUPAC Name: 2-hexadecoxy-6-methyl-3,1-benzoxazin-4-one
• InChIKey: MVCQKIKWYUURMU-UHFFFAOYSA-N
• INCHI: 1S/C25H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-28-25-26-23-18-17-21(2)20-22(23)24(27)29-25/h17-18,20H,3-16,19H2,1-2H3
• Isomeric SMILES: CCCCCCCCCCCCCCCCOC1=NC2=C(C=C(C=C2)C)C(=O)O1
• Molecular Weight: 401.59
• Reaxy-Rn: 14110675
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14110675&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzoxazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzoxazines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoxazines
• Alternative Parents: Alkyl aryl ethers Benzenoids Heteroaromatic compounds Lactones Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzoxazine - Alkyl aryl ether - Benzenoid - Heteroaromatic compound - Lactone - Ether - Azacycle - Oxacycle - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoxazines. These are organic compounds containing a benzene fused to an oxazine ring (a six-membered aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen 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)

PNLIP Tclin Pancreatic triacylglycerol lipase (0 Activities)

Discover Target: PNLIP

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 72.0 ~76.0 °C
• Molecular Weight: 401.600 g/mol
• XLogP3: 9.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 401.293 Da
• Monoisotopic Mass: 401.293 Da
• Topological Polar Surface Area: 47.900 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 477.000
• 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

References

1. Jinpeng Liu, Mashooq Khan, Yong Wei, Anna Liu, Tao Wang, Qiongzheng Hu, Li Yu.  (2023)  High-throughput screening of lipase inhibitors as anti-obesity drugs on liquid crystal-infused porous surfaces.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2023.133837]

2. Wenzhe Ji, Dingqiang Lu, Shaoning Yang, Tongqi Liu, Xinxian Wang, Xiuquan Ling.  (2016)  Solubility and solution thermodynamics of cetilistat in water and (acetone, isopropyl alcohol, acetonitrile) binary solvent mixtures.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2016.10.127]