CPI-613 - Moligand™, ≥98% , CAS No.95809-78-2

CAS: 95809-78-2 Cat. No.: C127954 Molecular Weight: 388.59 EC Number: 804-408-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

CPI 613 | CAS_1917 | E76113IR49 | 6,8-bis(benzylthio)octanoic acid | DEVIMISTAT [INN] | Q27276958 | AS-16613 | UNII-E76113IR49 | CCG-268505 | DB12109 | DEVIMISTAT [WHO-DD] | NCGC00344764-01 | Octanoic acid, 6,8-bis[(phenylMethyl)thio]- | 6,8-Bis[(phenylme

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

CPI-613 is an E1α pyruvate dehydrogenase (PDH) modulator that prevents cancer cells from metabolizing glucose for energy. CPI-613 has been granted orphan drug status by the US FDA for pancreatic cancer.

Specifications

Synonyms

CPI 613 | CAS_1917 | E76113IR49 | 6, 8-bis(benzylthio)octanoic acid | DEVIMISTAT [INN] | Q27276958 | AS-16613 | UNII-E76113IR49 | CCG-268505 | DB12109 | DEVIMISTAT [WHO-DD] | NCGC00344764-01 | Octanoic acid, 6, 8-bis[(phenylMethyl)thio]- | 6, 8-Bis[(phenylme

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

CPI-613 is a racemic mixture of the enantiomers of a synthetic alpha-lipoic lipoic acid analogue with potential chemopreventive and antineoplastic activities. CPI-613 is an E1α pyruvate dehydrogenase (PDH) modulator that prevents cancer cells from m

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

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504769814
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769814
• Canonical Smiles: C1=CC=C(C=C1)CSCCC(CCCCC(=O)O)SCC2=CC=CC=C2
• IUPAC Name: 6,8-bis(benzylsulfanyl)octanoic acid
• InChIKey: ZYRLHJIMTROTBO-UHFFFAOYSA-N
• INCHI: 1S/C22H28O2S2/c23-22(24)14-8-7-13-21(26-18-20-11-5-2-6-12-20)15-16-25-17-19-9-3-1-4-10-19/h1-6,9-12,21H,7-8,13-18H2,(H,23,24)
• Isomeric SMILES: C1=CC=C(C=C1)CSCCC(CCCCC(=O)O)SCC2=CC=CC=C2
• WGK Germany: 3
• Molecular Weight: 388.59
• Reaxy-Rn: 3424180
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3424180&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Medium-chain fatty acids
• Alternative Parents: Thia fatty acids Benzene and substituted derivatives Sulfenyl compounds Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Medium-chain fatty acid - Thia fatty acid - Monocyclic benzene moiety - Benzenoid - Sulfenyl compound - Thioether - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Dialkylthioether - Organic oxide - Organic oxygen compound - Organosulfur compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
• 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(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

• Solubility: DMSO 78 mg/mL Water <1 mg/mL Ethanol 78 mg/mL
• Melt Point(°C): 70 °C
• Molecular Weight: 388.600 g/mol
• XLogP3: 5.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 13
• Exact Mass: 388.153 Da
• Monoisotopic Mass: 388.153 Da
• Topological Polar Surface Area: 87.900 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 363.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• 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. Jinxin Yu, Jiayi He, Xuefeng Zhang, Chuxiao Lin, Shiyan Liu, Xin Gong, Xinnian Zeng, Jiali Liu.  (2024)  Differential energy pathways are required for rapid long-term memory formation in the oriental fruit fly, Bactrocera dorsalis.  Journal of Integrative Agriculture,      [PMID:] [10.1016/j.jia.2024.12.015]

2. Haiqin Wang, Yibin Zhang, Yu Jiang, Ruohong Xiang, Han Gong, Yanfei Gong, Hao Xu, Zekang Ma, Yifang Xie, Yu Zhu, Bin Hu, Xiao He, Jing Liu, Ji Zhang, Xiaojuan Xiao.  (2024)  The function and mechanism of clinical trial agent CPI-613 in multiple myeloma.  BIOCHEMICAL PHARMACOLOGY,      [PMID:39675585] [10.1016/j.bcp.2024.116717]