Octanoic acid, 6,8-bis[(phenylMethyl)thio]-
- Product Name
- Octanoic acid, 6,8-bis[(phenylMethyl)thio]-
- CAS No.
- 95809-78-2
- Chemical Name
- Octanoic acid, 6,8-bis[(phenylMethyl)thio]-
- Synonyms
- CPI-613;Devimistat;CPI-613, >98%;CPI 613;CPI613;CPI-613(Devimistat);Devimistat (CPI-613);CPI-613;CPI 613;CPI613;6,8-Bis(benzylthio)octanoic acid;alpha-lipoic acid analogue CPI-613;6,8-Bis(benzylsulfanyl)octanoicaci
- CBNumber
- CB52554078
- Molecular Formula
- C22H28O2S2
- Formula Weight
- 388.59
- MOL File
- 95809-78-2.mol
Octanoic acid, 6,8-bis[(phenylMethyl)thio]- Property
- Melting point:
- 63-65℃
- Boiling point:
- 553.0±50.0 °C(Predicted)
- Density
- 1.149
- storage temp.
- 2-8°C
- solubility
- DMSO: soluble15mg/mL (clear solution)
- form
- powder
- pka
- 4.75±0.10(Predicted)
- color
- white to beige
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
N-Bromosuccinimide Price
- Product number
- SML0404
- Product name
- 6,8-Bis(benzylthio)-octanoic acid
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $64.8
- Updated
- 2024/03/01
- Product number
- SML0404
- Product name
- 6,8-Bis(benzylthio)-octanoic acid
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $429
- Updated
- 2024/03/01
- Product number
- B5368
- Product name
- 6,8-Bis(benzylthio)octanoic Acid
- Packaging
- 5MG
- Price
- $112
- Updated
- 2024/03/01
- Product number
- B5368
- Product name
- 6,8-Bis(benzylthio)octanoic Acid
- Packaging
- 25MG
- Price
- $388
- Updated
- 2024/03/01
- Product number
- 16981
- Product name
- CPI-613
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $39
- Updated
- 2024/03/01
Octanoic acid, 6,8-bis[(phenylMethyl)thio]- Chemical Properties,Usage,Production
Description
CPI-613 (95809-78-2) is a lipoic acid analog which potently disrupts mitochondrial metabolism with selectivity for tumor cells in vitro and shows strong antitumor activity in vivo.1?? Inhibits alpha-ketoglutarate dehydrogenase (KGDH) by a redox mechanisms selectively in tumor cells.2 Inhibits pyruvate dehydrogenase (PDH) as a mechanistically distinct, non-redox, effect.1,2 A novel anticancer agent with a mitochondria-targeted mode of action with non-genotoxic properties.3. Has been used (along with PS48) to induce a Warburg-like metabolic state in fibroblasts.4 Combination treatment of CPI-613 and chloroquine inhibits the progression of clear cell sarcoma in a mouse model.5
Uses
CPI 613 is a class of non-redox-active lipoate derivative that disrupts cancer cell mitochondrial metabolism and are potent anticancer agents in vivo.
Uses
6,8-Bis(benzylthio)-octanoic acid has been used as pyruvate dehydrogenase (PDH) inhibitor:
- to study its effects on neurite outgrowth in primary mouse dorsal root ganglia cells
- to induce α-smooth muscle actin (αSMA) and pro-collagen I expression and to assess PDH enzyme activity in whole-cell lysates
- to validate basal respiration in tissue respirometry
Biochem/physiol Actions
6,8-Bis(benzylthio)-octanoic acid (CPI-613) is a lipoate analog. It acts as a mitochondrial disrupter by blocking the mitochondrial enzymes pyruvate dehydrogenase and α-ketoglutarate dehydrogenase.
storage
Store at +4°C
References
1) Zachar et al. (2011), Non-redox-active Lipoate Derivates Disrupt Cancer Cell Mitochondrial Metabolism and Are Potent Anticancer Agents in Vivo; J. Mol. Med. (Berl), 89 1137 2) Stuart et al. (2014), A Strategically designed Small Molecule Attacks Alpha-ketoglutarate Dehydrogenase in Tumor Cells Through a Redox Process; Cancer Metab., 2 4 3) Dorsam and Fahrer (2016), The Disulfide Compound α-lipoic Acid and Its Derivatives: A Novel Class of Anticancer Agents Targeting Mitochondria; Cancer Lett., 371(1) 12 4) Mordhorst et al. (2018), Pharmacologic Reprogramming Designed to Induce a Warburg Effect in Porcine Fetal Fibroblasts Alters Gene Expression and Quantities of Metabolites From Conditioned Media Without Increased Cell Proliferation; Cell Reprogram., 20 38 5) Egawa et al. (2018), Therapeutic Potential of CPI-613 for Targeting Tumorous Mitochondrial Energy Metabolism and Inhibiting Autophagy in Clear Cell Sarcoma; PLoS One, 13(6) e0198940
Octanoic acid, 6,8-bis[(phenylMethyl)thio]- Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Octanoic acid, 6,8-bis[(phenylMethyl)thio]- manufacturers
- Product
- CPI 613 95809-78-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 5mg
- Purity
- 99% HPLC
- Supply Ability
- 2000tons
- Release date
- 2019-12-30