Introduction：Basic information about CAS 119509-24-9|Atpenin A5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Atpenin A5 |
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| CAS Number | 119509-24-9 | Molecular Weight | 366.237 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 532.6±50.0 °C at 760 mmHg |
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| Molecular Formula | C15H21Cl2NO5 | Melting Point | / |
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| MSDS | / | Flash Point | 275.9±30.1 °C |
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Names
| Name | 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethylhexanoyl]-4-hydroxy-5,6-dimethoxy-1H-pyridin-2-one |
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| Synonym | More Synonyms |
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Atpenin A5 BiologicalActivity
| Description | Atpenin A5 is a potent and highly specific complex II inhibitor (IC50 ~10 nM), and is an effective mKATP channel agonist and cardioprotective agent[1]. |
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| Related Catalog | Research Areas >>Cardiovascular DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>Potassium Channel |
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| In Vitro | Atpenin A5 shows the inhibition profile for submitochondrial particles (SMPs), mitochondria, and cardiomyocytes, with IC50 values of 8.3, 9.3, and 8.5 nM, respectively. Atpenin A5 (AA5) is a potent and specific complex II inhibitor. Atpenin A5 (1 nM) also activates the mKATP channel and protects against simulated ischemia-reperfusion (IR) injury in isolated cardiomyocytes[1]. |
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| In Vivo | Atpenin A5 is a potent inhibitor of succinate dehydrogenase (SDH). Succinate dehydrogenase inhibition by Atpenin A5 promotes cardiomyocyte mitosis and regeneration in the postnatal heart after myocardial infarction (MI). Atpenin A5-injected mice demonstrated myocardial thickness at the infarct zone and a significant reduction in scar size compared with controls[2]. Animal Model: Neonatal mice[2] Dosage: 100 μg/kg Administration: Injected daily Result: Demonstrated myocardial thickness at the infarct zone and a significant reduction in scar size compared with controls. |
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| References | [1]. Andrew P Wojtovich, et al. The complex II inhibitor atpenin A5 protects against cardiac ischemia-reperfusion injury via activation of mitochondrial KATP channels. Basic Res Cardiol. 2009 Mar;104(2):121-9. [2]. Jiyoung Bae, et al. Malonate Promotes Adult Cardiomyocyte Proliferation and Heart Regeneration. Circulation. 2021 May 18;143(20):1973-1986. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 532.6±50.0 °C at 760 mmHg |
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| Molecular Formula | C15H21Cl2NO5 |
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| Molecular Weight | 366.237 |
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| Flash Point | 275.9±30.1 °C |
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| Exact Mass | 365.079681 |
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| PSA | 88.62000 |
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| LogP | -0.80 |
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| Vapour Pressure | 0.0±3.2 mmHg at 25°C |
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| Index of Refraction | 1.534 |
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| InChIKey | OVULNOOPECCZRG-CIUDSAMLSA-N |
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| SMILES | COc1[nH]c(=O)c(C(=O)C(C)CC(C)C(Cl)CCl)c(O)c1OC |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- CJ8800000
- CHEMICAL NAME :
- Atpenin A5
- CAS REGISTRY NUMBER :
- 119509-24-9
- LAST UPDATED :
- 199203
- DATA ITEMS CITED :
- 1
- MOLECULAR FORMULA :
- C15-H21-Cl2-N-O5
- MOLECULAR WEIGHT :
- 366.27
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 10 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 41,1769,1988
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Synonyms
| 3-[(2S,4S,5R)-5,6-Dichloro-2,4-dimethylhexanoyl]-2-hydroxy-5,6-dimethoxy-4(1H)-pyridinone |
| AT5 |
| 3-[(2S,4S,5R)-5,6-DICHLORO-2,4-DIMETHYL-1-OXOHEXYL]-4-HYDROXY-5,6-DIMETHOXY-2(1H)-PYRIDINONE |
| Atpenin A5 |
| 4(1H)-Pyridinone, 3-[(2S,4S,5R)-5,6-dichloro-2,4-dimethyl-1-oxohexyl]-2-hydroxy-5,6-dimethoxy- |
