Trichostatin A(TSA) - Moligand™, ≥95% , CAS No.58880-19-6

CAS: 58880-19-6 Cat. No.: T1375509 Peso molecular: 302.37 Número EC: 611-758-2 PubChem CID: 444732

GRADE & PURITY Moligand™, ≥95%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Trichostatin A (TSA) is an HDAC inhibitor with IC50 of ~1.8 nM – HDAC8 is the only known member of the HDAC-family that is not affected by TSA.
A potent and non-competitive reversible inhibitor of HDAC.

Specifications

Especificaciones y pureza

Moligand™, ≥95%

Mecanismos bioquímicos y fisiológicos

Trichostatin A (TSA) is a potent and non-competitive reversible inhibitor of histone deacetylases (HDAC) with a Ki of 3.4 nM. In HeLa cells, TSA blocked cell cycle progression at G1 and induced a 12-fold increase in intracellular levels of gelsolin. In ce

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Nota

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.

Pureza

≥95%

Nombres e identificadores

• Sonrisas canónicas: CC(C=C(C)C=CC(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
• IUPAC Name: (2E,4E,6R)-7-[4-(dimethylamino)phenyl]-N-hydroxy-4,6-dimethyl-7-oxohepta-2,4-dienamide
• InChIKey: RTKIYFITIVXBLE-QEQCGCAPSA-N
• INCHI: 1S/C17H22N2O3/c1-12(5-10-16(20)18-22)11-13(2)17(21)14-6-8-15(9-7-14)19(3)4/h5-11,13,22H,1-4H3,(H,18,20)/b10-5+,12-11+/t13-/m1/s1
• Isómeros SMILES: C[C@H](/C=C(\C)/C=C/C(=O)NO)C(=O)C1=CC=C(C=C1)N(C)C
• WGK Alemania: 3
• RTECS: MI5215000
• PubChem CID: 444732
• Peso molecular: 302.37
• Reaxy-Rn: 2391788

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Clase Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Clase: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Phenylpropanes Dialkylarylamines Benzoyl derivatives Aryl alkyl ketones Aniline and substituted anilines Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Phenylpropane - Benzoyl - Tertiary aliphatic/aromatic amine - Aniline or substituted anilines - Dialkylarylamine - Aryl alkyl ketone - Monocyclic benzene moiety - Benzenoid - Tertiary amine - Amine - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: Linear polyketides

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

Propiedades químicas y físicas

• Solubilidad: Soluble in water (Partly Miscible), ethanol (2 mg/mL), DMSO (20 mg/mL), acetonitrile, DMF (30 mg/mL), and methanol
• Sensibilidad: Heat sensitive
• Rotación específica [α]: 136° (C=0.3,MeOH)
• Punto de fusión (°C): 144 °C(dec.)
• Peso molecular: 302.370 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 302.163 Da
• Monoisotopic Mass: 302.163 Da
• Topological Polar Surface Area: 69.600 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 447.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

Referencias

1. Pengfei Zhang, Xinyu Chen, Fanqiang Bu, Chen Chen, Lifei Huang, Zixu Xie, Guofeng Li, Xing Wang.  (2023)  Dual Coordination between Stereochemistry and Cations Endows Polyethylene Terephthalate Fabrics with Diversiform Antimicrobial Abilities for Attack and Defense.  ACS Applied Materials & Interfaces,      [PMID:36774642] [10.1021/acsami.2c19323]

2. Rui Li, Li Xie, Lei Li, Xiaojiao Chen, Tong Yao, Yuanxin Tian, Qingping Li, Kai Wang, Chenyang Huang, Cui Li, Yifan Li, Hongwei Zhou, Neil Kaplowitz, Yong Jiang, Peng Chen.  (2021)  The gut microbial metabolite, 3,4-dihydroxyphenylpropionic acid, alleviates hepatic ischemia/reperfusion injury via mitigation of macrophage pro-inflammatory activity in mice.  Acta Pharmaceutica Sinica B,      [PMID:35127379] [10.1016/j.apsb.2021.05.029]

3. Bo-Yu Peng, Yiming Su, Zhibin Chen, Jiabin Chen, Xuefei Zhou, Mark Eric Benbow, Craig S. Criddle, Wei-Min Wu, Yalei Zhang.  (2019)  Biodegradation of Polystyrene by Dark (Tenebrio obscurus) and Yellow (Tenebrio molitor) Mealworms (Coleoptera: Tenebrionidae).  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:30990998] [10.1021/acs.est.8b06963]

4. Yue Xu, Hang Gao, Yan Shen, Shigan Chai, Jinzhi Zhang, Qichao Zou.  (2017)  Application of Gemini quaternary ammonium with ester groups in cationic P(St-co-BA) nanolatex and study on its antibacterial properties.  Materials Science & Engineering C-Materials for Biological Applications,      [PMID:28866183] [10.1016/j.msec.2017.06.010]

5. Fan Yanan, Xu Qixiang, Ren Keyu, Zhai Mengge, Xing Guozheng, Song Yishan, Zhu Yongheng.  (2024)  Research on pH-responsive Antibacterial Materials Using Citral-modified Zinc Oxide Nanoparticles.  Food Quality and Safety,      [PMID:] [10.1093/fqsafe/fyae010]

6. Suifei Li, Junyang Zhong, Yunxiao Ma, Chengfeng Yue, Wenxia Lv, Guodong Ye, Xiumei Tian, Xin Li, Yugang Huang, Lingran Du.  (2025)  Influences of chain length and conformation of guanidinylated linear synthetic polypeptides on nuclear delivery of siRNA with potential application in transcriptional gene silencing.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40180092] [10.1016/j.ijbiomac.2025.142743]

7. Wang Rui, Zou Ziwei, An Yi, Wang Liulin, Li Chengyin, Zou Yinshui, Wang Guangzhi.  (2026)  PINK1 deacetylation by emodin-induced SIRT3 upregulation alleviates acute kidney injury by Inhibition of ferroptosis.  INFLAMMATION RESEARCH,  75  (1): (37).  [PMID:41703345] [10.1007/s00011-025-02137-x]

8. Ke Li, Zhengxiang Wang, Zaigang Zhou, Huan Ding, Sheng Wu, Yuan Li, Jianliang Shen.  (2026)  Mitochondria-Targeting Nanocuproptosis Breaks Immune Resistance.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202528750]

9. Enbo Wang, Haixiang Zhang, Dechao Wu, Sadik Ali, Xianglu Ji.  (2026)  DUSP26: Unveiling a critical molecular mediator and therapeutic target in developmental dysplasia of the hip‑associated secondary osteoarthritis.  INTERNATIONAL JOURNAL OF MOLECULAR MEDICINE,  57  (4): (1-13).  [PMID:41789628] [10.3892/ijmm.2026.5776]