C9492

Chaetocin from Chaetomium minutum

≥95% (HPLC)

• Sinonimo/i: (+)-Chaetocin A
• Formula empirica (notazione di Hill): C₃₀H₂₈N₆O₆S₄
• Numero CAS: 28097-03-2
• Peso molecolare: 696.84
• Numero MDL: MFCD00133163
• Codice UNSPSC: 12352202
• ID PubChem: 24893002
• NACRES: NA.77

Proprietà

• Livello qualitativo: 200
• Saggio: ≥95% (HPLC)
• Stato: powder
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: CN1C(=O)C23CC4(C(Nc5ccccc45)N2C(=O)C1(CO)SS3)C67CC89SSC(CO)(N(C)C8=O)C(=O)N9C6Nc%10ccccc7%10
• InChI: 1S/C30H28N6O6S4/c1-33-21(39)27-11-25(15-7-3-5-9-17(15)31-19(25)35(27)23(41)29(33,13-37)45-43-27)26-12-28-22(40)34(2)30(14-38,46-44-28)24(42)36(28)20(26)32-18-10-6-4-8-16(18)26/h3-10,19-20,31-32,37-38H,11-14H2,1-2H3; PZPPOCZWRGNKIR-UHFFFAOYSA-N

Descrizione

Descrizione generale

Chaetocin is a fungal metabolite with antimicrobial and cytostatic activity.[1] It belongs to the 3,6-epidithio-diketopiperazines class[2] of which gliotoxin, sporidesmin, aranotin, oryzachloride, verticillin A and the melinacidins are members.[3] Chaetocin is a molecular dimer of two five-membered rings cis fused.

Applicazioni

Chaetocin from Chaetomium minutum has been used to determine its effects on sensitization of various cells.[4] It has also been used to determine the biological functions of OS-induced heterochromatin formation.[5]

Azioni biochim/fisiol

Chaetocin is a competitive inhibitor for S-adenosylmethionine. The specificity of chaetocin for SU(VAR)3-9 makes this compound an excellent tool for the study of heterochromatin-mediated gene repression.[2]

Chaetocin is an antibacterial mycotoxin.[6] It is a specific inhibitor of lysine-specific histone methyltransferase making the compound useful in the study of heterochromatin mediated gene repression.[7] Chaetocin is a selective competitive inhibitor of thioredoxin reductase-1 (TrxR1), a putative mechanism of its anticancer activity.[8]

Methyltransferase making the compound useful in the study of heterochromatin mediated gene repression.[7]

Nota sulla preparazione

Soluble in DMSO. At 1 mg/ml the solution is stable for 1 week at 2-8 °C.

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H302
• Consigli di prudenza: P264 - P270 - P301 + P312 - P501
• Classi di pericolo: Acute Tox. 4 Oral
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves