SML1929

Equisetin

(Fusarium equiseti), ≥97% (HPLC)

• Synonym(e): (3E,5S)-3-[[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione
• Empirische Formel (Hill-System): C₂₂H₃₁NO₄
• CAS-Nummer: 57749-43-6
• Molekulargewicht: 373.49
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 200
• Biologische Quelle: (Fusarium equiseti)
• Assay: ≥97% (HPLC)
• Form: powder
• Löslichkeit: DMSO: soluble 1 mg/mL; chloroform: soluble 5 mg/mL
• Versandbedingung: ambient
• Lagertemp.: −20°C
• SMILES String: C[C@H]1C[C@]2([H])[C@@]([C@](C)(/C(O)=C3C([C@H](CO)N(C)C/3=O)=O)[C@H](/C=C/C)C=C2)([H])CC1
• InChI: 1S/C22H31NO4/c1-5-6-15-9-8-14-11-13(2)7-10-16(14)22(15,3)20(26)18-19(25)17(12-24)23(4)21(18)27/h5-6,8-9,13-17,24,27H,7,10-12H2,1-4H3/b6-5+/t13-,14-,15-,16-,17+,22-/m1/s1
• InChIKey: SLOQQJFOWFUUMP-KNQICWOTSA-N

Beschreibung

Biochem./physiol. Wirkung

Equisetin is a tetramic acid analog derived from Fusarium equisti. Equisetin is mainly known for its antibiotic and cytotoxic activity and for its inhibitory effect on HIV-1 integrase. Inhibition of HIV integrase by Equisetin was reported with IC₅₀ values of 5-20 μM. Moreover, it was shown that Equisetin specifically inhibits the substrate anion carriers of the inner membrane of mitochondria and acts nonspecifically on protein membranes and protein hydrophobic domains. In addition, it was demonstrated that Equisetin causes phytotoxicity by causing root Necrosis and was also identified in a mycotoxin cocktail associated with cattle feeding problems.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable