SML2297

Chlorflavonin

≥98% (HPLC)

• Synonym(s): 2-(3-Chloro-2-hydroxyphenyl)-5-hydroxy-3,7,8-trimethoxy-4H-1-benzopyran-4-one, F1484
• Empirical Formula (Hill Notation): C₁₈H₁₅ClO₇
• CAS Number: 23363-64-6
• Molecular Weight: 378.76
• UNSPSC Code: 51111800

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: OC1=CC(OC)=C(C2=C1C(C(OC)=C(C3=C(O)C(Cl)=CC=C3)O2)=O)OC
• InChI: 1S/C18H15ClO7/c1-23-11-7-10(20)12-14(22)18(25-3)15(26-17(12)16(11)24-2)8-5-4-6-9(19)13(8)21/h4-7,20-21H,1-3H3
• InChI key: JLSQXYITDXJTKL-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Antifungal against certain species of mold fungi and a superior antibiotic than streptomycin against M. tuberculosis by targeting AHAS catalytic subunit IlvB1.

Originally isolated from Aspergillus candidus Link, Chlorflavonin is a non-cytotoxic (up to 100 μM; MRC-5 and THP-1) antibiotic with antifungal activity against certain species of mold fungi (MIC = 0.08 μg/mL against A. amstelodami, A. fumigalus, A. ochraceous; Paecilomyces variotii MIC = 2.5 μg/mL, Botrytis cinerea MIC = 5 μg/mL). Chlorflavonin also exhibits antibiotic activity against M. tuberculosis (MIC90 = 1.56 μM) by targeting acetohydroxyacid synthase (AHAS) catalytic subunit ilvB1. Chlorflavonin is superior to streptomycin against M. tuberculosis inside infected macrophages, synergizes with isoniazid and delamanid, leading to a complete sterilization in liquid cultures.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable