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Merck

SML2297

Chlorflavonin

≥98% (HPLC), Antibiotic, powder

Synonym(s):

2-(3-Chloro-2-hydroxyphenyl)-5-hydroxy-3,7,8-trimethoxy-4H-1-benzopyran-4-one, F1484

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5 MG

CZK 2,235.50

25 MG

CZK 9,010.00

CZK 2,235.50

List PriceCZK 2,630.00Save 15%

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About This Item

Empirical Formula (Hill Notation):
C18H15ClO7
CAS Number:
Molecular Weight:
378.76
UNSPSC Code:
51111800
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder

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Product Name

Chlorflavonin, ≥98% (HPLC)

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

SMILES string

OC1=CC(OC)=C(C2=C1C(C(OC)=C(C3=C(O)C(Cl)=CC=C3)O2)=O)OC

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

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This Item
SML0361SML2109SML2365
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

form

powder

form

powder

form

powder

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: >15 mg/mL

solubility

DMSO: 2 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

faintly yellow to dark yellow

color

faint green to dark gray

color

white to beige

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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J E Munden et al.
Applied microbiology, 19(5), 718-720 (1970-05-01)
Production of chlorflavonin, a new antifungal antibiotic, by strains of Aspergillus candidus is described. Two wild strains of the fungus had distinctly different chlorflavonin-producing capabilities. One strain produced 25 mug of chlorflavonin per ml per 4 to 5 days in
Inge Kjærbølling et al.
Proceedings of the National Academy of Sciences of the United States of America, 115(4), E753-E761 (2018-01-11)
The fungal genus of Aspergillus is highly interesting, containing everything from industrial cell factories, model organisms, and human pathogens. In particular, this group has a prolific production of bioactive secondary metabolites (SMs). In this work, four diverse Aspergillus species (A.
Nidja Rehberg et al.
ACS infectious diseases, 4(2), 123-134 (2017-11-08)
The flavonoid natural compound chlorflavonin was isolated from the endophytic fungus Mucor irregularis, which was obtained from the Cameroonian medicinal plant Moringa stenopetala. Chlorflavonin exhibited strong growth inhibitory activity in vitro against Mycobacterium tuberculosis (MIC90 1.56 μM) while exhibiting no

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