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157148-06-6

157148-06-6 Structure

157148-06-6 Structure
IdentificationBack Directory
[Name]

harzianic acid
[CAS]

157148-06-6
[Synonyms]

harzianic acid
2-Pyrrolidinepropanoic acid, α-hydroxy-4-[(2E,4E)-1-hydroxy-2,4-octadien-1-ylidene]-1-methyl-α-(1-methylethyl)-3,5-dioxo-, (αS,2S,4Z)-
[Molecular Formula]

C19H27NO6
[MDL Number]

MFCD01759365
[MOL File]

157148-06-6.mol
[Molecular Weight]

365.42
Chemical PropertiesBack Directory
[Melting point ]

85-86 °C(Solv: ethyl acetate (141-78-6))
[Boiling point ]

619.6±55.0 °C(Predicted)
[density ]

1.225±0.06 g/cm3(Predicted)
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

3.75±0.32(Predicted)
Hazard InformationBack Directory
[Description]

Harzianic acid is a Trichoderma secondary metabolite. Harzianic acid shows plant growth promotion activity. 3. Harzianic acid has antifungal activity and antibiotic activity against Pythium irregulare, Sclerotinia sclerotiorum, and Rhizoctonia solani.
[Uses]

Harzianic acid, a tetramic acid derivative, with activity of antimicrobial, antibiofilm formation and biofilm disaggregation. Harzianic acid interferes with biofilm formation by limiting bacterial iron availability. Harzianic acid is also a selective inhibitor of Acetohydroxyacid synthase (AHAS), the first enzyme in the branched-chain amino acid biosynthetic pathway. Harzianic acid can used for herbicide and fungicide[1][2].
[target]

Antifection
[References]

[1] De Filippis A, et al. Antimicrobial activity of harzianic acid against Staphylococcus pseudintermedius. Nat Prod Res. 2021 Dec;35(23):5440-5445. DOI:10.1080/14786419.2020.1779714
[2] Xie L, et al. Harzianic Acid from Trichoderma afroharzianum Is a Natural Product Inhibitor of Acetohydroxyacid Synthase. J Am Chem Soc. 2021 Jun 16:10.1021/jacs.1c03988. DOI:10.1021/jacs.1c03988. doi: 10.1021/jacs.1c03988
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