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28921-94-0

28921-94-0 Structure

28921-94-0 Structure
IdentificationBack Directory
[Name]

PHOMALACTONE
[CAS]

28921-94-0
[Synonyms]

Aids080553
Aids-080553
PHOMALACTONE
2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-(1E)-1-propenyl-, (5S,6S)-
[5S,6S,(+)]-5,6-Dihydro-5-hydroxy-6-[(E)-1-propenyl]-2H-pyran-2-one
[Molecular Formula]

C8H10O3
[MDL Number]

MFCD02752490
[MOL File]

28921-94-0.mol
[Molecular Weight]

154.16
Chemical PropertiesBack Directory
[Melting point ]

50-53 °C
[Boiling point ]

301.1±42.0 °C(Predicted)
[density ]

1.282±0.06 g/cm3(Predicted)
[solubility ]

Dichloromethane: soluble; DMSO: soluble; Ethanol: soluble
[form ]

A solid
[pka]

11.90±0.40(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P271
[HS Code ]

2941900000
Hazard InformationBack Directory
[Description]

Phomalactone is a fungal metabolite that has been found in N. sphaerica and has fungicidal activity. It is active against strains of the plant pathogenic fungi C. sasaki, P. graminicola, M. griesea, P. capsica, and P. infestans (IC50s = 200, 120, 83, 120, and 0.83 mg/L, respectively), but not F. oxysporum, A. alternate, B. cinerea, or C. gloeosporioides (IC50s = >200 mg/L for all). Phomalactone is also active against the plant pathogenic fungi A. niger and O. minus (MICs = 62.5 and 125 μg/ml, respectively).
[Uses]

Phomalactone, produced by the fungus Nigrospora sphaerica, specifically inhibits the mycelial growth of Phytophthora infestans, with an MIC value of 2.5 mg/L[1]. Phomalactone is phytotoxic to Z. elegans and other plant species by inhibition of seedling growth and by causing electrolyte leakage from photosynthetic tissues of both Z. elegans leaves and cucumber cotyledons[2].
[References]

[1] Kim JC, et al. Activity against plant pathogenic fungi of phomalactone isolated from Nigrospora sphaerica. Pest Manag Sci. 2001;57(6):554-559. DOI:10.1002/ps.318
[2] Meepagala KM, et al. Phomalactone from a Phytopathogenic Fungus Infecting ZINNIA elegans (ASTERACEAE) Leaves. J Chem Ecol. 2015;41(7):602-612. DOI:10.1007/s10886-015-0602-x
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