ChemicalBook--->CAS DataBase List--->27270-89-9

27270-89-9

27270-89-9 Structure

27270-89-9 Structure
IdentificationBack Directory
[Name]

(-)-Phyllostine
[CAS]

27270-89-9
[Synonyms]

Phyllostine
(-)-Phyllostine
(5S,6R)-2-(Hydroxymethyl)-5,6-epoxy-2-cyclohexene-1,4-dione
(1R,6S)-3-Hydroxymethyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
(1α,6α)-3-(Hydroxymethyl)-7-oxabicyclo[4.1.0]hepta-3-ene-2,5-dione
7-Oxabicyclo[4.1.0]hept-3-ene-2,5-dione, 3-(hydroxymethyl)-, (1R,6S)-
[Molecular Formula]

C7H6O4
[MDL Number]

MFCD23103620
[MOL File]

27270-89-9.mol
[Molecular Weight]

154.12
Chemical PropertiesBack Directory
[Melting point ]

56 °C
[Boiling point ]

398.9±42.0 °C(Predicted)
[density ]

1.555±0.06 g/cm3(Predicted)
[pka]

13.40±0.10(Predicted)
Hazard InformationBack Directory
[Uses]

Phyllostine ((-)-Phyllostine) can be isolated from D. miriciae. Phyllostine exhibits strong antifeedant, contact toxicity, and oviposition deterrent activities against P. xylostella[1].
[Definition]

ChEBI: Phyllostine is an epoxide resulting from epoxidation of the 5-6 double bond of 2-(hydroxymethyl)-1,4-benzoquinone (the 5S,6R enantiomer). It has a role as a Penicillium metabolite. It is an epoxide, a cyclic ketone and a primary allylic alcohol.
[References]

[1] Ratnaweera PB, et al. Antifeedant, contact toxicity and oviposition deterrent effects of phyllostine acetate and phyllostine isolated from the endophytic fungus Diaporthe miriciae against Plutella xylostella larvae. Pest Manag Sci. 2020 Apr;76(4):1541-1548. DOI:10.1002/ps.5673
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