Description
Sorokinianin acts as an inhibitor of barley germination that exerts antifungal activity. Sorokinianin is a phytotoxic fungal metabolite isolated from the culture filtrates of the fungus Drechslera cynodontis.
Synonyms
(3R,5S)-3-hydroxy-5-[(1S,2R,5R,7R,8S)-8-(hydroxymethyl)-5-methyl-6-methylidene-2-propan-2-yl-7-bicyclo[3.2.1]octanyl]oxolan-2-one; 2(3H)-Furanone, dihydro-3-hydroxy-5-[(1R,4R,5S,6R,8S)-8-(hydroxymethyl)-1-methyl-7-methylene-4-(1-methylethyl)bicyclo[3.2.1]oct-6-yl]-, (3R,5S)-; 2(3H)-Furanone, dihydro-3-hydroxy-5-[8-(hydroxymethyl)-1-methyl-7-methylene-4-(1-methylethyl)bicyclo[3.2.1]oct-6-yl]-, [1R-[1α,4β,5α,6α(3R*,5S*),8S*]]-; (+)-Sorokinianin
IUPAC Name
(3R,5S)-3-hydroxy-5-[(1R,4R,5S,6R,8S)-8-(hydroxymethyl)-1-methyl-7-methylidene-4-propan-2-yl-6-bicyclo[3.2.1]octanyl]oxolan-2-one
Molecular Formula
C18H28O4
Canonical SMILES
CC(C)C1CCC2(C(C1C(C2=C)C3CC(C(=O)O3)O)CO)C
InChI
InChI=1S/C18H28O4/c1-9(2)11-5-6-18(4)10(3)15(16(11)12(18)8-19)14-7-13(20)17(21)22-14/h9,11-16,19-20H,3,5-8H2,1-2,4H3/t11-,12+,13-,14+,15-,16+,18+/m1/s1
InChIKey
PTGFDIFCKGMAJK-BCHHIPDFSA-N
Boiling Point
444.9±45.0°C (Predicted)
Density
1.15±0.1 g/cm3 (Predicted)
Solubility
Soluble in Methanol