Betaenone A

Betaenone A

IUPAC name (3Z)-4,6,9-trihydroxy-3-(hydroxymethylidene)-1,6,8,9-tetramethyl-10-(1-methylpropyl)octahydro-1,4-ethanonaphthalen-2(1H)-one
Identifiers
CAS number	85269-22-3
PubChem	5478031
ChemSpider	4585641
Jmol-3D images	Image 1
SMILES OC12C(O)(C)C(C(C)CC)C(C)(C(=O)\C2=C\O)C3C1CC(O)(C)CC3C
InChI InChI=1S/C21H34O5/c1-7-11(2)16-19(5)15-12(3)8-18(4,24)9-13(15)21(26,20(16,6)25)14(10-22)17(19)23/h10-13,15-16,22,24-26H,7-9H2,1-6H3/b14-10+ Key: FHJXKTOXQHRDTL-GXDHUFHOSA-N
Properties
Molecular formula	C₂₁H₃₄O₅
Molar mass	366.49 g mol⁻¹
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Betaenone A, like other betaenones (B and C), is a secondary metabolite isolated from the fungus Pleospora betae, a plant pathogen.^[1] Of the seven phytotoxins isolated in fungal leaf spots from sugar beet (Beta vulgaris), it showed 73% growth inhibition.^[2]

References

^ Ichihara A.; Oikawa, Hideaki; Hayashi, Kazuko; Sakamura, Sadao; Furusaki, Akio; Matsumoto, Takeshi (1983). "Structures of Betaenones A and B, Novel Phytotoxins from Phoma betae Fr.". J. Am. Chem. Soc. 105: 2907–2908. doi:10.1021/ja00347a070.
^ Haraguchi, T.; Oguro, Mieko; Nagano, Hiroshi; Ichihara, Akitami; Sakamura, Sadao (1983). "Specific inhibitors of eukaryotic DNA synthesis and DNA polymerase α, 3-deoxyaphidicolin and aphidicolin-17-monoacetate". Nucleic Acid Res. 11: 1197–2000. doi:10.1093/nar/11.4.1197.