3,5-Dihydroxy-4-isopropyl-trans-stilbene

3,5-Dihydroxy-4-isopropyl-trans-stilbene

Chemical structure of 3,5-dihydroxy-4-isopropyl-trans-stilbene
Names
IUPAC name 5-(2-Phenylethenyl)-2-propan-2-ylbenzene-1,3-diol
Other names (E)-3,5-Dihydroxy-4-isopropyl-trans-stilbene 3,5-Dihydroxy-4-isopropylstilbene
Identifiers
Jmol 3D model	Interactive image
PubChem	133191
InChI InChI=1S/C17H18O2/c1-12(2)17-15(18)10-14(11-16(17)19)9-8-13-6-4-3-5-7-13/h3-12,18-19H,1-2H3 Key: ZISJNXNHJRQYJO-UHFFFAOYSA-N
SMILES CC(C)C1=C(C=C(C=C1O)C=CC2=CC=CC=C2)O
Properties
Chemical formula	C17H18O2
Molar mass	254.33 g·mol−1
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

3,5-Dihydroxy-4-isopropyl-trans-stilbene is a bacterial stilbenoid produced in Photorhabdus bacterial symbionts of Heterorhabditis nematodes. It is a product of an alternative ketosynthase-directed stibenoids biosynthesis pathway. It is derived from the condensation of two β-ketoacyl thioesters . It is produced by the Photorhabdus luminescens bacterial symbiont species of the entomopathogenic nematode, Heterorhabditis megidis. Experiments with infected larvae of Galleria mellonella, the wax moth, support the hypothesis that the compound has antibiotic properties that help minimize competition from other microorganisms and prevents the putrefaction of the nematode-infected insect cadaver.

File:Waxmothcadaverusda.jpg

Entomopathogenic nematodes emerging from a wax moth cadaver

See also

• Pinosylvin, a molecule produced in pines that does not bear the isopropyl alkylation.