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- Q5055130 subject Q18670604.
- Q5055130 subject Q8376591.
- Q5055130 subject Q8593001.
- Q5055130 subject Q8965786.
- Q5055130 subject Q9532257.
- Q5055130 abstract "Cavicularin is a natural phenolic secondary metabolite isolated from the liverwort Cavicularia densa. This macrocycle is unusual because it was the first compound isolated from nature displaying optical activity solely due to the presence of planar chirality and axial chirality. The specific rotation for (+)-cavicularin is +168.2°. It is also a very strained molecule. The para-substituted phenol ring is bent about 15° out of planarity, adopting a somewhat boat-like geometry. This type of angle strain in aromatic compounds is normally reserved for synthetic cyclophanes.The liverwort was obtained from Mt. Ishizuchi in the district of Shikoku. The material was dried for one day, ground to a powder and 5 grams were refluxed in methanol for 4 months to yield 2.5 mg (0.049%) of cavicularin after column chromatography and preparative TLC.↑".
- Q5055130 iupacName "9,10,18,19-Tetrahydro-5,8:15,17-diethenobenzo[g]naphth[1,8-bc]oxacyclotetradecin-3,12,21-triol".
- Q5055130 thumbnail Cavicularin.svg?width=300.
- Q5055130 wikiPageWikiLink Q13991.
- Q5055130 wikiPageWikiLink Q14982.
- Q5055130 wikiPageWikiLink Q18670604.
- Q5055130 wikiPageWikiLink Q189808.
- Q5055130 wikiPageWikiLink Q2191631.
- Q5055130 wikiPageWikiLink Q2307012.
- Q5055130 wikiPageWikiLink Q2744214.
- Q5055130 wikiPageWikiLink Q2963897.
- Q5055130 wikiPageWikiLink Q3285479.
- Q5055130 wikiPageWikiLink Q375669.
- Q5055130 wikiPageWikiLink Q407142.
- Q5055130 wikiPageWikiLink Q419024.
- Q5055130 wikiPageWikiLink Q419178.
- Q5055130 wikiPageWikiLink Q5055134.
- Q5055130 wikiPageWikiLink Q522244.
- Q5055130 wikiPageWikiLink Q529093.
- Q5055130 wikiPageWikiLink Q530648.
- Q5055130 wikiPageWikiLink Q644785.
- Q5055130 wikiPageWikiLink Q7322888.
- Q5055130 wikiPageWikiLink Q746133.
- Q5055130 wikiPageWikiLink Q752152.
- Q5055130 wikiPageWikiLink Q8376591.
- Q5055130 wikiPageWikiLink Q8593001.
- Q5055130 wikiPageWikiLink Q8965786.
- Q5055130 wikiPageWikiLink Q898610.
- Q5055130 wikiPageWikiLink Q898912.
- Q5055130 wikiPageWikiLink Q905231.
- Q5055130 wikiPageWikiLink Q908955.
- Q5055130 wikiPageWikiLink Q9532257.
- Q5055130 iupacname "9101819".
- Q5055130 type ChemicalCompound.
- Q5055130 type ChemicalSubstance.
- Q5055130 type ChemicalObject.
- Q5055130 type Thing.
- Q5055130 type Q11173.
- Q5055130 comment "Cavicularin is a natural phenolic secondary metabolite isolated from the liverwort Cavicularia densa. This macrocycle is unusual because it was the first compound isolated from nature displaying optical activity solely due to the presence of planar chirality and axial chirality. The specific rotation for (+)-cavicularin is +168.2°. It is also a very strained molecule. The para-substituted phenol ring is bent about 15° out of planarity, adopting a somewhat boat-like geometry.".
- Q5055130 label "Cavicularin".
- Q5055130 depiction Cavicularin.svg.