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- Cavicularin 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.↑".
- Cavicularin iupacName "9,10,18,19-Tetrahydro-5,8:15,17-diethenobenzo[g]naphth[1,8-bc]oxacyclotetradecin-3,12,21-triol".
- Cavicularin thumbnail Cavicularin.svg?width=300.
- Cavicularin wikiPageID "2026951".
- Cavicularin wikiPageLength "5829".
- Cavicularin wikiPageOutDegree "32".
- Cavicularin wikiPageRevisionID "680388110".
- Cavicularin wikiPageWikiLink Annulation.
- Cavicularin wikiPageWikiLink Axial_chirality.
- Cavicularin wikiPageWikiLink Category:Dihydrostilbenoids.
- Cavicularin wikiPageWikiLink Category:Macrocycles.
- Cavicularin wikiPageWikiLink Category:Phenanthrenoids.
- Cavicularin wikiPageWikiLink Category:Phenol_ethers.
- Cavicularin wikiPageWikiLink Category:Total_synthesis.
- Cavicularin wikiPageWikiLink Cavicularia.
- Cavicularin wikiPageWikiLink Cavicularia_densa.
- Cavicularin wikiPageWikiLink Column_chromatography.
- Cavicularin wikiPageWikiLink Coupling_reaction.
- Cavicularin wikiPageWikiLink Cyclohexane_conformation.
- Cavicularin wikiPageWikiLink Cyclophane.
- Cavicularin wikiPageWikiLink Diels-Alder_reaction.
- Cavicularin wikiPageWikiLink Diels–Alder_reaction.
- Cavicularin wikiPageWikiLink Macrocycle.
- Cavicularin wikiPageWikiLink Marchantiophyta.
- Cavicularin wikiPageWikiLink Methanol.
- Cavicularin wikiPageWikiLink Mount_Ishizuchi.
- Cavicularin wikiPageWikiLink Mt._Ishizuchi.
- Cavicularin wikiPageWikiLink Natural_phenol.
- Cavicularin wikiPageWikiLink Optical_activity.
- Cavicularin wikiPageWikiLink Optical_rotation.
- Cavicularin wikiPageWikiLink Phenols.
- Cavicularin wikiPageWikiLink Planar_chirality.
- Cavicularin wikiPageWikiLink Preparative_TLC.
- Cavicularin wikiPageWikiLink Reflux.
- Cavicularin wikiPageWikiLink Riccardin_C.
- Cavicularin wikiPageWikiLink Ring_strain.
- Cavicularin wikiPageWikiLink Secondary_metabolite.
- Cavicularin wikiPageWikiLink Shikoku.
- Cavicularin wikiPageWikiLink Specific_rotation.
- Cavicularin wikiPageWikiLink Strain_(chemistry).
- Cavicularin wikiPageWikiLink Thin-layer_chromatography.
- Cavicularin wikiPageWikiLink Total_synthesis.
- Cavicularin wikiPageWikiLink Transannulation.
- Cavicularin wikiPageWikiLink File:Cavicularin.png.
- Cavicularin wikiPageWikiLink File:Riccardin_C.svg.
- Cavicularin wikiPageWikiLinkText "Cavicularin".
- Cavicularin wikiPageWikiLinkText "cavicularin".
- Cavicularin hasPhotoCollection Cavicularin.
- Cavicularin imagefile "Cavicularin.svg".
- Cavicularin imagesize "200".
- Cavicularin iupacname "9101819".
- Cavicularin verifiedrevid "466832860".
- Cavicularin wikiPageUsesTemplate Template:Chembox.
- Cavicularin wikiPageUsesTemplate Template:Clear-left.
- Cavicularin wikiPageUsesTemplate Template:Dihydrostilbenoid.
- Cavicularin wikiPageUsesTemplate Template:Phenanthrenes.
- Cavicularin wikiPageUsesTemplate Template:Reflist.
- Cavicularin subject Category:Dihydrostilbenoids.
- Cavicularin subject Category:Macrocycles.
- Cavicularin subject Category:Phenanthrenoids.
- Cavicularin subject Category:Phenol_ethers.
- Cavicularin subject Category:Total_synthesis.
- Cavicularin hypernym Metabolite.
- Cavicularin type ChemicalCompound.
- Cavicularin type ChemicalSubstance.
- Cavicularin type Ether.
- Cavicularin type Macrocycle.
- Cavicularin type ChemicalObject.
- Cavicularin type Thing.
- Cavicularin type Q11173.
- Cavicularin 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.".
- Cavicularin label "Cavicularin".
- Cavicularin sameAs Cavicularin.
- Cavicularin sameAs m.06g4bq.
- Cavicularin sameAs Kavikularin.
- Cavicularin sameAs Kavikularin.
- Cavicularin sameAs Q5055130.
- Cavicularin sameAs Q5055130.
- Cavicularin wasDerivedFrom Cavicularin?oldid=680388110.
- Cavicularin depiction Cavicularin.svg.
- Cavicularin isPrimaryTopicOf Cavicularin.