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- Q4699894 subject Q15079493.
- Q4699894 subject Q6961798.
- Q4699894 abstract "Ajmalan is a parent hydride used in the IUPAC nomenclature of natural products and also in CAS nomenclature. It is a 20-carbon alkaloid with six rings and seven chiral centres.The name is derived from ajmaline, an antiarrhythmic alkaloid isolated from the roots of Rauwolfia serpentina which is formally a dihydroxy-derivative of ajmalan. The –an ending indicates that ajmalan is partially saturated. Ajmaline itself is named after Hakim Ajmal Khan, a distinguished practitioner of the Unani school of traditional medicine in South Asia.The absolute configuration of the seven chiral carbon atoms in ajmalan is defined by convention, as is the numbering system. The stereochemistry is the same as that in naturally-occurring ajmaline, and corresponds to (2R,3S,5S,7S,15S,16R,20S) using conventional numbering.Ajmalan can be systematically named as(1S,4S,5S,7S,8R,16S,17R)-4-ethyl-9-methyl-2,9-diazahexacyclo[14.2.1.02,7.05,18.08,16.010,15]nonadeca-10,12,14-trieneor as(2S,3S,5S,6aS,11aR,11bS,12R)-4H,11H-3-ethyl-11-methyl-1,2,3,5,6,6a,11a,11b-octahydro-2,5,6a-(epiethane[1,1,2]triyl)indolo[2,3-c]quinolizine.Note that the numbering of the atoms in the systematic names is different from the conventional numbering of ajmalan.The ajmalan skeleton is similar to those of certain other alkaloids, and ajmalan could also be given the following semisystematic names:(2β,5β,16R,20β)-1-methyl-1,2,19,20-tetrahydro-5,16-cyclo-16a-homo-17-norakuammilan;(2β,5β,7β,16R,20β)-1-methyl-2,7-dihydro-5,16:7,17-dicyclocorynan;(2β,7β,16R,20β)-1-methyl-2,7,19,20-tetrahydro-7,17-cyclosarpagan;(2β,3α,7β,20β)-1-methyl-2,7,19,20-tetrahydro-3,4:7,17-dicyclo-22-norvobasan;(2β,5β,7β,16R,20β)-1-methyl-2,7-dihydro-5,16:7,17-dicyclo-17-secoyohimban.However, the relative complexity even of these names justifies the use of ajmalan as a defined parent hydride in alkaloid nomenclature.".
- Q4699894 thumbnail Ajmalan_numbered.png?width=300.
- Q4699894 wikiPageWikiLink Q1145301.
- Q4699894 wikiPageWikiLink Q15079493.
- Q4699894 wikiPageWikiLink Q1520176.
- Q4699894 wikiPageWikiLink Q214514.
- Q4699894 wikiPageWikiLink Q241549.
- Q4699894 wikiPageWikiLink Q3305217.
- Q4699894 wikiPageWikiLink Q3595817.
- Q4699894 wikiPageWikiLink Q385858.
- Q4699894 wikiPageWikiLink Q41581.
- Q4699894 wikiPageWikiLink Q6503924.
- Q4699894 wikiPageWikiLink Q6961798.
- Q4699894 wikiPageWikiLink Q70702.
- Q4699894 wikiPageWikiLink Q7136760.
- Q4699894 wikiPageWikiLink Q771405.
- Q4699894 comment "Ajmalan is a parent hydride used in the IUPAC nomenclature of natural products and also in CAS nomenclature. It is a 20-carbon alkaloid with six rings and seven chiral centres.The name is derived from ajmaline, an antiarrhythmic alkaloid isolated from the roots of Rauwolfia serpentina which is formally a dihydroxy-derivative of ajmalan. The –an ending indicates that ajmalan is partially saturated.".
- Q4699894 label "Ajmalan".
- Q4699894 depiction Ajmalan_numbered.png.