International Union of Pure and Applied Chemistry

Division VIII Chemical Nomenclature and Structure Representation Division

Nomenclature of Organic Chemistry. IUPAC Recommendations and Preferred Names 2013.

Prepared for publication by Henri A. Favre and Warren H. Powell, Royal Society of Chemistry, ISBN 978-0-85404-182-4


Appendix 3. STRUCTURES FOR ALKALOIDS, STEROIDS, TERPENOIDS, AND SIMILAR COMPOUNDS

1. Alkaloids


aconitane


ajmalan


akuammilan
(named systematically by CAS)


alstophyllan
(named systematically by CAS)


aporphine
(named systematically by CAS)


aspidofractinine
(named systematically by CAS)


aspidospermidine


atidane
(named systematically by CAS)


atisine
(named systematically by CAS)


berbaman
(named systematically by CAS)


berbine
(named systematically by CAS)


cephalotaxine


cevane


chelidonine
(named systematically by CAS)


cinchonan


conanine


corynan
(named systematically by CAS)


corynoxan
(named systematically by CAS)


crinan
(named systematically by CAS)


curan


daphnane
(named systematically by CAS)


dendrobane
(named systematically by CAS)


eburnamenine


emetan
(named systematically by CAS)


ergoline


ergotaman


erythrinan


evonimine
(named systematically by CAS)


evonine
(named systematically by CAS)


formosanan
(named systematically by CAS)


galanthamine
(named systematically by CAS)


galanthan
(named systematically by CAS)


hasubanan


hetisan


ibogamine


kopsan
(named systematically by CAS)


lunarine
(named systematically by CAS)


lycopodane
(named systematically by CAS)


lycorenan
(named systematically by CAS)


lythran
(named systematically by CAS)


lythranidine
(named systematically by CAS)


matridine
(named systematically by CAS)


morphinan


nupharidine
(named systematically by CAS)


ormosanine
(named systematically by CAS)


18-oxayohimban


oxyacanthan
(named systematically by CAS)


pancracine
(named systematically by CAS)


rheadan
(named systematically by CAS)


rodiasine
(named systematically by CAS)


samandarine
(named systematically by CAS)


sarpagan


senecionan
(named systematically by CAS)


solanidane
(the CAS name requires the chirality at C-22 to be specified)


sparteine
(named systematically by CAS)


spirosolane
(the CAS name requires the chirality at C-22 to be specified)


strychnidine


tazettine
(named systematically by CAS)


tropane
(named systematically by CAS)


tubocuraran
(named systematically by CAS)


tubulosan
(named systematically by CAS)


veratraman
(named systematically by CAS)


vincaleukoblastine


vincane
(CAS name based on eburnamenine)


vobasan


vobtusine
(named systematically by CAS)


yohimban

2. Steroids


androstane


bufanolide


campestane
(named by CAS as a stereoisomer of ergostane in which the locant 241 is 28)


cardanolide


cholane


cholestane


ergostane


estrane


furostan


gonane


gorgostane
(for CAS the locants 221, 231, and 241 are 34, 33, and 28, respectively)


poriferastane
(named by CAS as a stereoisomer of stigmastane in which the locants 241 and 242 are 28 and 29, respectively.)


pregnane


spirostan
(the CAS name requires the chirality at C-22 to be specified)


stigmastane

3. Terpenoids


abietane
(named systematically by CAS)


ambrosane
(named systematically by CAS)


aristolane
(named systematically by CAS)


atisane


beyerane
(CAS name based on kaurane)


bisabolane
(named systematically by CAS)


bornane
(named systematically by CAS)


cadinane
(named systematically by CAS)


carane
(named systematically by CAS)


β,φ-carotene


β,ψ-carotene


ε,κ-carotene


ε,χ-carotene

Note: There are 28 possible carotene parent structures of which four are illustrated above.
The 28 are derived from all permutations of the following seven end groups:

β (beta)ε (epsilon)γ (gamma)φ (phi)
χ (chi)κ (kappa)ψ (psi)


caryophyllane
(named systematically by CAS)


cedrane
(named systematically by CAS)


dammarane


drimane
(named systematically by CAS)


eremophilane
(named systematically by CAS)


eudesmane
(named systematically by CAS)


fenchane
(named systematically by CAS)


gammacerane


germacrane
(named systematically by CAS)


gibbane


grayanotoxane


guaiane
(named systematically by CAS)


himachalane
(named systematically by CAS)


hopane
(CAS name based on gammacerane)


humulane
(named systematically by CAS)


kaurane
(named by CAS ent-stereoisomer)


labdane
(named systematically by CAS)


lanostane


lupane


p-menthane
(named systematically by CAS)


oleanane


ophiobolane
(named systematically by CAS)


picrasane


pimarane
(named systematically by CAS)


pinane
(named systematically by CAS)


podocarpane
(named systematically by CAS)


protostane
(named by CAS as a stereoisomer of dammarane)


retinal


rosane
(named systematically by CAS)


taxane
(named systematically by CAS)


thujane
(named systematically by CAS)


trichothecane


ursane

4..Miscellaneous


21H-biline


cepham
(named systematically by CAS)


corrin


flavan
(named systematically by CAS)


isoflavan
(named systematically by CAS)


lignane
[only through a 8,8′ (β,β′) linkage]
(named systematically by CAS)


neoflavan
(named systematically by CAS)


3,3′-neolignane
[and other structures not connected through a 8,8′) (β,β′) linkage]
(named systematically by CAS)


penam
(named systematically by CAS)


21H,23H-porphyrin
(named by CAS on the basis of the parent name porphine)


prostane


thromboxane
(named systematically by CAS)


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