Nomenclatura esteroides

Pure&App/. Chern.,Vol. 61, No. 10, pp. 1783-1822,1989. Printed in Great Britain. @ 1989 IUPAC

INTERNATIONAL UNION OF PURE AND APPLIED CHEMISTRY and INTERNATIONAL UNION OF BIOCHEMISTRY
JOINT COMMISSION ON BIOCHEMICAL NOMENCLATURE*

NOMENCLATURE OF STEROIDS
(Recommendations 1989)

Prepared for publication by G. P. MOSS Queen Mary College, Mile End Road, London E l 4NS, UK

*Membershipof the Commission (JCBN) during 1987-89 is as follows: Chairman: J. F. G. Vliegenthart (Netherlands); Secretary: A. Cornish-Bowden (UK); Members: J. R. Bull (RSA); M. A. Chester (Sweden); C. LiCbecq (Belgium, representing the IUB Committee of Editors of Biochemical Journals); J. Reedijk (Netherlands); P. Venetianer (Hungary); Associate Members: G. P. Moss (UK); J. C. Rigg (Netherlands). Additionalcontributors to the formulation of these recommendations: Nomenclature Committee of ZUB(NC-ZUB) (those additional to JCBN): H. Bielka (GDR); C. R. Cantor (USA); H. B. F. Dixon (UK); P. Karlson (FRG); K. L. Loening (USA); W. Saenger (FRG); N. Sharon (Israel); E. J. van Lenten (USA); S. F. Velick (USA); E . C. Webb (Australia).

Membership of Expert Panel: P. Karlson (FRG, Convener); J. R. Bull(RSA); K. Engel (FRG); J. Fried (USA); H. W. Kircher (USA); K. L. Loening (USA); G. P. Moss (UK); G. Popjiik (USA); M. R. Uskokovic (USA).
Correspondence on these recommendations should be addressed to Dr. G. P. Moss at the above address or to any member of the Commission.
Republication of this report is permitted without the need for formal IUPAC permission on condition that an 0acknowledgement, with full reference together with IUPAC copyright symbol ( 1989 IUPAC), is printed. Publication of a translation into another language is subject to the additional condition of prior approval from the relevant IUPAC National Adhering Organization.

Nomenclature of steroids (Recommendations 1989)
CONTENTS 3s- 1. General................................................................................... A 1.0 Definition of steroids and sterols ............................................. ........................... 1785 1.1 Numbering and ring letters .................................................................. 1.2 Absent carbon atoms ............................................................... .......... ...... 1.3 Absolute configuration .................. ........... 1.4Orientation of projection formulae ......................................... 1.5 Stereochemistry of ring junctions and side-chain attachment ... 1.6 Stereochemistry of substituents in the side chain ................... 3s-2. Fundamental carbocycles, un n and alkyl substitution at C-17 .............................. 1789 2.1 Gonane ............... .............. ............................................................................................ 1789 2.2 Estrane (oestrane) ................... ...................... ....... ......... 2.3 Androstane ..................................................................,......,,...,.... 2.4 Parent hydrocarbons with side chai -17 ................................... ................1791 ................1792 2.5 Unsaturation................................. ................ ...................... .... 2.6 Stereochemistry of double bonds ................................................. 2.7 Steroids with a side chain as part of the parent carbocycle and an 2.8 2.9 2.10 3s-3. Steroids with heterocyclic rings in the side chain ............................. 3.0 3.1 Cardanolides........................................................................,.....,,.,....,......,.,..,,..,.... 3.2 3.3 Spirostans .............................................,,..,...,,................. 3.4 3.5 3s-4. 4.0 4.1 4.2 Lactones .........................................................................................,,.......... 4.3 ................1803 ....................................................................... 4.4 0x0 compounds...