| Revision as of 12:21, 29 May 2014 editFlyer22 Frozen (talk | contribs)365,630 editsm Reverted 1 edit by 182.186.110.206 identified as test/vandalism using STiki← Previous edit | Revision as of 20:25, 15 July 2014 edit undoBoghog (talk | contribs)Autopatrolled, Extended confirmed users, IP block exemptions, New page reviewers, Pending changes reviewers, Rollbackers, Template editors137,949 edits restored the simpler, more accessible introductory sentence, improved the citations that directly support either a broad or narrow definition of secosteroidNext edit → | ||
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| A '''secosteroid''' is a molecule similar to a ] but with a "broken" ring. Secosteroids are variously defined as a subclass of steroids<ref name = "IUPAC-IUB">{{cite journal | journal = ] | volume = 61 | issue = 10 | pages = 1783–1822 | year = 1989 | title = Nomenclature of Steroids (Recommendations 1989) | author = Moss GP | doi = 10.1351/pac198961101783 | url = http://www.chem.qmul.ac.uk/iupac/steroid/ | quote = Steroids are compounds possessing the skeleton of cyclopentaphenanthrene or a skeleton derived therefrom by one or more bond scissions or ring expansions or contractions. }}</ref> or derived from steroids.<ref name = "TheFreeDictionary">{{cite web | url = http://medical-dictionary.thefreedictionary.com/secosteroid | title = Definition of secosteroid | publisher = TheFreeDictionary.com | work = Medical dictionary | quote = A compound derived from a steroid in which there has been a ring cleavage. }}</ref> The word secosteroid derives from the verb {{lang-lat|secare}} meaning "to cut",<ref name = "Ayers">{{cite book | last = Ayers | first = Donald | title = Bioscientific Terminology | year = 1972 | publisher = University of Arizona Press | location = Tucson | url = http://books.google.ca/books?id=CTwh-QaifQkC | isbn = 978-0-8165-0305-6 }}</ref>{{rp|241}} and {{lang-lat|stere}} of steroid, meaning "solid, three-dimensional".<ref name = "Ayers"/>{{rp|129}} | |||
| Secosteroids (sec·o·ster·oid, sek'ō-stēr'oyd) are a subclass of the tetracyclic ] class that are structural relatives bearing a cleavage of one of the four rings of that parent class.<ref>See for instance, the drugs.com , free (medical) dictionary , biology-online , and medilexicon entries for this term.</ref> The subclass nomenclature derives from the verb {{lang-lat|secare}} meaning "to cut", and {{lang-lat|stere}} of steroid, meaning "solid, three-dimensional".<ref>Donald Ayers, 1972, Bioscientific Terminology, Tucson: University of Arizona Press, pp. 241, 129. ISBN 978-0-8165-0305-6. See http://www.uapress.arizona.edu/Books/bid18.htm, accessed 10 May 2014.</ref> Subclasses are defined by the carbon atoms of the parent steroid skeleton where the ring cleavage has taken place, e.g., 9,10-secosteroids for derivatives deriving from cleavage between carbon atoms C9 and C10 of the steroid B-ring (similarly 5,6-secosteroids, 13,14-steroids, etc.). | |||
| Types of secosteroids are defined by the carbon atoms of the parent steroid skeleton where the ring cleavage has taken place, that is 9,10-secosteroids are derived from the cleavage between carbon atoms C9 and C10 of the steroid B-ring (similarly 5,6-secosteroids, 13,14-steroids, etc.). | |||
| ⚫ | The prototypical secosteroid is ], ].<ref> |
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| ⚫ | The prototypical secosteroid is ], ].<ref name="pmid20424788">{{cite journal | author = Hanson JR | title = Steroids: partial synthesis in medicinal chemistry | journal = Nat Prod Rep | volume = 27 | issue = 6 | pages = 887–99 | year = 2010 | pmid = 20424788 | doi = 10.1039/c001262a }}</ref> | ||
| == References == | == References == | ||
Revision as of 20:25, 15 July 2014
A secosteroid is a molecule similar to a steroid but with a "broken" ring. Secosteroids are variously defined as a subclass of steroids or derived from steroids. The word secosteroid derives from the verb Template:Lang-lat meaning "to cut", and Template:Lang-lat of steroid, meaning "solid, three-dimensional".
Types of secosteroids are defined by the carbon atoms of the parent steroid skeleton where the ring cleavage has taken place, that is 9,10-secosteroids are derived from the cleavage between carbon atoms C9 and C10 of the steroid B-ring (similarly 5,6-secosteroids, 13,14-steroids, etc.).
The prototypical secosteroid is cholecalciferol, vitamin D3.
References
- Moss GP (1989). "Nomenclature of Steroids (Recommendations 1989)". Pure & Appl. Chem. 61 (10): 1783–1822. doi:10.1351/pac198961101783.
Steroids are compounds possessing the skeleton of cyclopentaphenanthrene or a skeleton derived therefrom by one or more bond scissions or ring expansions or contractions.
- "Definition of secosteroid". Medical dictionary. TheFreeDictionary.com.
A compound derived from a steroid in which there has been a ring cleavage.
- ^ Ayers, Donald (1972). Bioscientific Terminology. Tucson: University of Arizona Press. ISBN 978-0-8165-0305-6.
- Hanson JR (2010). "Steroids: partial synthesis in medicinal chemistry". Nat Prod Rep. 27 (6): 887–99. doi:10.1039/c001262a. PMID 20424788.
External links
- Secosteroids at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
| Steroid classification | |
|---|---|
| C17 | |
| C18 |
|
| C19 | |
| C20 | |
| C21 |
|
| C23 | |
| C24 | |
| C27 | |
| Functional group | |
| Elements removed | |
| Elements replaced | |
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