
A secosteroid () is a type of
steroid
A steroid is an organic compound with four fused compound, fused rings (designated A, B, C, and D) arranged in a specific molecular configuration.
Steroids have two principal biological functions: as important components of cell membranes t ...
with a "broken" ring. The word ''secosteroid ''derives from the Latin verb ''secare'' meaning "to cut",
and 'steroid'. Secosteroids are described as a subclass of steroids under the
IUPAC
The International Union of Pure and Applied Chemistry (IUPAC ) is an international federation of National Adhering Organizations working for the advancement of the chemical sciences, especially by developing nomenclature and terminology. It is ...
nomenclature.
Some sources instead describe them as compounds derived from steroids.
Types or subclasses of secosteroids are defined by the carbon atoms of the parent steroid skeleton where the ring cleavage has taken place. For example, 9,10-secosteroids are derived from
cleavage of the bond between carbon atoms C9 and C10 of the steroid B-ring (similarly 5,6-secosteroids, 13,14-secosteroids, etc.).
The prototypical secosteroid is
cholecalciferol
Cholecalciferol, also known as vitamin D3, colecalciferol or calciol, is a type of vitamin D that is produced by the skin when exposed to UV light, UVB light; it is found in certain foods and can be taken as a dietary supplement.
Cholecalcife ...
(vitamin D
3).
Its IUPAC systematic is "(5''Z'',7''E'')-(3''S'')-9,10-secocholestra-5,7,10(19)-trien-3-ol".
Some
nonsteroidal estrogens, like
doisynolic acid (cleaved on the D ring)
and
allenolic acid, are also secosteroids or secosteroid-like compounds.
See also
*
Secoergoline
References
External links
*
{{Steroid classification