Sterols are a subgroup of
steroids with a
hydroxyl group at the 3-position of the A-ring. They are
amphipathic lipids synthesized from
acetyl-coenzyme A via the
HMG-CoA reductase pathway. Sterols are not flat, because they have several carbon atoms that have single bonds to three other carbon atoms and are therefore tetrahedral
chiral centres. Only certain
stereoisomers occur in nature. The hydroxyl group on the A ring is
polar. The rest of the
aliphatic chain is
non-polar. There are multiple ways to classify sterols, including by: •
Source or origin of sterol. Sterols can be found in animals (zoosterols), plants (phytosterols), and fungi (mycosterols). •
Methyl group presence on C-4. This carbon can exhibit 0, 1, or 2 methyl groups, known as 4-desmethyl, 4α-monomethyl, and 4,4-dimethyl sterols, respectively. •
Side chain presence on C-24. Examples include 24-desmethyl (e.g. cholesterol), 24-methyl (e.g. campesterol), and 24-ethyl (e.g. stigmasterol or β-sitosterol). •
Unsaturation of sterol. Double bonds are common at the 5,6-position (termed Δ5 sterols, e.g. cholesterol), the 7,8-position (termed Δ7 sterols, e.g. lathosterol), or both (termed Δ5,7 sterols, e.g. ergosterol and 7-dehydrocholesterol). == See also ==