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Steroid

life science Maturity 7-9 Next article →

Steroids are a diverse group of organic compounds found throughout the natural world. They are essential to the survival of many living things. These molecules perform two primary biological functions. First, they act as components of cell membranes. They help control the fluidity of these membranes, which is how flexible or stable they are. Second, steroids function as signaling molecules. This means they carry messages between different parts of an organism. Hundreds of different steroids exist in plants, animals, and fungi.

Cholesterol lettering numbering
Cholesterol lettering numbering

At the center of every steroid is a core structure known as a nucleus. This nucleus is called gonane, or cyclopentanoperhydrophenanthrene. It is composed of seventeen carbon atoms held together by carbon-carbon bonds. These atoms form four fused rings in a specific three-dimensional shape. Three of these are six-member cyclohexane rings, labeled A, B, and C. The fourth is a five-member cyclopentane ring, labeled D.

Trimethyl steroid-nomenclature
Trimethyl steroid-nomenclature

Steroids change their identity based on how this core is modified. Scientists look at the functional groups attached to the rings. They also look at the oxidation state of the rings. Sterols are a specific type of steroid. They have a hydroxy group, which is an oxygen and hydrogen group, at position three. A steroid can also undergo radical changes like ring scission. This is when a ring is cut open. If ring B is cut, the molecule becomes a secosteroid. Vitamin D3 is a well-known example of a secosteroid.

Cholestane
Cholestane

Building these molecules is a precise biological process. All steroids are manufactured in cells from a precursor called a sterol. This process begins with the cyclization of a triterpene called squalene. The specific sterol used depends on the type of organism. Animals typically use cholesterol as their starting point. Fungi and other opisthokonts use lanosterol. Plants use a molecule called cycloartenol.

Sterol synthesis
Sterol synthesis
Steroidogenesis
Steroidogenesis

The history of the name "steroid" is tied to the study of cholesterol. The term comes from the Ancient Greek words "chole," meaning bile, and "stereos," meaning solid. This is because cholesterol was first described in gall stones. To organize these complex molecules, scientists use a strict nomenclature. Most steroids are viewed as derivatives of a parent hydrocarbon skeleton. These skeletons have names like pregnane or androstane.

5alpha5betaSteroidIUPAC
5alpha5betaSteroidIUPAC

Naming these molecules requires describing their exact shape in space. Scientists use the symbols alpha (α) and beta (β) to show stereochemistry. These letters describe how substituents are oriented relative to the ring system. An alpha bond points towards the plane of the ring. A beta bond points away from the plane of the ring. In chemical drawings, alpha bonds are shown as dashed wedges. Beta bonds are shown as solid wedges. This precision allows scientists to distinguish between different forms, such as 5α and 5β stereoisomers.

5alpha5betaSteroidIUPAC
5alpha5betaSteroidIUPAC

Steroids are deeply connected to the history of life itself. They are present in almost all domains of life, including bacteria and archaea. In eukaryotes, they are especially abundant. Some scientists believe steroids played a role in eukaryogenesis. This is the evolutionary process that created modern eukaryotic cells. By helping to manage cell membranes, steroids may have supported the development of complex life. They remain vital tools for both biological systems and modern medicine.

Sterol synthesis
Sterol synthesis
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🖼️ Images & Media (9)
File:Trimethyl steroid-nomenclature.svg
Trimethyl steroid-nomenclature.svg
File:5alpha5betaSteroidIUPAC.png
5alpha5betaSteroidIUPAC.png
File:Cholesterol lettering numbering.svg
Cholesterol lettering numbering.svg
File:Cholestane.svg
Cholestane.svg
File:Cholecalciferol.svg
Cholecalciferol.svg
File:Cyclopamine.svg
Cyclopamine.svg
File:Sterol synthesis.svg
Sterol synthesis.svg
File:Mevalonate pathway.svg
Mevalonate pathway.svg
File:Steroidogenesis.svg
Steroidogenesis.svg
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