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Cholesterol Formula - Structure and Properties

Cholesterol is a complex, lipid-based organic molecule found in the cell membranes of animals. Its chemical formula is C27H46O. Cholesterol plays a critical role in the structure and function of cell membranes and serves as a precursor for the synthesis of important molecules such as steroid hormones, bile acids, and vitamin D in the body.
authorImageRanvijay Singh3 Oct, 2023
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Cholesterol Formula

Derived from Greek words meaning bile, solid, and alcohol, Cholesterol is an organic compound known as a sterol. It serves as a structural component of animal cell membranes and can be produced by all animals through biosynthesis. Other names for cholesterol include cholesteryl alcohol and cholesterin. Its properties include a hydrogen bond donor value of 1, acceptor value of 1, and 5 rotatable bonds. In addition to its role in the cell membrane, cholesterol is a precursor for steroid hormones, bile acid, and vitamin D biosynthesis. It is the most common sterol found in animals and is primarily generated by hepatic cells in vertebrates. While it is necessary for growth in Mycoplasma bacteria, prokaryotes such as bacteria and archaea do not contain cholesterol. This article will examine its formula, chemical name, structure and function.

Properties Of Cholesterol

IUPAC name (3β)-cholest-5-en-3-ol
Molecular formula C 27 H 46 O
Molecular mass 386.664 g/mol
Melting point 148 to 150℃
Boiling point 360℃
Density 1.052 g/cm3
Solubility Soluble in acetone, benzene, ether, hexane
Solubility in water 1.8 mg/L at 30℃
Appearance White crystalline powder

Structure of Cholesterol

It plays the role of a human metabolite, mouse metabolite, algal metabolite and Daphnia galeata metabolite as cholesterol is a cholestanoid with a double bond at 5,6-position and a 3beta-hydroxy group. It is a 3beta-sterol, a cholestanoid, a 3beta-hydroxy-delta(5)-steroid and a C27-steroid.

Cholesterol Formula

As a waxy substance, cholesterol can be found in both plasma and animal tissues. Chemically, cholesterol belongs to the steroid family. It is a white, crystalline substance that is odourless and tasteless. It forms the main component of the membrane surrounding each cell. It is the starting material for the body to synthesize bile acids, steroid hormones, and vitamin D.

As a result of a traditional diet, the citizens also consume substantial amounts of cholesterol. Cholesterol circulates throughout the bloodstream and several other organs. As part of compensatory system regulation, the liver synthesizes a higher amount of cholesterol. A higher dietary intake of cholesterol reduces liver synthesis of the compound, and it's also a precursor to all steroid hormones and vitamin D.

Also Check – Ammonium Nitrate Formula

Biosynthesis

Acetoacetyl-CoA is made from the condensation of two molecules of acetyl CoA within the body through the mevalonate pathway. A second condensation occurs between acetyl CoA and acetoacetyl-CoA to form 3-hydroxy-3-methylglutaryl CoA (HMG-CoA). This molecule is then reduced to mevalonate by the enzyme HMG-CoA reductase.

A phosphorylation step and a decarboxylation step involving ATP are required to convert mevalonate to isopentenyl pyrophosphate (IPP). Geranyl transferase condenses three molecules of isopentenyl pyrophosphate into farnesyl pyrophosphate. The endoplasmic reticulum then converts two molecules of farnesyl pyrophosphate into squalene by the action of squalene synthase.

Also Check – Chemistry Formula For Solubility Product

After oxidizing squalene, oxysqualene cyclase produces lanosterol. Lanosterol is converted into cholesterol by NADPH and oxygen, which help oxidize methyl groups in order to remove carbons, mutases in order to move alkene groups, and NADH in order to reduce ketones. Through homeostatic mechanisms, cholesterol levels directly affect cholesterol biosynthesis.

Cholesterol Formula FAQs

Q1. What is the chemical formula of cholesterol?

Ans. The chemical formula of cholesterol is C27H46O, indicating its complex structure composed of 27 carbon atoms, 46 hydrogen atoms, and one oxygen atom.

Q2. What is the primary function of cholesterol in the body?

Ans. Cholesterol is a crucial component of cell membranes and serves as a precursor for the synthesis of steroid hormones, bile acids, and vitamin D, playing essential roles in various physiological processes.

Q3. Is all cholesterol harmful to health?

Ans. No, not all cholesterol is harmful. High-density lipoprotein (HDL) cholesterol is often referred to as "good" cholesterol because it helps remove excess cholesterol from the bloodstream, while low-density lipoprotein (LDL) cholesterol is considered "bad" cholesterol when present in high levels, as it can contribute to atherosclerosis.

Q4. What factors influence cholesterol levels in the body?

Ans. Diet, genetics, physical activity, and lifestyle choices can all influence cholesterol levels. Consuming a diet high in saturated and trans fats can raise LDL cholesterol, while a healthy diet and regular exercise can help maintain optimal cholesterol levels.

Q5. Can you have too little cholesterol in your body?

Ans. Yes, extremely low cholesterol levels can be problematic and may be associated with certain health conditions. Cholesterol is vital for various bodily functions, so excessively low levels can impact overall health, but it is relatively rare.
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