Cholesterol
- CAS No.
- 57-88-5
- Chemical Name:
- Cholesterol
- Synonyms
- Cholestrol;CHO-HP;Cholest-5-en-3-ol;(3.beta.)-Cholest-5-en-3-ol;Lanol;CHOLESTERIN;SYNTHETIC CHOLESTEROL;CHOLESTEROL SIGMA GRADE;CHOLESTEROL HP;CHOLESTEROL XG
- CBNumber:
- CB7383339
- Molecular Formula:
- C27H46O
- Molecular Weight:
- 386.66
- MOL File:
- 57-88-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2025/1/2 21:09:47
Melting point | 148-150 °C |
---|---|
alpha | -36 º (c=2, dioxane) |
Boiling point | 360 °C |
Density | 1.06 |
refractive index | 1.5250 (estimate) |
Flash point | 250 °C |
storage temp. | -20°C |
solubility | H2O: 0.002 mg/mL |
pka | 15.03±0.70(Predicted) |
form | powder |
color | white |
Specific Gravity | 1.067 |
Odor | wh. or faintly yel. pearly granules or crystals, almost odorless |
Water Solubility | negligible |
Merck | 14,2201 |
BRN | 1915888 |
Dielectric constant | 2.9(Ambient) |
InChIKey | HVYWMOMLDIMFJA-DPAQBDIFSA-N |
LogP | 9.619 (est) |
CAS DataBase Reference | 57-88-5(CAS DataBase Reference) |
IARC | 3 (Vol. 31, Sup 7) 1987 |
NIST Chemistry Reference | Cholesterol(57-88-5) |
EPA Substance Registry System | Cholesterol (57-88-5) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS06,GHS08 |
---|---|
Signal word | Danger |
Hazard statements | H302-H315-H319-H331-H336-H351-H361d-H372 |
Precautionary statements | P201-P261-P304+P340+P312-P305+P351+P338-P308+P313-P403+P233 |
Hazard Codes | Xn,Xi |
Risk Statements | 10-48/20/22-40-38-22-36/37/38-67-36/38-20-63 |
Safety Statements | 24/25-22-36/37-36-26 |
RIDADR | UN 1170 3/PG 3 |
WGK Germany | 1 |
RTECS | FZ8400000 |
TSCA | Yes |
HS Code | 2906 13 10 |
HazardClass | IRRITANT |
Hazardous Substances Data | 57-88-5(Hazardous Substances Data) |
Toxicity | Present in all parts of the animal body; concentrated in spinal cord, brain, skin secretions, and gallstones. An unsaturated, unsaponifiable alcohol (m.p. 149℃). It is synthesized in the body from ethanoate units; its metabolism is regulated by a specific set of enzymes. It is the parent compound of many other steroids and its presence in high concentrations in the blood is suspected as being a contributory factor in cardiovascular disease. |
Cholesterol price More Price(39)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | C8667 | Cholesterol Sigma Grade, ≥99% | 57-88-5 | 500MG | ₹3140 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | S5442 | SyntheChol® NS0 Supplement 500?×, synthetic cholesterol, animal component-free, sterile-filtered, aqueous solution, suitable for cell culture | 57-88-5 | 2ML | ₹4286.7 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | C8667 | Cholesterol Sigma Grade, ≥99% | 57-88-5 | 1G | ₹5477.45 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | S5442 | SyntheChol® NS0 Supplement 500?×, synthetic cholesterol, animal component-free, sterile-filtered, aqueous solution, suitable for cell culture | 57-88-5 | 10ML | ₹17449.9 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | C8667 | Cholesterol Sigma Grade, ≥99% | 57-88-5 | 5G | ₹8530 | 2022-06-14 | Buy |
Cholesterol Chemical Properties,Uses,Production
Description
Cholesterol is a soft waxy substance that is a steroidal alcohol or sterol. It is the most abundant
steroid in the human body and is a component of every cell. Cholesterol is essential to life
and most animals and many plants contain this compound. Cholesterol biosynthesis occurs
primarily in the liver, but it may be produced in other organs. A number of other substances
are synthesized from cholesterol including vitamin D, steroid hormones (including the sex
hormones), and bile salts. Cholesterol resides mainly in cell membranes.
Humans produce about 1 gram of cholesterol daily in the liver. Dietary cholesterol is consumed
through food. High cholesterol foods are associated with saturated fats and trans-fatty
acids (commonly called trans fats). Dietary cholesterol comes from animal products (plants
contain minute amounts of cholesterol) such as meats and dairy products.
Chemical Properties
Cholesterol occurs as white or faintly yellow, almost odorless, pearly leaflets, needles, powder, or granules. On prolonged exposure to light and air, cholesterol acquires a yellow to tan color.
History
Cholesterol was discovered in 1769 by Poulletier dela Salle (1719–1787), who isolated the compound from bile and gallstones. It was rediscovered by Michel Eugène Chevreul (1786–1889) in 1815 and named cholesterine. The name comes from the Greek words khole meaning bile and steros meaning solid or stiff . The “ine” ending was later changed to “ol” to designate it as an alcohol.
Uses
Cholesterol is a major component of all biological membranes; ~25% of total brain lipid is Cholesterol. Cholesterol is the principal sterol of the higher animals. Cholesterol was found in all body tis sues, especial in the brain, spinal cord, and in animal fats or oils. Cholesterol is the main constituent of gallstones.
Definition
cholesterol: A sterol occurringwidely in animal tissues and also insome higher plants and algae. It canexist as a free sterol or esterified witha long-chain fatty acid. Cholesterol isabsorbed through the intestine ormanufactured in the liver. It servesprincipally as a constituent of bloodplasma lipoproteins and of thelipid–protein complexes that formcell membranes. It is also importantas a precursor of various steroids, especiallythe bile acids, sex hormones,and adrenocorticoid hormones. Thederivative 7-dehydrocholesterol isconverted to vitamin D3 by the actionof sunlight on skin. Increased levelsof dietary and blood cholesterol havebeen associated with atherosclerosis,a condition in which lipids accumulateon the inner walls of arteries andeventually obstruct blood flow.
Production Methods
The commercial material is normally obtained from the spinal cord
of cattle by extraction with petroleum ethers, but it may also be
obtained from wool fat. Purification is normally accomplished by
repeated bromination. Cholesterol may also be produced by entirely
synthetic means.
Cholesterol produced from animal organs will always contain
cholestanol and other saturated sterols.
General Description
Cholesterol is a minor sterol present in plants. It is majorly associated with the plant membranes and is a constituent of leaf surface lipids.
Hazard
Questionable carcinogen.
Pharmaceutical Applications
Cholesterol is used in cosmetics and topical pharmaceutical
formulations at concentrations of 0.3–5.0% w/w as an emulsifying
agent. It imparts water-absorbing power to an ointment and has
emollient activity.
Cholesterol also has a physiological role. It is the major sterol of
the higher animals, and it is found in all body tissues, especially in
the brain and spinal cord. It is also the main constituent of
gallstones.
Safety Profile
Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. Used in pharmaceutical and dermal preparations as an emulsifying agent. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety
Cholesterol is generally regarded as an essentially nontoxic and
nonirritant material at the levels employed as an excipient. It has,
however, exhibited experimental teratogenic and reproductive
effects, and mutation data have been reported.
Cholesterol is often derived from animal sources and this must
be done in accordance with the regulations for human consumption.
The risk of bovine spongiform encephalopathy (BSE)
contamination has caused some concern over the use of animalderived
cholesterol in pharmaceutical products. However, synthetic
methods of cholesterol manufacture have been developed.
storage
Cholesterol is stable and should be stored in a well-closed container, protected from light.
Purification Methods
Crystallise cholesterol from ethyl acetate, EtOH or isopropyl ether/MeOH. [Hiromitsu & Kevan J Am Chem Soc 109 4501 1987.] For extensive details of purification through the dibromide, see Fieser [J Am Chem Soc 75 5421 1953] and Schwenk and Werthessen [Arch Biochem Biophys 40 334 1952], and by repeated crystallisation from acetic acid; see Fieser [J Am Chem Soc 75 4395 1953]. Like many sterols, cholesterol gives colour reactions with conc H2SO4: When cholesterol is dissolved in a small volume of CHCl3 and mixed with conc H2SO4, the colour of the organic layer becomes crimson, then changes to purple and on further standing in air it turns to blue, then green and finally yellow. The H2SO4 layer develops a green fluorescence. [Beilstein 6 III 2607, 6 IV 4000.]
Incompatibilities
Cholesterol is precipitated by digitonin.
Regulatory Status
Included in the FDA Inactive Ingredients Database (injections;
ophthalmic, topical, and vaginal preparations).
Included in nonparenteral medicines licensed in the UK. Included
in the Canadian List of Acceptable Non-medicinal Ingredients.
Cholesterol Preparation Products And Raw materials
Raw materials
Preparation Products
1of4
chevron_rightSupplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
CLEARSYNTH LABS LTD. | +91-22-45045900 | Mumbai, India | 66 | 58 | Inquiry |
JSK Chemicals | +919879767970 | Gujarat, India | 3753 | 58 | Inquiry |
Merck Ltd | +91-2262109800 +91-2262109000 | Maharashtra, India | 272 | 58 | Inquiry |
ARRAKIS INDUSTRIES LLP | +91 74995 32711 | Maharashtra, India | 1353 | 58 | Inquiry |
Spectrochem Private Limited | 08048372608Ext 246 | Maharashtra, India | 1055 | 58 | Inquiry |
Arun & Co. | 91-22-67723000 | Maharashtra, India | 15 | 58 | Inquiry |
Thomas Baker (Chemicals) Pvt. Ltd. (TBCPL) | 91-22-22811264 | Maharashtra, India | 74 | 58 | Inquiry |
Loba Chemie Pvt Ltd | +91-22-6663 6663 | Mumbai, India | 498 | 58 | Inquiry |
Innovative | 07942565925 | Mumbai, India | 617 | 58 | Inquiry |
KEM LIGHT SPECHEM LABS PRIVATE LIMITED | 07942542514 | Maharashtra, India | 50 | 58 | Inquiry |
Supplier | Advantage |
---|---|
CLEARSYNTH LABS LTD. | 58 |
JSK Chemicals | 58 |
Merck Ltd | 58 |
ARRAKIS INDUSTRIES LLP | 58 |
Spectrochem Private Limited | 58 |
Arun & Co. | 58 |
Thomas Baker (Chemicals) Pvt. Ltd. (TBCPL) | 58 |
Loba Chemie Pvt Ltd | 58 |
Innovative | 58 |
KEM LIGHT SPECHEM LABS PRIVATE LIMITED | 58 |
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