A sterol
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Cholesterol (solution)

Item No. 39088

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β)-cholest-5-en-3-ol
CAS Number
57-88-5
Synonyms
  • NSC 8798
  • Provitamin D
Molecular Formula
C27H46O
Formula Weight
386.7
Purity
≥95%
Formulation (Request formulation change)
A 25 mM solution in ethanol
Solubility(Learn about Variance in Solubility)
Chloroform: 30 mg/mlEthanol: 10 mg/ml
SMILES
O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C
InChi Code
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChi Key
HVYWMOMLDIMFJA-DPAQBDIFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cholesterol is a major sterol produced in mammalian cells that is required for cell viability and proliferation.1 It is a component of mammalian cell membranes that interacts with membrane phospholipids, sphingolipids, and proteins to influence their behavior. It is also a component of various lipid-based drug delivery (LBDD) systems, including liposomes and lipid nanoparticles (LNPs), where it has a role in membrane stability.2 Cholesterol is a precursor of steroid hormones, bile acids, and the active form of vitamin D. Impaired cholesterol homeostasis is related to development of various diseases including fatty liver, diabetes, gallstones, dyslipidemia, atherosclerosis, heart attack, and stroke.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ohvo-Rekilä, H., Ramstedt, B., Leppimäki, P., et al. Cholesterol interactions with phospholipids in membranes. Prog. Lipid Res. 41(1), 66-97 (2002).

    2. Tenchov, R., Bird, R., Curtze, A.E., et al. Lipid nanoparticles-from liposomes to mRNA vaccine delivery, a landscape of research diversity and advancement. ACS Nano 15(11), 16982-17015 (2021).

    3. Yamanashi, Y., Takada, T., and Suzuki, H. Associations between lifestyle-related diseases and transporters involved in intestinal absorption and biliary excretion of cholesterol. Biol. Pharm. Bull. 41(1), 1-10 (2018).