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Cholesterol

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Category Glycosylated Sterols
Catalog NO. BPG-3286
Product Name Cholesterol
CAS 57-88-5
Molecular Formula C27H46O
Molecular Weight 386.66
Cholesterol
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Product Information

Description Cholesterol is an animal sterol found in human bodies and Olea europaea L. It is a precursor of other steroid compounds.
Synonyms Cholest-5-en-3β-ol; (3β)-Cholest-5-en-3-ol; Cholesterin; cholesterolum; Cholesteryl alcohol; Cholestrin; Cordulan; Dusoline; Dythol; Kathro; Lanol; Super hartolan
IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Canonical SMILES CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
InChI 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
InChIKey HVYWMOMLDIMFJA-DPAQBDIFSA-N
Boiling Point 480.6±14.0°C at 760 mmHg
Melting Point 148-150°C
Flash Point 250°C
Purity >98%
Density 1.06 g/cm3
Solubility Soluble in Acetone, Benzene, Chloroform, Ethanol, Ether, Methanol
Appearance White Powder
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 386.355
Hygroscopic No
Light Sensitive No
Percent Composition C 83.87%, H 11.99%, O 4.14%
Vapor Pressure VP: 0.171 mm Hg at 149 °C
Decomposition When heated to decomposition it emit acrid smoke and irritating fumes.
Refractive Index 1.525
References 1. Singh P, Bodycomb J, Travers B, Tatarkiewicz K, Travers S, Matyas GR, Beck Z. Particle size analyses of polydisperse liposome formulations with a novel multispectral advanced nanoparticle tracking technology. Int J Pharm. 2019 Jul 20;566:680-686. doi: 10.1016/j.ijpharm.2019.06.013. Epub 2019 Jun 6. PubMed ID: 31176851.
2. Li H, Liu Q, Crielaard BJ, de Vries JW, Loznik M, Meng Z, Yang X, G?stl R, Herrmann A. Fast, Efficient, and Targeted Liposome Delivery Mediated by DNA Hybridization. Adv Healthc Mater. 2019 May 13:e1900389. doi: 10.1002/adhm.201900389. [Epub ahead of print]...PubMed ID: 31081288.
3. Wesselhoeft RA, Kowalski PS, Parker-Hale FC, Huang Y, Bisaria N, Anderson DG. RNA Circularization Diminishes Immunogenicity and Can Extend Translation Duration In Vivo. Mol Cell. 2019 Mar 19. pii: S1097-2765(19)30105-4. doi: 10.1016/j.molcel.2019.02.015. [Epub ahead of print]...PubMed ID: 30902547.
4. Lee SM, Moon JY, Lim BY, Kim SM, Park CW, Kim BJ, Jun JK, Norwitz ER, Choi MH, Park JS. Increased biosynthesis and accumulation of cholesterol in maternal plasma, but not amniotic fluid in pre-eclampsia. Sci Rep. 2019 Feb 7;9(1):1550. doi: 10.1038/s41598-018-37757-3. PubMed ID: 30733456.
5. Hasan, I.Y. and A. Mechler. (2016). Cholesterol Rich Domains Identified in Unilamellar Supported Biomimetic Membranes via Nano-Viscosity Measurements. Anal Chem [PubMed] ...PubMed ID: 27137411.
6. Rajapaksha, M., J. Kaur, M. Bose, R.M. Whittal, and H.S. Bose. (2013). Cholesterol-Mediated Conformational Changes in the Steroidogenic Acute Regulatory Protein Are Essential for Steroidogenesis. Biochemistry Sep 20, 2013 [PubMed] ...PubMed ID: 24053410.
7. Hasan, I.Y. and A. Mechler. (2016). Cholesterol Rich Domains Identified in Unilamellar Supported Biomimetic Membranes via Nano-Viscosity Measurements. Anal Chem [PubMed]...PubMed ID: 27137411.
8. Rajapaksha, M., J. Kaur, M. Bose, R.M. Whittal, and H.S. Bose. (2013). Cholesterol-Mediated Conformational Changes in the Steroidogenic Acute Regulatory Protein Are Essential for Steroidogenesis. Biochemistry Sep 20, 2013 [PubMed] ...PubMed ID: 24053410.
9. Krause, M.R., S. Turkyilmaz, and S.L. Regen. (2013). Surface Occupancy Plays a Major Role in Cholesterol's Condensing Effect. Langmuir 29:10303-6. [PubMed]...PubMed ID: 23902525.

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