Cholesterol

SKU: C0249

Category: Steroids

Synonyms: 3β-Hydroxy-5-cholestene , 5-Cholesten-3β-ol; 57-88-5
CAS-Number: C₂₇H₄₆O
Molecular Formula: 386.65
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥99%
Identity: 1H-NMR
Appearance: White to off-white powder

Properties

Density: 1.067 g/ml at 25 °C (lit.)
Melting Point: 147-150 °C
Solvents: chloroform, ether, pyridine, water (insoluble)

Downloads

Safety Data Sheet: CDX C0249 MSDS.pdf

Shipping: AMBIENT
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: -20°C
Short Term Storage: +4°C

Transportation: Not dangerous goods

Description: Major component of all biological membranes. Essential structural component of mammalian cell membranes and required to establish proper membrane permeability and fluidity. In addition to its importance within cells, also serves as a precursor for the biosynthesis of steroid hormones, bile acids, and vitamin D. Regulates the function of the transporters and signaling proteins present on the plasma membrane. Implicated in cell signaling processes, assisting in the formation of lipid rafts in the plasma membrane, which brings receptor proteins in close proximity with high concentrations of second messenger molecules. Used to prepare immune-stimulating complexes to enhance cellular and humoral responses and suitable for use in liposome preparations. Binds to and affects the gating of a number of ion channels such as the nicotinic acetylcholine receptor, GABAA receptor, and the inward-rectifier potassium ion channel. Also activates the estrogen-related receptor alpha, and may be the endogenous ligand for the receptor. Has been shown to be an important factor in cancer, obesity, neurodeneration and inflammatory diseases.
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
References: I. Levitan, et al., Front. Physiol. 5, 65 (2014) , J. Zhang & Q. Liu, Protein Cell 6, 254 (2015) , A.R. Tall L. Yvan-Charvet, Nat. Rev. Immunol. 15, 104 (2015) , W. Wei, et al., Cell Metab. 23, 479 (2016) , V. Ribas, et al., Clin. Transl. Med. 5, 22 (2016) , L. Raccosta, et al., Cancer Immunol. Immunother. 65, 111 (2016)
InChi Key: HVYWMOMLDIMFJA-DPAQBDIFSA-N
Smiles: CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

Major component of all biological membranes. Essential structural component of mammalian cell membranes and required to establish proper membrane permeability and fluidity. In addition to its importance within cells, also serves as a precursor for the biosynthesis of steroid hormones, bile acids, and vitamin D. Regulates the function of the transporters and signaling proteins present on the plasma membrane. Implicated in cell signaling processes, assisting in the formation of lipid rafts in the plasma membrane, which brings receptor proteins in close proximity with high concentrations of second messenger molecules. Used to prepare immune-stimulating complexes to enhance cellular and humoral responses and suitable for use in liposome preparations. Binds to and affects the gating of a number of ion channels such as the nicotinic acetylcholine receptor, GABAA receptor, and the inward-rectifier potassium ion channel. Also activates the estrogen-related receptor alpha, and may be the endogenous ligand for the receptor. Has been shown to be an important factor in cancer, obesity, neurodeneration and inflammatory diseases.

SKU: C0249 Category: Steroids

Additional information

Additional information

Synonyms	3β-Hydroxy-5-cholestene, 5-Cholesten-3β-ol
Purity	≥99%
Appearance	White to off-white powder
CAS-Number	57-88-5
Molecular Formula	C27H46O
Molecular Weight	386.65
Identity	1H-NMR
Solvents	chloroform, ether, pyridine, water (insoluble)
Melting Point	147-150 °C
Density	1.067 g/ml at 25 °C (lit.)
Smiles	CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
InChi Key	HVYWMOMLDIMFJA-DPAQBDIFSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	I. Levitan, et al., Front. Physiol. 5, 65 (2014), J. Zhang & Q. Liu, Protein Cell 6, 254 (2015), A.R. Tall L. Yvan-Charvet, Nat. Rev. Immunol. 15, 104 (2015), W. Wei, et al., Cell Metab. 23, 479 (2016), V. Ribas, et al., Clin. Transl. Med. 5, 22 (2016), L. Raccosta, et al., Cancer Immunol. Immunother. 65, 111 (2016)
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
Quantity	25 g, 100 g, Bulk