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    Cholesterol

    Available from stock

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      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

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