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    7beta-Hydroxycholesterol

    Available from stock

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      7beta-Hydroxycholesterol

      SKU
      H0116

      Category: Steroids

      Synonyms
      7β-Hydroxycholesterol , 5-Cholestene-3β , 7β-diol
      566-27-8
      CAS-Number
      C27H46O2
      Molecular Formula
      402.65
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Identity
      1H-NMR
      Appearance
      White to white-yellow powder

      Properties

      Density
      1.03 g/cm3
      Melting Point
      165-167°C (lit.)
      Solvents
      ethanol, chloroform, methanol

      Downloads

      Safety Data Sheet
      CDX H0116 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
      Oxysterole. Cholesterol oxidation metabolite. Induces cell death/apoptosis and shows antiproliferative activity against cancer cells, involving mitochondrial perturbation, oxidative stress and lysosomal destabilization. Its membrane organizing properties may have implications in Alzheimer’s disease. Increased levels correlate with risk of cardiovascular diseases including atherosclerosis. Shown to have proinflammatory activity.
      InChi
      InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1
      References
      (1) S. Lemaire, et al.: FEBS Lett. 440, 434 (1998) , (2) G. Lizard, et al.: Arterioscler. Thromb. Vasc. Biol. 19, 1190 (1999) , (3) J. Wang, et al.: Biochem. 43, 1010 (2004) , (4) S. Roussi, et al.: Cell Death Differ. 12, 128 (2005) , (5) K.A. Kang, etal.: Biol. Pharm. Bull. 28, 1377 (2005) , (6) S. Roussi, et al.: Apoptosis 12, 87 (2007) , (7) S. Lordan, et al.: Int. J. Toxicol. 27, 279 (2008) , (8) W. Li, et al.: Free Radic. Res. 43, 1072 (2009) , (9) L. Trevisi, et al.: J. Vasc. Res. 47, 241 (2010) , (10) C. Mascia, et al.: Free Radic. Biol. Med. 49, 2049 (2010)
      InChi Key
      OYXZMSRRJOYLLO-KGZHIOMZSA-N
      Smiles
      C[C@@]1([C@]([C@H](C)CCCC(C)C)([H])CC2)[C@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC1

      Oxysterole. Cholesterol oxidation metabolite. Induces cell death/apoptosis and shows antiproliferative activity against cancer cells, involving mitochondrial perturbation, oxidative stress and lysosomal destabilization. Its membrane organizing properties may have implications in Alzheimer’s disease. Increased levels correlate with risk of cardiovascular diseases including atherosclerosis. Shown to have proinflammatory activity.

      SKU: H0116 Category: Steroids
      • Additional information

      Additional information

      Synonyms

      7β-Hydroxycholesterol, 5-Cholestene-3β, 7β-diol

      Purity

      ≥98% (HPLC)

      Appearance

      White to white-yellow powder

      CAS-Number

      566-27-8

      Molecular Formula

      C27H46O2

      Molecular Weight

      402.65

      Identity

      1H-NMR

      Solvents

      ethanol, chloroform, methanol

      Melting Point

      165-167°C (lit.)

      Density

      1.03 g/cm3

      Smiles

      C[C@@]1([C@]([C@H](C)CCCC(C)C)([H])CC2)[C@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC1

      InChi Key

      OYXZMSRRJOYLLO-KGZHIOMZSA-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

      (1) S. Lemaire, et al.: FEBS Lett. 440, 434 (1998), (2) G. Lizard, et al.: Arterioscler. Thromb. Vasc. Biol. 19, 1190 (1999), (3) J. Wang, et al.: Biochem. 43, 1010 (2004), (4) S. Roussi, et al.: Cell Death Differ. 12, 128 (2005), (5) K.A. Kang, etal.: Biol. Pharm. Bull. 28, 1377 (2005), (6) S. Roussi, et al.: Apoptosis 12, 87 (2007), (7) S. Lordan, et al.: Int. J. Toxicol. 27, 279 (2008), (8) W. Li, et al.: Free Radic. Res. 43, 1072 (2009), (9) L. Trevisi, et al.: J. Vasc. Res. 47, 241 (2010), (10) C. Mascia, et al.: Free Radic. Biol. Med. 49, 2049 (2010)

      InChi

      InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1

      Quantity

      5 mg, 10 mg, 100 mg, Bulk

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