Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- White to white-yellow powder
- Identity
- 1H-NMR
Properties
- Solvents
- ethanol, chloroform, methanol
- Melting Point
- 165-167°C (lit.)
- Density
- 1.03 g/cm3
Documentation
- Safety Data Sheet (SDS)
- CDX H0116 MSDS.pdf
Available from stock
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
- 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
- For Research Use Only
- Not Intended for Diagnostic or Therapeutic Use.
- 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.
- 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
- 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
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.
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 |
