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

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

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

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

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.

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