7beta-Hydroxycholesterol

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