An oxysterol
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7β-hydroxy Cholesterol

Item No. 20099

Technical Information
Formal Name
(3β,7β)-cholest-5-ene-3,7-diol
CAS Number
566-27-8
Synonyms
  • 7β-Hydroxycholesterol
  • 7β-OHC
Molecular Formula
C27H46O2
Formula Weight
Purity
≥98%
A solid
DMF: 2 mg/mlDMSO: 0.1 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
237 nm
SMILES
O[C@H](C1)CC[C@@]2(C)C1=C[C@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C
InChi Code
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
InChi Key
OYXZMSRRJOYLLO-KGZHIOMZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    7β-hydroxy Cholesterol is an oxysterol formed by enzymatic and non-enzymatic oxidation of cholesterol.1 It is the primary oxysterol found in LDL and induces apoptosis and cell death of human umbilical vein endothelial cells (HUVECs) in vitro in a concentration-dependent manner. Increased plasma levels of 7β-hydroxy cholesterol positively correlate with mortality in coronary heart disease in human males.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lizard, G., Monier, S., Cordelet, C., et alCharacterization and comparison of the mode of cell death, apoptosis versus necrosis, induced by 7β-hydroxycholesterol and 7-ketocholesterol in the cells of the vascular wall. Arterioscler. Thromb. Vasc. Biol. 19(5), 1190-1200 (1999).

    2. Ziedén, B., Kaminskas, A., Kristenson, M., et alIncreased plasma 7 β-hydroxycholesterol concentrations in a population with a high risk for cardiovascular disease. Artioscler. Thromb. Vasc. Biol. 19(4), 967-971 (1999).