20(S)-hydroxy Cholesterol

20(S)-hydroxy Cholesterol is an allosteric agonist of the smoothened (Smo) receptor that activates the hedgehog (Hh) signaling pathway with an EC50 value of approxiately 3 µM in a gene transcription reporter assay using NIH3T3 cells. 20(S)-hydroxy Cholesterol is necessary for normal Hh signaling. It induces Smo accumulation in primary cilia, an early event in signaling, and binds to the extracellular, cysteine-rich domain of Smo. 20(S)-hydroxy Cholesterol also stimulates osteogenic differentiation of pluripotent bone marrow stromal cells, a process mediated via Hh and Notch signaling.Formal Name: cholest-5-ene-3beta,20-diol. CAS Number: 516-72-3. Synonyms: 20alpha-hydroxy Cholesterol. Molecular Formula: C27H46O2. Formula Weight: 402.7. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 2 mg/mL, DMSO: 0.1 mg/mL, Ethanol: 20 mg/mL, Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/mL. SMILES: O[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@](O)(C)CCCC(C)C. InChi Code: InChI=1S/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27-/m0/s1. InChi Key: MCKLJFJEQRYRQT-APGJSSKUSA-N.