2154373-60-9
Chemical Structure
27-Norcholestenoic acid
- CAS No.: 2154373-60-9
- Formula:C26H42O3
- Molecular Weight:402.62
IUPAC Name: (R)-6-((3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)heptanoic acid
InChIKey: ZKTXRZJAHFNVEE-LXVLQKCJSA-N
SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)C(=CC3)C[C@@H](O)CC4)(CC1)[H])[H])(CC[C@@]2([C@@H](CCCCC(O)=O)C)[H])[H]
Biological Activity: 27-Norcholestenoic acid is an inverse agonist of LXRβ and LXRα that decreases basal luciferase activity and inhibits agonist-induced transactivation. 27-Norcholestenoic acid induces conformational changes in the AF-2 domain that favor corepressor over coactivator recruitment, thereby destabilizing the active receptor conformation. 27-Norcholestenoic acid downregulates FASN and SREBP-1a/c gene expression[1][2].
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27-Norcholestenoic acid | 27-Norcholestenoic acid is an inverse agonist of LXRβ and LXRα that decreases basal luciferase activity and inhibits agonist-induced transactivation. 27-Norcholestenoic acid induces conformational changes in the AF-2 domain that favor corepressor over coactivator recruitment, thereby destabilizing the active receptor conformation. 27-Norcholestenoic acid downregulates FASN and SREBP-1a/c gene expression. | |||||||||||||||||||||
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References
- [1]. Álvarez LD, et al. Destabilization of the torsioned conformation of a ligand side chain inverts the LXRβ activity. Biochimica et biophysica acta. 2015 Dec;1851(12):1577-86. [Content Brief]
- [2]. Rodriguez CR, et al. Fluorinated oxysterol analogues: Synthesis, molecular modelling and LXRβ activity. The Journal of steroid biochemistry and molecular biology. 2017 Jan;165(Pt B):268-276.
