Key facts
CAS number:474-73-7,
Purity:>98%,
Molecular weight:402.7 Da,
Molecular formula:C27H46O2,
PubChem:121948,
Nature:Synthetic,
Solubility:Soluble in DMSO to 25 mMSoluble in ethanol to 25 mM (with warming),
Biochemical name:24(S)-hydroxycholesterol,
Biological description:Endogenous agonist for LXR (EC50 values are 4 μM and 3 μM at LXRα and LXRβ respectively). Involved in cholesterol homeostasis. Induces neuronal cell death by necroptosis, a form of programmed necrosis.,
Canonical smiles:CC(C)C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O,
Isomeric smiles:C[C@H](CC[C@@H](C(C)C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C,
InChi:InChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1,
InChiKey:IOWMKBFJCNLRTC-XWXSNNQWSA-N,
IUPAC Name:(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
Liver X receptor (LXR) alpha also known as NR1H3 is a nuclear receptor that plays a mechanical role in regulating gene expression related to cholesterol homeostasis and lipid metabolism. LXR alpha has an approximate mass of 51 kDa and is expressed in tissues such as the liver intestine adipose tissue and macrophages. Retinoic acid receptor-related orphan receptor (ROR) gamma also called NR1F3 functions in circadian rhythm regulation and immune response modulation. ROR gamma is expressed in various tissues including the thymus muscle and liver.
Biological function summary
LXR alpha serves as a sensor for oxysterols which are derivatives of cholesterol to maintain cholesterol and lipid homeostasis. It forms a heterodimer complex with the retinoid X receptor (RXR) to activate LXR response elements in target genes. ROR gamma is essential for the differentiation of Th17 cells critical for immune system functioning and acts as a monomer binding to ROR response elements. Both proteins are involved in regulatory networks that modulate metabolic and immune pathways.
Pathways
LXR alpha is involved in the regulation of genes such as ABCA1 and SREBP integral to cholesterol efflux and lipogenesis as part of the lipid metabolism pathway. LXR alpha also interacts with proteins like RXR. ROR gamma participates in the Th17 differentiation pathway influencing cytokine production and working alongside proteins like STAT3. Both proteins engage in balancing lipid metabolism cholesterol synthesis and immune responses ensuring proper cellular function.
LXR alpha relates to atherosclerosis and metabolic syndrome due to its role in cholesterol metabolism and lipid regulation. Disruptions cause improper lipid balance leading to these conditions. ROR gamma is significant in autoimmune diseases especially in multiple sclerosis due to its impact on Th17 cell differentiation. Changes in ROR gamma expression influence immune response and inflammation connecting it to conditions like rheumatoid arthritis. Both proteins are potential therapeutic targets for treatments related to their respective disorders.
