Cholesterol Sulfate (sodium salt)
Cholesterol Sulfate (sodium salt) (CAS No.: 2864-50-8) is a sulfated sterol and endogenous membrane-associated lipid that functions as a critical regulator of cellular membrane architecture and lipid homeostasis, widely utilized in biomedical research focused on membrane biology, lipidomics, and signal transduction. As a derivative of cholesterol, it integrates into biological membranes where it interacts with phospholipids and membrane proteins to stabilize bilayer structure, maintain osmotic balance, and modulate membrane fluidity, while also serving as a precursor or modulator in steroid-related metabolic pathways. Mechanistically, it has been identified as an NPC2-targeted modulator that activates sterol regulatory element-binding protein 2 through competitive binding, thereby promoting cholesterol biosynthesis with activity observed in the low micromolar range, and it further influences key signaling pathways including protein kinase C isoforms and PI3K, contributing to processes such as keratinocyte differentiation, epidermal barrier formation, and platelet adhesion. In addition, cholesterol sulfate plays roles in reproductive biology, particularly in sperm capacitation and membrane lipid reorganization, and exhibits regulatory effects on serine protease activity and PKCη signaling, linking it to intestinal barrier function and inflammatory modulation. This compound is also employed in the formation of nonconventional liposomal systems for investigating membrane dynamics and drug delivery mechanisms, and has been used to enhance the self-assembly properties of certain therapeutic agents in experimental systems. In vitro and in vivo applications typically involve concentration ranges tailored to specific assay systems, with usage spanning mechanistic studies of membrane stability, lipid signaling networks, and disease models related to skin biology, metabolism, and inflammation.
| Physical Appearance | A solid |
| Storage | -20°C |
| M.Wt | 488.7 |
| Cas No. | 2864-50-8 |
| Formula | C27H45NaO4S |
| Synonyms | SCS; Sodium Cholesteryl Sulfate |
| Solubility | insoluble in EtOH; insoluble in H2O; ≥7 mg/mL in DMSO with ultrasonic |
| Chemical Name | sodium (3S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl sulfate |
| Canonical SMILES | O=C(OC[C@H](COP(OCC[NH3+])([O-])=O)OC(CCCCCCCCCCCCCCC)=O)CCCCCCCCCCCCCCC |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |







