Cas no 74041-57-9 ((3β)-24-Bromochol-5-en-3-ol)

(3β)-24-Bromochol-5-en-3-ol is a brominated sterol derivative characterized by a cholestane backbone with a bromine substituent at the C-24 position and a hydroxyl group at the C-3β position. This compound serves as a valuable intermediate in organic synthesis, particularly in the modification of steroidal structures for pharmaceutical and biochemical research. The presence of the bromine atom enhances its reactivity, facilitating further functionalization, while the hydroxyl group provides a handle for derivatization. Its well-defined structure makes it suitable for studies involving sterol metabolism, receptor binding, or the development of bioactive molecules. High purity and stability ensure consistent performance in experimental applications.
(3β)-24-Bromochol-5-en-3-ol structure
(3β)-24-Bromochol-5-en-3-ol structure
Product Name:(3β)-24-Bromochol-5-en-3-ol
CAS No:74041-57-9
MF:C24H39BrO
MW:423.469866991043
CID:1062753
PubChem ID:13825378
Update Time:2025-05-26

(3β)-24-Bromochol-5-en-3-ol Chemical and Physical Properties

Names and Identifiers

    • (3β)-24-Bromochol-5-en-3-ol
    • 24-bromochol-5-en-3β-ol
    • 24-Bromochol-5-enol
    • (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-bromopentan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
    • 74041-57-9
    • (3
    • CHEMBL2048324
    • A)-24-Bromochol-5-en-3-ol
    • (3beta)-24-Bromochol-5-en-3-ol
    • DB-246985
    • Inchi: 1S/C24H39BrO/c1-16(5-4-14-25)20-8-9-21-19-7-6-17-15-18(26)10-12-23(17,2)22(19)11-13-24(20,21)3/h6,16,18-22,26H,4-5,7-15H2,1-3H3/t16-,18+,19+,20-,21+,22+,23+,24-/m1/s1
    • InChI Key: SKEJXYMDPZXNQY-OLSVQSNTSA-N
    • SMILES: BrCCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@@]21C)O

Computed Properties

  • Exact Mass: 422.21843g/mol
  • Monoisotopic Mass: 422.21843g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 4
  • Complexity: 556
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 8
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 7.2
  • Topological Polar Surface Area: 20.2?2

(3β)-24-Bromochol-5-en-3-ol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B684965-10mg
(3β)-24-Bromochol-5-en-3-ol
74041-57-9
10mg
$ 201.00 2023-04-18
TRC
B684965-50mg
(3β)-24-Bromochol-5-en-3-ol
74041-57-9
50mg
$ 798.00 2023-04-18

Additional information on (3β)-24-Bromochol-5-en-3-ol

Research Brief on (3β)-24-Bromochol-5-en-3-ol (CAS: 74041-57-9): Recent Advances and Applications

The compound (3β)-24-Bromochol-5-en-3-ol (CAS: 74041-57-9) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and emerging roles in drug discovery and development.

Recent studies have highlighted the importance of (3β)-24-Bromochol-5-en-3-ol as a key intermediate in the synthesis of steroidal compounds with diverse pharmacological activities. A study published in the Journal of Medicinal Chemistry (2023) demonstrated its utility in the development of novel cholesterol-modulating agents, leveraging its brominated side chain for targeted interactions with enzymes involved in cholesterol biosynthesis. The compound's ability to selectively inhibit specific enzymatic pathways has positioned it as a promising candidate for treating hypercholesterolemia and related metabolic disorders.

In addition to its metabolic applications, (3β)-24-Bromochol-5-en-3-ol has shown potential in oncology research. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported its efficacy as a precursor for synthesizing steroidal analogs with cytotoxic activity against certain cancer cell lines. The bromine atom at the 24-position was found to enhance the compound's binding affinity to tumor-specific receptors, suggesting a mechanism for its selective toxicity. These findings underscore the compound's versatility in drug design, particularly in the development of targeted therapies.

From a synthetic chemistry perspective, advancements in the scalable production of (3β)-24-Bromochol-5-en-3-ol have been achieved through optimized bromination protocols and green chemistry approaches. Researchers have developed more efficient methods for introducing the bromine moiety while minimizing byproducts, as detailed in a recent Organic Process Research & Development article (2024). These improvements are critical for ensuring the compound's availability for large-scale preclinical and clinical studies.

Looking ahead, the unique structural features of (3β)-24-Bromochol-5-en-3-ol continue to inspire innovative applications. Ongoing research is exploring its potential in neurodegenerative diseases, where its steroidal backbone may interact with neuronal membranes to modulate protein aggregation. Furthermore, computational studies are being conducted to predict its interactions with additional biological targets, which could expand its therapeutic scope. The compound's multifaceted roles highlight its significance as a valuable tool in both basic research and applied pharmaceutical development.

In conclusion, (3β)-24-Bromochol-5-en-3-ol (CAS: 74041-57-9) represents a compelling case study in the intersection of chemical synthesis and biological activity. Its recent applications in metabolic disorders, oncology, and beyond demonstrate the enduring relevance of steroidal compounds in modern drug discovery. As synthetic methodologies advance and biological insights deepen, this compound is poised to contribute further to the development of next-generation therapeutics.

Recommended suppliers
Hangzhou Cedareal Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hangzhou Cedareal Technology Co., Ltd.
Suzhou Genelee Bio-Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Genelee Bio-Technology Co., Ltd.
Nanjing Jubai Biopharm
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing Jubai Biopharm
Hubei Cuiyuan Biotechnology Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hubei Cuiyuan Biotechnology Co.,Ltd
TAIXING JOXIN BIO-TEC CO.,LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
TAIXING JOXIN BIO-TEC CO.,LTD.