Cas no 182284-68-0 (Lirioprolioside B)

Lirioprolioside B structure
Lirioprolioside B structure
Product Name:Lirioprolioside B
CAS No:182284-68-0
MF:C41H64O13
MW:764.939074516296
CID:1066644
PubChem ID:46173858
Update Time:2025-07-15

Lirioprolioside B Chemical and Physical Properties

Names and Identifiers

    • Liriopesides B
    • Lirioprolioside B
    • (1β,3β,25S)-3-Hydroxyspirost-5-en-1-yl 2-O-(3-O-acetyl-6-deoxy-α- L-mannopyranosyl)-6-deoxy-β-D-galactopyranoside
    • Liriopeside B
    • 25(S)-ruscogenin-1-O-β-D-fucopyranoside-3-O-α-L-rhaMnopyranosy
    • [(2R,3S,4S,5R,6R)-2-[(2S,3S,4R,5S,6S)-4,5-Dihydroxy-2-[(1R,2R,4R,5'S,6S,7R,8S,9R,12R,13S,14S,16S)-16
    • LiriopesidesB
    • HY-N1432
    • AKOS030528259
    • 182284-68-0
    • CS-0016864
    • Inchi: 1S/C41H64O13/c1-18-10-13-41(48-17-18)19(2)30-28(54-41)16-27-25-9-8-23-14-24(43)15-29(40(23,7)26(25)11-12-39(27,30)6)52-38-36(33(46)31(44)20(3)50-38)53-37-34(47)35(51-22(5)42)32(45)21(4)49-37/h8,18-21,24-38,43-47H,9-17H2,1-7H3/t18-,19-,20+,21-,24+,25+,26-,27-,28-,29+,30-,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,41+/m0/s1
    • InChI Key: KSIVGTKSVYIZEB-ZAVODWKASA-N
    • SMILES: O1[C@]2(CC[C@H](C)CO2)[C@@H](C)[C@H]2[C@@H]1C[C@H]1[C@@H]3CC=C4C[C@H](C[C@H]([C@]4(C)[C@H]3CC[C@@]12C)O[C@H]1[C@@H]([C@H]([C@H]([C@@H](C)O1)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)OC(C)=O)O)O

Computed Properties

  • Exact Mass: 764.43500
  • Monoisotopic Mass: 764.43469209 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 13
  • Heavy Atom Count: 54
  • Rotatable Bond Count: 6
  • Complexity: 1440
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 22
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 183
  • Molecular Weight: 764.9
  • XLogP3: 3.1

Experimental Properties

  • Color/Form: Powder
  • Density: 1.32±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: No data available
  • Boiling Point: 823.3±65.0 °C at 760 mmHg
  • Flash Point: 451.7±34.3 °C
  • Solubility: Insuluble (1.2E-3 g/L) (25 oC),
  • PSA: 182.83000
  • LogP: 2.95910
  • Vapor Pressure: No data available

Lirioprolioside B Security Information

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Lirioprolioside B Related Literature

Additional information on Lirioprolioside B

Introduction to Lirioprolioside B (CAS No. 182284-68-0)

Lirioprolioside B, a naturally occurring compound with the chemical formula CAS No. 182284-68-0, has garnered significant attention in the field of pharmaceutical research and natural product chemistry. This glycoside, derived from the plant Liriope spicata, belongs to the flavonoid family and exhibits a unique structural configuration that has piqued the interest of scientists worldwide.

The structural complexity of Lirioprolioside B makes it a subject of extensive study in medicinal chemistry. Its molecular framework consists of a flavone core substituted with various sugar moieties, which contribute to its diverse biological activities. Recent advancements in spectroscopic techniques and computational chemistry have enabled researchers to elucidate its precise structure, revealing insights into its potential pharmacological properties.

One of the most compelling aspects of Lirioprolioside B is its demonstrated potential in preclinical studies. Research indicates that this compound possesses anti-inflammatory, antioxidant, and anticancer properties, making it a promising candidate for therapeutic applications. Specifically, studies have shown that Lirioprolioside B can modulate key signaling pathways involved in cancer progression, such as the PI3K/Akt and MAPK pathways. These findings have opened new avenues for the development of novel anticancer agents.

In addition to its anticancer potential, Lirioprolioside B has shown remarkable efficacy in combating oxidative stress and inflammation. Oxidative stress is a hallmark of numerous chronic diseases, including neurodegenerative disorders like Alzheimer's and Parkinson's disease. Preliminary research suggests that Lirioprolioside B can scavenge reactive oxygen species (ROS) and inhibit the activation of pro-inflammatory cytokines, thereby protecting against cellular damage.

The biosynthesis of Lirioprolioside B is another area of intense investigation. Understanding the metabolic pathways responsible for its production in Liriope spicata could provide valuable insights into how this compound is synthesized and potentially how its bioavailability can be enhanced. Advances in metabolomics and genetic engineering have allowed researchers to identify key enzymes and genes involved in its biosynthesis, paving the way for biotechnological approaches to optimize its production.

From a synthetic chemistry perspective, the structural features of Lirioprolioside B present both challenges and opportunities for total synthesis. The presence of multiple stereocenters and glycosidic linkages requires sophisticated synthetic strategies to achieve high yields and enantiopurity. However, recent breakthroughs in asymmetric synthesis have made it possible to construct complex natural products like Lirioprolioside B with increasing efficiency, bringing us closer to large-scale production.

The pharmacokinetic profile of Lirioprolioside B is also a critical factor in determining its therapeutic potential. Studies using advanced analytical techniques such as liquid chromatography-mass spectrometry (LC-MS) have provided valuable data on its absorption, distribution, metabolism, and excretion (ADME) properties. These insights are crucial for optimizing drug delivery systems and ensuring that Lirioprolioside B reaches its target sites effectively.

Future research directions for Lirioprolioside B include exploring its mechanism of action at a molecular level and identifying potential off-target effects that could influence its safety profile. Collaborative efforts between academia and industry are essential to translate preclinical findings into clinical trials, where its efficacy and safety can be rigorously evaluated in human populations.

In conclusion, Lirioprolioside B (CAS No. 182284-68-0) represents a fascinating natural product with significant therapeutic potential. Its unique chemical structure, coupled with promising biological activities, positions it as a valuable asset in the quest for novel pharmaceuticals. As research continues to uncover new aspects of this compound's properties and applications, it is likely to play an increasingly important role in drug discovery and development.

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