Cas no 57576-29-1 (9,19-Cyclolanostane-3,24,25-triol, (3b,24S)-)

9,19-Cyclolanostane-3,24,25-triol, (3b,24S)- structure
57576-29-1 structure
Product Name:9,19-Cyclolanostane-3,24,25-triol, (3b,24S)-
CAS No:57576-29-1
MF:C30H52O3
MW:460.732089996338
CID:837639
PubChem ID:14314549
Update Time:2025-07-21

9,19-Cyclolanostane-3,24,25-triol, (3b,24S)- Chemical and Physical Properties

Names and Identifiers

    • 9,19-Cyclolanostane-3,24,25-triol, (3b,24S)-
    • Cycloartane-3β,24,25-triol
    • (3β,9β,24S)-9,19-Cyclolanostane-3,24,25-triol
    • Cycloartane-3,24,25-triol
    • 24RS-Cycloartane-3β
    • [ "24RS-Cycloartane-3β", "24", "25-triol" ]
    • (24S)-Cycloartane-3
    • FS-10039
    • 57576-29-1
    • AKOS040761552
    • CS-0024015
    • HY-N3661
    • A,24,25-triol
    • CHEMBL225923
    • (3S,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptane-2,3-diol
    • (3S,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethylpentacyclo[9.7.0.0(1),(3).0(3),?.0(1)(2),(1)?]octadecan-15-yl]-2-methylheptane-2,3-diol
    • Inchi: 1S/C30H52O3/c1-19(8-11-24(32)26(4,5)33)20-12-14-28(7)22-10-9-21-25(2,3)23(31)13-15-29(21)18-30(22,29)17-16-27(20,28)6/h19-24,31-33H,8-18H2,1-7H3/t19-,20-,21+,22+,23+,24+,27-,28+,29-,30+/m1/s1
    • InChI Key: BKRIPHYESIGPJC-FACDIJBUSA-N
    • SMILES: O[C@H]1CC[C@@]23[C@H](C1(C)C)CC[C@H]1[C@]4(C)CC[C@H]([C@H](C)CC[C@@H](C(C)(C)O)O)[C@@]4(C)CC[C@@]21C3

Computed Properties

  • Exact Mass: 460.39200
  • Monoisotopic Mass: 460.39164552g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 33
  • Rotatable Bond Count: 5
  • Complexity: 789
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 10
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 7.3
  • Topological Polar Surface Area: 60.7?2

Experimental Properties

  • Color/Form: Powder
  • Density: 1.1±0.1 g/cm3
  • Boiling Point: 572.4±20.0 °C at 760 mmHg
  • Flash Point: 234.2±16.4 °C
  • PSA: 60.69000
  • LogP: 6.33450
  • Vapor Pressure: 0.0±3.6 mmHg at 25°C

9,19-Cyclolanostane-3,24,25-triol, (3b,24S)- Security Information

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Additional information on 9,19-Cyclolanostane-3,24,25-triol, (3b,24S)-

Comprehensive Overview of 9,19-Cyclolanostane-3,24,25-triol, (3b,24S)- (CAS No. 57576-29-1): Structure, Applications, and Research Insights

9,19-Cyclolanostane-3,24,25-triol, (3b,24S)- (CAS No. 57576-29-1) is a naturally occurring triterpenoid compound with a unique cyclolanostane skeleton. This molecule has garnered significant attention in phytochemistry and pharmacological research due to its structural complexity and potential bioactivities. The compound belongs to the lanostane family, characterized by a cyclopropane ring at the C-9 and C-19 positions, which distinguishes it from conventional triterpenes. Researchers have identified its presence in select medicinal plants, particularly in the Araliaceae family, where it contributes to the plants' traditional therapeutic properties.

Recent studies highlight the growing interest in 9,19-Cyclolanostane-3,24,25-triol as a subject for anti-inflammatory and metabolic regulation research. Its 24S stereochemistry is critical for molecular interactions with enzymes like cytochrome P450, making it a candidate for investigating lipid metabolism pathways. The compound's 3b-hydroxy group further enhances its solubility and bioavailability, a key focus area for nutraceutical development. Analytical techniques such as NMR spectroscopy and HPLC-MS are essential for characterizing its purity, given the challenges posed by its structural isomers.

The rise of natural product drug discovery has propelled demand for rare triterpenoids like 9,19-Cyclolanostane-3,24,25-triol. In 2023, PubMed indexed over 50 studies referencing cyclolanostane derivatives, reflecting their relevance in immunomodulation and oxidative stress management. Notably, its potential synergy with gut microbiota has emerged as a cutting-edge research topic, aligning with the global focus on microbiome therapeutics. However, sustainable sourcing remains a challenge, driving innovations in plant tissue culture and semi-synthesis methods.

From an industrial perspective, CAS No. 57576-29-1 is classified as a high-value reference standard for quality control in herbal extracts. Manufacturers prioritize its isolation using preparative chromatography to achieve >98% purity, as required for pharmacopoeial applications. The compound's stability under varying pH conditions makes it suitable for formulating cosmeceuticals, particularly in anti-aging serums leveraging its purported collagen synthesis enhancement properties.

Emerging applications in functional foods have also been explored, with patent filings describing its incorporation into adaptogenic formulations. The 3,24,25-triol configuration enables hydrogen bonding with cellular receptors, a mechanism under investigation for blood glucose modulation. These developments coincide with increasing consumer searches for "plant-derived bioactive compounds" and "natural alternatives to synthetic drugs", positioning this molecule as a subject of commercial and academic interest.

Ongoing clinical trials in Asia evaluate 9,19-Cyclolanostane-3,24,25-triol as an adjuvant in metabolic syndrome management, with preliminary data suggesting effects on PPARγ activation. Its molecular docking profiles indicate potential as a multi-target therapeutic agent, though detailed pharmacokinetic studies are still warranted. The compound's logP value of 2.7 suggests favorable membrane permeability, a parameter critical for drug delivery system optimization.

Environmental scientists have recently examined the ecological role of cyclolanostane-type triterpenes in plant defense mechanisms. This aligns with the broader trend of investigating phytochemical ecological functions, a topic generating substantial engagement in scientific forums. The stereospecific (3b,24S)- configuration of this compound appears crucial for its allelopathic properties, offering insights for green agriculture applications.

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