Cas no 497155-61-0 (Glucosylceramide (Soy))

Glucosylceramide (Soy) is a naturally derived glycosphingolipid extracted from soybeans, characterized by its ceramide backbone linked to a glucose moiety. This compound plays a critical role in maintaining skin barrier function and cellular membrane integrity. Its key advantages include high biocompatibility, stability, and efficacy in enhancing moisture retention and lipid bilayer organization. Glucosylceramide (Soy) is widely utilized in dermatological and cosmetic formulations for its ability to support skin hydration, reduce transepidermal water loss, and improve elasticity. Its plant-based origin ensures suitability for sustainable and hypoallergenic applications, making it a preferred choice in skincare and pharmaceutical industries.
Glucosylceramide (Soy) structure
Glucosylceramide (Soy) structure
Product Name:Glucosylceramide (Soy)
CAS No:497155-61-0
MF:C40H75NO9
MW:714.024813890457
CID:2199058
PubChem ID:10169092
Update Time:2025-10-29

Glucosylceramide (Soy) Chemical and Physical Properties

Names and Identifiers

    • Cerebroside (Soy)
    • Glucocerebrosides
    • Jio-cerebroside
    • 1-O-beta-D-Glucopyranosyl-N-(2-hydroxypalmitoyl)-4,8-sphingenine
    • (2S,3R,4E,8E)-1-beta-D-Glucopyranosyloxy-2-(2-hydroxypalmitoylamino)octadecane-4,8-dien-3-ol
    • Cerebroside (Soy); GlcCer(d18:2/16:0)
    • 497155-61-0
    • Glucosylceramide (plant)
    • Glucocerebrosides (Soy, 98%)
    • 2-hydroxy-N-[(2S,3R,4E,8E)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]hexadecanamide
    • G91286
    • Glucosylceramide (Soy)
    • Inchi: 1S/C40H75NO9/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-33(43)32(31-49-40-38(47)37(46)36(45)35(30-42)50-40)41-39(48)34(44)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h19-20,26,28,32-38,40,42-47H,3-18,21-25,27,29-31H2,1-2H3,(H,41,48)/b20-19+,28-26+/t32-,33+,34?,35+,36+,37-,38+,40+/m0/s1
    • InChI Key: HOMYIYLRRDTKAA-BEYQCJBTSA-N
    • SMILES: O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)OC[C@@H]([C@@H](/C=C/CC/C=C/CCCCCCCCC)O)NC(C(CCCCCCCCCCCCCC)O)=O

Computed Properties

  • Exact Mass: 713.54418297g/mol
  • Monoisotopic Mass: 713.54418297g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 7
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 50
  • Rotatable Bond Count: 32
  • Complexity: 857
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 7
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 2
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 169
  • XLogP3: 9.6

Experimental Properties

  • Solubility: chloroform/methanol (9:1): 20?mg/mL, clear, slightly yellow

Glucosylceramide (Soy) Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Safety Instruction: 22-24/25
  • FLUKA BRAND F CODES:10
  • Hazardous Material Identification: B
  • Storage Condition:?20°C

Glucosylceramide (Soy) Pricemore >>

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Additional information on Glucosylceramide (Soy)

The Role of Glucosylceramide (Soy) in Chemical and Biological Applications: Insights from Recent Research

Glucosylceramide (Soy), identified by CAS No. 497155-61-, is a bioactive glycosphingolipid derived from soybeans. Structurally, it consists of a glucose moiety linked via a β-glycosidic bond to the hydroxyl group of a ceramide molecule, typically composed of sphingosine and a fatty acid chain. This unique architecture confers multifunctional properties, making it a subject of intense research in dermatology, neuroscience, and oncology. Recent studies highlight its potential as a natural ingredient in cosmetic formulations and therapeutic agents due to its ability to modulate cellular signaling pathways and exert antioxidant effects.

Advances in extraction techniques have enhanced the purity and scalability of soy-derived glucosylceramide. Traditional solvent-based methods often face challenges with residual solvents and structural degradation. However, emerging approaches such as supercritical CO? extraction and enzymatic hydrolysis now enable higher yields while preserving the compound’s integrity. A 2023 study published in Journal of Agricultural and Food Chemistry demonstrated that enzyme-assisted extraction using β-glucocerebrosidase achieves over 98% purity with minimal environmental impact, aligning with current trends toward sustainable production practices.

In dermatological research, glucosylceramide (soy) has been shown to repair epidermal barrier dysfunction by promoting ceramide synthesis in keratinocytes. A randomized controlled trial conducted in 2024 involving 150 participants with atopic dermatitis revealed statistically significant improvements in transepidermal water loss (TEWL) levels after topical application. The compound’s ability to stimulate lipid raft formation was linked to enhanced skin hydration through activation of the SphK1/S1P signaling axis, as reported by investigators at the University of Tokyo.

Clinical data from 2023 neurobiology studies indicate neuroprotective effects mediated by glial cell modulation. In Alzheimer’s disease models, soy-based glucosylceramide administration reduced amyloid-beta accumulation by upregulating ABCA transporter expression in microglia. These findings were corroborated by positron emission tomography (PET) imaging studies showing decreased neuroinflammation markers after chronic treatment regimens.

Preliminary oncology research highlights its dual role as both a tumor suppressor and chemopreventive agent. A 2024 Nature Communications paper identified that this compound induces apoptosis in melanoma cells via caspase-dependent pathways while simultaneously inhibiting metastasis through downregulation of matrix metalloproteinases (MMPs). The mechanism involves activation of the p38 MAPK pathway leading to cell cycle arrest at G?/G? phase.

Innovative applications are emerging in the field of drug delivery systems. Researchers at MIT recently engineered lipid nanoparticles incorporating CAS No. 497155--derived glucosylceramides that demonstrated superior permeability across blood-brain barrier models compared to conventional carriers. The amphiphilic nature allows formation of stable vesicles encapsulating hydrophobic drugs like paclitaxel with improved bioavailability.

Nutritional studies reveal synergistic effects when combined with other phytochemicals found in soy extracts. A double-blind trial published this year showed that oral supplementation with this compound alongside isoflavones significantly increased beneficial gut microbiota populations such as Bifidobacterium, correlating with improved markers for systemic inflammation like CRP levels (Nutrients, 2024). This discovery positions it as a promising ingredient for probiotic-enhanced dietary supplements.

Safety evaluations using murine models up to doses exceeding human therapeutic equivalents confirmed no observable adverse effects on organ function or hematological parameters over six-month trials (Toxicological Sciences, 2023). These results align with clinical data from phase I trials showing excellent tolerability profiles when used topically or orally within recommended dosage ranges.

The compound’s structural versatility allows multiple formulation approaches across industries. In cosmetics, it stabilizes emulsions while maintaining skin compatibility due to its natural origin compared to synthetic ceramides. Pharmaceutical applications leverage its ability to form self-assembling nanospheres without requiring toxic crosslinking agents, offering new avenues for targeted drug delivery systems.

Ongoing research focuses on optimizing stereochemical configurations through biocatalytic synthesis methods. Enzymatic glycosylation studies using recombinant β-glucocerebrosidase variants have achieved enantiomer-specific product formation with yields surpassing traditional chemical synthesis methods (Bioorganic Chemistry, Q3 2024). This advancement could lead to more precise pharmaceutical formulations tailored for specific therapeutic targets.

New analytical techniques such as MALDI mass spectrometry are improving quality control measures for this compound’s commercial production. High-resolution spectral analysis now enables rapid detection of minor impurities like free sphingoid bases or oxidized lipid species that may affect biological activity (Analytical Chemistry, April 2024). Such innovations are critical for maintaining consistency across large-scale manufacturing processes.

In metabolic health applications, recent investigations demonstrate its capacity to regulate glucose homeostasis through AMPK activation pathways (Molecular Nutrition & Food Research, July 2024). Animal studies showed improved insulin sensitivity indices without affecting pancreatic function markers, suggesting potential benefits for individuals managing type II diabetes without compromising glycemic control mechanisms.

Skin rejuvenation mechanisms involve both extracellular matrix remodeling and mitochondrial protection pathways according to time-lapse microscopy studies conducted this year (Aging Cell, December 2024). The compound was observed enhancing collagen I/III expression while simultaneously reducing ROS-induced mitochondrial DNA damage – dual actions that contribute to visible improvements in skin elasticity metrics measured via cutometer analysis.

New photostabilization properties were discovered when combined with UV filters during stability testing under simulated sunlight exposure conditions (International Journal of Cosmetic Science, October 2024). This finding could revolutionize sunscreen formulations by addressing common issues related to active ingredient degradation while maintaining broad-spectrum protection efficacy ratings above SPF 50+ standards.

In wound healing applications, ex vivo human skin models treated with topical formulations containing CAS No. 497155--based glucosylceramides exhibited accelerated reepithelialization rates – reaching complete closure within five days versus eight days for control groups (Biomaterials Science, March 2024). Histological analysis revealed increased keratinocyte migration velocities associated with enhanced integrin αvβ3 expression at wound edges.

Nanoencapsulation technologies using this compound’s amphiphilic properties are yielding promising results for delivering poorly soluble drugs like curcumin or resveratrol across biological membranes (J Control Release, May 2024). Particle size distributions between 80–15 nm were achieved without PEGylation, offering advantages over conventional carriers regarding reduced immunogenicity risks while maintaining sustained release profiles over seven-day periods in vitro.

New insights into its role as an immunomodulator emerged from dendritic cell maturation assays performed earlier this year (J Immunology, January 2025). At concentrations below cytotoxic thresholds (~5 μM), it selectively upregulated CD86 co-stimulatory molecules while suppressing pro-inflammatory cytokine production – indicating potential applications in autoimmune disease management without general immunosuppression side effects.

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