This compound belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.
External Descriptors
Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Proprietà chimiche e fisiche
Peso molecolare
596.500 g/mol
XLogP3
-1.700
Hydrogen Bond Donor Count
10
Hydrogen Bond Acceptor Count
16
Rotatable Bond Count
6
Exact Mass
596.138 Da
Monoisotopic Mass
596.138 Da
Topological Polar Surface Area
266.000 Ų
Heavy Atom Count
42
Formal Charge
0
Complexity
993.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
9
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
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Recensioni
Recensioni dei clienti
Application Protocols
No vendor-validated application protocols are provided for this item. The following general laboratory procedures are commonly used for handling glycoside standards (non-binding guidance):
Preparation of stock solution: Dissolve Peltatoside in anhydrous DMSO or MeOH to 10–50 mM. Sonication may help. Filter (0.22 µm PTFE) if required for LC.
HPLC/LC–MS method development: Start with reversed-phase C18, 5–30% MeOH/ACN in water with 0.1% FA/AA over 10–20 min; detect by DAD (250–370 nm) and/or ESI–MS.
Stability check: Store aliquots at ambient protected from light; re-inject after 24–72 h to assess degradation or hydrolysis under your matrix conditions.
Enzymatic hydrolysis assay (example framework): Incubate 100–500 µM analyte with β-glucosidase (units per supplier guidance) in citrate–phosphate buffer pH 5.5 at 37 °C; sample periodically and quench with MeOH before LC–MS.
These steps are suggestions for experienced users to adapt. Validate all conditions in your laboratory. For any regulated use, develop SOPs and reference your internal quality system.
Biological Roles
Item-specific biological data are not provided for this product. The following points summarize general features of glycosylated natural products and polyphenolic glycosides (literature context only; no medical claims):
Biogenetic origin: Many plant secondary metabolites exist as O-glycosides, where sugar attachment modulates solubility, transport, and storage in vacuoles.
Functional roles in plants: Glycosylation can attenuate reactivity of phenolic aglycones, facilitate detoxification, and influence UV protection, defense, and signaling.
Biotransformation: In biological systems, glycosidases can cleave glycosidic bonds to liberate the aglycone, altering absorption, distribution, and chemical activity in vitro models.
Chemical properties relevant to bioassays: Multiple hydrogen-bond donors/acceptors, moderate polarity, and potential for noncovalent interactions (e.g., π–π stacking, H-bonding) with proteins and membranes.
Analytical markers: Such glycosides often serve as chemotaxonomic markers or QC targets in botanical research and metabolomics.
Note: No specific binding partners, pathways, or in vivo functions are claimed or implied for this catalog item. Use is restricted to research and laboratory investigations.
Buffer Applications
Not typically applicable. Peltatoside is a small-molecule natural product standard rather than a buffering agent.
Practical notes for assay buffers (general guidance):
Prepare working solutions by diluting a DMSO or MeOH stock into your assay buffer (e.g., PBS, HEPES) while keeping final organic content low (often ≤1–2% v/v) to maintain biological compatibility.
Avoid strongly basic buffers (high pH > 9–10) or strongly acidic media for prolonged periods, as glycosidic bonds are susceptible to hydrolysis.
Include low levels of nonionic surfactant (e.g., 0.01% Tween-20) only if necessary to prevent adsorption; validate for analytical interference.
Green Alternatives
Context: Peltatoside is a target analyte/standard, not a process solvent or catalyst. “Green alternatives” therefore focus on greener handling and analytical methods rather than substituting the compound itself.
Strategies (general guidance):
Solvent choice: Prefer water-rich mobile phases and bio-derived alcohols (ethanol) over acetonitrile or halogenated solvents when chromatographic performance allows.
Miniaturization: Use UHPLC with reduced flow rates and column internal diameters to cut solvent consumption and waste.
Solid-phase extraction (SPE): Implement aqueous-compatible SPE to simplify matrices, enabling greener mobile phases and shorter gradients.
Avoid chlorinated solvents: For any workup/cleanup derivatizations, select ethyl acetate, 2-MeTHF, CPME, or isopropyl acetate in place of DCM/CHCl3 when feasible.
Benign derivatization reagents: Choose less hazardous silylation/acetylation protocols (e.g., BSTFA alternatives with improved EHS profiles) and quench promptly.
Trade-offs:
Greener solvents may alter retention/selectivity or ionization efficiency in LC–MS, requiring re-optimization of gradients and source parameters.
Reduced-organic methods can increase run times or backpressure; column selection and temperature adjustments help maintain throughput.
Pharmaceutical Uses
No pharmacopeial status or excipient role is specified for this catalog item. The following context is provided solely for laboratory/formulation research (no therapeutic claims):
Analytical reference: Glycosidic natural products like Peltatoside may be used as reference standards for botanical raw-material qualification, stability-indicating methods, and impurity profiling.
Pre-formulation studies: Solubility screening in biorelevant media and cosolvent systems can inform delivery approaches for structurally related research compounds.
Forced-degradation protocols: Acid/base and oxidative stress tests can help establish stability-indicating LC methods for glycoside-containing preparations.
Item-specific pharmacopeia listing, dosage forms, or excipient monographs: Not specified for this item; refer to CoA/Spec Sheet. This product is provided strictly for research use only.
Physical Properties
Item-specific specs:
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
Molecular Formula / MW: Not specified for this item; refer to CoA/Spec Sheet.
Melting point / Boiling point / Density / Refractive index: Not specified for this item; refer to CoA/Spec Sheet.
Solubility (spec): Not specified for this item; refer to CoA/Spec Sheet.
General/literature expectations for glycosylated natural products (context only, not item specifications):
Physical form: Often isolated as a solid (amorphous powder or crystalline) due to extensive H-bonding from sugar hydroxyls.
Solubility profile: Typically soluble in DMSO and alcohols (MeOH, EtOH), variably soluble in water depending on the number of sugars and phenolic content; poorly soluble in nonpolar solvents (hexanes, toluene, MTBE).
LogP: Generally lower (more hydrophilic) than the corresponding aglycone because of appended sugar hydroxyls.
UV–Vis: Polyphenolic aglycones commonly exhibit UV absorbance in the ~250–370 nm range; sugar substitution can shift intensity/position slightly (method-development note for HPLC-DAD).
Analytical handling notes (general):
Glycosides can exhibit hygroscopicity and hydrate formation; weigh quickly and store tightly sealed.
For LC–MS, prepare stocks in DMSO or MeOH, dilute with aqueous mobile phase shortly before injection to minimize precipitation.
Avoid prolonged exposure to strong base or strong acid during storage, as glycosidic bonds are acid/base labile.
Quality and Grades
Item-specific grade/purity information:
Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
How to interpret typical quality descriptors for small-molecule natural products (general guidance):
Reference standard/analytical grade: Emphasizes high chemical purity and identity confirmation (e.g., HPLC purity, NMR, MS), intended for calibration, method development, and quantitative assays.
Research grade: Suitable for discovery research, biochemical assays, and screening; residual solvent or minor isomers may be present within stated limits.
Stabilizers: Not specified for this item; if present, stabilizers can influence UV baselines or LC–MS ionization. Check the CoA for any added excipients.
Recommended quality verification on receipt (best practices):
Review CoA for identity (NMR/MS), purity (HPLC/UPLC), and water content (Karl Fischer, if reported).
Confirm retention time and UV spectrum against an internal reference where possible.
If quantitative work is planned, perform an in-house qNMR or external-standard HPLC assay to validate purity on your instrumentation.
Storage/handling factors affecting quality:
Protect from moisture and prolonged light exposure to mitigate degradation of phenolic or glycosidic functionalities.
Minimize freeze–thaw or repeated dissolution–evaporation cycles to avoid hydrolytic loss or polymorphic change.
Reaction and Applications
Scope: As a purified natural product standard, Peltatoside is generally employed in analytical and biochemical research rather than as a bulk reagent. Typical applications leverage the glycosidic and phenolic features common to this class.
Representative research applications (general, literature-based):
Reference standard in phytochemical profiling: Calibration/qualitative marker in HPLC-DAD, LC–MS, or UHPLC for botanical extracts containing related glycosides.
Stability and metabolism studies: Tracking glycosidic hydrolysis under acidic, basic, enzymatic (e.g., β-glucosidase) conditions; mapping aglycone release kinetics.
Antioxidant/REDOX assays (in vitro): DPPH, ABTS, ORAC for comparative chemical reactivity of polyphenol-like systems (method development only; no health claims).
Conjugation/derivatization: Formation of per-acetates of sugar hydroxyls for structure elucidation; silylation (TMS, TBDMS) to improve GC–MS volatility of fragments.
Practical notes:
Avoid prolonged exposure to strong acids/bases during analytical sample prep to prevent hydrolysis or rearrangement.
When quantifying, use stable-isotope internal standards if available to mitigate matrix effects common to polyphenolic glycosides.
Employ antioxidants (e.g., ascorbate) sparingly in sample diluents only if validated not to interfere with detection.
Not item-specific: No manufacturer application text was provided; the above are general use-cases for glycosidic natural products such as Peltatoside.
Reaction Conditions
No item-specific reaction data are provided. The following general conditions are commonly applied to glycosidic natural products in method-development or derivatization workflows (literature guidance, not specifications):
Acetylation of hydroxyls: Ac2O/pyridine or Ac2O/DMAP in DCM or MeCN, 0–25 °C, 1–12 h; quench with MeOH/water. Monitor by TLC or LC–MS.
Silylation for GC–MS: BSTFA (±1% TMCS) in anhydrous acetonitrile or pyridine, 60–70 °C, 30–60 min; exclude moisture rigorously.
Enzymatic hydrolysis: β-Glucosidase (or specific glycosidases) in aqueous buffer (pH 5–6), 25–37 °C, 0.5–24 h; analyze aglycone release by LC–MS.
Acid-catalyzed hydrolysis: Dilute HCl or TFA (0.1–1 M) in aqueous MeOH/H2O, 25–60 °C, 0.5–6 h; control conditions to avoid aglycone decomposition.
Antioxidant protection: Include inert atmosphere or small quantities of antioxidants when handling phenolic systems susceptible to oxidation; validate for analytical compatibility.
Expected outcomes:
Near-quantitative per-acetylation under optimized conditions; selective hydrolysis yields depend on substitution pattern and sterics (consult pilot experiments).
Always confirm identity/purity post-reaction by HPLC, NMR, and MS. Adjust solvent, temperature, and time based on preliminary trials.
Safety and Handling
Item-specific hazard information:
GHS Classification / Signal Word / Pictograms / H-Statements: Not specified for this item; refer to SDS.
General laboratory safety guidance (non-binding; defer to SDS for authoritative instructions):
PPE: Lab coat, safety glasses, and appropriate chemically resistant gloves. Avoid inhalation of dust and contact with skin/eyes.
Engineering controls: Use in a chemical fume hood when weighing powders or preparing solutions to minimize exposure to particulates or solvent vapors.
Incompatibilities: Glycosidic compounds may undergo acid- or base-catalyzed hydrolysis; avoid strong mineral acids/bases except for controlled reactions. Oxidants may attack phenolic moieties.
First aid (overview): If inhaled, move to fresh air; if on skin, wash with soap and water; if in eyes, rinse cautiously with water for several minutes; if ingested, rinse mouth and seek medical attention. Always follow site SOPs.
Fire safety: Many organic solids are combustible. Use CO2, dry chemical, or foam extinguishers as appropriate for surrounding materials.
Spill response: Avoid dust formation. Collect with inert absorbent or dampened wipes; dispose per institutional and local regulations.
Note: Specific toxicological thresholds, exposure limits, and environmental hazards are not provided in the product data. Consult the current SDS before use.
Solvent Selection
Applicability: Peltatoside is a glycoside-type natural product; solvent choice primarily addresses dissolution for analytical or biochemical workflows.
General solvent behavior of glycosides (literature-based, not item-specific specifications):
LC–MS stocks: Prepare 10–50 mM in DMSO, dilute into starting mobile phase (e.g., water + 0.1% formic acid/acetic acid with 20–50% organic) immediately before use.
Spectroscopy: Alcohol–water mixtures reduce aggregation and improve baseline; avoid highly basic media that can degrade glycosidic bonds.
Preparative isolation: If further purification is required, reversed-phase solvents (water–MeOH/ACN gradients) are typical for glycosides.
Small comparison (pros/cons):
DMSO: Max solubility, excellent stability for many phenolic glycosides; high viscosity and strong MS ion suppression if not sufficiently diluted.
MeOH/EtOH: Good general-purpose solvents; can participate in transesterification under strong acid/base; flammable.
Water (buffered): Optimal for bioassays; limited solubility may require co-solvent or cyclodextrin aids.
Storage and Reconstitution
Item-specific storage/shipping:
Storage Conditions: Room temperature (per Product Data).
Shipped In: Not specified for this item; refer to CoA/Spec Sheet.
General best practices for glycosidic natural products:
Light and moisture protection: Store in a tightly sealed, light-resistant container with a desiccant. Limit ambient humidity exposure to prevent hygroscopic uptake.
Working stocks: Prepare concentrated stocks in DMSO or MeOH. Aliquot into small volumes to avoid repeated freeze–thaw or evaporation–reconstitution cycles.
Aqueous solutions: For short-term use, dilute into buffered aqueous media immediately before assays. Avoid extended storage in strongly acidic or basic solutions to minimize glycosidic hydrolysis.
Stability: Not specified for this item; refer to CoA/Spec Sheet. As a precaution, minimize exposure to elevated temperature and air/oxidants when not in use.
Disposal: Dispose of unused material and solvent wastes in accordance with institutional guidelines and local regulations.
Research use: For research use only (per Product Data).
Structure and Identity
Brief overview: Peltatoside is cataloged as a plant-derived small-molecule natural product (glycoside-type) commonly used in life-science research as a reference standard and for mechanistic studies of glycosylated metabolites.
Item-specific identifiers (from Product Data):
Product Name: Peltatoside
CAS: 23284-18-6
PubChem CID: 5484066
InChIKey: 441906 (as provided)
SMILES: Not specified for this item; refer to CoA/Spec Sheet.
Molecular Formula: Not specified for this item; refer to CoA/Spec Sheet.
Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.
Structural features (general literature context; not item-specific specifications):
Peltatoside is reported in the literature as a glycosylated polyphenolic/natural product. Such structures typically contain one or more sugar moieties (O-glycosides) linked to a phenolic or related aglycone core via acetal (glycosidic) bonds.
Expected functional groups for glycoside natural products include: multiple hydroxyls (–OH) on both the saccharide and aglycone, acetal linkages (C–O–C), and potential phenolic rings.
2D depiction (verbal): a central aromatic or heteroaromatic aglycone bearing phenolic –OH groups, with one or more O-linked sugar rings attached at designated hydroxyl positions.
Notes:
Exact stereochemistry, regiochemistry of glycosylation, and aglycone identity are not specified in the product data here. Consult the CoA/SDS or primary literature keyed to CAS 23284-18-6 for definitive structural annotation.
Synthetic Utility
Although typically handled as an isolated natural product standard rather than a building block, glycoside-type molecules like Peltatoside have features of synthetic interest (general literature context):
Protecting-group chemistry: Multiple hydroxyls allow per-acylation (e.g., acetates, benzoates) for structure confirmation or for modulating solubility and chromatographic behavior.
Glycosidic bond manipulation: Under controlled acid-catalyzed or enzymatic conditions, selective cleavage to access the aglycone and monosaccharide constituents enables stepwise structural elucidation.
Derivatization for analytics:Silylation (TMS, TBDMS) or carbamate/urethane formation on phenolic OH groups can aid GC–MS or alter LC retention for coelution resolution.
Conjugation chemistry: Phenolic or sugar hydroxyls can be adapted to bioconjugation handles (e.g., carbonate, carbonate–linker, or click-ready groups) for probe development in method research.
Caveats:
Avoid strong bases that induce β-elimination or degrade sugars; mild Lewis acids or enzymatic approaches are often preferred for selectivity.
Extensive hydrogen bonding can reduce reactivity; phase-transfer catalysts or ionic liquids sometimes improve outcomes in derivatizations.
Target Specificity
Not applicable. Peltatoside is a small-molecule natural product, not an antibody, enzyme, or targeted biological reagent. No antigen, epitope, clone, isotype, or species reactivity information applies.
For biochemical studies, any observed interactions (e.g., binding to proteins or enzymes) should be established experimentally under defined assay conditions and are outside the scope of this catalog listing.
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