11-oxo-morgroside VI - ≥96% , CAS No.1421942-59-7

CAS: 1421942-59-7 Cat. No.: O664052

GRADE & PURITY ≥96%

Storage

Room temperature

Shipped In

Normal

Specifications

Specifiche e purezza

≥96%

Condizioni di conservazione di stoccaggio

Room temperature

Spedito in

Normal

Purezza

≥96%

Application Protocols

No vendor-validated application protocols are provided for this item. The following general workflows are commonly used for mogroside-class standards; adapt to your assay and instrumentation.

• LC–MS calibration standard preparation (general):

  1. Accurately weigh ~1–5 mg into a volumetric flask.
  2. Dissolve in methanol, water, or DMSO to prepare a 1–5 mg/mL stock; sonicate if needed.
  3. Prepare serial dilutions in water–acetonitrile (1:1, 0.1% formic acid) for calibration (e.g., 0.1–50 µg/mL).
  4. Store aliquots at 2–8 °C for short term; assess stability by reinjection (general practice; item-specific stability not established).

• NMR sample (general):

  1. Dissolve 5–15 mg in 0.6 mL CD3OD or D2O (or mixtures) in a 5 mm NMR tube.
  2. Acquire 1D 1H/13C and 2D COSY, HSQC, HMBC for sugar linkage and aglycone assignments.

• Enzymatic hydrolysis assay (general):

  1. Incubate 0.1–1 mM analyte with β-glucosidase in sodium acetate buffer (50 mM, pH 5.5) at 37 °C.
  2. Quench aliquots at defined times with MeOH, analyze by LC–MS for sequential sugar loss.

These are general, literature-style procedures and are not specific recommendations for this item; verify solubility/stability and adjust conditions accordingly.

Biological Roles

Item-specific biological data: Not specified for this item; refer to primary literature for 11-oxo-mogroside VI specifically.

General biology of mogroside-class compounds (literature context; no medical claims):

• Origin: Mogrosides are triterpenoid saponins predominantly found in the fruit of Siraitia grosvenorii (luo han guo). They contribute to the characteristic high-intensity sweetness of the fruit; specific congeners (e.g., mogroside V/VI) differ by glycosylation patterns and minor aglycone modifications.
• Biochemical characteristics: Highly glycosylated cucurbitane backbones yield amphiphilic molecules capable of interacting with lipid membranes and proteins via hydrogen bonding and hydrophobic contacts, typical of saponins.
• Metabolic fate (general): In vitro and animal-model literature suggests glycosidic cleavage by gut microbiota or glycosidases can generate aglycone species (mogrol) and smaller sugar conjugates. The presence of an 11-oxo group may affect redox behavior and enzyme recognition, but item-specific kinetics are not established here.
• Use in research: Standards are employed to track biosynthetic pathways in plants (e.g., UDP-glycosyltransferase steps) and to characterize enzymatic transformations.

Note: Any physiological or nutritional implications require dedicated studies and are outside the scope of this product description, which is restricted to research/laboratory use.

Buffer Applications

This compound is not a buffering agent and is not typically used to control pH in biochemical systems.

Practical notes (general, if working with this analyte in buffered systems):

• Choose buffers that do not catalyze glycosidic hydrolysis. Neutral buffers such as phosphate (pH ~6.5–7.5), HEPES, or MOPS are commonly compatible for short-term handling of glycosides.
• Avoid strongly basic buffers (e.g., carbonate above pH 9) and strong acids that can promote deglycosylation.
• If preparing assay solutions, add small aliquots of a concentrated stock (e.g., in water, ethanol, or DMSO) into the buffer with gentle mixing to reduce local supersaturation and foaming.

Item-specific buffer recipes, pKa, or buffering ranges: Not applicable/not specified for this item.

Green Alternatives

This section addresses solvent and process choices when working with mogroside-type glycosides; it is not about substituting the compound itself.

Greener solvent strategies (general guidance):

• Use water or aqueous ethanol for dissolution/extraction when feasible; these are among the most benign solvents for polar glycosides.
• Prefer ethanol over methanol for preparative steps where toxicity is a concern, provided solubility and selectivity remain acceptable.
• Replace acetonitrile with ethanol or isopropanol in chromatographic mobile phases when method performance allows; note that retention and selectivity may change and pressure may increase.
• Avoid chlorinated solvents (e.g., dichloromethane) for cleanup where aqueous alcohols or ethyl acetate can substitute.

Illustrative comparison (general; not item specifications):

• Water–ethanol vs. water–acetonitrile in RP-HPLC: ethanol is greener but has higher viscosity, potentially increasing backpressure; gradient and temperature optimization may be required.
• Ethyl acetate vs. DCM for partitioning: ethyl acetate offers a safer profile but may extract fewer polyhydroxylated components due to lower polarity; often replaced by n-butanol for glycoside partitions in classic liquid–liquid schemes.

Process notes:

• Minimize solvent volumes via solid-phase extraction (SPE) cleanups and focused gradients.
• Employ evaporative techniques at reduced temperatures to preserve labile glycosidic bonds and reduce energy consumption.

Always balance green metrics with data quality and analyte stability.

Pharmaceutical Uses

No pharmacopeial status, excipient designation, or formulation role is specified for this item; refer to CoA/Spec Sheet.

General considerations (non-clinical, research-only context):

• Mogroside standards are primarily used in R&D for analytical method development, ingredient authentication, and comparative stability studies. The 11-oxo variant is a specialized congener and is not typically cited as a commercial excipient.
• If explored as a formulation component in research, compatibility screens should assess: solubility in aqueous vehicles, interactions with proteins or lipids (due to saponin-like surfactancy), and stability across pH and temperature relevant to the intended workflow.
• For oral formulation research models, sweetness or organoleptic properties of mogroside congeners may be of interest; however, this product is supplied strictly for research use and not for food, cosmetic, or therapeutic applications.

Regulatory note: Do not use for human or veterinary administration. No claims of safety, efficacy, or regulatory acceptance are made for this specific compound.

Physical Properties

Item-specific physical data:

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point: Not specified for this item; refer to CoA/Spec Sheet.
• Boiling point: Not applicable for large glycosides (decompose before boiling under ambient pressure); item-specific value not specified.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility: Not specified for this item; refer to CoA/Spec Sheet.
• LogP/logD, pKa, refractive index: Not specified for this item; refer to CoA/Spec Sheet.

General/literature expectations for mogroside-type triterpenoid saponins (not item specifications):

• Aggregated amphiphiles; typically freely soluble in water/methanol mixtures and DMSO, moderately soluble in methanol or ethanol, and poorly soluble in nonpolar solvents (hexanes, toluene).
• Thermal behavior: tend to be amorphous or microcrystalline solids that char/decompose before clear melting.
• Hygroscopicity: multi-hydroxylated glycosides can be mildly hygroscopic and form hydrates; drying under vacuum at ambient temperature is commonly employed prior to analytical weighing.
• Chromatography: reverse-phase HPLC (C18) with water–acetonitrile gradients containing small amounts of formic acid is routine for analytical separation; UV absorbance is modest in the far UV due to lack of strong chromophores; ELSD or CAD detectors are often used (literature practices).

Always verify any quantitative properties from the specific CoA/SDS for this catalog item before process design or method validation.

Quality and Grades

Item-specific grade/purity: Not specified for this item; refer to CoA/Spec Sheet.

Guidance on interpreting grades (general):

• Research-grade natural product standards are commonly supplied with purity determined by HPLC/UPLC area% and identity confirmed by high-resolution MS and 1H/13C NMR. When a specific purity is not listed, request the batch CoA to review chromatographic purity, residual solvents, water content, and identity data.
• For quantitative bioanalytical or metabolomic applications, >95% HPLC purity is typically desirable to minimize co-eluting isobaric impurities (general best practice, not item-specific).
• Stabilizers: None specified for this item. If stabilizers are used, they will be declared on the CoA; absence of declaration usually implies neat material or simple aqueous/organic solution.
• UV traceability: For compounds with weak chromophores like mogrosides, purity assessment often benefits from orthogonal detection (ELSD/CAD) beyond UV 210 nm; review the analytical method used on the CoA.

What is specific to this SKU:

• Storage: Room temperature (per product data). Shipped under normal conditions. If your application is ultra-trace or GLP-regulated, retain the shipping paperwork and CoA to document chain-of-custody and storage history from receipt.

Reaction and Applications

Manufacturer-stated applications: None provided beyond general research use.

General research applications for mogroside-class triterpenoid glycosides (literature/typical):

• Analytical reference standard: calibration and system suitability in phytochemical profiling of Siraitia grosvenorii extracts by HPLC/LC–MS.
• Metabolite and stability studies: monitor enzymatic or acidic hydrolysis of glycosidic linkages; assess formation of mogrol-type aglycone and sequential sugar loss by MS/MS.
• Structure–property investigations: compare amphiphilicity, CMC-like behavior, and chromatographic retention vs. degree of glycosylation or specific oxidation at C-11.
• Derivatization chemistry: peracetylation or selective acylation of carbohydrate hydroxyls to facilitate crystallization or MS analysis; reduction/oxime formation at the 11-oxo function for probe synthesis (literature transformations).
• Bioprocessing: use as a marker compound for process control in purification of related mogrosides.

Practical tips (general):

• Drying: If needed, gently dry under high vacuum at room temperature to remove adsorbed moisture prior to exact weighing.
• Sample handling: Minimize prolonged exposure to strong acids/bases or elevated temperatures to avoid deglycosylation.
• LC–MS: Negative ion mode ESI often provides strong [M–H]− signals for polyhydroxylated glycosides; positive mode adducts with Na+/NH4+ are also common.

Note: Specific reaction performance and application scope should be validated experimentally for this particular 11-oxo-morgroside VI material.

Reaction Conditions

No item-specific reaction condition data are provided for this SKU. The following are general literature conditions for transformations on mogroside-like glycosides; validate experimentally for 11-oxo-morgroside VI.

• Peracetylation of hydroxyls: Ac2O/pyridine or Ac2O/DMAP in dichloromethane or acetonitrile, 0–25 °C, 2–24 h. Workup with aqueous NaHCO3 and purification by RP column or normal-phase silica (if sufficiently nonpolar after acylation).
• Oxime formation at 11-oxo: Reaction with O-alkylhydroxylamine hydrochloride in pyridine or ethanol with base (e.g., NaOAc or Et3N), rt–50 °C, 2–16 h. Monitor by LC–MS for +29 Da (oxime) or appropriate adduct.
• NaBH4/CeCl3 (Luche-type) reduction of ketone: MeOH or MeOH/H2O at 0–25 °C, minutes to hours; protect sugar hydroxyls if selectivity is required.
• Mild acid hydrolysis of glycosides: Aqueous 0.01–0.1 M HCl at 40–70 °C, minutes to hours, to generate partial deglycosylation for mapping; overexposure can cleave extensively.
• Enzymatic deglycosylation: Specific β-glucosidases in buffered aqueous media (pH 5–7), 25–40 °C; time course monitored by LC–MS/MS.

Analytical conditions (typical):

• RP-HPLC: C18, 5 µm, 150 × 4.6 mm; water (0.1% FA)/acetonitrile gradient 5–40% over 30 min; detect by ELSD/CAD or UV 205–210 nm.

These are generalized literature conditions and not guaranteed for this item; optimize for your substrate and scale.

Safety and Handling

Item-specific hazard information:

• GHS classification, signal word, hazard statements, and pictograms: Not specified for this item; refer to SDS.

General safety guidance for triterpenoid saponin glycosides (literature/precautionary, not item-specific):

• Saponins can exhibit surfactant activity and may cause irritation to eyes, skin, and respiratory tract upon exposure to dusts or aerosols. Avoid inhalation and contact.
• Personal protective equipment: laboratory coat, safety glasses or splash goggles, and appropriate chemical-resistant gloves (e.g., nitrile). Use in a well-ventilated area or fume hood during weighing and solution preparation.
• First aid overview: in case of eye/skin contact, rinse with water for at least 15 minutes; remove contaminated clothing. If inhaled, move to fresh air. If ingested, rinse mouth with water. Seek medical attention if symptoms persist. Defer to the SDS for authoritative instructions.
• Handling: minimize dust generation. For accurate weighing of microgram–milligram quantities, consider anti-static tools and weigh boats. Dissolve gently to avoid foaming.
• Incompatibilities: strong oxidizers and strong acids/bases may degrade glycosidic linkages or the aglycone. Avoid prolonged exposure to elevated temperatures and moisture which can promote hydrolysis.
• Fire safety: organic solid; use water spray, CO2, foam, or dry chemical as appropriate for surrounding fire. Combustion may produce CO/CO2 and irritant fumes.

Always consult the product’s SDS for definitive hazard classification and emergency measures before use.

Solvent Selection

Item-specific solubility profile: Not specified for this item; refer to CoA/Spec Sheet.

General solvent guidance for mogroside-type triterpenoid glycosides (literature/experience-based):

• Water: Typically soluble due to multiple glucose residues; solubility may increase with mild warming and sonication. Avoid strong alkaline conditions that can promote glycosidic cleavage.
• Alcohols: Methanol, ethanol, and isopropanol commonly dissolve mogrosides; aqueous alcohols are often preferred for preparative work.
• Polar aprotics: DMSO and DMF dissolve most saponins efficiently; for biological assays, prepare a concentrated DMSO stock (e.g., 10–50 mg/mL) and dilute into aqueous buffers while mixing to mitigate precipitation and foaming.
• Nonpolar solvents: Hexanes, heptane, and toluene are generally poor choices due to the hydrophilic sugar chains.

Selection tips:

• For analytical HPLC sample prep, water–acetonitrile or water–methanol with 0.05–0.1% formic acid often improves peak shape and ionization for LC–MS (literature practice).
• For NMR, D2O or CD3OD are common; mixtures (e.g., D2O/CD3OD) can help fully solubilize and resolve sugar resonances.
• If forming concentrates, consider the surfactant nature—add solutions slowly to aqueous media to avoid excessive foaming.

Always verify actual solubility and stability in your exact matrix empirically before scaling.

Storage and Reconstitution

Storage (item-specific):

• Store at room temperature (per product data). Shipped under normal conditions.

Additional handling guidance (general best practices for glycosides; not item-specific requirements):

• Keep container tightly closed and protected from moisture and direct light. For long-term retention of analytical integrity, consider secondary containment with desiccant at ambient temperature.
• If preparing working solutions, aliquot into inert vials to minimize freeze–thaw or repeated opening; for aqueous solutions, refrigeration (2–8 °C) is commonly used for short-term storage pending stability confirmation.

Reconstitution:

• Item-specific solvent and concentration guidance: Not specified for this item; refer to CoA/Spec Sheet.
• General approach: Start with water, methanol, ethanol, or DMSO depending on downstream use. Begin at 1–10 mg/mL, sonicate gently, and adjust as needed based on clarity and assay compatibility. Filter through 0.22 µm PTFE/nylon if particulate is present.

Stability notes (general):

• Avoid prolonged exposure to strong acids/bases or elevated temperatures that may promote deglycosylation. Assess stability empirically by LC–MS/HPLC over the intended storage interval.

Always defer to the lot-specific CoA/SDS for definitive storage, stability, and handling instructions.

Structure and Identity

Item-specific identifiers: Not specified for this item; refer to CoA/Spec Sheet.

• CAS: 1421942-59-7 (provided)
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet.

General structural description (literature/structural class):

• 11-oxo-morgroside VI is inferred by name to be a cucurbitane-type triterpenoid saponin of the mogroside family, bearing multiple glycosidic glucose residues on a highly oxygenated tetracyclic aglycone (mogrol-type). The “11-oxo” designation suggests a ketone function at C-11 of the triterpene core (literature, class inference).
• Typical features for mogroside VI congeners include: a 30-carbon cucurbitane skeleton with several hydroxyls; a carbohydrate chain (often 4–6 glucose units) attached via glycosidic bonds at the C-3 position of the aglycone (literature, class inference).
• 2D depiction in words (general for mogrosides): a fused four-ring hydrophobic backbone (steroid-like framework) functionalized with multiple polar hydroxyls; a polyglucoside chain extends from one ring junction, imparting amphiphilicity. The 11-oxo variant incorporates a carbonyl within the core ring system.

Important note: Exact ring substitution pattern, stereochemistry, glycan composition/sequence, and regiochemistry for 11-oxo-morgroside VI should be confirmed from the certificate of analysis or a primary structural reference specific to this CAS.

Synthetic Utility

Synthetic and analytical utility (general to mogroside-type glycosides; not item-specific specifications):

• Multivalent hydroxyl array: The dense constellation of secondary alcohols across the sugar residues enables selective or global acylation (e.g., peracetylation) to modulate solubility and crystallinity, facilitating structural elucidation and purification.
• Reactive 11-oxo handle: The ketone moiety (as implied by the name) serves as a chemoselective site for oxime formation, hydrazone ligation, or stereoselective reduction to an 11-hydroxyl derivative, enabling prodrug-like masking or probe conjugation (literature transformations).
• Glycosidic chemistry: Acid-catalyzed hydrolysis affords the mogrol-type aglycone and defined oligosaccharide fragments; enzymatic hydrolysis with specific glycosidases permits mapping of linkage patterns and kinetic studies.
• Derivatization for MS: Permethylation of sugar hydroxyls enhances volatility/ionization in MS workflows and simplifies fragmentation patterns for structural assignment.
• Chromatographic method development: As a high-polarity triterpenoid standard, it provides a stringent test for RP-HPLC selectivity and gradient design, and for evaluating detector response in ELSD/CAD vs. UV.

Retrosynthetic value:

• The scaffold exemplifies late-stage glycosylation of a highly oxygenated triterpene, instructive for designing semisynthetic routes that adjust sugar number/position or aglycone oxidation state for SAR studies in a research context.

Target Specificity

Not applicable. This product is a small-molecule triterpenoid glycoside standard, not an antibody, enzyme, or affinity reagent.

• Antigen/epitope, clone, isotype, and species reactivity: Not applicable.

For biochemical interaction studies (general): If used as a ligand or probe in research, any target binding or specificity must be established experimentally; no target specificity data are provided for this SKU.

Domande frequenti

What is the purity of this product?

This product is supplied at ≥96% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1421942-59-7.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.