Anhuienoside B , CAS No.1233510-75-2

CAS: 1233510-75-2 Cat. No.: A1453138 Fórmula: C₂₉H₃₄O₁₅ Peso molecular: 622.57

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Visão geral

Anhuienoside B is a natural product that can be isolated from the fresh leaves of C. anhuiensis K. F. Wu in response to abiotic stress elicitation by CuCl 2.

Especificações

Condições de armazenamento de armazenamento

Store at -20°C

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Nomes e identificadores

Peso molecular

622.57

Application Protocols

No vendor-validated application protocols were provided for this item. As general guidance for small-molecule natural product standards:

• LC/UPLC method development (general):

  • Start with C18 reversed-phase, 5–40% acetonitrile or methanol in water over 10–20 min; 0.05–0.1% formic acid (ESI+) or 5–10 mM ammonium acetate (ESI−/ESI+) as needed.
  • Detect by UV at multiple wavelengths (e.g., 203–220 nm for general chromophores) and/or ELSD/CAD if UV is weak.

• Stock preparation (general):

  • Dissolve in DMSO or methanol to 10–50 mM if feasible; sterile-filter for cell-based assays; store aliquots at −20 °C.

• Stability check (general):

  • Assess stability over 24–72 h at assay temperature by re-injection on HPLC; track major peak area and degradation products.

Please refer to your internal SOPs and validate conditions for your specific matrices and instrumentation.

Biological Roles

Item-specific biological function data were not provided. The following context is general for plant-derived glycosidic natural products and should not be taken as product specifications or claims.

• Origin and role (general):

  • Many glycosides act as secondary metabolites in plants, contributing to chemical defense, signaling, or storage of aglycones in a water-soluble, less reactive form.
  • Saponin-type glycosides exhibit amphiphilicity and can interact with membranes in vitro; their biological effects vary widely by structure.

• In vitro research use (general):

  • Probe molecule for transporter interactions, glycosidase activity, or metabolism studies (microsomes, S9, gut flora enzymes) to understand hydrolysis pathways and aglycone release.
  • Analytical standard for quantifying the compound in botanical extracts during pharmacognosy research.

• Assay considerations (general):

  • Adsorption to plastics and nonspecific binding to serum proteins can occur; verify free concentration in biological media where relevant.
  • Light and pH can influence stability; perform stability-indicating HPLC to monitor degradation during incubations.

No medical or clinical claims are made; this product is supplied strictly for laboratory research use only.

Buffer Applications

This compound is not a buffering agent and is not typically used to prepare buffer systems. If dissolution in aqueous media is required for bioassays:

• Practical guidance (general):
  • Prepare a concentrated DMSO or ethanol stock, then dilute into pre-made buffers (e.g., PBS, HEPES, or Tris) keeping the organic co-solvent ≤1–2% v/v.
  • Gentle warming (≤37 °C) and brief sonication can assist dissolution; avoid high pH that may hydrolyze glycosidic bonds.

For pH control and ionic strength, use standard buffer reagents; this product serves as an analyte/standard rather than a buffer component.

Green Alternatives

This product is a natural product analyte, not a process solvent or bulk reagent, so “green alternatives” are not directly applicable. However, greener choices can be made for solvent use during its handling and analysis.

• Greener solvent considerations (general):

  • Prefer ethanol/water or methanol/water mixtures over chlorinated solvents for dissolution and extraction where performance permits.
  • For preparative work, consider 2-propanol/water or ethanol/water gradients as LC mobile phases instead of acetonitrile when compatible with resolution and detection.
  • Minimize DMSO volume in bioassays; target ≤1–2% v/v in final systems.

• Comparison (general guidance):

  • Acetonitrile vs. ethanol: acetonitrile offers lower viscosity and strong elution strength in LC but has higher environmental footprint; ethanol is greener but may impact selectivity and backpressure.
  • Methanol vs. ethanol: ethanol is generally preferred from a safety/environment perspective; method development may be required to match performance.

• Waste minimization:

  • Use micro-scale dissolution tests and incremental addition to reach target concentration.
  • Collect solvent waste streams by halogenated/non-halogenated segregation for appropriate disposal.

These suggestions are general; optimize based on your analytical or preparative objectives.

Pharmaceutical Uses

No pharmacopeial status, excipient role, or formulation grade is provided for this item. Accordingly, no pharmaceutical or clinical use is claimed or implied.

• Typical roles in R&D settings (general, non-clinical):

  • Analytical reference standard for method development (HPLC/UPLC-MS) when studying plant-derived products.
  • Tool compound for preclinical in vitro investigations (e.g., stability, metabolism) strictly in research contexts.
  • Potential calibration/marker analyte for botanical extract standardization in quality control laboratories.

• Regulatory note:

  • For research use only. Not for human or veterinary use, not for diagnostic procedures, and not formulated to GMP/pharmacopeial standards unless explicitly stated on the CoA.

Any use in regulated environments would require independent qualification and compliance steps beyond the scope of this product listing.

Physical Properties

Item-specific physical constants were not provided in the Product Data. Do not treat any value below as a product specification.

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point/transition: Not specified for this item; refer to CoA/Spec Sheet.
• Boiling point: Not applicable for nonvolatile high-MW natural products; typically decompose before boiling (literature, general).
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility (practical guidance, general):
  • Many glycosides/saponins exhibit good solubility in polar aprotic solvents (DMSO, DMF) and alcohols (MeOH, EtOH); aqueous solubility varies with sugar content and counterions.
  • Recommended small-scale screen (general): test 1–5 mg in 0.5 mL of DMSO, MeOH, 50% MeOH/H2O, acetonitrile, and buffered aqueous media (pH 7–8) to identify a suitable vehicle.
  • For bioassays, prepare a concentrated DMSO stock (e.g., 10–50 mM) and dilute into aqueous buffers with ≤1–2% DMSO final (general practice).
• pKa, logP/logD, refractive index: Not specified for this item; refer to CoA/Spec Sheet.
• Hygroscopicity: Many carbohydrate-rich natural products are hygroscopic and water-binding (literature, general); minimize ambient exposure.

Always validate solvent choice and concentration with a small pilot dissolution test and analytical verification (HPLC/UPLC).

Quality and Grades

• Grade/Purity (item-specific): Not specified for this item; refer to CoA/Spec Sheet.

• How to interpret quality for this product category (general guidance):

  • Natural product reference materials are typically qualified by a combination of HPLC/UPLC purity (UV and/or ELSD), HRMS (accurate mass), and NMR (1H/13C). When applicable, water content by Karl Fischer and residual solvent analysis by GC may be provided.
  • If a stabilizer or counterion is present, it should be disclosed on the CoA; absence of such disclosure implies none added for that lot but must be verified on the CoA.
  • UV cutoff and low-UV suitability are usually not relevant unless the material is sold as a solvent; for analytes, provide HPLC conditions used in the CoA for traceability.

• Lot-to-lot control (general best practice):

  • Identity: HRMS within ±5 ppm (or tighter) and concordant NMR data.
  • Purity: Reported as area% by a specified HPLC/UPLC method; orthogonal methods (qNMR) can corroborate assay when chromophores are weak.
  • Trace inorganics and residual solvents: Not routinely specified unless required by application or customer request.

For definitive grade, purity, and analytical methods employed for SKU A1453138, consult the current CoA.

Reaction and Applications

This material is primarily suited for analytical and discovery workflows rather than as a commodity reagent.

• Research and analytical applications (general for natural products):

  • Reference standard for phytochemical profiling, metabolomics, and dereplication by LC-UV/ELSD-MS.
  • Marker compound for plant extract standardization and QC method development (HPLC/UPLC).
  • Tool compound for studying glycosidase-mediated hydrolysis or metabolic stability in in vitro systems.
  • Structural studies using NMR to confirm sugar linkages and substitution patterns; potential use for validating derivatization workflows (e.g., per-acetylation of sugars for GC-MS of monosaccharides following hydrolysis).

• Derivatization chemistry (general):

  • Acylation/silylation of hydroxyls to modulate polarity for GC-MS or to probe reactivity.
  • Selective enzymatic or acid-catalyzed cleavage of glycosidic bonds to access aglycone vs. sugar composition; subsequent LC-MS identification of fragments.

• Practical notes:

  • Avoid strong bases/acids for prolonged times; glycosidic bonds can hydrolyze, altering identity.
  • For bioassays, prepare fresh dilutions; adsorption to plastic can occur for amphiphilic saponins—use low-bind plastics or glass.
  • Validate recovery and stability under your chromatographic conditions (light, temperature, pH) by timed re-injections.

Reaction Conditions

No item-specific reactivity data are provided. The following are general conditions commonly used for glycosidic natural products; they are literature-style guidelines and not product specifications.

• Acidic hydrolysis (general):

  • Reagent: 0.1–2 M HCl or TFA in aqueous MeOH/H2O.
  • Temperature/time: 40–80 °C, 0.5–24 h depending on stability; monitor by LC-MS.
  • Outcome: cleavage of glycosidic bond(s) to release aglycone and monosaccharides.

• Enzymatic hydrolysis (general):

  • Reagents: specific glycosidases (e.g., β-glucosidase), pH 5–6 acetate/citrate buffers.
  • Temperature/time: 25–37 °C, 1–24 h; gentle agitation; monitor by LC-MS.

• Per-O-acetylation (general):

  • Reagents: Ac2O/pyridine or Ac2O/DMAP, 0–25 °C, 0.5–4 h; quench with MeOH/H2O; purify by column chromatography.

• Silylation (general):

  • Reagents: BSTFA or TMCS-imidazole systems; anhydrous conditions; room temperature to 60 °C for 0.5–2 h.

• Stability cautions:

  • Strong base (e.g., NaOMe/MeOH) can cause transglycosylation/elimination; use minimal base and low temperature if needed.
  • Avoid prolonged heating and extreme pH; verify integrity by NMR/LC-MS after any treatment.

Always tailor conditions to the specific structure once confirmed via CoA/spectra.

Safety and Handling

Authoritative safety information must be taken from the SDS. The Product Data did not include GHS classification details for this item.

• GHS/SDS data (item-specific):

  • Signal word: Not specified for this item; refer to SDS.
  • Hazard statements, pictograms, and classification: Not specified for this item; refer to SDS.

• General laboratory precautions (good practice for natural products/unknown hazards):

  • Wear appropriate PPE: lab coat, safety glasses, and chemically resistant gloves (e.g., nitrile). Handle powders in a fume hood to avoid dust inhalation.
  • Avoid ingestion, inhalation of dust/aerosols, and skin/eye contact. Wash thoroughly after handling.
  • Storage incompatibilities (general): segregate from strong oxidizers and strong acids/bases that may hydrolyze or degrade glycosidic bonds.
  • Thermal sensitivity: many glycosides decompose upon strong heating; avoid prolonged exposure >60 °C.
  • Light/moisture: protect from moisture and light; many natural products are photosensitive or hygroscopic (general).

• First-aid overview (general):

  • Inhalation: move to fresh air; seek medical attention if symptoms persist.
  • Skin/eye contact: rinse with water for at least 15 minutes; remove contaminated clothing; obtain medical advice if irritation continues.
  • Ingestion: rinse mouth; do not induce vomiting; seek medical advice.

Defer to the Safety Data Sheet for authoritative hazard, toxicology, and exposure controls. For research use only.

Solvent Selection

Because item-specific solubility was not provided, select solvents empirically with a small screen. The following guidance is general for glycosidic natural products.

• Polarity class (general): medium-to-high polarity analyte; amphiphilic if saponin-like due to hydrophobic aglycone and hydrophilic sugar moieties.

• Likely suitable solvents (screen in order):

  • DMSO: usually provides the highest solubility; good for preparing concentrated stocks for bioassays.
  • Methanol and ethanol: often dissolve glycosides well; miscible with water for gradient dilution.
  • 50–80% MeOH/H2O or EtOH/H2O: improves dissolution and can reduce DMSO content for biological systems.
  • Acetonitrile: variable; combine with water for LC compatibility.
  • Water or buffers (pH 7–8): solubility depends on sugar content/ionizable groups; consider gentle warming and sonication.

• Not typically recommended as sole solvents (general):

  • Nonpolar solvents (hexanes, toluene, diethyl ether) generally provide poor solubility for glycosides.

• Practical tips:

  • Start with 1–10 mg/mL in DMSO or MeOH; sonicate briefly; avoid strong heating to prevent decomposition.
  • For LC-MS, use aqueous-organic mixtures (e.g., 20–80% acetonitrile or methanol with 0.1% formic acid or ammonium acetate depending on ionization mode).
  • Filter solutions (0.22 μm PTFE/NYLON) if particulate remains; verify recovery by HPLC/UPLC.

Storage and Reconstitution

• Storage (item-specific): Store at −20 °C (per Product Data). Protect from moisture and light. Keep container tightly closed.

• Shipping (item-specific): Shipped in an ice chest with ice pads to maintain a cool chain.

• General handling recommendations:

  • Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation on cold solids.
  • Minimize repeated freeze–thaw cycles; dispense single-use aliquots upon first receipt.
  • Work quickly on the bench; return unused material to −20 °C promptly.

• Reconstitution (general guidance; verify empirically):

  • Start with high-solvency vehicles such as DMSO or methanol. Prepare a concentrated stock solution (e.g., 10–50 mM if solubility permits), then dilute into assay buffer or media with gentle mixing to a final organic content ≤1–2% v/v.
  • If aqueous dissolution is required, try 50–80% methanol/water or add minimal DMSO as a co-solvent; sonicate briefly and avoid heating above 37 °C.
  • Filter sterilize (0.22 μm) for cell-based applications if compatible with solubility.

• Stability (item-specific): Not specified for this item; refer to CoA/Spec Sheet. As general practice, assess stability by HPLC/UPLC after storage and after multiple thaw cycles.

For research use only. Consult the CoA and SDS for lot-specific guidance.

Structure and Identity

Brief overview: Anhuienoside B is listed as a life-science research natural product standard. Detailed structural identifiers were not provided in the Product Data.

• Item-specific identifiers from Product Data:

  • SKU: A1453138
  • Product Name: Anhuienoside B
  • CAS: 1233510-75-2
  • 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.

• Structural features (general literature context, not item-specific):

  • “-enoside” nomenclature commonly denotes glycosidic natural products (e.g., saponins or other glycosides) isolated from botanical sources; such molecules often comprise an aglycone (triterpenoid/steroidal or phenolic) covalently linked to one or more sugar residues via O-glycosidic bonds.
  • Typical 2D topology (literature, general): polycyclic or polyaromatic aglycone core with one or more saccharide chains; multiple stereocenters in both aglycone and sugars; multiple hydroxyls increasing polarity.

• Identity confirmation guidance (general best practice):

  • Orthogonal confirmation by HRMS (exact mass), 1D/2D NMR (1H, 13C, COSY, HSQC, HMBC), and HPLC/UPLC purity profiling; optional optical rotation for chiral samples.

Note: For definitive structure, stoichiometry, and stereochemistry of this specific lot, consult the Certificate of Analysis (CoA) and accompanying spectral data when supplied.

Synthetic Utility

As a structurally complex natural product (glycosidic compound by nomenclature), Anhuienoside B is generally used as an analytical standard or biology probe rather than as a synthetic reagent. Nevertheless, certain transformations are of interest in a research context (general guidance):

• Functional group landscape (general): multiple hydroxyls (from sugars and possibly aglycone), glycosidic linkages, and potential acyl substituents.

• Typical transformations:

  • Selective hydrolysis of glycosidic bonds (acidic, enzymatic) to obtain the aglycone for structural or activity comparisons.
  • Per-O-acetylation or silylation of hydroxyls for protection or to adjust chromatographic behavior and volatility (e.g., GC-MS of derivatized monomers after hydrolysis).
  • Oxidation or reduction on the aglycone (if present) to map structure–property relationships (reaction conditions must be carefully tuned to avoid sugar degradation).

• Retrosynthetic/analytical value:

  • Serves as a standard to test glycosylation/deprotection strategies using analogous model systems.
  • Provides a benchmark for LC-MS fragmentation patterns of glycosidic natural products in method development.

All transformations should be validated analytically (qNMR, HPLC/UPLC, HRMS) to confirm integrity and avoid overinterpretation due to partial hydrolysis or isomerization.

Target Specificity

Not applicable. This product is a small-molecule natural product standard, not an antibody, enzyme, or targeted biological reagent. No antigen/epitope, clone, or species reactivity information applies.