Scutellarein-d , CAS No.S1439997

CAS: S1439997 Cat. No.: S1439997 Summenformel: C₁₅H₄D₆O₆ Molekulargewicht: 292.27

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

Scutellarein-d 6 (6-Hydroxyapigenin-d 6 ) is deuterium labeled Scutellarein.

Specifications

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Namen und Kennungen

Molekulargewicht

292.27

Application Protocols

Item-specific, validated protocols: Not specified for this item.

General example protocols (for guidance; verify in your lab)

• LC–MS/MS internal standard working solution
  • Prepare a 1–5 mg/mL stock in anhydrous DMSO or methanol at −20 °C.
  • Dilute to 100–1000 ng/mL in 50:50 water:MeOH (0.1% formic acid) for spiking.
  • Spike a fixed volume into each sample, calibration standard, and QC before extraction to correct recovery.
• Protein precipitation extraction (plasma/matrix)
  • To 50–100 µL of sample, add 3–4 volumes of cold ACN or MeOH containing Scutellarein-d at the desired IS level.
  • Vortex 30 s, incubate on ice 10 min, centrifuge 10–15 min at ≥12,000 g.
  • Transfer supernatant, dilute with mobile phase, inject for LC–MS/MS.
• Solid-phase extraction (SPE) enrichment
  • Condition reversed-phase cartridge with MeOH then water.
  • Load sample spiked with internal standard, wash with 5–10% MeOH/H2O, elute with 80–100% MeOH or MeOH:ACN.

Note: Optimize for your matrix and instrument. Confirm isotopic label integrity and lack of crosstalk into analyte MRM channels.

Biological Roles

Item-specific

• No biological role claims are provided for this product. For research use only.

General/literature context (not specific to this SKU)

• Flavone backbone: Scutellarein is a plant-derived polyphenolic flavone. In biochemistry, flavones can interact with redox systems, metal ions, and proteins via hydrogen bonding and π–π interactions.
• Metabolic pathways: Typical Phase II biotransformations include O-glucuronidation and O-sulfation of phenolic groups; Phase I metabolism may include O-methylation and oxidative modifications.
• Analytical relevance of deuteration: Deuterated analogues are invaluable as internal standards to correct for matrix effects and ion suppression/enhancement in LC–MS/MS quantitation of the corresponding unlabeled compounds in biological samples.

Important: No physiological or clinical claims are made for this product. Any discussion above is provided solely to inform experimental design in research settings.

Buffer Applications

Not typically applicable.

• Scutellarein-d is a small-molecule standard, not a buffering reagent. It does not define a pH range or buffering capacity.
• For analytical work, choose buffers compatible with your detection:
  • LC–MS: Volatile systems such as 0.1% formic acid in water/ACN or ammonium formate/acetate (2–20 mM).
  • HPLC–UV: Phosphate buffers (non-volatile) can be used if MS is not required, but validate analyte stability.
• Avoid high-pH buffers during prolonged exposure to minimize phenolate-driven degradation and potential H/D exchange in deuterated materials.

Green Alternatives

Context

• As a small-molecule reference standard, “green alternatives” focus on handling solvents and sample-prep choices rather than replacing the analyte itself.

Greener solvent choices (general guidance)

• Prefer lower-toxicity, volatile, and waste-minimizing systems when compatible with your method:
  • Methanol or ethanol (renewable, lower toxicity) instead of DMF/NMP when solubility allows.
  • Aqueous-organic mobile phases (water + MeOH or ACN) with volatile modifiers (formic acid, ammonium formate) for LC–MS.
  • For synthetic manipulations, consider 2-MeTHF or CPME in place of DCM/THF where appropriate for flavone derivatization.

Trade-offs table (general)

• DMSO: Excellent solubility/stability; less green, high boiling point, harder to remove.
• Methanol: Good LC–MS compatibility; toxic but relatively green; may have lower solubility.
• Ethanol: Greener; sometimes insufficient solubility; absorbs water.
• Acetonitrile: LC–MS gold standard; petrochemical origin and toxicity considerations; excellent chromatographic behavior.

Operational tips

• Use micro-aliquots and concentrated stocks to reduce solvent consumption.
• Employ SPE cartridges compatible with aqueous loading to decrease organic solvent volumes in cleanup.

Note: These are general sustainability practices; validate against your analytical performance requirements.

Pharmaceutical Uses

Not for human or veterinary use. For research use only.

Context (general)

• Deuterated small molecules like Scutellarein-d are typically used as analytical reference standards in drug discovery and ADME research workflows rather than as excipients or actives in formulated products.
• Role in pharma analytics: Internal standards for LC–MS/MS bioanalysis, stability-indicating assays, and impurity profiling of related flavonoids.
• Regulatory considerations: When used in regulated studies, ensure traceability with a complete CoA including isotopic enrichment and labeling pattern. Fit-for-purpose qualification (identity/purity/impurities) should be documented in your method files.

No pharmacopeial monograph or excipient status is claimed for this item.

Physical Properties

Item-specific (from Product Data)

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.

Storage and shipping (from Product Data)

• Storage: Store at −20 °C.
• Shipping: Ice chest + ice pads.

General/literature values (for non-deuterated scutellarein; for context only)

• Typical physical state: Yellow solid/powder (polyphenolic flavone).
• Solubility profile: Poorly soluble in water; soluble in polar aprotic/organic solvents such as DMSO, DMF, methanol, ethanol, acetone; limited solubility in nonpolar hydrocarbons. Actual solubility varies with salt/derivative and deuteration has minimal effect.
• Acid–base behavior: Multiple phenolic OH groups (typical phenolic pKa values ~7–10, literature), enabling deprotonation under basic conditions and strong H-bonding.
• UV–vis: Flavones exhibit strong π–π* absorption in the near-UV (bands I/II typically ~270–380 nm, literature), useful for HPLC-UV detection.

Caution: Do not treat the above literature notes as specifications for this SKU. For exact melting point, water content, solvent content, residual metals, or UV cutoffs: Not specified for this item; refer to CoA/Spec Sheet.

Quality and Grades

Item-specific (from Product Data)

• Grade/purity: Not specified for this item; refer to CoA/Spec Sheet.

General guidance for this compound class

• Reference/analytical standard context: Deuterated small molecules are commonly supplied at high chemical purity and known isotopic enrichment for LC–MS/GC–MS internal standards. Key quality elements include:
  • Chemical purity (HPLC/GC): typically reported as area %.
  • Isotopic enrichment: percentage of deuterium incorporation at defined positions.
  • Residual solvents, water content, and counterions (if salt forms): provided on the CoA.
• Impact of purity on use: For quantitative mass spectrometry, both chemical purity and isotopic pattern must be known to correct for isotopic overlap and matrix effects.
• UV/HPLC suitability: When used for HPLC-UV, low baseline impurities are preferred; for LC–MS, volatile counterions/solvents are advantageous.

What to check on receipt

• Verify lot-specific CoA for: isotopic labeling map, enrichment level, assay (%), residual solvent, and recommended diluent.
• If your method is stability-indicating, consider a quick identity/purity check (e.g., LC–MS, HRMS, 1H/2H NMR) under your conditions before assigning it as an internal standard.

Reaction and Applications

Item-specific (from Product Data)

• Manufacturer applications: Not specified for this item.

General applications for scutellarein and deuterated analogs (literature/general)

• Analytical/internal standard: Deuterated scutellarein variants are commonly used as isotopically labeled internal standards for quantifying scutellarein (or related flavones) in complex matrices by LC–MS/MS.
• Metabolic fate studies: Enable tracing of absorption, distribution, and biotransformation pathways in in vitro systems (microsomes, S9 fractions), distinguishing endogenous/background signals.
• Method development: Useful in recovery, extraction efficiency, and matrix effect compensation during sample prep (SPE, protein precipitation, QuEChERS-like protocols).
• Derivatization chemistry: Phenolic OH groups support O-methylation/acetylation to modulate polarity or volatility for GC analysis (e.g., trimethylsilylation, acylation) while retaining the deuterium label where not exchanged.

Practical tips

• Avoid protic, strongly acidic/basic conditions that can promote H/D exchange at labile positions; verify label retention by LC–MS/MS when optimizing sample prep.
• Prepare and store concentrated stocks at −20 °C, minimize freeze–thaw, and aliquot to maintain integrity.
• When used as an internal standard, match retention and ionization behavior to the analyte by choosing a structurally close isotopologue and identical chromatographic conditions.

Reaction Conditions

Item-specific

• No reaction condition specifications are provided for this SKU.

General/literature conditions relevant to flavone phenolics (for method development; verify for your substrate)

• O-Methylation: MeI or Me2SO4 with K2CO3 in acetone/MeCN, 0–25 °C to reflux, 1–12 h. For milder/greener options, dimethyl carbonate with DBU or catalytic base at 80–120 °C.
• O-Acetylation: Ac2O/pyridine or Ac2O/DMAP in DCM/MeCN, 0–25 °C, 0.5–4 h. Alternatively, acetyl chloride with base.
• Silylation (analytical derivatization): BSTFA or MSTFA with 1% TMCS, 60–70 °C, 15–60 min for GC compatibility (note potential H/D exchange is minimal at non-exchangeable positions; confirm by MS).
• Glycosylation (protective/solubility modification): Koenigs–Knorr or trichloroacetimidate donors with catalytic Lewis acid (TMSOTf), −20 to 0 °C.
• Metal complexation assays: Prepare buffered alcohol–water solutions (pH 6–7) with equimolar metal salts; monitor by UV–vis shifts.

Analytical handling

• LC–MS sample prep: Protein precipitation with MeOH/ACN (3:1 v/v over sample), centrifuge, dilute supernatant with mobile phase. Keep deuterated IS at constant concentration across samples.
• Stability: Protect from strong base/UV; minimize elevated temperatures and extended aqueous exposure to preserve both analyte and isotopic label.

Safety and Handling

Item-specific (from Product Data)

• GHS classification, signal word, pictograms, H-statements: Not specified for this item; refer to the SDS for authoritative safety information.
• Research use: For research use only.
• Storage: Store at −20 °C. Avoid repeated freeze–thaw; keep container tightly closed and protected from moisture and light.

General safety guidance for polyphenolic flavones and their deuterated analogs (literature/general)

• Expected hazards: May cause skin/eye irritation and respiratory tract irritation as dust/aerosol. Avoid inhalation and contact with skin/eyes.
• PPE: Lab coat, safety glasses, and appropriate gloves (e.g., nitrile). Handle powders in a fume hood or balance enclosure to minimize dust exposure.
• Incompatibilities: Strong oxidizers; strong bases/acids can cause degradation or salt formation. Avoid prolonged exposure to light/UV which can induce photodegradation.
• First aid (overview; defer to SDS): If inhaled, move to fresh air; if on skin/eyes, rinse with water for several minutes; if ingested, rinse mouth and seek medical attention. Provide SDS to healthcare personnel.
• Waste: Collect organic solvent solutions/contaminants as halogen-free organic waste unless procedures dictate otherwise; dispose per institutional and regulatory requirements.

Note: Deuteration does not materially change hazard class versus the protiated analogue. Always consult the SDS shipped with the lot.

Solvent Selection

Item-specific (from Product Data)

• No item-specific solvent recommendations are specified; refer to CoA/Spec Sheet.

General/literature guidance for scutellarein-type flavones and deuterated analogs

• Polarity/solubility class: Moderately polar polyphenolic aromatic. Typically:
  • Highly soluble: DMSO, DMF, NMP, methanol, ethanol, acetone, acetonitrile (varies with water content and salt/derivative).
  • Sparingly soluble: Water at neutral pH; solubility can increase in basic aqueous media via phenolate formation, but may affect stability.
  • Poorly soluble: Alkanes and other nonpolar solvents.
• Practical choices by application:
  • LC–MS internal standard stocks: Anhydrous DMSO or methanol at 1–10 mg/mL; prepare working solutions by serial dilution in 50:50 MeOH/H2O (0.1% formic acid) or similar volatile systems.
  • HPLC-UV quantitation: Methanol or acetonitrile with aqueous buffer; monitor flavone bands at near-UV.
  • Biological assays: DMSO master stock with final assay DMSO ≤0.1–0.5% v/v to minimize biological solvent effects.
• Drying and stability: Hygroscopicity is typically low-to-moderate; protect from moisture. Avoid strong base during prolonged storage to prevent oxidative degradation.

Comparison (general)

• DMSO vs MeOH: DMSO offers higher solubility and stability; MeOH is more volatile and LC–MS friendly but may extract water. Choose based on assay sensitivity and matrix.

Storage and Reconstitution

Item-specific (from Product Data)

• Storage: Store at −20 °C.
• Shipping: Ice chest + ice pads.

General handling and reconstitution guidance (not item-specific)

• Upon receipt: Allow the sealed container to equilibrate to room temperature before opening to prevent condensation. If supplied as a solid, briefly purge the headspace with dry nitrogen before resealing.
• Aliquoting: Prepare single-use aliquots to avoid repeated freeze–thaw cycles, which can introduce moisture and degrade phenolics.
• Reconstitution solvents: DMSO or methanol are commonly used to prepare concentrated stocks (e.g., 1–10 mg/mL). Filter through 0.22 µm PTFE if particulates are observed.
• Light/moisture protection: Store solutions in amber vials under inert atmosphere when possible. Avoid prolonged exposure to basic aqueous media.
• Stability monitoring: Periodically verify concentration and isotopic integrity by LC–MS/MS, especially after long-term storage or multiple thaw cycles.

If any lot-specific reconstitution instructions (solvent, concentration, stability) are required, they will be provided on the CoA/Spec Sheet for this item.

Structure and Identity

Item-specific (from Product Data)

• Product name: Scutellarein-d (SKU: S1439997)
• CAS: S1439997 (internal catalog identifier)
• 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/literature description (for context; not item-specific)

• Core scaffold: Scutellarein is a flavone (2-phenyl-4H-1-benzopyran-4-one) bearing four phenolic hydroxyl groups typically at 5, 6, 7 (A-ring) and 4′ (B-ring).
• Functional groups: Conjugated chromen-4-one (flavone) system; multiple phenolic –OH groups enabling hydrogen bonding, metal chelation, and facile O-derivatization (methyl/acetyl/ether/glycosyl forms).
• Isotope note: The “-d” suffix usually denotes deuterium incorporation (positions and number of deuterons vary by product design). Deuteration does not alter connectivity, only isotopic composition—useful for mass spectrometric internal standards.
• 2D structure in words: A fused benzopyran (A/C rings) with a 4-oxo and a C2–C3 double bond, substituted at C2 by a para-hydroxyphenyl (B-ring), and bearing ortho/para phenolic OHs on the A-ring.

Important: Exact isotopic labeling pattern, count of deuterons, and definitive identifiers must be obtained from the item’s CoA/Spec Sheet.

Synthetic Utility

Item-specific

• No synthetic utility claims are specified for this SKU beyond its use as a research chemical/standard.

General/literature chemistry of scutellarein-type flavones

• Functional handles: Multiple phenolic OH groups enable selective protection (methyl/benzyl/acetyl), etherification, esterification, and glycosylation to tune solubility and reactivity.
• Core transformations:
  • O-alkylation/acylation under basic conditions (e.g., K2CO3, NaH, DMAP catalysis) to prepare derivatives for SAR or analytical volatility (e.g., TMS ethers for GC).
  • Metal chelation with Fe3+/Cu2+ exploited in colorimetric assays; complexation equilibria can be studied using the deuterated analogue without changing binding stoichiometry.
  • Oxidation/reduction at the C2=C3 or 4-oxo system is less common under mild conditions but is documented under specialized protocols.
• Isotope integrity: When derivatizing a deuterated analogue, avoid steps that promote H/D exchange at labile positions (acid/base catalysis, protic solvents at elevated temperature). Validate isotope retention by HRMS.

Retrosynthetic note

• Flavone cores arise from 2′-hydroxychalcones via oxidative cyclization (Baker–Venkataraman, Algar–Flynn–Oyamada). Isotopic labeling can be introduced in precursors to target specific ring positions.

Target Specificity

Not applicable.

• This product is a small-molecule chemical standard, not a biological probe with defined target selectivity, nor an antibody/affinity reagent.
• If used as an internal standard, “specificity” is analytical: it co-elutes and ionizes similarly to the non-deuterated analyte to enable accurate quantitation.

Häufig gestellte Fragen

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

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

The CAS Number is S1439997, the molecular formula is C15H4D6O6, and the molecular weight is 292.27 g/mol.

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.