δ-4-tibolone-d , CAS No.T1442834

CAS: T1442834 Cat. No.: T1442834 Formule: C₂₁H₂₃D₅O₂ Poids moléculaire: 317.48

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

δ-4-tibolone-d 5 is deuterium labeled delta-4-Tibolone.

Specifications

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Noms et identifiants

Poids moléculaire

317.48

Application Protocols

No manufacturer protocols are provided. The following generic workflow illustrates use of a deuterated internal standard for LC–MS/MS quantitation of tibolone/Δ4-tibolone (for research use only).

• Stock and working solutions (general)

  • Prepare internal standard stock at 0.5–1 mg/mL in methanol or acetonitrile. Store in amber vials at −20 °C. Make single-use aliquots to avoid repeated freeze–thaw.
  • Prepare a working IS solution at 100–1000 ng/mL in 50:50 water:ACN (or initial mobile phase).

• Calibrators and QCs (general)

  • Spike blank matrix (e.g., stripped serum) with analyte and a fixed amount of internal standard across a calibration range suitable for your study (e.g., low ng/mL). Prepare independent QCs at low/mid/high levels.

• Sample preparation (protein precipitation)

  • Add IS working solution to sample (e.g., 50 µL). Precipitate proteins by adding 3–4 volumes cold ACN or MeOH, vortex 30 s, incubate 10 min, centrifuge ≥12,000 × g for 10 min. Transfer supernatant to autosampler vial; dilute with water if necessary.

• LC–MS/MS acquisition (general)

  • Inject 2–10 µL onto a C18 column. Use a water/MeOH or water/ACN gradient with 0.1% formic acid or 5 mM ammonium formate. Monitor MRM transitions for both analyte and deuterated IS. Ensure retention time stability and ratio consistency.

• QA checks

  • Assess recovery, matrix effects, and process efficiency. Verify back-calculated concentrations of QCs within acceptance criteria (per internal SOPs).

Biological Roles

No biological role data are provided for this specific item. The following describes general biochemistry related to tibolone/Δ4-tibolone; these notes are not medical or clinical claims.

• General context (literature/general)

  • Tibolone is a synthetic steroid that is metabolized into isomers with estrogenic, progestogenic, and androgenic receptor interactions in vitro. The Δ4 isomer (Δ4-tibolone) arises via metabolic transformation and exhibits distinct receptor-binding profiles relative to 3α/3β-hydroxylated metabolites.
  • In biological matrices, tibolone and its metabolites can interconvert or isomerize depending on enzymatic activity and pH, making precise quantitation important for mechanistic and metabolism studies.

• Role of deuterated analogs

  • Deuterated standards provide traceable quantitation of tibolone/Δ4-tibolone in complex matrices, supporting ADME, biotransformation mapping, and in vitro metabolism assays.
  • The mass shift of the deuterated analog enables accurate internal standardization without perturbing chromatographic behavior significantly.

• Practical implications

  • Inclusion of an isotope-labeled internal standard early in sample preparation corrects for extraction variability and matrix-dependent ion suppression/enhancement in LC–MS/MS assays.
  • When profiling metabolic interconversion (e.g., Δ4 vs Δ5 isomers), co-analysis with labeled standard improves confidence in analyte identification and peak assignment.

For item-specific biological data (if any), consult the CoA and associated technical notes.

Buffer Applications

This compound is not a buffering reagent and is not typically used to prepare or stabilize aqueous buffer systems.

• Practical guidance
  • For LC–MS workflows, volatile buffer systems such as ammonium formate or ammonium acetate (e.g., 2–10 mM) with 0.05–0.2% formic acid are commonly paired with methanol or acetonitrile for steroid analysis (literature/general). These facilitate efficient ionization and minimize adduct formation.
  • Avoid high-pH, strongly basic buffers that can promote isomerization or degradation of enone-containing steroids.

If you require recommendations for buffer composition specific to your analytical method, please refer to your method SOPs or develop conditions empirically while monitoring analyte stability.

Green Alternatives

As an analytical standard, the principal opportunities for greener practice involve solvent selection and waste minimization rather than substituting the compound itself.

• Solvent choices (general comparison)

  • Methanol vs acetonitrile: methanol is derived more readily from renewable feedstocks and is less resource-intensive than ACN; however, ACN offers lower viscosity and often better chromatographic efficiency. Choose MeOH where method performance allows.
  • 2-MeTHF/EtOAc for extractions: if liquid–liquid extraction is required, ethyl acetate or 2-methyltetrahydrofuran can replace halogenated solvents (e.g., dichloromethane) in many workflows, with attention to recovery and emulsion control.

• Operational practices

  • Miniaturize: reduce sample and solvent volumes (micro-LC, 2 mm ID columns) to cut solvent consumption without sacrificing sensitivity.
  • Aqueous-rich mobile phases: use higher initial aqueous content and steeper gradients when possible to shorten runs and reduce organic use.
  • Waste segregation: collect methanol/ACN waste separately for optimized recycling or disposal.

• Tradeoffs

  • Greener solvents can alter recovery and matrix effects; always re-validate extraction efficiency, peak shape, and ionization. For deuterated internal standards, ensure no increased isotope exchange (e.g., avoid strongly protic/high-pH conditions that may accelerate H/D back-exchange at labile positions).

Pharmaceutical Uses

No excipient or pharmacopeial status is provided for this item. The compound itself is supplied for research use only and is not for human or animal administration.

• Analytical/quality control context (general)

  • Deuterated tibolone analogs are commonly used as internal standards in pharmaceutical R&D and QC to support assay validation, content uniformity testing, and stability-indicating methods (e.g., LC–MS/MS, LC-UV confirmation), without implying any therapeutic application.
  • Their defined isotopic enrichment and consistent response factors facilitate inter-laboratory comparability and metrological traceability in method transfer.

• Method development considerations

  • Establish calibration curves using matrix-matched standards spiked with a fixed concentration of the deuterated internal standard.
  • Evaluate specificity against potential co-eluting impurities/degradants; optimize gradient and MRM transitions to resolve Δ4 isomer from related species.

• Documentation

  • For regulated environments, retain CoA with isotopic enrichment data, lot traceability, and storage/handling records. Confirm that method validation (linearity, accuracy, precision, robustness) incorporates the labeled internal standard.

Item-specific regulatory or pharmacopeial designations: Not specified for this item; refer to CoA/Spec Sheet.

Physical Properties

Item-specific physicochemical specifications were not provided in the Product Data. Values below are general/literature-oriented context for tibolone/Δ4-tibolone-type steroids and should not be taken as specifications.

• Item-specific values

  • Appearance: Not specified for this item; refer to CoA/Spec Sheet.
  • Purity/grade: Not specified for this item; refer to CoA/Spec Sheet.
  • Melting point (MP): Not specified for this item; refer to CoA/Spec Sheet.
  • Boiling point (BP): Not applicable/reported for solids of this class; consult CoA/SDS.
  • Density: Not specified for this item; refer to CoA/Spec Sheet.
  • Refractive index: Not applicable for a solid; not specified for this item.
  • Solubility (spec): Not specified for this item; refer to CoA/Spec Sheet.

• Typical/literature guidance for tibolone-like steroids (general)

  • Physical state: crystalline solid powders.
  • Solubility profile: sparingly soluble in water; soluble in polar aprotic organic solvents such as methanol, acetonitrile, acetone, and DMSO (literature/general). For LC–MS use, 50–100% methanol or acetonitrile with 0.1% formic acid is commonly employed (general practice).
  • Partitioning: high hydrophobicity (logP typically >2 for steroidal enones; literature/general), supporting strong retention on C18 in reversed-phase LC.

• Notes for deuterated analogs (general)

  • Isotopic substitution minimally affects polarity and chromatographic retention but produces a defined mass shift in MS, facilitating internal standardization.
  • Verify exact deuterium content to set MRM transitions appropriately; consult CoA/Spec Sheet.

Quality and Grades

Item-specific grade/purity information is not provided in the Product Data.

• Item specifics

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

• General notes on analytical/reference standards (literature/general)

  • Isotopically labeled standards (e.g., deuterated steroids) are typically supplied at high chemical purity and defined isotopic enrichment to enable accurate LC–MS/MS quantitation. The CoA should report percent chemical purity, isotopic distribution (e.g., %d-n, %d-(n−1)), and residual solvents.
  • Chromatographic suitability: For LC–MS, low non-volatile residue and well-resolved peaks are important. HPLC/LC–MS “analytical standard” grades minimize UV-absorbing and ionic contaminants that can cause ion suppression.
  • Identity confirmation: Suppliers commonly include 1H/13C NMR (for non-deuterated positions), HRMS, and LC purity traces. For deuterated materials, HRMS and LC–MS are primary.

• Practical guidance

  • Upon receipt, verify lot-specific CoA matches your MRM transitions and expected retention time. If performing quantitative work, run an identity/purity check (LC–MS single-injection assessment) before constructing calibration curves.
  • If the product contains a stabilizer or is in solution, note any reported concentration uncertainty and solvent composition to correctly calculate stock concentrations.

Reaction and Applications

This product is typically applied as an isotopically labeled internal standard rather than a synthetic reagent. Item-specific application notes were not provided; the following expands on common analytical uses for deuterated tibolone analogs (general guidance).

• Analytical applications (general)

  • Quantitative LC–MS/MS of tibolone/Δ4-tibolone in biological matrices (plasma/serum/urine) or in formulation/QA samples. The deuterated analog compensates for extraction losses and matrix effects via isotope dilution.
  • Method development: assists in optimizing sample cleanup (protein precipitation, LLE, SPE) and chromatographic conditions by tracking recovery and ion suppression.
  • Stability studies: monitors analyte isomerization (Δ4/Δ5) and degradation under stress (light, heat, pH) by referencing stable labeled internal standard response.

• Practical tips (general)

  • Prepare concentrated stocks (e.g., 0.5–1 mg/mL) in methanol or acetonitrile. Store aliquots at −20 °C to avoid multiple freeze–thaw cycles.
  • Spike internal standard early (prior to extraction) at a fixed concentration across calibrators, QCs, and unknowns.
  • Use amber vials to limit photochemical isomerization. Minimize residence time at room temperature.
  • For ESI–MS/MS, monitor MRM transitions corresponding to the deuterated mass shift; verify absence of hydrogen–deuterium exchange under mobile phase conditions.

• Not commonly used for

  • Classical synthetic transformations or as a building block; its primary role is metrological (quantitation and traceability).

Reaction Conditions

No item-specific reaction condition data are provided. Since this product is generally used as an internal standard, the relevant “conditions” pertain to LC–MS/MS analysis and sample preparation rather than synthetic chemistry.

• LC–MS/MS method guidance (literature/general)

  • Column: C18, 2.1 × 50–100 mm, 1.7–3 µm.
  • Mobile phase A: water with 0.05–0.2% formic acid or 2–10 mM ammonium formate/acetate.
  • Mobile phase B: methanol or acetonitrile (often with matching additive).
  • Gradient: start 40–60% B, ramp to 85–95% B over 3–8 min; total run 6–12 min. Optimize for separation from isomeric metabolites.
  • Flow: 0.2–0.4 mL/min (UHPLC scale). Temperature 30–45 °C to improve peak shape.
  • MS: ESI positive mode is commonly used for steroidal enones; set MRM transitions to the [M+H]+ of the deuterated analog and characteristic fragments. Tune collision energy empirically.

• Sample preparation (general)

  • Spike internal standard to sample before precipitation/extraction. Protein precipitation with ACN or MeOH (3–4× volume) is common; centrifuge and inject supernatant or proceed to SPE for cleaner extracts.
  • Evaluate matrix effects by post-extraction addition experiments and adjust dilution or cleanup accordingly.

These parameters are general starting points and must be validated for your specific instrument and application.

Safety and Handling

Safety information specific to this item (GHS, hazard statements) was not provided.

• Item-specific safety data

  • GHS classification: Not specified for this item; refer to SDS.
  • Signal word and H-statements: Not specified for this item; refer to SDS.
  • Pictograms: Not specified for this item; refer to SDS.

• General handling guidance for steroidal analytical standards (literature/general)

  • Avoid inhalation and skin contact; handle powders in a fume hood or ventilated enclosure to minimize aerosolization.
  • Recommended PPE: lab coat, nitrile gloves, and safety glasses. Change gloves frequently when handling organic solutions.
  • Use clean, dry glassware; some steroidal compounds may adsorb to plastics—use glass vials (silanized if low-ng/mL work).
  • Incompatibilities: strong oxidizers; avoid prolonged exposure to strong acids/bases that may induce isomerization/hydrolysis (general).
  • Thermal/light sensitivity: store cold and protected from light to minimize isomerization of Δ4/Δ5 tautomers and prevent degradation.

• First-aid overview (general)

  • Skin/eye contact: rinse with water for at least 15 minutes; remove contaminated clothing. Seek medical attention as needed.
  • Inhalation: move to fresh air; seek medical attention if symptoms occur.
  • Ingestion: rinse mouth; do not induce vomiting; seek medical attention.

Always consult the product SDS for authoritative, item-specific safety information and local regulatory compliance.

Solvent Selection

Given its steroidal, hydrophobic character, δ-4-tibolone-d is best handled in polar aprotic organic solvents commonly used in LC–MS. Item-specific solubility is not provided; the following is general guidance for tibolone-like analytes.

• Polarity and miscibility (general)

  • Polarity class: low-to-moderate polarity, non-ionizable under neutral conditions (enone). Poor aqueous solubility.
  • Preferred solvents: methanol, acetonitrile, and DMSO. These are fully miscible with water and compatible with reversed-phase LC mobile phases.
  • Less ideal: pure water (limited solubility), nonpolar hydrocarbons (hexanes) due to handling and analytical incompatibility.

• Practical choices by use case (general)

  • LC–MS/MS internal standard: prepare a 0.1–1 mg/mL stock in methanol or acetonitrile; dilute into initial mobile phase or sample extract to the desired ng/mL.
  • Long-term stock: DMSO can provide stability and reduce evaporation losses; subsequently dilute into MeOH/ACN just before use.
  • Solid-phase extraction workflows: use methanol or acetonitrile to spike samples and to condition/elute C18 cartridges.

• Quick comparison (general)

  • Methanol: strong elution strength on C18, promotes good peak shape for steroids; supports efficient ESI.
  • Acetonitrile: lower viscosity for UHPLC, often sharper peaks and lower backpressure; excellent for gradient separations.
  • DMSO: excellent solubilizer; keep final DMSO ≤1–2% v/v in LC–MS injections to avoid peak distortion.

Always confirm solvent compatibility with your instrument and method.

Storage and Reconstitution

Item-specific storage conditions are provided; additional handling guidance is general.

• Storage (item-specific)

  • Store at −20 °C.
  • Shipped in: Ice chest + ice pads.
  • Research Use Note: For research use only.

• General handling and stability (literature/general)

  • Protect from light and moisture. Keep container tightly closed. Allow vials to equilibrate to room temperature in a desiccator before opening to prevent condensation.
  • Prepare small, single-use aliquots of stock solution to minimize freeze–thaw cycles. Typical solvent: methanol, acetonitrile, or DMSO.
  • For long-term solution storage, amber glass vials with PTFE-lined caps are recommended. Periodically check concentration by LC–MS to confirm stability.

• Reconstitution (general)

  • If supplied as a solid, dissolve to a known concentration (e.g., 0.5–1 mg/mL) in methanol or acetonitrile. Sonication may assist dissolution; avoid heating.
  • If supplied as a solution (check label/CoA), record the exact concentration and solvent; mix gently before use and store per label.

• Compatibility notes

  • Avoid high-pH aqueous media and prolonged room-temperature exposure, which can promote isomerization of Δ4 steroids.
  • Use amber vials and minimize headspace to reduce oxidative degradation.

For any unspecified parameters (purity, exact solubility, stabilizers), refer to the lot-specific CoA/Spec Sheet.

Structure and Identity

Brief overview: δ-4-tibolone-d is described as a deuterium-labeled variant of the Δ4 isomer of tibolone (a synthetic steroid), typically used as an internal standard in analytical workflows. Item-specific identifiers are not supplied in the Product Data.

• Item-specific identifiers

  • 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.
  • CAS: T1442834 (catalog reference only; not a registry CAS)

• Structural features (general literature context for tibolone/Δ4-tibolone)

  • Core scaffold: steroidal tetracyclic perhydrophenanthrene framework (A–D rings fused), typical of estrane/androstane derivatives (literature/general).
  • Functional groups: Δ4-3-ketone motif in the A-ring (enone), and substituents at C7/C17 characteristic of tibolone analogs (literature/general).
  • Isotopic labeling: “-d” denotes one or more hydrogens replaced with deuterium to provide mass distinction by MS; exact labeling sites and degree are item-specific and should be confirmed on the CoA (general note).

• 2D structure description (general, literature)

  • Flattened polycyclic system with a conjugated C4–C5 double bond adjacent to a C3 ketone, angular C10 methyl, and a C17 substituent; stereocenters at typical steroidal junctions (C8, C9, C10, C13, C14, C17) follow tibolone stereochemistry. Deuterium label(s) do not change connectivity but shift exact mass (literature/general).

Synthetic Utility

This product is primarily intended as an isotopically labeled analytical standard rather than a synthetic intermediate. No item-specific reactivity or transformation data are provided.

• General considerations (literature/general)

  • Steroidal Δ4-3-ketones can participate in conjugate additions, reductions (e.g., 1,2- vs 1,4- selectivity), and O-protection/deprotection at alcohol-bearing positions in related analogs. However, such transformations are typically applied to unlabeled precursors during synthesis rather than to costly deuterated standards.
  • Deuterium-labeled steroids can be used in mechanistic isotope-effect studies or tracer experiments to elucidate pathways of hydrogen transfer, reduction, or enzymatic transformations, provided the labeling sites are appropriately positioned.

• When synthetic manipulation is contemplated

  • Confirm labeling sites and enrichment to avoid label scrambling or loss during reactions (e.g., acid/base-catalyzed H/D exchange at enolizable positions).
  • Prefer mild, neutral conditions and minimize protic solvents to preserve isotopic integrity.

Given the value of deuterated materials and the risk of isotopic exchange, most users will employ δ-4-tibolone-d as received for analytical quantitation rather than as a substrate for further chemical modification.

Target Specificity

Not applicable to this product type. δ-4-tibolone-d is a small-molecule analytical standard, not a biological targeting reagent (e.g., antibody, ligand probe with defined target-binding claims).

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

For analytical use, “specificity” pertains to chromatographic and mass spectrometric selectivity (e.g., separating Δ4-tibolone from related metabolites and setting MRM transitions that uniquely identify the labeled standard).

Foire aux questions

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 T1442834, the molecular formula is C21H23D5O2, and the molecular weight is 317.48 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.