Spironolactone-d - ≥99% , CAS No.S1423518

CAS: S1423518 Cat. No.: S1423518 Fórmula: C₂₄H₂₉D₃O₄S Peso molecular: 419.59

GRADE & PURITY ≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

Spironolactone-d 3 is the deuterium labeled Spironolactone. Spironolactone (SC9420) is an orally active aldosterone mineralocorticoid receptor antagonist with an IC50 of 24 nM. Spironolactone is also a potent antagonist of androgen receptor with an IC50 of 77 nM. Spironolactone promotes autophagy in podocytes.

Specifications

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥99%

Nombres e identificadores

Peso molecular

419.59

Application Protocols

General LC–MS/MS internal standard workflow (illustrative; adjust per method and CoA)

• Stock solution: prepare at 0.1–1.0 mg/mL in LC–MS grade methanol or acetonitrile. Store aliquots at 2–8 °C or below; protect from light. Exact solvent compatibility and concentration limits should be verified in your lab.
• Working IS solution: dilute to 10–100 ng/mL in methanol, acetonitrile, or initial mobile phase. Spike into samples, blanks, and calibration standards at a fixed concentration.
• Sample preparation (protein precipitation):
  1. To 50–100 µL biological matrix, add 5–10 µL of working IS.
  2. Add 3–4 volumes of cold ACN (or MeOH), vortex 30 s.
  3. Centrifuge ≥10,000 g for 5–10 min; transfer supernatant to LC vial.
• Chromatography: C18, 2.1 × 50 mm, 1.7–2.6 µm; gradient 5% to 90% organic (MeOH or ACN) over 3–5 min; flow 0.3–0.5 mL/min; 30–45 °C.
• MS detection: positive ESI; monitor MRM of spironolactone and its deuterated analog. Use CoA to set exact precursor/product m/z for the labeled standard.
• QC: include double blanks, solvent blanks, zero calibrators, and at least 3 QC levels (low/mid/high). Evaluate carryover and matrix effects.

Note: These are general research guidelines. Optimize and validate per your specific instrument and regulatory context.

Biological Roles

General background (literature; not product-specific and not a medical claim)

• Chemical class: steroidal lactone with a thioacyl substituent; neutral, lipophilic small molecule.
• Biochemical interactions: the unlabeled parent spironolactone is a known ligand of the mineralocorticoid receptor and can interact with steroid-metabolizing pathways (literature). Deuteration preserves biochemical behavior but is used for analytical discrimination.
• Metabolic considerations: parent spironolactone undergoes biotransformation (e.g., to canrenone and sulfur-related metabolites) via hydrolysis, oxidation, and deacetylation pathways (literature). The deuterated standard mirrors chromatographic behavior, allowing precise quantitation of the unlabeled species in complex matrices.
• Systems biology use: isotopically labeled standards support accurate mass-balance, pharmacokinetic, and stability studies in preclinical research without altering biological pathways, by serving solely as an analytical reference.

Item-specific data

• No biological role or target specificity is provided for this product; it is designated for research use only.

Buffer Applications

Not typically applicable.

• Spironolactone-d is a neutral, poorly water-soluble small molecule and is not used as a buffering agent.
• For aqueous work, prepare organic stock solutions (e.g., methanol or acetonitrile) and dilute into the mobile phase or assay buffer containing an appropriate proportion of organic modifier to maintain solubility (see Solvent Selection).

Green Alternatives

Context

• The environmental impact arises mainly from organic solvents used in sample preparation and chromatography rather than from the small mass of the deuterated analyte.

Greener practice suggestions (general)

• Solvent choice: prefer methanol over acetonitrile when chromatographically feasible; consider ethanol or isopropanol in SPE/LLE where compatible. Replace chlorinated solvents (e.g., DCM) with ethyl acetate or MTBE for extractions when performance permits.
• Miniaturization: adopt microextraction (µSPE, SPME) or 96-well PPT plates to cut solvent volumes and waste per sample.
• Chromatography: use shorter UHPLC columns with sub-2 µm particles or superficially porous particles to reduce run time and solvent consumption. Explore greener aqueous-rich gradients enabled by modern stationary phases.
• Energy: store at recommended temperatures (2–8 °C) but avoid unnecessarily low freezers when stability allows; batch analyses to minimize instrument warm-up cycles.

Comparison (general)

• Traditional workflow: PPT with ACN (300–500 µL per 100 µL sample), gradient UHPLC (20–30 min) → higher solvent/waste.
• Greener alternative: µPPT or on-line SPE with aqueous-rich gradients (≤5–10 min) → substantially reduced solvent, time, and waste, with comparable quantitative performance for isotope-dilution assays.

Pharmaceutical Uses

Non-therapeutic, analytical context only

• Role: isotopically labeled internal standard for quality control testing and bioanalytical quantitation of spironolactone in research and development settings (e.g., assay validation, stability-indicating methods).
• Compendial status: no pharmacopeial specification is provided for this deuterated standard. Method-specific suitability is established during validation (linearity, accuracy, precision, matrix effects) using the internal standard.
• Formulation analytics: supports assay of content uniformity, dissolution profiling, and degradation studies of spironolactone-containing products by LC–MS/MS or LC–UV/MS (where co-elution assists correction for recovery and ion suppression).

Item-specific note

• No grade/purity or excipient status is specified for this item; refer to CoA/Spec Sheet. Product is for research use only, not for use in humans or for clinical diagnostics.

Physical Properties

Item-specific (from Product Data)

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

General/literature values for non-deuterated spironolactone (for context only; not item specifications)

• Molecular weight (parent, unlabeled): ~416.57 g/mol (literature). Deuterated analogs will be heavier by the number of incorporated deuteria (approx. +1.0063 per D).
• Physical state: crystalline solid; high lipophilicity (literature).
• Solubility: practically insoluble in water; soluble in organic solvents such as methanol, ethanol, acetonitrile, acetone, ethyl acetate, dichloromethane, and chloroform (literature).
• logP (XlogP3 for parent): ~2.8 to 3.0 (literature).
• pKa: no strongly ionizable groups in the typical assay range; behaves as a neutral molecule (literature).
• UV characteristics: conjugation limited; detection in LC–MS/MS typically via MS rather than strong UV (literature). Specific UV cutoff/ε not specified.

Notes

• Exact melting point, refractive index, density, water/peroxide/metal limits, and UV cutoff are Not specified for this item; refer to CoA/Spec Sheet.
• Deuteration does not materially alter bulk physical properties vs the unlabeled parent, aside from exact mass and subtle isotopic effects (literature).

Quality and Grades

Item-specific (from Product Data)

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

Practical considerations for deuterated reference standards (general)

• Isotopic enrichment: For quantitative LC–MS/MS, high deuterium incorporation at defined positions minimizes isotopic back-exchange and co-elution interferences. Verify labeling pattern, %D, and residual unlabeled content on the CoA.
• Residual solvents and counter-ions: Review CoA for residual solvent levels and any form information (free base vs. solvate). These influence solution stability and calibration accuracy.
• Analytical suitability: When used as an internal standard, lot-specific assay (wt%) and exact mass are critical for gravimetric standard preparation. Confirm assay and related substances on the CoA.
• Stabilizers: If a stabilizer is present, it will be declared on the CoA/Spec Sheet; none is specified here.

What the grade means

• If labeled as “reference standard” or similar on the CoA, it typically indicates tight controls on identity (NMR, HRMS), purity, and isotopic distribution suitable for quantitative analysis. Absent explicit grade here, confirm release tests and acceptance criteria on the CoA before regulated use.

Reaction and Applications

Item-specific (from Product Data)

• Manufacturer applications: Not specified.

Applied uses for Spironolactone-d (general, non-clinical)

• Internal standard in LC–MS/MS: deuterated spironolactone is widely employed as an isotopically labeled internal standard for quantitative determination of spironolactone and/or related analytes (e.g., canrenone) in complex matrices (plasma, serum, tissue homogenates, pharmaceutical formulations). Provides co-elution with minimal ionization bias and correction for matrix effects.
• Method development: useful for optimizing extraction recovery (PPT, LLE, SPE), monitoring matrix suppression, and establishing calibration curves with isotope-dilution accuracy.
• Metabolic/chemical stability studies: tracks degradation or conversion of parent spironolactone under stress (hydrolysis, oxidation) using differential mass to distinguish standard vs analyte.
• System suitability and carryover checks: monitors instrument performance (retention time, peak shape, response factor) and assesses autosampler carryover in UHPLC–MS.

Notes

• This product is for research use only. No medical/diagnostic use is implied.
• Exact m/z of the labeled standard depends on the number/position of deuteria; consult CoA for the precise exact mass to configure SIM/MRM transitions.

Reaction Conditions

Analytical method conditions (general literature guidance; not item specifications)

• LC–MS/MS mobile phases: aqueous phase with 0.1% formic acid or 5–10 mM ammonium formate; organic phase methanol or acetonitrile. Gradients reaching 70–95% organic typically elute spironolactone and its labeled analog in 1–6 min on a 50–100 mm C18 or phenyl-hexyl column (2.1 mm ID, ≤2.6 µm).
• Ionization/detection: positive ESI frequently used; monitor MRM transitions corresponding to [M+H]+ of the deuterated standard (exact m/z from CoA). Source temps 250–350 °C; capillary 3–5 kV; collision energies optimized empirically.
• Sample prep: protein precipitation with 3–4 volumes of cold ACN or MeOH containing the internal standard; centrifuge and inject supernatant. Alternatively, SPE (C18, mixed-mode) with MeOH/ACN elution improves cleanliness.
• Stability during prep: avoid strong base (>pH 9) and prolonged incubation at elevated temperature to limit lactone hydrolysis. Keep extracts at 2–8 °C or autosampler at 4–10 °C; analyze within 24–48 h or freeze extracts for longer storage.

Typical outcomes

• Calibration linearity: over low ng/mL to µg/mL ranges with r2 ≥ 0.99 when using isotope dilution (literature).
• Recovery/matrix effects: assessed via post-extraction spiking; the deuterated IS compensates most matrix-induced variability.

Safety and Handling

Item-specific (from Product Data)

• Storage conditions: Store at 2–8 °C.
• Shipped on: Wet ice.
• GHS classification, signal word, pictograms, and H-statements: Not specified for this item; refer to SDS.

General safety guidance (literature/practice; defer to SDS for authoritative details)

• Potential hazards: organic, lipophilic steroidal compound; may cause irritation upon contact or inhalation of dust. Handle as a substance of unknown toxicity profile; avoid generating dust/aerosols.
• PPE: lab coat, safety glasses, and appropriate chemical-resistant gloves (e.g., nitrile). Use in a chemical fume hood when weighing or dissolving.
• Incompatibilities: strong oxidizers and strong bases/acids that can promote hydrolysis or degradation of the lactone; avoid prolonged exposure to light and elevated temperatures (literature).
• First aid overview: if inhaled—move to fresh air; skin/eye contact—rinse with water for several minutes; ingestion—rinse mouth and seek medical attention. Always consult the SDS.
• Spill/cleanup: contain solids with damp disposable towels or HEPA-filtered vacuum; for solutions, absorb with inert material (silica/vermiculite). Dispose according to institutional and local regulations.
• Waste: collect in halogenated or non-halogenated organic waste streams as appropriate to the solvent matrix.

Solvent Selection

Item-specific (from Product Data)

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

General guidance for spironolactone isotopologues (literature/practice)

• Polarity/lipophilicity: neutral, lipophilic steroid; favors mid- to low-polar organic solvents.
• Recommended dissolution solvents for stock solutions: methanol, acetonitrile, ethanol, DMSO, acetone, ethyl acetate, or dichloromethane. For bioanalytical workflows, LC–MS grade methanol or acetonitrile are common.
• Aqueous media: very low water solubility; if aqueous working solutions are required, prepare concentrated organic stock and dilute into aqueous mobile phase containing 20–60% organic with vigorous mixing, or use co-solvent systems.
• Sample preparation contexts:
  • Protein precipitation: acetonitrile or methanol spiked with internal standard.
  • SPE: elute with MeOH/ACN or DCM/IPA depending on sorbent; avoid highly basic eluents to limit lactone hydrolysis.
• Stability considerations: avoid strong base and extended high-temperature exposure in polar protic solvents; store aliquots at 2–8 °C or colder (see Storage tab).

Storage and Reconstitution

Item-specific (from Product Data)

• Storage conditions: Store at 2–8 °C.
• Shipping: Wet ice.

General recommendations (not item specifications)

• Container: amber glass vial to protect from light; purge headspace with inert gas if long-term storage is anticipated.
• Solid material: if supplied as a solid, allow to equilibrate to room temperature in a desiccator before opening to minimize moisture condensation. Reseal promptly.
• Reconstitution: dissolve in LC–MS grade methanol or acetonitrile to prepare a concentrated stock (e.g., 0.1–1.0 mg/mL). Sonication may aid dissolution. Record exact mass and volume for accurate concentration.
• Aliquoting: prepare single-use aliquots to avoid repeated freeze–thaw or adsorption losses.
• Stability: short-term stability at 2–8 °C is generally acceptable for days to weeks; for longer-term storage, consider −20 to −80 °C. Verify stability experimentally in your matrix/solvent system.
• Adsorption: reduce nonspecific binding by using silanized or low-bind vials, especially at low ng/mL levels.

Always refer to the product’s CoA/Spec Sheet and SDS for definitive storage, handling, and stability instructions.

Structure and Identity

Item-specific (from Product Data)

• Product name: Spironolactone-d (SKU: S1423518)
• CAS: S1423518 (catalog-specific placeholder)
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.

General/literature description (applies to spironolactone isotopologues)

• Core scaffold: steroidal framework (four fused rings, cyclopentanoperhydrophenanthrene) with a 17-spiro γ-lactone.
• Key functional groups: spiro-fused lactone (ester), thioacyl/thiolactone functionality, multiple secondary/tertiary aliphatic centers, one thio-substituent on the A/B ring system (e.g., 7α thioacyl in non-deuterated parent; literature).
• Isotopic labeling: “-d” denotes deuterium incorporation at defined positions; exact labeling pattern and deuterium count vary by lot/design and are not specified here (refer to CoA for exact label positions and isotopic enrichment).
• 2D/structural features in words: a rigid, lipophilic, polycyclic steroid nucleus bearing a spiro-joined five-membered lactone at C17 and a sulfur-containing acyl substituent on the A/B ring region; overall neutral, non-ionizable under physiological pH (literature).

Synthetic Utility

Scope and limitations (general)

• Spironolactone-d is typically a final labeled reference material rather than a synthetic building block. Its synthetic utility lies in analytical and mechanistic studies rather than in downstream chemical transformations.

Applications in synthesis/analysis (literature/practice)

• Isotope-dilution mass spectrometry: enables rigorous quantification by correcting for extraction losses, ion suppression, and matrix variability.
• Mechanistic probes: deuterium incorporation at specific positions can, in principle, be leveraged for kinetic isotope effect studies on hydrolysis or oxidative pathways of the steroidal lactone scaffold.
• Degradation pathway elucidation: tracking labeled atoms through stress testing (acid/base hydrolysis, oxidative conditions) helps assign pathways leading to metabolites (e.g., canrenone formation) or degradation products.

Notes

• If chemical transformations are attempted, the lactone can undergo base- or acid-catalyzed hydrolysis; sulfur-containing moieties may be oxidized to sulfoxide/sulfone (literature). Deuterium at exchangeable positions may scramble under protic or catalytic H/D exchange conditions; maintain neutral to mildly acidic anhydrous conditions to preserve labeling where required.

Target Specificity

Not applicable.

• This product is a small-molecule deuterated standard, not an antibody or affinity reagent. No antigen/epitope, clone, isotype, or species reactivity applies.