Honokiol DCA - 10mM in DMSO , CAS No.1620160-42-0

CAS: 1620160-42-0 Cat. No.: H655785 Formula: C₂₂H₁₈Cl₄O₄ Molecular Weight: 488.19

GRADE & PURITY 10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Honokiol DCA (Honokiol dichloroacetate) is a dichloroacetate analog of Honokiol. Honokiol DCA can inhibit the growth of human prostate cancer cells in vitro and suppress the androgen receptor (AR) protein level.

In Vitro

Honokiol DCA (20-40 μM; 24-48 h) inhibits the viability of LNCaP and C4-2 cells in a dose-and time-dependent manner. Honokiol DCA (5-20 μM; 10 days) inhibits clonogenicity of prostate cancer cells. Honokiol DCA (20-40 μM; 24-48 h) significantly decreases the level of androgen receptor (AR) and prostate specific antigen (PSA) protein in LNCaP cells. Honokiol DCA (40 μM; 24 h) significantly decreases AR promoter activity in LNCaP and C4-2 cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Honokiol类似物 MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Specifications

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Honokiol DCA (Honokiol dichloroacetate) is a dichloroacetate analog of Honokiol. Honokiol DCA can inhibit the growth of human prostate cancer cells in vitro and suppress the androgen receptor (AR) protein level.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Names and Identifiers

Molecular Weight

488.19

Application Protocols

No item-specific, validated application protocols are provided for this product. The following general procedures reflect common practice for small-molecule screening.

Preparation of DMSO stock solutions (general)

• Allow vial to equilibrate to room temperature in a desiccator before opening. Accurately weigh compound quickly to minimize moisture uptake. Prepare a 10–50 mM stock in anhydrous DMSO; vortex and sonicate if needed. Filter (0.22 µm PTFE) for particulate removal if required by your assay.

Serial dilution for biochemical assays

• Prepare intermediate dilutions in DMSO to minimize precipitation. Back-dilute into assay buffer to achieve desired final concentrations with ≤0.1–1% DMSO. Include vehicle controls at matching DMSO levels.

Aqueous compatibility check

• After dilution, visually inspect for turbidity/precipitation. If observed, increase surfactant (e.g., 0.01–0.05% Tween-20) or adjust co-solvent within assay tolerance. Confirm concentration by UV or LC–MS where possible.

Stability controls

• Store working plates at 4 °C protected from light and use within the same day. For longer studies, assess freeze–thaw effects and hydrolytic stability by re-injecting samples on LC–MS after defined intervals.

Record-keeping

• Document lot number, preparation time, solvent, concentration, and storage conditions to ensure reproducibility across campaigns.

Biological Roles

Scope and disclaimer: No biological characterization is provided for this specific item. The following is general background intended to help plan research; it must not be construed as clinical/medical information.

General context (literature)

• Honokiol scaffold: A plant-derived biphenolic neolignan reported in the literature to interact with multiple cellular pathways in vitro. As an aromatic, polyphenolic framework, it is commonly studied for its redox properties, membrane interactions, and as a tool compound in signaling research. Exact molecular targets and potency are highly context- and substitution-dependent.
• DCA fragment: Dichloroacetate is a small chlorinated carboxylate widely used in biochemical research as a metabolic probe. When appended as an ester/amide promoiety, it can modulate lipophilicity, hydrolytic stability, and intracellular liberation of the parent phenol (general pro-moiety concept; not item-specific).
• Conjugate behavior: Ester-linked conjugates may act as latent forms that undergo enzymatic or chemical hydrolysis. The rate depends on substitution pattern, local environment, and esterase expression.

Practical guidance

• When profiling this compound in cells or enzymes, characterize baseline solubility, DMSO tolerance, and stability in the chosen assay buffer/medium. Include control arms with parent scaffold (if available) to differentiate scaffold activity from any effects imparted by the DCA moiety.
• Avoid over-interpretation from single-assay readouts; use orthogonal assays (biochemical, biophysical, cellular) to build robust structure–activity relationships.

Buffer Applications

Applicability: Honokiol DCA is a small organic research compound and is not a buffering reagent.

Guidance

• It does not constitute a classical buffer system and is not typically used to control solution pH.
• For biochemical assays involving this molecule, prepare it in an appropriate biological buffer (e.g., PBS, HEPES, Tris) selected for the assay’s pH and ionic strength. Maintain consistent co-solvent levels (e.g., DMSO ≤0.1–1% v/v) across all wells/samples to avoid solvent-related artifacts.
• If evaluating hydrolytic stability (e.g., potential ester linkages), compare behavior in buffers spanning pH 6.5–8.5 and include controls devoid of esterase activity to decouple chemical from enzymatic hydrolysis.

Green Alternatives

Context: Solvent and workflow choices often dominate the environmental footprint for small-molecule handling. With no item-specific solubility data available, the following recommendations are general and should be validated experimentally.

Greener solvent strategies

• Prefer DMSO or ethanol for stock/working solutions where compatible, minimizing halogenated solvents (e.g., CH2Cl2, CHCl3) that increase waste hazards.
• For extractions/workups, consider ethyl acetate or 2-MeTHF over dichloromethane; use heptane/ethyl acetate gradients instead of hexanes where possible.
• For chromatographic purification of related derivatives, supercritical CO2 (SFC) can reduce solvent consumption compared to normal-phase silica methods (literature best practice).

Comparison (general)

• DCM vs Ethyl acetate: Ethyl acetate offers lower toxicity and is biodegradable; however, DCM often provides faster separations. Where feasible, screen EtOAc/heptane systems first.
• THF vs 2-MeTHF: 2-MeTHF is bio-derived and more hydrophobic, simplifying aqueous workups; note its different miscibility profile and peroxidation risk management.

Operational principles

• Concentrate by rotary evaporation at modest bath temperatures to reduce energy use; recover solvents via recycling where infrastructure allows.
• Design experiments to minimize DMSO carryover in aqueous assays (<0.5% v/v) to limit solvent-related biological effects and downstream waste treatment.
• Right-size batch and aliquotting to reduce freeze–thaw losses and expired material disposal.

Pharmaceutical Uses

Applicability and disclaimer

• This product is supplied strictly for research use only and is not intended for human or veterinary use, diagnostic procedures, or as a drug substance/excipient.

General formulation context (not item-specific)

• Small, hydrophobic aromatic compounds are sometimes formulated for in vivo exploratory studies in research settings using vehicles such as PEG400/saline, Captisol, or lipid-based systems; however, any such use requires compound-specific safety, quality, and regulatory assessment beyond the scope of this catalog item.
• No pharmacopeial monograph, excipient status, or GMP grade is provided for this item. Do not use in manufacturing or clinical applications.

Practical notes for lab-scale research formulation

• For in vitro work, DMSO stocks diluted into aqueous buffers are common; ensure final co-solvent is matched across test and control conditions.
• For in vivo exploratory research carried out under appropriate approvals, establish full analytical characterization, sterility/bioburden (if required), endotoxin controls, and stability-indicating methods. These aspects are user-responsibility and are not specified for this product.

Physical Properties

Item-specific values (from Product 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 specified for this item; refer to CoA/Spec Sheet.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Refractive index: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility: Not specified for this item; refer to CoA/Spec Sheet.
• LogP, pKa: Not specified for this item; refer to CoA/Spec Sheet.

Literature/general guidance (not item-specific; for planning only)

• Solubility profile: Honokiol derivatives are commonly hydrophobic and are typically prepared as concentrated DMSO stock solutions (e.g., 10–50 mM) for screening. Limited aqueous solubility is expected unless ionizable or polar promoieties are present. Aromatic esters may show enhanced solubility in polar aprotic solvents (DMSO, DMF, DMA) and moderate solubility in alcohols (EtOH, MeOH).
• Stability considerations: Phenolic esters (if present) can be susceptible to hydrolysis in basic media and at elevated temperatures; dichloroacetate esters may hydrolyze faster under alkaline conditions. Protect from moisture and prolonged light exposure to mitigate hydrolysis and potential photodegradation (general guidance).
• Solid-state behavior: Many biphenyl derivatives crystallize readily and may exhibit polymorphism; grinding and gentle warming can aid dissolution, but avoid heating above any specified MP (not provided here).
• Spectroscopy: Aromatic chromophores often absorb in the UV (approx. 210–300 nm, literature). Exact UV–vis parameters for this item are not specified and should be obtained from the CoA.

Quality & Grades

Item-specific quality information

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

How to interpret quality for small-molecule library members (general guidance)

• Identity confirmation: Typically established by 1H/13C NMR, HRMS/ESI-MS, and LC–MS; some libraries also include HPLC purity traces and elemental analysis. For halogenated promoieties (e.g., dichloroacetyl), isotopic patterns in MS assist confirmation.
• Purity benchmarks: For screening collections, ≥95% by HPLC/UPLC is common; for mechanistic studies, ≥98% may be preferred. Verify the exact threshold on this item’s CoA.
• Residual solvents and water: Karl Fischer water content, residual solvent profiles (GC), and inorganic residue are often controlled; values are item-specific and should be consulted on the CoA.
• Stabilizers/additives: If any stabilizer is used, it will be declared on the CoA/label. None are specified here.
• Batch-to-batch consistency: Reference the lot-specific Certificate of Analysis for analytical data, retest/expiry dating, and recommended storage. For moisture-/base-labile esters, rapid handling and aliquoting can improve effective shelf life.
• Documentation: Request spectral package (NMR, MS, HPLC chromatogram) when needed for regulatory or publication purposes. Ensure spectral data match the specific CAS and structure intended for your experiments.

Reaction & Applications

Scope note: This catalog entry is supplied as a small-molecule research compound. No item-specific reaction performance data are provided. The following summarizes typical research uses for honokiol-derived conjugates; verify suitability experimentally.

Applications in discovery research (general)

• Chemical biology probes: Honokiol scaffolds are widely explored as polyphenolic, aromatic frameworks for pathway interrogation. DCA derivatization (if present as a dichloroacetyl group) can alter physicochemical properties, membrane permeability, and chemical stability, enabling SAR comparisons with the parent scaffold.
• Screening: Suitable for inclusion in phenotypic or target-based screens. Prepare well-defined DMSO stocks, confirm purity by LC–MS, and assess solubility limits in assay buffer to avoid false negatives from precipitation.
• ADME/stability studies: If the molecule bears an ester linkage, in vitro hydrolysis in plasma or esterase-containing systems can be profiled to understand pro-moiety behavior (general guidance; not item-specific).

Synthetic/analytical considerations

• Derivatization strategies: Phenolic acylation with dichloroacetyl chloride or DCC/DMAP-mediated coupling to dichloroacetic acid are common literature methods to prepare aryl dichloroacetates; regioselectivity on polyphenols can be tuned by protection strategies.
• Analysis: Use LC–MS with negative/positive ESI to monitor molecular ion and dichloroacetyl isotopic pattern; in 1H NMR, ester formation typically downfield-shifts the phenolic proton (which may disappear if esterified) and introduces characteristic methine signals for the DCA fragment (if present).

Reaction Conditions

No item-specific reaction condition data are provided. The following general conditions are drawn from literature and are intended only as planning guidance for related chemistry or for analytical/stability studies.

Typical conditions for preparing aryl dichloroacetates (literature)

• Acyl chloride route: Dichloroacetyl chloride (1.1–1.5 eq), base (pyridine or triethylamine, 2–3 eq), catalytic DMAP (0.05–0.1 eq), solvent CH2Cl2 or toluene, 0 °C to rt, 1–4 h. Work up with aqueous NaHCO3 and brine; purify by silica (hexanes/EtOAc). Yields commonly 60–90% depending on substitution and sterics.
• Carbodiimide coupling: Dichloroacetic acid (1.2–1.5 eq), DCC or EDC·HCl (1.2–1.5 eq), DMAP (0.1 eq), solvent CH2Cl2 or DMF, 0 °C to rt, 2–16 h. Filter urea byproduct and purify by chromatography.

Hydrolysis/stability assessment (analytical guidance)

• Chemical hydrolysis: Incubate at pH 7.4 and 8.5 (phosphate or Tris buffers) at 37 °C; sample over time, quench with acidified acetonitrile, and analyze by LC–MS for parent vs deacylated phenol.
• Enzymatic hydrolysis: Incubate with porcine liver esterase or plasma (species-specific) under controlled protein concentrations; monitor time-course by LC–MS.

Solvent/temperature windows (general)

• Avoid prolonged exposure to strong base (>pH 10) or elevated temperatures (>50–60 °C) if ester linkages are present, to limit decomposition. Protect from moisture and light during reactions and storage.

Safety & Handling

Item-specific hazard information (from Product Data)

• Signal Word: Not specified for this item; refer to SDS.
• H-Statements: Not specified for this item; refer to SDS.
• GHS Classification: Not specified for this item; refer to SDS.
• Pictograms: Not specified for this item; refer to SDS.

General laboratory safety guidance (not item-specific; defer to SDS)

• PPE: Wear lab coat, safety glasses, and appropriate chemical-resistant gloves (e.g., nitrile). Handle powders/solids in a fume hood to avoid inhalation of dust or aerosols.
• Handling: Avoid breathing dust/vapors. Avoid contact with skin, eyes, and clothing. Use only in a well-ventilated area. When preparing DMSO stocks, prevent aerosolization and wipe spills promptly.
• Incompatibilities: If the compound contains ester linkages (common in acylated phenols), avoid strong bases and strong acids which can accelerate hydrolysis. Avoid strong oxidizers.
• Thermal/light sensitivity: Store cold and protect from light to minimize degradation of aromatic/ester functionalities (general guidance). Follow product-specific storage: Store at −80°C.
• First aid (overview): If on skin/eyes, rinse with water for several minutes; remove contaminated clothing. If inhaled, move to fresh air. If ingested, rinse mouth. Seek medical attention as needed. Always consult the SDS for authoritative measures.
• Waste: Collect organic solutions and contaminated materials as hazardous organic waste per institutional and local regulations.
• Peroxide formation: Not a typical concern for biphenyl phenolics/esters; however, always check aged solutions before scale-up operations.

Solvent Selection

Applicability note: No item-specific solubility data are provided; guidance below is general for hydrophobic aromatic small molecules and phenolic esters.

General solvent recommendations (literature/practice)

• Stock preparation: DMSO is typically preferred for preparing concentrated screening stocks (e.g., 10–50 mM). Warm to room temperature and vortex/sonicate to assist dissolution; avoid heating above any specified MP (not provided here).
• Working solutions: For biochemical assays, dilute DMSO stocks into aqueous buffers keeping final DMSO ≤0.1–1% v/v to minimize assay interference. Use solubilizing aids (0.01–0.1% nonionic surfactant such as Tween-20 or Pluronic F-127) if precipitation is observed.
• Alternative polar aprotics: DMF or DMA can be used when DMSO is undesirable; verify assay compatibility and cytotoxicity tolerance if used in cellular systems.
• Protic solvents: Ethanol or methanol can dissolve many biphenyl derivatives moderately well; co-solvent strategies (EtOH/DMSO + buffer) can help reach target concentrations.
• Nonpolar/medium polarity: Ethyl acetate, MTBE, or toluene may be used for chromatographic handling and synthetic manipulations; these are less common for bioassays.

Selection tips

• Choose DMSO for reproducible screening logistics; choose EtOH when volatile removal is needed post-formulation. For hydrolysis studies of putative ester linkages, compare stability in neat DMSO vs aqueous buffer (pH 7.4–9) to assess susceptibility.
• Avoid halogenated solvents for routine bioassay sample prep when possible; reserve for analytical or synthetic steps if required.

Storage & Reconstitution

Item-specific storage/shipping (from Product Data)

• Storage Conditions: Store at −80°C.
• Shipped In: Dry ice packs + Cold packs.

General reconstitution and handling guidance (not item-specific)

• Upon receipt: Keep frozen until use. If the compound arrives partially thawed, immediately return to −80°C and allow temperature to equilibrate before opening to avoid condensation.
• Aliquotting: If repeated use is expected, aliquot solid material or DMSO stock solutions into single-use portions to minimize freeze–thaw cycles and headspace moisture exposure.
• Stock solution preparation: Reconstitute in anhydrous DMSO to a convenient concentration (e.g., 10–50 mM) under dry conditions. Mix thoroughly (vortex/brief sonication). Record exact concentration and date.
• Light/moisture protection: Store aliquots in amber vials or foil-wrapped microtubes with desiccant. Purge with inert gas (N2/Ar) if prolonged storage is anticipated.
• Short-term storage: Working DMSO stocks may be kept at −20 to −30°C for days to weeks depending on stability; verify by LC–MS/HPLC as needed. For this item, default to −80°C unless your internal stability data justify higher temperatures.
• Thawing: Thaw on ice or at room temperature briefly, then immediately return unused material to −80°C. Avoid repeated freeze–thaw.
• Aqueous solutions: Prepare immediately before use. Do not store unless stability has been verified under your exact conditions.

Specifications note

• Any item-specific solubility, stability, or additive information is Not specified for this item; refer to CoA/Spec Sheet and SDS for authoritative guidance.

Structure & Identity

Item-specific (from Product Data)

• SKU: H655785
• Product Name: Honokiol DCA
• CAS: 1620160-42-0
• 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.
• Category: Small molecules and compound libraries (全部 / 可售 / 小分子和化合物库)
• Research use: For research use only

Literature/general structural context (not item-specific)

• “Honokiol” denotes a biphenolic neolignan scaffold composed of two phenyl rings (biphenyl) bearing phenolic OH groups and allyl/allyloxy substituents in typical natural honokiol; it is planar/rigid with conjugated aromatic systems.
• “DCA” commonly abbreviates dichloroacetate; in small-molecule design, DCA can appear as a carboxylate/ester promoiety or as part of an amide/ester linkage to tune polarity, stability, or cellular uptake.
• A “Honokiol–DCA” construct in literature often implies a derivatized honokiol in which at least one phenolic OH is acylated with a dichloroacetyl group, producing an aryl ester. However, the exact regiochemistry, substitution pattern, and stereochemical descriptors for this specific catalog item are not provided here and must be confirmed by the item’s CoA/NMR.

2D structure description (general, illustrative)

• Core: biphenyl backbone with two aromatic rings connected by a C–C bond; typical honokiol features two phenolic positions available for functionalization.
• Functional groups (conceptual): phenolic/aromatic units; potential ester/amide linkage to a dichloroacetyl fragment if DCA is present as a conjugate. Exact positions for this item are not specified.

Synthetic Utility

Positioning: This item is offered as a finished small molecule for screening and research. While not primarily a synthetic building block, knowledge of typical reactivity of related scaffolds can aid in analog design and metabolite/stability studies.

General reactivity of honokiol-like scaffolds (literature)

• Phenolic functions: Amenable to O-acylation, O-alkylation, and carbonate/urethane formation; selective protection may be required on polyphenols.
• Biphenyl core: Undergoes electrophilic aromatic substitution and cross-coupling chemistry (e.g., Suzuki–Miyaura) when appropriately halogenated; enables late-stage diversification.
• DCA linkage (conceptual): Dichloroacetylation via acyl chloride or carbodiimide coupling affords aryl dichloroacetates; these esters are generally hydrolysis-prone under basic conditions and can serve as cleavable promoieties.

Analytical implications

• Hydrolysis mapping: Monitor potential cleavage of a dichloroacetyl ester by LC–MS; look for appearance of the deacylated phenol and dichloroacetate-derived fragments in negative-ion mode.
• Stability-directed design: Introduction/removal of electron-withdrawing substituents on the ring or steric bulk near the phenolic oxygen can modulate ester half-life. These principles can guide analogue synthesis for SAR, though they are not item-specific manufacturing details.

Target Specificity

Not applicable/Not provided for this item.

• This product is a small-molecule research compound, not an antibody or biologic. No antigen/epitope, clone, isotype, or species reactivity information is relevant.
• If a specific molecular target is being investigated in your research, we recommend generating target engagement data (e.g., thermal shift assays, SPR, enzymology) with this compound lot and documenting conditions alongside the lot-specific CoA.