Simonsinol - ≥97% , CAS No.155709-40-3

CAS: 155709-40-3 Cat. No.: S1009993 PubChem CID: 10340821

GRADE & PURITY ≥97%

Storage

Room temperature

Specifications

사양 및 순도

≥97%

보관 조건

Room temperature

순수함

≥97%

이름과 식별자

• 정식 스마일: C=CCC1=CC(=C(C=C1)O)C2=CC(=CC(=C2O)C3=CC(=C(C=C3)O)CC=C)CC=C
• IUPAC Name: 2-(2-hydroxy-5-prop-2-enylphenyl)-6-(4-hydroxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol
• InChIKey: FAERQKZGOCHVNC-UHFFFAOYSA-N
• INCHI: 1S/C27H26O3/c1-4-7-18-10-12-26(29)23(14-18)24-16-19(8-5-2)15-22(27(24)30)20-11-13-25(28)21(17-20)9-6-3/h4-6,10-17,28-30H,1-3,7-9H2
• 이성체 SMILES: C=CCC1=CC(=C(C=C1)O)C2=CC(=CC(=C2O)C3=CC(=C(C=C3)O)CC=C)CC=C
• PubChem CID: 10340821

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • 분류 Benzene and substituted derivatives
      • Subclass Terphenyls

• Kingdom: Organic compounds
• Superclass: Benzenoids
• 분류: Benzene and substituted derivatives
• Subclass: Terphenyls
• Intermediate Tree Nodes: Not available
• Direct Parent: M-terphenyls
• Alternative Parents: Biphenyls and derivatives 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Meta-terphenyl - Biphenyl - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• 설명: This compound belongs to the class of organic compounds known as m-terphenyls. These are terphenyls with a structure containing the 1,3-diphenylbenzene skeleton.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

화학 및 물리적 특성

• 분자량: 398.500 g/mol
• XLogP3: 7.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 398.188 Da
• Monoisotopic Mass: 398.188 Da
• Topological Polar Surface Area: 60.700 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 572.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Application Protocols

No tested application protocols are provided for this item.

General handling protocol for small-molecule screening stocks (research use only):

• Weighing: Equilibrate container to room temperature in a desiccator before opening. Minimize atmospheric exposure if hygroscopicity is suspected.
• Stock preparation: Dissolve to 10–50 mM in anhydrous DMSO. Vortex and sonicate if needed. Filter through 0.22 µm PTFE if particulate persists and filtration is compatible.
• Aliquoting: Dispense single-use aliquots (10–100 µL) into inert, airtight vials or plates to avoid repeated freeze–thaw and adsorption losses.
• Storage of stocks: −20 °C or −80 °C, desiccated and protected from light as appropriate (general recommendation; verify compound stability experimentally). Thaw on ice and use promptly.
• Documentation: Record lot number, concentration, solvent, preparation date, and observed solubility/appearance.

For analytical protocols (HPLC/LC-MS), develop methods specific to Simonsinol once structure/UV profile are confirmed.

Biological Roles

Item-specific biological information is not provided. No claims are made regarding targets, pathways, or mechanisms for Simonsinol.

General considerations for small molecules in research (non-clinical, research use only):

• If you intend to evaluate biochemical or cellular effects, begin with orthogonal identity and purity confirmation (LC-MS, NMR). Confirm absence of confounding impurities (reactive aldehydes, peroxides, heavy metals) that can generate false positives.
• Characterize aggregation and nonspecific interference: perform detergent controls, dynamic light scattering, and concentration-response assays to identify colloidal aggregation or pan-assay interference.
• Assess chemical stability in assay media (pH, ionic strength, presence of nucleophiles, redox environment) to ensure the parent species is tested.
• For permeability and distribution hypotheses, measure logD at relevant pH and run PAMPA or parallel artificial membrane assays as appropriate.

Note: Any biological role determination should be supported by primary literature specific to Simonsinol. In the absence of such data, treat it as an uncharacterized research chemical.

Buffer Applications

Buffer formulation details for Simonsinol are not specified and will depend on its ionization behavior, which is currently unknown from the item record.

Guidance for preparing assay buffers with small molecules of unknown pKa:

• Prepare compound stock in DMSO (e.g., 10–50 mM). Dilute into pre-warmed buffer with vigorous mixing to the desired working concentration, keeping final DMSO ≤1–2% where possible.
• Use a buffer system that spans the likely pH of stability and intended biology: citrate (pH 3–6), phosphate (pH 6–8), HEPES (pH 6.8–8.2), TRIS (pH 7.5–9). Run short-term stability checks by LC to pick an optimal pH.
• If precipitation occurs on dilution, add small amounts of co-solvent (1–10% ACN or MeOH) or increase temperature slightly and mix thoroughly. Avoid surfactants unless compatible with the assay.

Note: Definitive buffer recommendations require knowledge of Simonsinol’s acid/base properties. Obtain pKa and solubility data from the CoA or measure experimentally.

Green Alternatives

Without a defined structure or established processing solvent for Simonsinol, specific green substitution cannot be prescribed. However, the following general guidance helps minimize environmental impact during handling, analytics, and formulation of small molecules.

Greener solvent hierarchy (general):

• Prefer: water, ethanol, isopropanol, ethyl acetate, 2-methyltetrahydrofuran (2-MeTHF), dimethyl carbonate (DMC), propylene carbonate.
• Use with care: acetonitrile, acetone, methanol.
• Avoid/minimize: DMF, NMP, dichloromethane, chloroform, toluene, hexane (where practical alternatives exist).

Small comparison (general):

• 2-MeTHF vs THF: 2-MeTHF is bio-based and less miscible with water, facilitating workups; THF typically forms peroxides faster. Tradeoff: 2-MeTHF has a stronger odor and different miscibility.
• Ethyl acetate vs DCM: EtOAc is less toxic and biodegradable; DCM offers stronger solvency and denser phase for extractions but carries higher toxicity and emissions burden.

Operational tips:

• Start solubility screens with greener polar protic or ester solvents before moving to amide or chlorinated solvents.
• Scale analytics with ACN/MeOH-water gradients optimized to minimize solvent consumption, and recycle mobile phases where feasible.
• Apply microscale reactions and high-throughput experimentation to reduce solvent and reagent usage.

Always verify that greener choices meet your performance criteria (solubility, stability, assay compatibility).

Pharmaceutical Uses

No pharmacopeial monograph, excipient role, or formulation status is provided for this item. Simonsinol is supplied strictly for research use only.

General, non-clinical considerations for formulation research with small molecules:

• Early pre-formulation: determine solubility across pH, cosolvent systems, and evaluate solid-state form (polymorph, amorphous content). Use DSC/TGA/PXRD.
• Solubilization strategies: cosolvents (EtOH/PEG 400/propylene glycol), cyclodextrin inclusion, lipid-based vehicles, or nanoparticles—selected based on stability and intended route in model systems. Document and control residual solvents.
• Analytical support: develop stability-indicating HPLC/UPLC methods; monitor degradation pathways (hydrolysis, oxidation, photolysis). Identify impurities by LC-MS and NMR.

Compliance note:

• This product is not intended for human or veterinary use, APIs, or diagnostics. Do not use in clinical applications. For any regulated development, obtain full characterization, impurity profiles, and stability data under relevant guidelines.

Physical Properties

Item-specific specifications:

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

Typical physicochemical data (literature or computed):

• Because structural data are not provided, literature/computed values (bp, mp, density, logP, pKa, refractive index, UV cutoff) cannot be listed with confidence. Obtain confirmed structure and purity data from the CoA to enable reliable predictions.

Solubility guidance (general best practices):

• For unknown small molecules, perform a tiered solubility screen at 1–10 mg/mL in: DMSO, DMF, acetonitrile, methanol, ethanol, isopropanol, acetone, ethyl acetate, toluene, water, and selected buffers (pH 2–9). Warm to 30–40 °C and sonicate as needed. Document outcomes to define working solvents for analytics and biology.

Spectroscopic characterization (general):

• Record 1H/13C NMR (DMSO-d6, CDCl3, or MeOD-d4 depending on solubility), HRMS, and FTIR. If chiral, consider optical rotation and chiral HPLC. DSC/TGA can clarify mp and thermal stability.

Note: Where a specific numerical property is required for your method validation, defer to the latest CoA/Spec Sheet for this lot.

Quality and Grades

Item-specific grade/purity:

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

Interpretation and guidance:

• When grade is unspecified for a screening compound, quality is generally defined by assay purity (e.g., HPLC/UPLC area %) and identity confirmation (NMR/HRMS). For structure-activity work, confirm purity on your in-house system to ensure assay reproducibility.
• If UV-based detection is planned, request a low-UV impurity profile or UV cut-off data. For MS-based workflows, ask for inorganic residue/metals data if relevant to your application.
• Stabilizers: Not specified for this item; refer to CoA/Spec Sheet. If a stabilizer is present, it may affect certain bioassays or catalysis; perform control experiments.

Recommended documentation to request:

• CoA with lot-specific purity (HPLC traces), identity spectra (1H/13C NMR, HRMS), water content (Karl Fischer), and residual solvents (GC). Where applicable, enantiomeric excess (chiral HPLC) and polymorph information (PXRD/DSC).

Fit-for-purpose considerations:

• Medicinal chemistry: target ≥95–98% assay purity and verify identity.
• Materials/analytical method development: define impurity thresholds and residual solvent specifications aligned to your internal SOPs.

Reaction and Applications

Manufacturer-provided applications: Not specified in the item record.

Context and guidance:

• Simonsinol is listed under a small-molecule/compound library category. In typical use, such compounds serve as screening standards, reference materials, or SAR probes rather than as synthetic reagents. Without structure, assigning it to reaction families (e.g., cross-coupling partners, electrophiles/nucleophiles) is not possible.

Recommended workflows for application development:

• Analytical: Establish a robust LC-UV and LC-MS method for identity/purity. Determine retention on C18 and HILIC to inform polarity. Acquire UV spectrum to select detection wavelength and assess chromophores.
• Biological assays (research use only): Prepare DMSO stocks; perform preliminary solubility and stability checks in the intended assay buffer (time-course LC to assess degradation).
• Chemical stability screening: Expose aliquots to acid (0.1 M HCl), base (0.1 M NaOH), oxidant (H2O2, dilute), reductant (Na2S2O4), and light to map liabilities before committing to long incubations or heat.

If you intend to use Simonsinol as a synthetic intermediate:

• Obtain the structure and functional group analysis from the CoA/Spec Sheet to position it in retrosynthetic plans, choose protective group strategies, and select compatible catalysts/conditions.

Reaction Conditions

No reaction conditions specific to Simonsinol are provided in the item record, and without structural information it is not possible to recommend named reactions, catalysts, or temperature ranges applicable to this compound.

General guidance for exploring reactivity (if structure is obtained):

• Cross-coupling handles (aryl/vinyl halides, boronates, stannanes): Pd-catalyzed Suzuki–Miyaura (water/EtOH/2-MeTHF mixtures), Buchwald–Hartwig amination, or Negishi with compatible zincates. Typical 25–100 °C, base such as K3PO4 or Cs2CO3.
• Carbonyl chemistry: reductions (NaBH4, DIBAL), oxidations (Dess–Martin, TEMPO-based), condensations (aldol, Knoevenagel), amide couplings (HATU/EDC/Oxyma) in DMF/ACN/EtOAc where compatible.
• Heterocycle functionalization: electrophilic/nucleophilic aromatic substitution under controlled conditions; metalation with careful temperature control.

Stability screens (prior to scale):

• Subject small aliquots to acid/base, oxidative, thermal, and photolytic stress; analyze by LC-MS to define safe operating windows.

Note: Treat the above as general literature guidance; do not apply without confirming Simonsinol’s structure and compatibility.

Safety and Handling

GHS information (item-specific):

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

General laboratory precautions for small-molecule solids/liquids:

• Use in a fume hood; avoid inhalation, ingestion, and skin/eye contact. Wear appropriate PPE: lab coat, safety glasses, and chemical-resistant gloves (e.g., nitrile). Consider double-gloving for prolonged handling.
• Avoid incompatible reagents until compatibility is known (strong oxidizers, strong acids/bases, reducing agents). Do not heat or concentrate to dryness without understanding thermal stability.
• If dusts or aerosols may form, use local exhaust; consider respiratory protection per institutional policy.

First-aid overview (general):

• Skin/eye contact: Rinse with water for ≥15 min; remove contaminated clothing. Seek medical attention if irritation persists.
• Inhalation: Move to fresh air; monitor breathing; seek medical attention if symptoms occur.
• Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.

Spill/accidental release:

• Contain with inert absorbent. Collect in labeled waste. Wash area with suitable detergent and water.

Waste disposal:

• Dispose according to local regulations and your institutional hazardous waste program. Segregate halogenated vs non-halogenated solvents if used.

Authoritative data:

• Always defer to the product SDS for definitive hazard classification, exposure limits, and response guidance.

Solvent Selection

Because the structure and polarity of Simonsinol are not specified in the item record, solvent choices should be established empirically.

General strategy for small-molecule dissolution:

• Start with DMSO as a universal stock solvent (1–50 mM). If aqueous work is required, prepare DMSO stocks and dilute into buffers with vigorous mixing (keep final DMSO ≤1–2% v/v for most biochemical assays).
• If DMSO is undesirable, screen: DMF, acetonitrile, methanol, ethanol, isopropanol, acetone, ethyl acetate, MTBE, toluene, dichloromethane, and water (pH-adjusted if ionizable groups are later identified).
• To improve solubility: warm gently (30–40 °C), sonicate, or add minimal co-solvent (e.g., 5–20% ACN/MeOH) to aqueous media. Use surfactants (Tween-20, Pluronic) cautiously in biological assays.

Polarity/miscibility (general guidance):

• Without confirmed structure, dielectric constant and logP cannot be provided. Practically, bracket the compound’s behavior by testing miscibility in polar aprotic, polar protic, and nonpolar solvents to classify handling needs.

Comparison notes:

• DMSO vs DMF: DMSO is less volatile and broadly compatible with bioassays; DMF may offer similar solvency but has stronger background in some assays.
• Acetonitrile vs methanol: ACN is weaker hydrogen-bond donor and often preferred for LC-MS; MeOH may improve dissolution for HBD/HBA-rich molecules.

Storage and Reconstitution

Item-specific storage:

• Storage Conditions: Room temperature (as provided in Product Data).
• Shipped In: Not specified for this item; refer to CoA/Spec Sheet.
• Appearance: Not specified for this item; refer to CoA/Spec Sheet.

General storage guidance for small molecules:

• Keep container tightly closed in a dry, well-ventilated place. Use desiccant if moisture sensitivity is suspected. Protect from light if chromophores prone to photolysis are present (unknown for this item—exercise caution).
• Upon receipt, inspect for clumping, discoloration, or crystallization changes; verify identity/purity before critical experiments.

Reconstitution (general recommendations):

• For assay stock solutions, dissolve in anhydrous DMSO to 10–50 mM. If aqueous working solutions are required, dilute the DMSO stock into buffer with vigorous mixing, maintaining final DMSO ≤1–2% v/v when compatible with the assay.
• If poor solubility is encountered, consider ethanol, methanol, acetonitrile, or DMF as alternative stock solvents, guided by your solubility screen.
• Prepare single-use aliquots to avoid repeated freeze–thaw; label with lot, concentration, solvent, and date.

Notes:

• Where specific stability data (thermal, photostability, pH) are required, consult the CoA/SDS or perform a short stability study under your storage conditions.
• This product is for research use only.

Structure and Identity

Brief overview: Simonsinol is listed in our small-molecule/compound library category. Detailed structural identifiers are not fully provided in the item record.

Item-specific facts (from Product Data):

• SKU: S1009993
• Product Name: Simonsinol
• CAS: 155709-40-3
• InChIKey: 77411 (as provided; note this is not a standard-length InChIKey)
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.

Structural features:

• Functional groups, ring systems, stereochemistry: Not specified for this item; refer to CoA/Spec Sheet.

2D structure (verbal description):

• A precise 2D description cannot be provided without a structure depiction or SMILES. Please consult the CoA/Spec Sheet or SDS for definitive structural information.

Notes:

• If you require confirmed identifiers (canonical SMILES, full InChI, proper 27-character InChIKey), request the current CoA or spectral package (1H/13C NMR, HRMS, IR).

Synthetic Utility

Item-specific functional groups and reactivity are not provided, preventing precise classification of Simonsinol as a nucleophile, electrophile, coupling partner, or protecting group derivative.

General roadmap if using Simonsinol as a synthetic building block or reference standard:

• Acquire and review the structural formula, then map functional groups (e.g., halides, alcohols, amines, carbonyls, heterocycles) to identify feasible transformations (substitution, acylation, cross-coupling, oxidation/reduction, cycloaddition).
• Check chemoselectivity: if multiple reactive sites are present, plan protecting group strategies and sequence steps to avoid incompatibilities.
• Evaluate stability to bases, acids, oxidants, and heat before selecting reaction conditions.
• If chirality is present (to be confirmed), plan enantiospecific steps or resolutions and track ee by chiral HPLC or SFC.

Analytical control:

• Establish reaction monitoring (TLC, LC-MS) and robust purification (flash chromatography, crystallization, prep HPLC). Confirm structures by NMR/HRMS after each key transformation.

Conclusion:

• With confirmed structure, Simonsinol may fit into standard synthetic manifolds; until then, treat it as a characterized end-product or screening entity rather than a general-purpose reagent.

Target Specificity

Not applicable. This product is not an antibody or biological ligand with defined target-binding specificity in the item record. No antigen, epitope, clone, isotype, or species reactivity information is provided.