Kanshone A - ≥98% , CAS No.115356-18-8

CAS: 115356-18-8 Cat. No.: K946567 PubChem CID: 10466564

GRADE & PURITY ≥98%

Storage

Room temperature

Specifications

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Room temperature

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC1CCC=C2C1(C(C=CC2=O)C(C)(C)O)C
• IUPAC Name: (4R,4aR,5R)-4-(2-hydroxypropan-2-yl)-4a,5-dimethyl-4,5,6,7-tetrahydronaphthalen-1-one
• InChIKey: CSSWGHXLDCLRSF-DGFSRKRXSA-N
• INCHI: 1S/C15H22O2/c1-10-6-5-7-11-12(16)8-9-13(14(2,3)17)15(10,11)4/h7-10,13,17H,5-6H2,1-4H3/t10-,13+,15+/m1/s1
• Isómeros SMILES: C[C@@H]1CCC=C2[C@]1([C@@H](C=CC2=O)C(C)(C)O)C
• PubChem CID: 10466564

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Prenol lipids
      • Subclass Sesquiterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Sesquiterpenoids
• Alternative Parents: Cyclohexenones Tertiary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Nardosinane sesquiterpenoid - Sesquiterpenoid - Cyclohexenone - Tertiary alcohol - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
• 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

Propiedades químicas y físicas

• Peso molecular: 234.330 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 234.162 Da
• Monoisotopic Mass: 234.162 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 403.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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 item-specific, validated protocols are provided for this SKU.

General guidance for small-molecule handling in screening workflows:

• Stock preparation: dissolve in an appropriate solvent (commonly DMSO) to prepare 10–50 mM stocks; vortex and, if needed, sonicate gently. Filter through 0.22 μm PTFE to remove particulates.
• Plate handling: dispense using calibrated acoustic/positive-displacement systems. Minimize DMSO carryover by limiting final assay concentration to ≤0.5–1% v/v.
• Storage of plates: seal with solvent-resistant films; store at recommended temperature; minimize freeze–thaw by using single-use aliquots.
• Assay QC: include vehicle controls, reference compounds (if available), and run orthogonal readouts to confirm activity. Verify compound integrity in the assay plate by post-assay LC-MS spot checks.

Note: Adapt these steps to your institutional SOPs and verify stability/solubility for Kanshone A experimentally.

Biological Roles

Item-specific biological function data are not provided for this product, and no claims are made here.

General context (literature-level, to be verified independently):

• Compounds labeled as natural products in small-molecule libraries are often investigated as secondary metabolites with potential ecological roles (defense, signaling) in their source organisms. Whether Kanshone A originates from a specific plant, fungus, or marine organism should be confirmed from primary literature tied to CAS 115356-18-8.
• In research settings, such compounds may serve as chemical probes or reference standards in biochemical assays, metabolism studies, and analytical profiling. Any interaction with enzymes, receptors, or pathways must be established experimentally and is system-dependent.

Good practice:

• If biological mechanism is under study, report exact lot, solvent vehicle, concentration, and exposure time. Include vehicle controls and verify compound integrity in the assay matrix by LC-MS to rule out decomposition.
• Avoid extrapolating in vitro findings to physiological or clinical significance; this product is for research use only.

Buffer Applications

Kanshone A is a discrete small organic molecule, not a buffering agent. Therefore, it is not typically used to prepare buffer systems or control pH.

Practical notes for assay buffers (general guidance):

• Prepare compound stock solutions in DMSO or a suitable organic co-solvent and dilute into pre-made biological buffers (e.g., PBS, HEPES, Tris) while keeping the final organic content low (≤0.5–1% v/v) to avoid perturbing protein stability.
• Pre-screen for precipitation upon dilution into the target buffer and adjust ionic strength, pH, and co-solvent fraction as needed.

Green Alternatives

Because Kanshone A is a target compound rather than a process solvent or common reagent, “green alternative” considerations focus on how you handle, dissolve, and process it rather than on replacing the molecule itself.

Greener handling strategies (general):

• Prefer low-toxicity, biorenewable solvents where compatible (e.g., ethanol, ethyl acetate, 2-MeTHF) for workup and purification. Validate stability first.
• Use miniaturized assay formats (384-/1536-well) to reduce DMSO consumption and chemical waste.
• Opt for solid dispensing (powder aliquots) or pre-aliquoted DMSO stocks to limit repeated freeze–thaw and minimize solvent usage.
• Employ benign drying agents (e.g., molecular sieves) instead of stoichiometric salts when feasible.

Illustrative comparison (general; validate compatibility):

• DMSO vs Ethanol: DMSO has superior solvating power but higher environmental persistence; ethanol is renewable and easier to remove, though solubility may be lower.
• ACN vs EtOAc: ACN is excellent for LC-MS but is petrochemical-derived and toxic; EtOAc is greener for extractions/purifications if analyte stability allows.

Waste minimization:

• Consolidate organic wastes and segregate halogenated streams. Implement LC methods with shorter gradients and smaller ID columns to decrease solvent use while maintaining resolution.

Pharmaceutical Uses

No pharmacopeial status, excipient role, or formulation designation is provided for this item.

Context (non-clinical, manufacturing-focused):

• In pharmaceutical discovery settings, small-molecule standards like Kanshone A may be used as analytical references, spike controls in bioanalytical method development, or as tool compounds in preclinical target validation assays. These uses are strictly for laboratory research and process development.
• If formulation studies are performed, typical approaches include DMSO stocks diluted into aqueous vehicles, co-solvent systems (e.g., DMSO/PEG400/saline), or cyclodextrin inclusion—each requiring stability and compatibility verification by LC-MS and forced-degradation studies.

Compliance note:

• This product is sold for research use only and is not intended for human or veterinary use, API manufacturing, or clinical applications.

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.
• Solubility, melting point, boiling point, density, refractive index, pKa, logP: Not specified for this item; refer to CoA/Spec Sheet.

Literature/general guidance (verify for your batch):

• Many small-molecule natural products are solids at ambient conditions and exhibit limited aqueous solubility; they are often soluble in organic solvents such as DMSO, MeOH, EtOH, or ACN. Actual solubility for Kanshone A should be determined experimentally for your lot.
• If a neutral, lipophilic scaffold is confirmed, expect higher solubility in aprotic solvents (e.g., DMSO, DMF, EtOAc) and lower in water. If ionizable groups are present, pH-dependent solubility may apply.

Practical tips:

• Perform a mini-solubility screen (DMSO, MeOH, ACN, EtOH, DMF, PBS at pH 7.4 and 9.0) at 1–10 mg/mL to identify a workable vehicle. Filter or centrifuge to remove undissolved material.
• If crystallinity complicates dissolution, use gentle warming (≤40 °C) and sonication. Avoid prolonged heating.
• Record the vehicle and concentration on vial labels and in ELNs for reproducibility.

Quality and Grades

Item-specific quality details:

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

Interpretation and expectations for a research small-molecule (general guidance):

• For compounds in small-molecule/compound libraries, typical QC includes purity by HPLC/UPLC (often ≥95% area by UV), identity by 1H NMR and HRMS/ESI-MS, and sometimes 13C NMR and elemental analysis. Verify which tests are provided on the CoA for this SKU.
• If “HPLC grade” or “screening grade” is designated (not specified here), it generally indicates low levels of UV-active impurities and suitability for bioassay screening. Absence of a stated grade does not imply lower quality; check the CoA for exact specifications.
• Trace impurity controls (water content, residual solvents, metals, peroxides) are frequently batch-dependent. Because no item-specific limits are listed, treat these as unknown until confirmed.

Practical advice:

• If you require specific thresholds (e.g., ≥98% purity, residual solvent limits, enantiomeric excess), request the batch CoA or a Spec Sheet before use.
• For sensitive assays, consider an incoming QC check (orthogonal HPLC method, 1H NMR in DMSO-d6, and HRMS) to confirm identity and purity.

Reaction and Applications

Manufacturer-stated applications: none provided beyond inclusion in a small-molecule/compound library category.

General research uses for a cataloged natural product standard (non-clinical):

• Chemical biology and screening: reference standard or test article in phenotypic or target-based assays. Suitable for generating preliminary SAR by simple analogation if functional handles exist.
• Analytical standard: method development for LC-UV/LC-MS quantitation in natural product isolation or metabolomics workflows; retention time and MS fingerprinting.
• Reference in isolation chemistry: spike-and-recover studies to validate extraction, partitioning, and chromatographic purification from botanical matrices.

Synthetic/derivatization contexts (strategy-level):

• If Kanshone A bears oxygenated motifs (e.g., alcohols, carbonyls, lactones—structure must be verified), derivatization may include acylation/silylation for analytical GC, selective reductions/oxidations for probe synthesis, or carbamate/ether formation to adjust polarity. Do not assume reactivity without confirming functional groups by NMR.

Practical notes:

• Maintain a well-annotated chain of custody and document lot numbers during screening to ensure reproducibility.
• For bioassays, filter stock solutions (0.22 μm PTFE) to remove particulates and confirm concentration by UV or quantitative NMR if an extinction coefficient is unknown.

Reaction Conditions

No specific reaction conditions apply, as Kanshone A is the target compound rather than a general-purpose reagent. If you intend to derivatize or modify the molecule for SAR or analytical purposes, establish conditions only after confirming the functional groups present.

General condition-setting workflow:

• Solvent: start with dry, oxygen-free solvents (DCM, THF, MeCN, toluene, or dioxane) or polar media (DMSO/DMF) depending on the transformation; verify compound stability.
• Atmosphere: use inert gas (N2/Ar) for air-/moisture-sensitive scaffolds. Conduct light-sensitive reactions in amber glassware or wrap vessels in foil.
• Temperature: begin at 0–25 °C; escalate only if stability permits. Monitor by TLC/LC-MS.
• Catalysis: for cross-coupling or C–H functionalization, employ standard Pd/Ni/photoredox systems with ligand and base selection guided by functional groups—after structure verification.
• Workup/purification: quench gently, extract with greener solvents when possible (EtOAc), and purify by flash chromatography or preparative HPLC using low-UV mobile phases if UV background is a concern.

Documentation:

• Record exact stoichiometries, times, and observations; confirm product identity by 1H NMR and HRMS at each stage.

Safety and Handling

Item-specific hazard data:

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

General laboratory safety for small organic molecules (guidance; defer to SDS):

• Use in a chemical fume hood. Wear appropriate PPE: lab coat, safety glasses, and nitrile gloves. Avoid inhalation of dust/aerosols and skin/eye contact.
• Prevent ingestion; wash hands after handling. Do not pipette by mouth. Avoid exposure to light/air/moisture if the compound is suspected to be sensitive.
• Storage incompatibilities: segregate from strong oxidizers and strong acids/bases unless compatibility is confirmed. Keep container tightly closed.
• First aid (overview; see SDS for authoritative instructions):
  • Inhalation: move to fresh air; seek medical attention if symptoms persist.
  • Skin/eye contact: rinse with copious water for at least 15 minutes; remove contaminated clothing; seek medical advice if irritation persists.
  • Ingestion: rinse mouth; do not induce vomiting; seek medical attention.

Waste and spill response:

• Absorb small spills with inert material (vermiculite/sand), collect in labeled waste. Dispose of in accordance with institutional and local regulations for organic chemical waste.

Research use notice: For research use only. Not for human or veterinary use.

Solvent Selection

Item-specific solubility data are not provided for this compound. The suggestions below are general strategies for small-molecule natural products; verify experimentally for your batch.

• Primary vehicles for stock solutions:
  • DMSO: first-line solvent for screening stocks (1–50 mM). Compatible with most in vitro assays at ≤0.5–1% v/v final.
  • MeOH or EtOH: alternative vehicles; often mixable with aqueous buffers up to 5–10% v/v.
  • ACN: useful for LC-MS and some bioassays; watch for precipitation on aqueous dilution.
• Co-solvent approaches:
  • DMSO (10–20% v/v) + aqueous buffer or culture media; add organic phase last with vigorous mixing to avoid local supersaturation.
  • For poorly soluble materials, use a ternary system (DMSO/PEG400/buffer or DMSO/EtOH/buffer) and verify stability by LC.
• When to choose alternatives:
  • For photolabile compounds, prefer amber vials and minimal exposure; ACN and MeOH are typically less problematic than protic buffers.
  • For base-/acid-labile compounds, avoid strong pH extremes. Keep neutral pH and low water activity.

Small comparison (general):

• DMSO: highest solvating power for diverse scaffolds; may affect biological assays above ~1%.
• MeOH/EtOH: lower solvency, easier evaporation; may impact enzyme activity at higher percentages.
• ACN: LC-friendly, low viscosity; can cause precipitation upon aqueous mixing—titrate slowly.

Storage and Reconstitution

Item-specific storage/shipping:

• Storage conditions: Room temperature (per product data). Protect from excessive heat, direct sunlight, and moisture. If long-term storage is planned, consider desiccation and amber containment as a precaution.
• Shipped in: Not specified for this item; refer to CoA/Spec Sheet.

Reconstitution and stock preparation (general guidance):

• Upon receipt, allow the vial to equilibrate to room temperature before opening to avoid moisture condensation.
• Prepare concentrated stocks in a suitable solvent (commonly DMSO, alternatively MeOH/EtOH/ACN) after confirming solubility. Typical stock concentrations: 10–50 mM for screening.
• Mix thoroughly (vortex/sonicate briefly). If necessary, apply gentle warming (≤40 °C). Avoid prolonged heating.
• Sterile filtration (0.22 μm PTFE) is recommended for cell-based assay stocks.

Aliquoting and stability:

• Prepare single-use aliquots to minimize repeated opening. Label with compound name, lot, solvent, concentration, and date.
• Store aliquots at room temperature only if validated for stability; otherwise, consider 2–8 °C or −20 °C for organic stocks, protected from light. Because stability is not specified for this item, confirm by periodic LC-MS/UPLC.

Note: Always defer to the product’s CoA and SDS for definitive storage and reconstitution instructions.

Structure and Identity

• Product name: Kanshone A (SKU: K946567)
• CAS: 115356-18-8; PubChem CID: 10466564
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet. (A short numeric placeholder “52710” was provided but is not a valid 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.

General structural notes (literature-level, not item-specific):

• “Kanshone A” is reported in the literature as a small-molecule natural product scaffold. Exact functional groups, ring systems, and stereochemistry should be verified from primary references or the PubChem record (CID 10466564).
• Without confirmed structure for this catalog item, do not assume specific functional groups (e.g., ketones, alcohols, lactones) or stereocenters. Confirm by consulting the CoA/SDS or by acquiring the primary literature NMR data.

2D structure description (guidance):

• Because no structure file is provided in the product data, a definitive 2D description cannot be given. For structural confirmation, request spectral data (1H/13C NMR, HRMS) and compare with peer-reviewed reports tied to CAS 115356-18-8.

Synthetic Utility

Item-specific functional groups and reactivity are not provided; therefore, concrete synthetic transformations cannot be prescribed without first confirming structure by spectral data.

Strategy-level guidance for derivatization of complex small molecules (to be tailored after structure confirmation):

• If hydroxy groups are present: temporary protection (TBS, TBDPS) enables selective downstream modifications; acylation or carbamate formation can tune lipophilicity and stability.
• If carbonyls are present: chemoselective reductions (NaBH4, Luche) or oxime/hydrazone formation for tagging; enone motifs may undergo 1,4-addition.
• If phenolic/acidic sites exist: O-alkylation, esterification, or Suzuki-type cross-coupling after appropriate activation (e.g., triflate formation) may expand SAR.
• Late-stage diversification: C–H functionalization or photoredox methods can introduce handles with minimal protecting-group overhead, contingent on scaffold compatibility.

Analytical enabling:

• Derivatization for GC-MS (silylation, acylation) and enhanced LC-MS ionization (permanent charge tags) can facilitate quantitation during isolation chemistry.

Caution:

• Before undertaking any transformation, consult the verified structure (e.g., from PubChem CID 10466564 and literature) and run small-scale trials to establish chemoselectivity.

Target Specificity

Not applicable. Kanshone A is a small molecule and not an antibody, protein, or nucleic-acid-based reagent. No target specificity, epitope, clone, isotype, or species reactivity information is provided for this product.