Culpin , CAS No.125213-21-0

CAS: 125213-21-0 Cat. No.: C968531 Formula: C₁₆H₁₈O₂ Molecular Weight: 242.310

Storage

Room temperature

Specifications

Storage

Room temperature

Names and Identifiers

• Canonical Smiles: CC(=CCC1=CC(=C(C=C1O)C#CC(=C)C)O)C
• IUPAC Name: 2-(3-methylbut-2-enyl)-5-(3-methylbut-3-en-1-ynyl)benzene-1,4-diol
• InChIKey: QMYWKFZKRYCUMA-UHFFFAOYSA-N
• INCHI: 1S/C16H18O2/c1-11(2)5-7-13-9-16(18)14(10-15(13)17)8-6-12(3)4/h6,9-10,17-18H,1,8H2,2-4H3
• Molecular Weight: 242.310

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Quinone and hydroquinone lipids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Quinone and hydroquinone lipids
• Intermediate Tree Nodes: Not available
• Direct Parent: Prenylated hydroquinones
• Alternative Parents: Hydroquinones 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Prenylbenzoquinol - Hydroquinone - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as prenylated hydroquinones. These are quinones with a structure characterized by the hydroquinone ring substituted by an prenyl side-chain.
• 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

Chemical and Physical Properties

• Molecular Weight: 242.310 g/mol
• XLogP3: 4.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 242.131 Da
• Monoisotopic Mass: 242.131 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 390.000
• 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

Item-specific facts (from Product Data)

• No tested application protocols are provided.

General guidance (research use only)

• Stock preparation: If soluble, prepare concentrated stocks in DMSO or an appropriate solvent; filter through 0.22 µm when compatible.
• Handling: Use amber vials if photolabile is suspected; minimize freeze–thaw of solutions by aliquoting.
• Analytical QC before use: Verify concentration by UV (if chromophore present) or by quantitative NMR; confirm purity by HPLC/GC.
• For cell-based assays: Keep final vehicle ≤0.1–1% v/v; include vehicle controls and check compound precipitation under assay conditions.

Note

• For protocol-ready instructions tailored to Culpin, consult the lot-specific CoA/SDS and any internal method development notes after confirming the chemical structure.

Biological Roles

Item-specific facts (from Product Data)

• No biological function or target information is provided for Culpin.

Context and guidance

• If Culpin is intended for life-science workflows (category: 生命科学), define its biochemical role only after confirming structure: enzyme substrate/inhibitor, receptor ligand, fluorophore, scaffold, or intermediate.
• Establish basic biocompatibility: aqueous solubility, stability in physiological buffers (pH 7.2–7.6), serum binding, and potential reactivity with nucleophiles (thiols, amines) or electrophiles in biomatrices.
• For cellular assays: prepare DMSO stocks, check final vehicle concentration (≤0.1–1% v/v typical), and assess compound precipitation/adsorption in plasticware. Include vehicle controls and, if relevant, measure compound recovery from media by LC–MS.

No medical or clinical claims

• This product is for research use only (per Product Data). Do not use for diagnostic, therapeutic, or in vivo applications without appropriate approvals and specifications.

Buffer Applications

Applicability

• No buffer-related properties (pKa, acid/base form, zwitterion status) are provided. Without ionization data or functional groups, Culpin cannot be recommended as a buffering agent.

Guidance if used in buffered systems

• Determine ionization behavior (potentiometric/UV-metric titration) to identify any useful buffering ranges.
• Verify chemical stability across pH 2–10 in the presence of common buffer components (phosphate, HEPES, Tris) and salts.
• If Culpin is merely dissolved in buffer for bioassays, optimize vehicle strategy (e.g., DMSO seed stocks diluted into buffer) to avoid precipitation and non-specific binding.

Conclusion

• Buffer applications are not typically applicable without confirmed acid/base properties. Refer to sections Biological Roles and Storage & Reconstitution for handling in assay media.

Green Alternatives

Item-specific facts (from Product Data)

• No item-specific solvent or reagent context is provided.

General green-chemistry considerations

• Solvents: If your workflow around Culpin uses traditional chlorinated or petroleum solvents, consider greener replacements where feasible:
  • Replace DCM/CHCl3 with ethyl acetate, CPME, dimethyl carbonate, or supercritical CO2 (process scale) when reaction compatibility permits.
  • Replace THF with 2-MeTHF (biorenewable, higher boiling, less peroxide-prone than diethyl ether; still monitor peroxides and use inhibitors as needed).
  • Use water/MeOH/EtOH as first-line media for extractions and crystallizations where solubility allows.
• Reagents: Favor catalytic over stoichiometric protocols; select benign oxidants (air, H2O2 with appropriate catalysts) or reductants (H2 over metal hydrides) when compatible with Culpin.
• Energy and workup: Room-temperature or flow processes, solvent recycling, and minimal chromatography reduce E-factors.

Trade-offs

• Greener alternatives can alter selectivity, rates, and impurity profiles. Validate by parallel experiments and LCA-style comparisons (solvent mass intensity, hazard ratings). Document any change control in regulated settings.

Pharmaceutical Uses

Applicability

• No pharmacopeial status, excipient role, or formulation specifications are provided for Culpin. As supplied, it is intended for research use only.

General formulation context (non-clinical, research only)

• If used as a tool compound in pre-formulation research, establish:
  • Solid-state form (amorphous/crystalline, polymorph, solvate/hydrate) by XRPD/DSC/TGA.
  • Lipophilicity and ionization (logP/logD, pKa) to guide salt formation or enabling formulations (cyclodextrins, lipid vehicles, nanosuspensions) for in vitro studies.
  • Chemical and photostability per ICH-like stress tests (research context), noting that these are not a substitute for GMP stability programs.

Compliance note

• Do not use in human or veterinary applications. No therapeutic claims are made or implied.

Physical Properties

Item-specific facts (from Product Data)

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Measured properties (bp, mp, density, solubility, logP, pKa, refractive index): Not specified for this item; refer to CoA/Spec Sheet.

Literature/computed values

• No literature values can be reported without a confirmed structure. If the structure is obtained (e.g., via PubChem CID 130393), consult authoritative databases for boiling point, melting point, density, and spectra. Label such values as literature and verify against the CoA for this item.

General considerations

• If the compound is a solid, determine approximate solubility by small-scale screening in water, methanol, ethanol, isopropanol, acetonitrile, DMSO, DMF, dichloromethane, ethyl acetate, and hexanes at room temperature and 40–50 °C.
• If the compound is a liquid, measure density (pycnometer) and refractive index (Abbe) for method development records.
• For chromatographic method development, determine UV profile (200–400 nm) and, if ionizable, approximate pKa via potentiometric or UV-metric titration. Record all values as in-house data for your lot.

Quality and Grades

Item-specific facts (from Product Data)

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

Interpreting grades (general guidance)

• Research grade: Suitable for most discovery chemistry and routine assays; contaminants are controlled but not to pharmacopeial specifications.
• Analytical (AR) grade: Tight control of assay and common impurities for analytical workflows.
• HPLC/LC–MS grade solvents/reagents: Low UV background/low metal and particulate; optimized for chromatographic detection.
• BioUltra/Enzymology grade: Low endotoxin/protein/nuclease background for biochemical assays.

What to look for on the CoA (practical checklist)

• Assay/purity method (e.g., HPLC area %, GC area %, qNMR).
• Residual solvents and water (KF), if applicable.
• Identity confirmation (NMR/IR/MS), and lot-specific spectral signatures.
• If applicable: inhibitor level, stabilizer type, and metal content.

Implications for your work

• If using Culpin in quantitative studies or as a reference standard, obtain the current CoA to confirm assay, residual solvents, and any stabilizers that may affect reactions or bioassays.

Reaction and Applications

Item-specific facts (from Product Data)

• Manufacturer Applications: Not specified.

Guidance

• Without structural information, specific reaction classes (e.g., nucleophilic substitutions, cross-couplings, condensations) cannot be recommended. If you obtain the structure (e.g., via PubChem CID 130393), map reactive functional groups and consult named-reaction playbooks tailored to those motifs.

General practical tips (structure-agnostic)

• Perform a small-scale stability screen: air/O2 exposure, light (UV/visible), aqueous pH 2–12, and heat (40–80 °C). Note decomposition pathways (hydrolysis, oxidation, isomerization).
• If used as a building block:
  • Protect sensitive groups before multi-step sequences.
  • Establish orthogonal protection/deprotection if polyfunctional.
  • Confirm compatibility with common catalysts (Pd, Cu, acids/bases) via micro-reactions.
• If used as an analytical standard: verify purity by orthogonal methods (HPLC, GC, qNMR) and establish response factors for your detector.

Documentation and control

• Archive raw spectra and chromatograms for each lot. Track impurity profiles over time, especially if stored at room temperature.

Reaction Conditions

Item-specific facts (from Product Data)

• No reaction condition guidance is provided for Culpin.

General guidance (literature-style, structure-dependent)

• Solvents: Choose based on solubility and stability; start with acetonitrile, DMF/DMA, 2-MeTHF/THF, toluene, or ethanol as appropriate.
• Temperatures: Begin at ambient; escalate stepwise (40, 60, 80 °C). Use sealed tubes or microwave reactors for accelerated screens where safe.
• Atmosphere: For air/moisture-sensitive motifs, employ inert atmosphere (N2/Ar) and anhydrous solvents.
• Catalysts/bases/acids: Select according to functional group chemistry (e.g., Pd/Cu/Ni for cross-coupling; tertiary amines or carbonate bases for substitutions; Brønsted/Lewis acids for condensations). Validate on millimole scale first.
• Workup: Quench carefully, observing potential gas evolution or exotherms. Use buffered aqueous workups to protect acid/base-sensitive moieties. Confirm phase behavior before scale-up.

Expected yields

• Not specified. Establish baseline yields through parallel-condition scouting and DoE once structure and reactivity are known.

Safety and Handling

Item-specific facts (from Product Data)

• GHS classification, signal word, pictograms, hazard (H) statements: Not specified for this item; refer to SDS.
• Storage condition: Room temperature (per Product Data).

General safety guidance (consult SDS for authoritative instructions)

• Handle in a chemical fume hood with appropriate PPE: lab coat, safety glasses or splash goggles, and suitable gloves (nitrile is a common baseline; verify compatibility once the structure is confirmed).
• Avoid inhalation, ingestion, and skin/eye contact. Prevent aerosol formation. Keep away from incompatible reagents once functional groups are known (e.g., strong oxidizers/reductants, strong acids/bases, reactive metals).
• First aid (general): Inhalation—move to fresh air; Skin—wash with soap/water; Eyes—rinse cautiously with water for several minutes; Ingestion—rinse mouth. Seek medical attention as needed and provide SDS to responders.
• Spill response: Absorb small spills with inert material (vermiculite, silica); collect for disposal. Prevent environmental release.
• Fire fighting: Use CO2, dry chemical, or foam depending on surrounding materials. Combustion products and specific flammability will depend on structure; firefighters should wear self-contained breathing apparatus.
• Waste: Dispose according to local regulations; segregate halogenated vs non-halogenated solvent waste where applicable.

Solvent Selection

Item-specific facts (from Product Data)

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

General strategy for unknowns

• Start with a tiered solubility screen (small scale, 1–5 mg):
  • Polar protic: water, methanol, ethanol, isopropanol.
  • Polar aprotic: acetonitrile, DMSO, DMF, DMA, NMP.
  • Moderately polar aprotic: ethyl acetate, acetone, THF/2-MeTHF.
  • Nonpolar: dichloromethane/chloroform, toluene, hexanes/cyclohexane.
• Observe dissolution at 23–25 °C and at 40–50 °C; note any color changes or exotherms.
• For biological assays, DMSO stock solutions (10–100 mM) are common when aqueous solubility is poor; always confirm compatibility with the assay matrix.

When to choose alternatives

• If Culpin is hydrophobic, use co-solvent systems (e.g., DMSO→buffer dilution ≤1% v/v final) or formulate with cyclodextrins/surfactants where appropriate.
• If Culpin is volatile or air-sensitive, favor anhydrous, oxygen-free solvents and sealed vessels.

Documentation

• Record solvent lot numbers, water content, and pH (for aqueous systems). This ensures reproducibility across studies.

Storage and Reconstitution

Item-specific facts (from Product Data)

• Storage conditions: Room temperature.
• Shipped in: Not specified for this item; refer to CoA/Spec Sheet.
• Reconstitution guidance: Not specified for this item; refer to CoA/Spec Sheet.

General guidance

• Solid materials: Store tightly closed in a desiccated environment, away from light and reactive vapors. If hygroscopic, consider a desiccator with Drierite or molecular sieves.
• Liquids/solutions: If provided as a solution or after reconstitution, store in compatible, airtight containers. Use amber glass if light sensitivity is suspected. Record solvent, concentration, and preparation date.
• Working solutions: For bioassays, prepare DMSO or aqueous stocks fresh when possible; aliquot to avoid repeated freeze–thaw cycles. Typical freezer storage for DMSO stocks is −20 to −80 °C, but confirm stability empirically before long-term storage.
• Stability monitoring: Periodically check purity by HPLC/LC–MS and appearance (color/precipitate). If degradation is observed at room temperature, adjust storage to 2–8 °C or −20 °C based on stability studies.

Compliance

• For research use only. Always follow the SDS for definitive storage and handling instructions.

Structure and Identity

Item-specific facts (from Product Data)

• Product name: Culpin (SKU: C968531)
• CAS: 125213-21-0
• PubChem CID: 130393
• InChIKey: 301166 (as provided)
• 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 description

• A definitive 2D/3D structural description cannot be provided without the molecular formula/SMILES. No ring systems, functional groups, or stereochemical elements are available in the Product Data.

Notes and guidance

• If you require definitive connectivity and stereochemistry, request the latest CoA/SDS or spectral package (1H/13C NMR, HRMS, IR) for this specific lot.
• The PubChem CID can often be used to retrieve literature identifiers and structure; however, always confirm against the Aladdin lot-specific CoA before use in regulated workflows.

Synthetic Utility

Item-specific facts (from Product Data)

• No functional groups or structural class have been provided for Culpin.

General synthetic considerations

• If Culpin is a building block: map electrophilic and nucleophilic sites, steric environment, and potential directing groups. Assess compatibility with:
  • Cross-couplings (Suzuki–Miyaura, Buchwald–Hartwig, Sonogashira) if aryl/vinyl halides/boronates/amines/alkynes are present.
  • Carbonyl chemistry (acylations, condensations, reductions/oxidations) if aldehydes/ketones/esters/acids are present.
  • Heterocycle functionalizations (N-, O-, S-alkylations, late-stage C–H activation) if heteroaromatics exist.
• If Culpin is a reagent: delineate selectivity and functional group tolerance by micro-scale probes before scale-up.

Analytical control

• Track reaction progress with orthogonal methods (HPLC-UV/ELSD, LC–MS, TLC). Use qNMR for assay of isolated Culpin or its derivatives.

Protection strategy

• Establish orthogonal protecting groups if multiple nucleophiles/electrophiles exist; plan deprotections under mild, chemoselective conditions.

Target Specificity

Applicability

• No biological target, antigen, or binding specificity information is provided for Culpin. This section is typically relevant for biologics (antibodies, proteins) or characterized ligands.

Guidance

• If Culpin is hypothesized to interact with a protein or nucleic acid, determine affinity and selectivity via orthogonal assays (biochemical activity, biophysical binding such as ITC/SPR/DSF, and cellular target engagement). Validate identity/purity before interpreting SAR.

Conclusion

• Target specificity is not established for this item based on available data.