Kaerophyllin - ≥98% , CAS No.75590-33-9

CAS: 75590-33-9 Cat. No.: K1039046 PubChem CID: 6440534

GRADE & PURITY ≥98%

Storage

Room temperature

Specifications

仕様と純度

≥98%

保管条件

Room temperature

純度

≥98%

名前と識別子

• カノニカル・スマイル: COC1=C(C=C(C=C1)C=C2C(COC2=O)CC3=CC4=C(C=C3)OCO4)OC
• IUPAC Name: (3E,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methylidene]oxolan-2-one
• InChIKey: CSKOHFAJPKLSBP-MDNIKOHYSA-N
• INCHI: 1S/C21H20O6/c1-23-17-5-3-14(9-19(17)24-2)8-16-15(11-25-21(16)22)7-13-4-6-18-20(10-13)27-12-26-18/h3-6,8-10,15H,7,11-12H2,1-2H3/b16-8+/t15-/m0/s1
• 異性体SMILES: COC1=C(C=C(C=C1)/C=C/2\[C@H](COC2=O)CC3=CC4=C(C=C3)OCO4)OC
• 代替CAS番号: 75590-33-9
• PubChem CID: 6440534
• MeSH用語: kaerophyllin

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lignans, neolignans and related compounds
    • 分類 Furanoid lignans
      • Subclass Tetrahydrofuran lignans
        • Level5 9,9'-epoxylignans
          • Level6 Dibenzylbutyrolactone lignans

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• 分類: Furanoid lignans
• Subclass: Tetrahydrofuran lignans
• Intermediate Tree Nodes: 9,9'-epoxylignans
• Direct Parent: Dibenzylbutyrolactone lignans
• Alternative Parents: Lignan lactones Dimethoxybenzenes Benzodioxoles Phenoxy compounds Anisoles Alkyl aryl ethers Gamma butyrolactones Oxolanes Enoate esters Oxacyclic compounds Monocarboxylic acids and derivatives Acetals Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Dibenzylbutyrolactone - Lignan lactone - O-dimethoxybenzene - Dimethoxybenzene - Benzodioxole - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Gamma butyrolactone - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Oxolane - Carboxylic acid ester - Lactone - Acetal - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Ether - Monocarboxylic acid or derivatives - Carbonyl group - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteropolycyclic compound
• 説明: This compound belongs to the class of organic compounds known as dibenzylbutyrolactone lignans. These are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety.
• 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

化学的性質と物理的性質

• 分子量: 368.400 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 368.126 Da
• Monoisotopic Mass: 368.126 Da
• Topological Polar Surface Area: 63.200 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 561.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Application Protocols

No validated protocols are provided for this item in the Product Data.

General starting points (if used as a screening compound)

• Prepare a concentrated stock (commonly 10–50 mM) in DMSO after confirming solubility; sterile-filter if required by the assay.
• For biochemical assays, target final DMSO ≤1% v/v. Include matching vehicle controls.
• For analytical calibration, verify concentration by UV (if chromophore present), qNMR, or gravimetry, and check purity by HPLC/UPLC.

Please refer to your internal SOPs and the product CoA/SDS for method development.

Biological Roles

No biological function, pathway involvement, or target engagement information is provided for this item.

• This product is supplied for research use only with no stated biological roles.
• Without a confirmed structure and characterization dossier, assumptions about metabolism, transporter interactions, or receptor binding are not possible.

General guidance

• If intended for screening, first establish solubility, chemical stability in assay buffers, and non-specific binding (e.g., to plastics or serum proteins) empirically.
• Consider preliminary assays for cytotoxicity and assay interference (e.g., redox activity, fluorescence quenching) before interpreting biological readouts.

Buffer Applications

Not typically applicable. Kaerophyllin is a small organic molecule and not a buffer reagent. No buffer system parameters (pKa, usable pH range, ionic strength contributions) are provided.

Practical note

• If formulating for bioassays, select an appropriate biological buffer (e.g., PBS, HEPES, Tris) based on the needs of the assay. Dissolve the compound first in a suitable cosolvent (often DMSO or ethanol), then dilute into the buffer while keeping the final cosolvent fraction within assay tolerances.

Green Alternatives

In the absence of structural data, green chemistry considerations focus on solvent choices for handling and assay preparation.

Greener dissolution/processing options (general)

• Prefer ethanol or isopropanol over methanol where feasible for reduced toxicity, provided the compound is sufficiently soluble and assay-compatible.
• Use water-miscible mixed systems (e.g., ethanol:water or ACN:water) to reduce neat aprotic solvent volumes.
• Minimize DMSO percentage in biological assays (e.g., ≤0.5–1% v/v) while maintaining solubility.

Comparison (general)

• DMSO vs. ethanol: DMSO offers broader solvency but higher persistence and potential biological interference; ethanol is greener but has narrower solvency and volatility.
• ACN vs. MeOH in LC: ACN provides lower backpressure and better peak shape in many cases; MeOH is generally greener but may require higher pressures/longer times.

Operational best practices

• Scale solutions to immediate need to reduce waste.
• Use microscale solubility screens to avoid excess solvent consumption.
• Capture solvent use in your green metrics (e.g., PMI, E-factor) for project reporting.

Pharmaceutical Uses

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

General considerations (non-clinical)

• If evaluating as a research compound in formulation screens, determine solubility, stability (pH/light/oxidation), and polymorphism once structural data are available.
• For analytical development, establish a stability-indicating method (e.g., LC–UV or LC–MS) and stress-test in relevant media (acid/base/oxidative/thermal) to inform handling.

Note: No clinical, therapeutic, or diagnostic claims are made or implied.

Physical Properties

Item-specific physicochemical properties have not been disclosed in the Product Data.

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point (mp): Not specified for this item; refer to CoA/Spec Sheet.
• Boiling point (bp): 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.
• logP / logD: Not specified for this item; refer to CoA/Spec Sheet.
• pKa: Not specified for this item; refer to CoA/Spec Sheet.
• Aqueous solubility: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility in common solvents (DMSO, MeOH, ACN, EtOH): Not specified for this item; refer to CoA/Spec Sheet.

Practical guidance (general)

• For novel or library compounds with unknown solubility, begin with DMSO stock solutions (e.g., 10–50 mM) and confirm clarity by visual inspection, followed by analytical verification (HPLC/UPLC).
• If DMSO insoluble, screen polar aprotic (DMF, NMP), polar protic (MeOH, EtOH), and mixed systems (DMSO:buffer 1:1). Adjust concentration downward as needed.
• Avoid heat if the molecule may be thermally labile; perform a small-scale solubility test first.

Quality and Grades

Item-specific grade and purity are not disclosed in the Product Data.

• Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
• Intended use: Research-use only chemical supplied within a small-molecule/compound library category.

How to interpret grade (general guidance)

• For discovery chemistry and screening, vendors may provide materials as research-grade with a stated assay (e.g., % by HPLC/GC/NMR), residual solvent profile, and identity confirmation (MS/NMR). Always consult the CoA for the batch you receive.
• If UV-critical applications (HPLC reference standard) are intended, request chromatographic purity and UV cutoff data. If bioassays are intended, ask for endotoxin/bioburden data if relevant.

Documentation to request for this item

• Identity confirmation (at least MS; ideally 1H NMR).
• Purity by HPLC/UPLC (with method details) and water/volatile content if applicable.
• Residual solvents profile.

Stabilizers/additives

• None are listed. If present in a specific batch, they will be stated on the CoA. Where stabilizers are present, consider their impact on downstream assays (e.g., BHT, water).

Reaction and Applications

This product is listed within a small-molecule/compound library category. Specific synthetic reactivity or application claims cannot be made without structure or functional-group information.

Research-oriented uses (general)

• Reference material in analytical method development (LC/LC–MS retention time tracking after identity confirmation).
• Screening hit material for phenotypic or target-based assays following confirmation of identity/purity and solubility.
• Cheminformatics benchmarking (e.g., logP/logS predictions) once structure is available from the CoA.

Practical notes

• Before biological or analytical use, confirm identity and purity for the received batch (MS/NMR and HPLC). Record exact solvent and concentration used for stocks.
• If the compound is moisture/light/air sensitive (unknown here), handle under inert atmosphere and protect from light until stability is known.

Not provided for this item

• No named reaction roles, catalysts, or specific transformations are indicated in the Product Data.

Reaction Conditions

No reaction-condition guidance is provided for this item in the Product Data, and structural information is unavailable. As such, no specific catalysts, solvents, temperatures, or yields can be recommended.

General approach (if undertaking method development with this compound)

• Begin with microscale scouting across orthogonal conditions (acidic, neutral, basic; polar aprotic vs. protic solvents) while monitoring by TLC/UPLC–MS.
• Use stability screens (neutral, pH 2, pH 9, oxidative, thermal, photolysis) to map do’s and don’ts before scale-up.
• If metal-catalyzed chemistry is considered, evaluate ligand/solvent compatibility and perform metal-scavenging and ICP testing as needed.

Because item-specific data are absent, please verify all conditions empirically.

Safety and Handling

Hazard classification and symbols are not provided in the Product Data. Always consult the product SDS for authoritative safety information.

• GHS Classification: Not specified for this item; refer to SDS.
• Signal Word / Pictograms / H-Statements: Not specified for this item; refer to SDS.
• General PPE: Laboratory coat, safety glasses or splash goggles, and appropriate chemical-resistant gloves. Use in a well-ventilated area or fume hood.
• Handling: Avoid inhalation, ingestion, and skin/eye contact. Keep containers tightly closed. Do not pipette by mouth.
• Incompatibilities: Without structural information, assume standard cautions—separate from strong oxidizers and strong acids/bases until compatibility is known. Verify on SDS/CoA.
• Spill response: Contain and absorb with inert material; dispose per institutional chemical waste procedures. Decontaminate surfaces using suitable solvent while observing compatibility.
• First aid (overview):
  • Skin/eye contact: Rinse with plenty of water for at least 15 minutes; remove contaminated clothing.
  • Inhalation: Move to fresh air; seek medical attention if symptoms occur.
  • Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.

Note: Kaerophyllin is sold strictly for research use only. Follow institutional and local regulations for handling experimental chemicals.

Solvent Selection

Because structural and solubility data are not specified for this item, solvent choice should be guided by a short, systematic screen.

Recommended dissolution workflow (general)

• Start with DMSO at target stock 10–50 mM. Vortex/sonicate briefly. If insoluble or turbid, proceed to stepwise screening.
• Screen polar aprotic: DMF, NMP, ACN; polar protic: MeOH, EtOH. If soluble in organic but not aqueous, prepare mixed stocks (e.g., DMSO:buffer 1:1) for assays tolerating DMSO ≤1–2% v/v.
• For biological assays, pre-filter through 0.22 µm PTFE/RC filters to remove particulates; verify by HPLC.

Small comparison (general characteristics)

• DMSO: very broad solvency; high boiling point; compatible with many bioassays at ≤1% v/v.
• MeOH/EtOH: good for many medium-polarity organics; volatile; easy to remove in chemistry workflows.
• ACN: strong eluent for LC; medium polarity; miscible with water; low viscosity.

Tips

• Avoid basic or strongly acidic media until functional groups are known; unintended salt formation or degradation may occur.
• For poorly soluble materials, consider cosolvent + surfactant systems (e.g., 0.5–1% Tween 80) where biologically acceptable and compatible with the assay.

Storage and Reconstitution

Storage

• Storage Conditions (as provided): Room temperature.
• Shipped In: Not specified for this item; refer to CoA/Spec Sheet.
• Protect from excessive heat and humidity. Until stability is known, keep tightly sealed and, if practical, protect from light.

Reconstitution (general guidance)

• Without specific solubility data, begin with DMSO for stock preparation (e.g., 10–50 mM). Record exact solvent, concentration, lot number, and preparation date.
• If aqueous working solutions are required, dilute the organic stock into buffer while maintaining acceptable final organic content for the assay/system.
• If precipitation is observed upon dilution, reduce concentration, adjust cosolvent fraction, or change solvent system.

Stability after reconstitution

• Not specified for this item; refer to CoA/Spec Sheet. As a precaution, prepare single-use aliquots and avoid repeated freeze–thaw cycles.

Research use note

• For research use only. Not for human or veterinary use.

Structure and Identity

Overview of the compound’s identity as supplied for research use.

• Product Name: Kaerophyllin
• SKU: K1039046
• CAS: 75590-33-9
• PubChem CID: 6440534
• InChIKey: 52471 (as provided; note this appears truncated vs. typical 27-character format)
• 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

• Item-specific structural details (functional groups, ring systems, stereochemistry) are not provided in the Product Data. Without a structure (SMILES/InChI) we cannot describe 2D features.

Notes

• If you require definitive identifiers (complete InChIKey, confirmed molecular formula/MW), please consult the product’s Certificate of Analysis (CoA) or specification sheet, or contact Aladdin Scientific with the SKU and CAS for verification.

Synthetic Utility

Specific synthetic roles cannot be assigned without the compound’s functional-group information. No building-block designation is provided in the Product Data.

General guidance if used in synthesis

• Confirm functional groups and stereochemistry from CoA/NMR before planning transformations or derivatization.
• If used as an intermediate reference, document reaction compatibility (acid/base, redox, metal-catalyzed conditions) after small-scale scouting.
• Track potential impurity carryover and residual solvents when incorporating into multi-step routes.

What is not specified for this item

• No information on reactive handles (e.g., halides, boronates, acids, amines) or known participation in named reactions.

Target Specificity

Not applicable for this listing. No biological target, enzyme/receptor selectivity, or binding profile is provided in the Product Data.

• Tested species reactivity, clone/isotype, or epitope data do not apply to small-molecule chemicals and are not provided for Kaerophyllin.