This compound belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.
External Descriptors
Not available
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.
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Proprietà chimiche e fisiche
Peso molecolare
318.280 g/mol
XLogP3
1.800
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
2
Exact Mass
318.074 Da
Monoisotopic Mass
318.074 Da
Topological Polar Surface Area
116.000 Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
442.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
2
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
Calcolatori di soluzioni
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Recensioni
Recensioni dei clienti
Application Protocols
No tested application protocols are provided for this item.
General handling protocols (literature/general) for small-molecule screening materials:
Prepare a 10–50 mM stock in dry DMSO. Vortex and sonicate if needed. Filter (0.22 μm PTFE) for sterile or particle-free stocks if required.
Store small aliquots to avoid repeated freeze–thaw and moisture ingress. Track concentration by weight/volume and, if critical, by quantitative NMR or UV–Vis against a calibration curve.
For plate-based assays, maintain final DMSO ≤0.5–1% v/v unless the assay tolerates more. Include vehicle controls.
For stability checks, monitor by HPLC after 24–48 h in the chosen buffer/medium to detect precipitation or degradation.
If you require a validated protocol specific to dihydrotamarixetin (e.g., for LC–MS reference standard preparation), please consult the lot-specific documentation or contact technical support with your intended use.
Biological Roles
No item-specific biological characterization is provided. The following reflects literature/general knowledge about flavonoid-type polyphenols and may be relevant context for dihydrotamarixetin in biochemical research (not medical/clinical claims).
Chemical class context: Polyphenolic flavonoids often participate in plant defense, pigmentation, and signaling. Dihydro-analogs result from enzymatic reductions in the flavonoid biosynthetic pathway.
Biophysical interactions: Multiple phenolic OH groups enable hydrogen bonding with proteins and nucleic acids; chelation to metal ions (e.g., Fe3+, Cu2+) is common via catechol/pyrogallol motifs when present.
Redox behavior: Phenolics can act as electron donors in radical-quenching assays; they may undergo autoxidation to quinones in basic/oxidative media, forming adducts with nucleophiles (Cys/Lys) in vitro.
Enzymatic assays: Flavonoids are frequently screened against kinases, oxidoreductases, and transporters in biochemical panels, though aggregation and assay interference (PAINS-like behavior) should be considered in data interpretation.
Use constraints:
For mechanistic or binding studies, include detergent controls (e.g., 0.01% Tween-20) and counterscreens to distinguish true activity from colloidal aggregation or redox cycling.
Note: The above is general context to aid experimental design; consult primary literature for the specific activities and binding profiles of dihydrotamarixetin if available.
Buffer Applications
This product is a small-molecule polyphenol and is not itself used as a buffering agent. Item-specific buffer formulations are not applicable.
General handling in buffered systems (literature/general):
Prepare concentrated stocks in DMSO or ethanol, then dilute into the target buffer (e.g., PBS, HEPES, Tris) with vigorous mixing to minimize precipitation. Keep final organic co-solvent typically ≤0.5–1% v/v for biological assays.
Avoid strongly basic buffers for extended periods as phenolic compounds can undergo base-promoted degradation or oxidation. If basic pH is required, minimize exposure time and protect from air/light.
Include antioxidants (e.g., ascorbate) only if compatible with the assay, as they can confound redox-readout systems.
For precise solubility limits and compatibility with your buffer system, perform a small-scale turbidity/solubility screen while monitoring by UV–Vis or LC–MS.
Green Alternatives
When handling polyphenolic flavonoids like dihydrotamarixetin, solvent and process choices drive the majority of environmental impact. Item-specific data are not provided; the following are literature/general green chemistry considerations.
Greener solvent substitutions (general):
Replace DMF/DMAc/NMP with dimethyl carbonate (DMC), propylene carbonate, Cyrene, or green alcohols (EtOH, i-PrOH) where feasible.
Favor ethanol/water mixtures for extraction/crystallization over chlorinated solvents.
For O-alkylations or esterifications, consider carbonate bases in alcohols or enzymatic acylations (vinyl esters, lipase catalysts) as milder, greener options.
Small comparison (general):
DMSO vs EtOH/i-PrOH: DMSO has superior solvency but challenging removal; ethanol/isopropanol are renewable and easier to recover, albeit with lower solubility for some polyphenols.
Acetonitrile vs Ethyl acetate/MeTHF: MeCN is effective for LC but less green; EtOAc or 2-MeTHF can be adequate for workups and some reactions, offering better EHS profiles.
Process tips:
Use microwave or flow chemistry to reduce reaction time/energy.
Implement solid-supported reagents and aqueous biphasic catalysis when compatible to minimize solvent use.
Plan crystallization-driven purifications to avoid multiple chromatographic steps.
Always validate that greener substitutions maintain required purity, stability, and assay compatibility for your workflow.
Pharmaceutical Uses
No pharmacopeial status or excipient role is specified for this item. This product is supplied strictly for research use only.
General context for polyphenolic small molecules in formulation research (literature/general; not clinical):
Polyphenols often exhibit poor aqueous solubility and may require enabling technologies (co-solvents, cyclodextrin inclusion, lipid carriers) for investigative formulation work.
They may display chemical instability in alkaline media and under light/oxygen exposure; use antioxidants, amber vials, and inert headspace during preformulation studies.
For in vitro dosing, typical practice is preparing DMSO stock solutions (e.g., 10–50 mM) and diluting into media with attention to final DMSO limits.
No claims are made regarding therapeutic use, safety, or efficacy. For any regulated application, comprehensive qualification and adherence to relevant pharmacopeial and GMP requirements would be necessary, which is outside the scope of this research-use product.
Physical Properties
Item-specific physical property specifications were not supplied.
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 applicable/rarely reported for polyphenolic solids; Not specified for this item; refer to CoA/Spec Sheet.
Density: Not specified for this item; refer to CoA/Spec Sheet.
Solubility (item-specific): Not specified for this item; refer to CoA/Spec Sheet.
LogP, pKa, refractive index: Not specified for this item; refer to CoA/Spec Sheet.
Literature/general guidance for flavonoid-like polyphenols (not item-specific):
Often sparingly soluble in water; typically soluble in DMSO, DMF, and alcohols (MeOH, EtOH), with solubility increasing upon warming or with co-solvents.
Phenolic groups typically display acidic pKa values ~7–10 (varies by substitution and conjugation); O-methylation reduces acidity at the corresponding site.
Solid state is usually yellow to off-white crystalline powder for many flavonoids; exact color for this item is not specified.
Important: For exact, item-specific values (mp, solubility limits, water content, UV cutoff, metal content), consult the product’s CoA/Specification Sheet. Do not rely on literature ranges for analytical acceptance criteria.
Quality and Grades
Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
No stabilizers or special additives are listed in the provided data.
Guidance on interpreting grade (general):
If labeled as “analytical” or “reference standard” grade, expect additional documentation (purity by HPLC/UPLC, NMR identity, water content) suited to analytical workflows.
For “screening library” or “compound library” products, emphasis is often on identity, purity (e.g., ≥95% by LC), and metadata suitable for HTS or fragment screening; UV-Vis background and LC-MS cleanliness may be highlighted.
Certificate of Analysis (CoA) recommendations:
Verify purity method (e.g., HPLC area % with gradient, UV detection wavelength) and any counter-ion/solvate information.
Review residual solvents, water content (Karl Fischer), and lot-specific appearance.
Confirm spectral identity (1H/13C NMR, HRMS, IR) and ensure structural assignment matches your use.
If your application requires constraints such as low nonvolatile residue, low UV background, or trace metal limits, specify these at order time so the appropriate lot/testing can be allocated. In absence of explicit grade on this page, rely on the lot CoA for acceptance criteria.
Reaction and Applications
Manufacturer-specific application notes were not provided for this item. The points below summarize literature/general applications for flavonoid-type polyphenols and may be relevant to dihydrotamarixetin in chemical research:
Reference standard / analytical control: Used as a comparator in natural products profiling (HPLC/UPLC, LC–MS) for plant extracts containing tamarixetin congeners.
Structure–activity studies: Suitable for medicinal chemistry or chemical biology assays probing polyphenol interactions with enzymes (oxidoreductases, kinases) or as antioxidant capacity benchmarks (e.g., DPPH, FRAP), noting that assay interferences are common with phenolics.
Derivatization chemistry: Phenolic groups enable etherification (methylation/benzylation), esterification (acyl chloride/anhydride couplings), and selective protection strategies for SAR libraries.
Redox and tautomeric behavior: Polyphenols can undergo oxidative coupling or quinone formation; maintain inert atmosphere for sensitive transformations.
Conjugation handles: Formation of carbonate/carbamate linkers for probe attachment; glycosylation on phenolic OH to modulate solubility and stability (Koenigs–Knorr, trichloroacetimidate donors).
Practical tips (general):
Use anhydrous solvents for O-alkylation/acylation; include base (e.g., K2CO3, Cs2CO3) and phase-transfer catalysts if needed.
Monitor by LC–MS; phenolic UV absorbance is strong in 240–380 nm range, aiding detection.
Protect from prolonged light/air during sensitive steps to minimize oxidative degradation.
Reaction Conditions
No item-specific reaction condition data are supplied. The following are literature/general conditions used for common transformations of polyphenolic flavonoids:
O-Methylation: MeI or Me2SO4 (caution: toxic) with K2CO3 in acetone/acetronitrile at 20–50 °C; or dimethyl carbonate (greener) at 80–120 °C with base.
O-Benzylation: BnBr/BnCl with NaH or K2CO3 in DMF/THF, 0–25 °C to reflux; hydrogenolysis (H2, Pd/C) for deprotection.
Esterification: Ac2O/pyridine (room temp) or DCC/DMAP coupling in DCM/DMF at 0–25 °C.
Glycosylation (if targeted): Trichloroacetimidate donors with catalytic TMSOTf in DCM at −20 to 0 °C for selective O-glycoside formation.
Oxidation to quinonoid derivatives: DDQ or Ag2O in toluene/MeCN; monitor closely to avoid overoxidation.
Workup/purification (general):
Quench strong bases with care; extract into EtOAc; wash with brine. Use Amberlite scavengers or charcoal for color bodies when appropriate.
Purify by flash chromatography on silica with 0.1–1% AcOH or 0.1% TFA in eluents to reduce tailing. Alternatively, employ reversed-phase prep-HPLC.
Yields and times vary widely with substitution patterns; consult primary literature for dihydrotamarixetin-specific precedents once structure is confirmed for your lot.
Safety and Handling
GHS Classification / Signal Word / Pictograms / H-Statements: Not specified for this item; refer to SDS.
Research Use: For research use only (provided). Not for human or veterinary use.
General laboratory safety for polyphenolic small molecules (literature/general):
Wear appropriate PPE: lab coat, safety glasses, and nitrile gloves. Avoid inhalation of dust and contact with skin/eyes.
Handle powders in a fume hood to prevent dust exposure. Use micro-spatulas and antistatic measures when weighing.
Avoid strong oxidizers and strong bases/acids unless intended for reaction; phenolics can undergo oxidation or base-promoted transformations.
If dissolved in high-boiling polar aprotics (DMSO/DMF), prevent skin exposure due to solvent rapid dermal penetration.
First-aid overview (general; defer to SDS for authoritative guidance):
Inhalation: Move to fresh air; seek medical attention if symptoms persist.
Skin/eye contact: Rinse thoroughly with water for several minutes; remove contaminated clothing; obtain medical advice if irritation continues.
Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.
Fire/thermal decomposition (general):
Organic solids may be combustible; use CO2, dry chemical, or foam. Combustion may produce carbon oxides and phenolic vapors.
Always consult the official SDS for this product for definitive hazard classifications, exposure limits, and response measures.
Solvent Selection
Item-specific solubility data are not provided. The following are literature/general practices for flavonoid-like polyphenols and may be applicable to dihydrotamarixetin:
Primary solvents for stock solutions: DMSO (common for screening libraries), DMF, or methanol/ethanol. Begin with small volumes and sonication/gentle warming (≤40–50 °C) to assist dissolution.
Aqueous work: Use co-solvent systems (e.g., 0.5–2% DMSO or ethanol) or prepare concentrated DMSO stocks followed by dilution into buffered media with vigorous mixing to minimize precipitation.
pH considerations: Phenolic compounds can exhibit improved solubility in mildly basic aqueous media due to deprotonation; however, base can also promote undesired reactions (e.g., oxidation, ether cleavage). Optimize pH near neutral where possible.
Polarity class: Polyphenols are moderately polar, hydrogen-bond donors/acceptors; they are typically less soluble in nonpolar hydrocarbons (hexanes) and more soluble in polar protic/aprotic media.
Comparison (literature/general):
DMSO: maximal solvency, excellent for HTS stocks; may interfere in some assays at >0.5–1% v/v.
MeOH/EtOH: good solvency; volatile and assay-friendly; watch for transesterification/base-catalyzed side reactions if reagents present.
Acetone/Acetonitrile: intermediate solvency; useful for preparative chromatography feeds.
For chromatography: normal-phase often requires polar modifiers; reversed-phase typically uses aqueous acetonitrile/methanol with acid modifiers (e.g., 0.1% formic acid) to sharpen peaks.
Storage and Reconstitution
Storage Conditions (provided): Room temperature.
Shipped In: Not specified for this item; refer to CoA/Spec Sheet.
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
General guidance (literature/general) for polyphenolic solids:
Store in a tightly sealed, light-protective container (amber glass) with desiccant. Although room temperature is indicated, avoid high humidity and direct light.
For long-term stability studies, consider inert atmosphere (argon/nitrogen) headspace to limit oxidative changes.
Reconstitution (general):
Prepare stocks in anhydrous DMSO or methanol/ethanol. Typical screening stocks: 10–50 mM. Warm gently (≤40–50 °C) and sonicate to aid dissolution.
Upon dilution into aqueous buffers or media, add slowly with vigorous mixing to minimize precipitation. Filter if needed using 0.22 μm PTFE (for organic stocks) or PVDF/nylon (for aqueous-compatible mixtures).
Avoid repeated freeze–thaw of solutions; aliquot and store at −20 °C to 4 °C depending on solvent if prolonged storage is necessary. Verify stability by HPLC before critical experiments.
For any item-specific stability limits, exact solubility, or recommended diluents, please consult the product’s CoA/Specification Sheet and SDS.
Structure and Identity
Brief overview: Dihydrotamarixetin is referenced in the natural products/flavonoid literature as a reduced (dihydro-) analog of tamarixetin. Item-specific identifiers are limited in the provided data.
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 (literature/general):
Dihydrotamarixetin has been described as a flavonoid-type polyphenol. “Dihydro-” typically denotes saturation of the heteroaromatic C2=C3 double bond of a flavone, yielding a flavanone/flavanonol-like scaffold (chroman nucleus) bearing multiple phenolic substituents.
Typical substituents for tamarixetin congeners include hydroxyls on the A/B rings and an O-methyl ether at one phenolic position; exact positions for this item are not specified here.
2D description (literature/general):
A tricyclic framework consisting of a benzopyran (chroman) ring fused to a phenyl ring (B-ring), with phenolic OH and possibly methoxy groups. No stereochemical configuration is specified for this item in the provided data (flavan-type centers can be chiral at C2).
Synthetic Utility
Without item-specific substitution patterns disclosed here, the following outlines general synthetic handles expected for dihydro-flavonoid-type polyphenols and how they are leveraged in synthesis:
Phenolic O–H functionalization:
Etherification (e.g., MeI/DMSO/K2CO3; benzyl bromide/NaH/THF) to modulate lipophilicity or install protecting groups.
Esterification (acid chlorides/anhydrides, Steglich coupling with DCC/DMAP) to generate prodrug-like esters or for SAR.
Selective protection strategies: Orthogonal protection (Bn, MOM, Ac) to differentiate phenols for regioselective downstream transformations.
A-ring/B-ring editing: Electrophilic aromatic substitution may be limited by deactivation from phenols; employ directed metalation (TMP-bases) or cross-coupling if aryl halides are present in precursors.
Conjugation to probes: Formation of carbonates/carbamates/urethanes using chloroformates to attach linkers, fluorophores, or affinity tags.
Oxidation state modulation: Dihydro- to aromatic interconversions (e.g., dehydrogenation) or controlled oxidation to quinonoid species for further elaboration.
Analytical considerations:
Track reactions by LC–MS and HPLC-UV (typical detection 254–360 nm). Phenolic groups can cause tailing; use acidic modifiers and end-capped C18 columns.
Note: Verify exact substitution of dihydrotamarixetin from spectral data before planning protecting-group strategies.
Target Specificity
Not applicable. This product is a small-molecule polyphenol and not an antibody, enzyme, nucleic acid, or biologic reagent with defined target specificity.
No antigen, epitope, clone, or isotype information applies.
For biochemical testing against specific targets (enzymes, receptors), target engagement and specificity must be determined empirically under your assay conditions.
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