Ebracteolata compound B - ≥98% , CAS No.83459-37-4

CAS: 83459-37-4 Cat. No.: E1051328 PubChem CID: 902138

GRADE & PURITY ≥98%

Storage

Room temperature

Specifications

Specifications & Purity

≥98%

Storage

Room temperature

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=C(C(=C(C=C1O)OC)C(=O)C)O
• IUPAC Name: 1-(2,4-dihydroxy-6-methoxy-3-methylphenyl)ethanone
• InChIKey: RFKMWWMZUHXFBA-UHFFFAOYSA-N
• INCHI: 1S/C10H12O4/c1-5-7(12)4-8(14-3)9(6(2)11)10(5)13/h4,12-13H,1-3H3
• Isomeric SMILES: CC1=C(C(=C(C=C1O)OC)C(=O)C)O
• Alternate CAS: 83459-37-4
• PubChem CID: 902138
• MeSH Entry Terms: 4-dihydroxy-6-methoxy-3-methylacetophenone;ebracteolata compound B

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Methoxyphenols Acetophenones Anisoles Aryl alkyl ketones Benzoyl derivatives Methoxybenzenes Ortho cresols Phenoxy compounds Resorcinols Alkyl aryl ethers Toluenes 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Vinylogous acids Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Methoxyphenol - Acetophenone - Phenoxy compound - Anisole - Benzoyl - O-cresol - Phenol ether - Resorcinol - Aryl alkyl ketone - Methoxybenzene - Alkyl aryl ether - Phenol - Toluene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Ether - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• 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: 196.200 g/mol
• XLogP3: 1.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 196.074 Da
• Monoisotopic Mass: 196.074 Da
• Topological Polar Surface Area: 66.800 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 216.000
• 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 validated biological or analytical application protocols are provided in the Product Data for this specific item. The following general, non-validated practices are commonly used for small-molecule library compounds:

• Stock preparation:

  • Weigh material quickly to limit ambient exposure. Prepare 10–50 mM DMSO stocks. Vortex/sonicate to clarity. Filter if needed (0.2 µm PTFE).
  • Aliquot into amber vials or microtubes to minimize light exposure and avoid repeated freeze–thaw.

• Biochemical/cell-based assays (general):

  • Dilute stocks into assay media to the desired concentration ensuring final DMSO ≤0.1–0.5% v/v (assay dependent).
  • Include vehicle controls and, when feasible, a detergent control (e.g., 0.01% Tween-20) to detect aggregation-mediated effects.

• Analytical QC:

  • Verify identity/purity by LC-MS and, if available, quick 1H NMR before critical experiments.

These steps are suggestions only and should be optimized for your specific assay and instrumentation.

Biological Roles

General background (not item-specific claims):

• Source and role:

  • Ebracteolata compound B is a catalog/trivial name associated with constituents isolated from Euphorbia ebracteolata. Plant secondary metabolites commonly function in defense, signaling, and allelopathy.

• Chemical ecology (general):

  • Many Euphorbia metabolites are terpenoid in origin (diterpenoids/triterpenoids), often polyoxygenated and capable of interacting with biological membranes or enzymes in the producing organism’s ecological niche.

• Laboratory research context:

  • In discovery biology, such molecules are investigated as chemical probes in target-agnostic screening, and as chemosystematic markers to differentiate species or accessions. Any observed bioactivity must be independently verified and cannot be generalized without rigorous controls.

• ADME and assay considerations (general):

  • Likely low aqueous solubility and potential non-specific binding to plastics and serum proteins; include carrier protein controls or low-bind labware.
  • Evaluate stability under assay conditions (pH, light, temperature), as many natural products are labile.

Note: No clinical or therapeutic claims are made. Item-specific biological function and potency are not provided here and should not be inferred without direct experimental evidence.

Buffer Applications

This product is a hydrophobic small molecule used primarily as a screening/reference compound and is not a buffering reagent. Therefore, conventional buffer preparation guidance (e.g., phosphate, Tris, HEPES systems) is not applicable. For assay work:

• Prepare stocks in DMSO or another suitable organic solvent and dilute into the desired buffer so that the final organic solvent percentage is within assay tolerance.
• If precipitation occurs on dilution, consider adding a small percentage of cosolvent or a non-ionic surfactant compatible with the assay.

For buffer recipes and pH control, refer to standard buffering reagents rather than this compound.

Green Alternatives

When handling hydrophobic library compounds, solvent selection often dominates the environmental footprint. While DMSO and ACN are common, greener choices can sometimes be adopted without compromising performance.

• Greener dissolution/dilution strategies (general):

  • Use ethanol or methanol (renewable grades) where compatible with the assay, in place of ACN.
  • For workups/purification, prefer ethyl acetate or isopropanol over chlorinated solvents when polarity allows.
  • Minimize solvent volumes by preparing concentrated stock solutions and aliquoting to reduce waste from repeated thaw/freeze cycles.

• Comparison (general guidance):

  • DMSO: high solvency; low volatility and worker exposure; persistence in aqueous streams can complicate waste treatment.
  • Ethanol: bio-based, low toxicity; may affect protein assays at modest %.
  • IPA: greener alternative to ACN for some LC methods (requires method re-optimization due to viscosity/backpressure).

• Operational green tips:

  • Implement micro-scale assays to cut solvent use.
  • Employ closed, low-dead-volume LC systems and short columns where resolution permits.
  • Consolidate waste by compatible hazard class to optimize disposal.

These are general sustainability suggestions; confirm compound solubility and analytical suitability before switching solvents.

Pharmaceutical Uses

No pharmacopeial monograph or excipient role is provided in the Product Data. This product is supplied strictly for research use only.

• Typical research/formulation context (general):

  • Used as a reference standard or screening hit in early discovery. If formulation-style studies are conducted (e.g., solubility enhancement), these are exploratory and not for clinical use.
  • Preformulation experiments may include solubility profiling in cosolvent systems (DMSO, ethanol, PEG 400), evaluation of cyclodextrin inclusion, or lipid-based vehicles for in vitro delivery—strictly for research.

• Regulatory note:

  • Not intended for human or veterinary use. No GMP status is implied. For any regulated application, obtain full quality documentation and consider sourcing a GMP-grade material.

All pharmaceutical/clinical claims are out of scope; none are made here.

Physical Properties

Item-specific physico-chemical properties were not provided in the Product Data. Do not use the following as specifications; they are general expectations for hydrophobic plant secondary metabolites and must be verified with the item’s CoA/Spec Sheet.

• Appearance (item-specific): Not specified for this item; refer to CoA/Spec Sheet.
• Melting point (literature/typical for purified natural products): Often solid with mp in the 80–250 °C range depending on structure and solvate state; specific mp for this CAS is not confirmed here.
• Boiling point: Not applicable for most high-MW natural products (decompose before boiling at 1 atm). Use thermogravimetric caution.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility (general guidance):
  • Good: DMSO; frequently soluble in methanol, ethanol, acetone, ethyl acetate.
  • Limited: Water and aqueous buffers (unless formulated with cosolvent/surfactant).
  • Prepare concentrated DMSO stock solutions (e.g., 10–50 mM) and dilute into assay media to ≤0.5% v/v DMSO to limit solvent effects (assay-dependent).
• LogP/logD: Typically positive (hydrophobic), but value is structure-dependent; Not specified for this item.
• pKa: Not specified for this item; refer to CoA/Spec Sheet.
• UV-Vis (general): Many polyunsaturated/oxygenated natural products show UV absorbance between 200–230 nm and sometimes 250–290 nm; item-specific λmax not established here.

Always verify test method suitability (e.g., detection wavelength, solvent) empirically with the supplied lot.

Quality & Grades

• Item-specific grading/purity: Not specified for this item; refer to CoA/Spec Sheet.

• Context for this catalog entry:

  • Listed under a small-molecule/compound library category, where materials are typically provided for research use only as screening candidates, reference standards, or analytical controls.
  • When a purity is reported on the CoA, it is commonly determined by HPLC/UPLC (UV or CAD) and/or NMR. For discovery work, ≥95% area by HPLC is typical; for mechanistic or quantitative studies, higher purity or additional orthogonal characterization may be desirable.

• Documentation you can expect or request:

  • CoA (Certificate of Analysis): Lot-specific purity method/result, appearance, and basic identity checks.
  • Analytical data (when available): 1H/13C NMR, HRMS/ESI-MS, HPLC chromatogram including gradient and detection wavelength.
  • Spec sheet: Handling guidance and storage notes.

• Stabilizers/antioxidants:

  • If present, these are stated on the CoA/spec sheet. None are specified in the Product Data; verify before use if you require stabilizer-free material for sensitive assays.

• Suitability notes:

  • For bioassays, confirm absence of interfering residual solvents or additives. For quantitative LC-MS work, verify low-level impurity profile and establish response factors with an internal standard.

Reaction & Applications

• Catalog context and typical uses:

  • Supplied as a research-use small molecule for screening libraries, phenotypic assays, target deconvolution workflows, and as an analytical reference in natural product profiling.
  • May serve as a standard for metabolomics/chemotaxonomic comparisons involving Euphorbia species.

• Synthetic chemistry perspective (general):

  • Natural products of this class are usually not primary building blocks. However, they can be used for semi-synthetic diversification (e.g., acylation, etherification, oxidation/reduction) to probe structure–activity relationships. The feasibility depends entirely on the functional groups of the specific structure; consult the CoA and literature structure before planning derivatizations.

• Analytical applications:

  • LC-MS method development: establish retention behavior in reversed-phase (C18) with water/ACN or water/MeOH gradients containing 0.1% formic acid (or other appropriate modifier). Determine ionization mode (ESI±) empirically.
  • Stability-indicating methods: stress with light, heat, and pH to map degradation profiles and set handling limits.

• Biochemical/biophysical screening (general):

  • Prepare DMSO stocks and verify assay compatibility at the final solvent percentage.
  • Perform solubility and aggregation checks (e.g., detergent-supplemented assays, DLS, or light-scattering readouts) to avoid false positives.

Note: No item-specific bioactivity claims are made. All uses are for research only.

Reaction Conditions

No item-specific reaction conditions apply, as this product is supplied as a finished small molecule for screening/reference use. If semi-synthetic derivatization or analytical method development is intended, the following general guidance may help:

• Solution preparation (general):

  • Dissolve in anhydrous DMSO (10–50 mM). Gentle warming (≤40 °C) and brief sonication can aid dissolution.
  • For LC-MS: use water/ACN or water/MeOH gradients with 0.1% formic acid or ammonium acetate; determine optimal ionization mode empirically.

• Mild functional group manipulations (if applicable to the actual structure):

  • Acylation/alkylation of free alcohols: DMAP or base-catalyzed, 0–25 °C, hours.
  • Hydrogenation of isolated C=C: Pd/C, H2 (1–3 bar), room temp, solvent such as EtOH/EtOAc.
  • Oxidations (e.g., alcohol → ketone): Dess–Martin or TEMPO-based systems, 0–25 °C.

• Stability testing:

  • Conduct photostability and pH-stability screens (acidic pH ~2–3, neutral pH ~7, basic pH ~9–10) at 25–40 °C to map degradation pathways before scale-up studies.

These are literature-level, non-specific conditions. Always tailor to the confirmed functional groups of your lot and monitor by LC-MS/NMR.

Safety & Handling

• GHS and hazard information (item-specific):

  • Signal word: Not specified for this item; refer to SDS.
  • Hazard statements (H-codes): Not specified for this item; refer to SDS.
  • GHS classification/pictograms: Not specified for this item; refer to SDS.

• General laboratory precautions (good practice):

  • Handle in a chemical fume hood; avoid inhalation of powders or aerosols.
  • Wear lab coat, nitrile gloves, safety glasses. For weighing fine solids, consider double-gloving and using anti-static tools.
  • Avoid skin/eye contact; wash thoroughly after handling. Prevent environmental release of organic solutions.

• Incompatibilities and stability (general):

  • Avoid strong oxidizers and strong acids/bases that can degrade polyoxygenated natural products.
  • Protect from excess heat and direct light; many natural products are photosensitive or thermally labile.
  • Use dry, oxygen-limited conditions for long-term stock solutions where feasible (e.g., anoxic DMSO aliquots).

• First-aid overview (refer to SDS for authoritative guidance):

  • Inhalation: Move to fresh air; seek medical advice if symptoms persist.
  • Skin/eye contact: Rinse with water for at least 15 minutes; remove contaminated clothing; seek medical attention if irritation continues.
  • Ingestion: Rinse mouth; do not induce vomiting; obtain medical attention.

• Waste: Collect organic solutions for solvent waste streams per institutional and local regulations.

Solvent Selection

Given the absence of item-specific solubility data, the following are general, proven strategies for hydrophobic natural products supplied for screening.

• Polarity and miscibility (general):

  • Likely nonpolar to moderately polar small molecule. Expect poor aqueous solubility; good solubility in DMSO, often acceptable in MeOH, EtOH, acetone, ethyl acetate, and sometimes acetonitrile.

• Practical dissolution workflow:

  • Start with anhydrous DMSO to prepare a concentrated stock (e.g., 10–50 mM).
  • For aqueous assays, premix DMSO stock into a small volume of assay medium or a cosolvent (MeOH or ACN), then add to buffer with vigorous mixing to keep final DMSO ≤0.1–0.5% v/v as required by the assay.
  • If precipitation occurs, consider cosolvent blends (DMSO:MeOH or DMSO:ACN), gentle warming (≤40 °C), or brief sonication. Avoid prolonged heating.

• Comparison (general guidance):

  • DMSO: highest solvating power for many library compounds; good for long-term frozen aliquots.
  • Methanol/Ethanol: compatible with many biochemical assays but can denature proteins above a few percent.
  • Acetonitrile: useful for LC-MS method development and as a diluent; miscible with water.

• Analytical considerations:

  • For UV detection, choose solvents with minimal background at the intended wavelength.
  • Filter through 0.2 µm PTFE if particulate persists (avoid adsorption by selecting appropriate membrane).

Always confirm actual solubility and solution stability with the specific lot.

Storage & Reconstitution

• Item-specific storage (from Product Data):

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

• General best practices for natural product standards:

  • Store in a tightly closed, light-protective container in a dry place. Although room temperature is indicated, many users prefer 2–8 °C for long-term retention of potency; choose conditions suitable for your workflow and stability data.
  • For working solutions, prepare concentrated DMSO stocks (e.g., 10–50 mM), dispense into small single-use aliquots, and store at −20 to −80 °C to minimize degradation and freeze–thaw cycles.
  • Allow frozen aliquots to thaw at room temperature, mix thoroughly, and use promptly. Avoid repeated cycling.

• Reconstitution (general guidance):

  • Start with anhydrous DMSO to full clarity. If aqueous use is required, dilute the DMSO stock into buffer with vigorous mixing, maintaining acceptable final solvent %.

• Stability notes:

  • Protect from light, heat, and moisture. Verify solution stability over the intended experimental timeframe by LC (e.g., at 0, 24, 48 h at room temperature and assay temperature).

Refer to the product’s CoA/Spec Sheet and SDS for definitive storage and handling instructions for your lot.

Structure & Identity

Intro: Ebracteolata compound B is a plant-derived small molecule commonly cited as a constituent of Euphorbia ebracteolata; in catalogs it is typically supplied as a screening/reference compound in small-molecule libraries.

• Item-specific identifiers (from Product Data):

  • SKU: E1051328
  • Product name: Ebracteolata compound B
  • CAS: 83459-37-4
  • PubChem CID: 902138 (catalog cross-reference)
  • InChIKey: 315017 (as provided; appears truncated/not in standard 27-character InChIKey form)
  • 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 (general/literature context):

  • Reported under the trivial name “compound B” from E. ebracteolata; literature often describes Euphorbia metabolites as diterpenoids or triterpenoids, frequently polyoxygenated. The exact structure that different authors label “compound B” can vary between species and reports; always confirm identity against the item’s CoA/NMR/HRMS before use.

• 2D structural description (general guidance):

  • Without an item-specific structure, a definitive 2D description cannot be provided. Users should consult the lot-specific analytical documentation (1H/13C NMR, MS, and, if available, HPLC chromatogram) included with the product or available on request.

Synthetic Utility

From a synthetic standpoint, Ebracteolata compound B is primarily a finished natural product standard rather than a modular building block. Without item-specific structural information, only general guidance can be provided:

• Potential transformation handles (general):

  • Many Euphorbia-derived metabolites contain alcohols, esters, alkenes, or lactones. If such groups are present, typical chemoselective transformations (e.g., acylation/alkylation of alcohols, selective oxidation/reduction, Michael additions to enone motifs) may be used for semi-synthetic analog generation.

• Retrosynthetic perspective:

  • Complex terpenoids are seldom practical to assemble de novo for routine SAR; diversification of the natural scaffold is the common path.

• Analytical utility:

  • Serves as a calibration/retention time standard in LC-MS workflows mapping Euphorbia extracts; can support authentication or dereplication.

• Cautions:

  • Polyfunctional natural products may undergo rearrangements or ester exchange under strong acid/base. Use mild, selective conditions and monitor closely by TLC/LC-MS.

Confirm the actual functional groups from the lot’s analytical data before planning any chemical transformations.

Target Specificity

No target, enzyme, receptor, or pathway specificity is provided for this item in the Product Data. As a small-molecule library constituent, it should be treated as target-agnostic until experimentally characterized under your assay conditions.

• Recommendation:
  • If biological profiling is intended, apply orthogonal counterscreens (e.g., detergent-sensitive assays, redox/activity interference panels) and include positive/negative controls to rule out assay artifacts.

No item-specific binding data are claimed here.