OBAA (3-(4-Octadecyl)-benzoylacrylic acid) is a potent inhibitor and therefore useful experimental tool for PLA2 (phospholipase A2). OBAA specifically displayed ability to inhibit PLA2 from snake venom, but not from porcine pancreas. OBAA was observed in experiments to inhibit Na+ concentration increase induced by thapsigargin and blocks Ca|2+|entry into pathogenic|Tyrpanosoma brucei|.
This compound belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
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.
Soluble in DMSO (≥5 mg/ml at 60° C), 100% ethanol (5 mg/ml), and methanol.
굴절률
n20D1.51 (Predicted)
끓는점(°C)
558.65° C at 760 mmHg (Predicted)
녹는점(°C)
230.75° C (Predicted)
분자량
428.600 g/mol
XLogP3
10.800
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
20
Exact Mass
428.329 Da
Monoisotopic Mass
428.329 Da
Topological Polar Surface Area
54.400 Ų
Heavy Atom Count
31
Formal Charge
0
Complexity
475.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
1
The total count of all stereochemical bonds
1
Covalently-Bonded Unit Count
1
솔루션 계산기
Molarity Calculator
Determine the necessary mass, volume, or concentration for preparing a solution.
Dilution Calculator
Determine the dilution needed to prepare a stock solution.
Reconstitution Calculator
리뷰
고객 리뷰
Application Protocols
No vendor-validated application protocols are provided for this item. The following general procedures can help integrate an undefined small molecule into screening or analytical workflows:
Stock preparation (analytical/biological):
Weigh accurately (±0.1 mg) and dissolve in high-purity solvent (commonly DMSO) to 10–50 mM. Sonicate gently if needed. Record solvent lot and water content.
Filter if particulate is present (PTFE/0.2 µm for organics; PVDF may be used for mixed aqueous systems). Avoid nylon for strongly acidic/basic compounds.
Plate handling: Prepare serial dilutions in DMSO, then back-dilute into buffer; keep final DMSO ≤0.1–1% v/v. Use low-bind tips/plates to reduce adsorption.
Stability check: Incubate working solutions at assay temperature for planned duration and reanalyze by LC–MS to confirm no degradation or precipitation.
Reference analytics: Acquire 1H/13C NMR and HRMS on the received lot and archive raw data with the SKU and CAS noted.
All parameters above should be adapted after the structure and properties are confirmed via CoA/Spec Sheet or in-house characterization.
Biological Roles
The biological function, pathway involvement, and molecular targets of OBAA are not provided for this SKU, and the chemical structure is not specified here. Therefore, no item-specific biochemical roles can be claimed.
General guidance for researchers
If used as a screening compound or probe, first confirm identity and purity (LC–MS, NMR), then profile basic ADME-relevant properties (aqueous solubility vs pH, lipophilicity by shake-flask or chromatographic logD, and chemical stability in assay buffers).
Establish a DMSO stock and test assay compatibility (final %DMSO tolerance) and compound adsorption to plastics (use low-bind plates if needed).
If prior literature exists for this CAS, validate reported activities independently to rule out PAINS or redox-cycling artifacts (e.g., add counterscreens, include detergent for aggregation control).
Compliance note
This product is supplied strictly for laboratory research use only. It is not intended for diagnostic, therapeutic, or other clinical applications.
Buffer Applications
OBAA is supplied as a small-molecule library member; it is not a designated buffering agent, and no acid/base constants or buffering ranges are provided.
Practical considerations for assay buffers (general)
Prepare compound stocks in an appropriate solvent (commonly DMSO) and dilute into assay buffer ensuring the final cosolvent ≤0.1–1% v/v depending on assay tolerance.
Select buffers that minimize compound instability: use phosphate (pH 6–8), HEPES (pH 6.8–8.2), Tris (pH 7–9), or acetate (pH 4–5.5) as needed; avoid reactive components (e.g., primary amines in buffers) if the compound later proves to be acylating/activated.
Control pH drift and ionic strength; include 0.01–0.05% Tween-20 or 0.1 mg/mL BSA to reduce nonspecific adsorption where appropriate.
Since no pKa or solubility data are supplied for this item, determine buffer compatibility empirically and consult the CoA/Spec Sheet for any item-specific guidance.
Green Alternatives
In the absence of structure-specific hazards, greenness is best improved by choices around solvents, energy, and waste minimization. Consider the following general, balanced guidance when working with small molecules of unknown polarity:
Prefer bio-based or greener solvents when compatible with solubility and reactivity:
Replace DMF/NMP with acetonitrile, 2-MeTHF, CPME, propylene carbonate, dimethyl carbonate, or ethyl acetate where feasible.
Use water/EtOH mixtures for extractions and recrystallizations when solubility allows.
Reduce DMSO usage in large-scale workups (persistent in wastewater) by transitioning to MeOH/ACN for analytical tasks and EtOAc/IPA for processing, where possible.
Apply microscale screening to minimize reagent and solvent consumption; utilize DoE to reduce iterations.
Choose energy-efficient conditions: room-temperature or flow chemistry over prolonged reflux; consider photoredox/electrochemistry when appropriate and safe.
Implement in-process controls (IPC) to avoid overreaction and unnecessary rework.
Illustrative solvent comparison (general)
2-MeTHF vs THF: similar polarity; 2-MeTHF is more hydrophobic and often allows easier separations; derived from renewable sources; may have higher peroxide risk—monitor accordingly.
CPME vs DCM: CPME is less volatile and less toxic; supports azeotropic drying; note flammability and potential peroxide formation.
Select alternatives only after confirming the compound’s solubility/stability; ensure any switch does not compromise purity or yield.
Pharmaceutical Uses
No pharmacopeial status, excipient role, or formulation data are provided for this SKU. Without a defined structure, no pharmaceutical-use claims are made.
Research/manufacturing context (general)
As a research-only small molecule, OBAA may be used in pre-formulation screening or as a reference/analytical standard where permitted by institutional policy.
If formulation studies are pursued, characterize solid-state form (XRPD, DSC/TGA), hygroscopicity, and chemical stability across pH 2–10. Explore salt or cocrystal formation only after confirming the presence of ionizable groups and ensuring regulatory appropriateness for nonclinical work.
Establish impurity profiles and residual solvent levels if material will contact equipment shared with GMP facilities; this item is not supplied for GMP use unless explicitly stated otherwise in the CoA/Spec Sheet.
Compliance
For research use only. Not for human or veterinary use, clinical diagnostics, or as an active pharmaceutical ingredient.
Physical Properties
Item-specific physicochemical specifications were not provided. The following fields therefore remain unspecified for this catalog entry:
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
Melting point / Boiling point: Not specified for this item; refer to CoA/Spec Sheet.
Density / Refractive index: Not specified for this item; refer to CoA/Spec Sheet.
Solubility (water/organics): Not specified for this item; refer to CoA/Spec Sheet.
logP/logD, pKa(s): Not specified for this item; refer to CoA/Spec Sheet.
For unknown small molecules, run a quick solubility screen (room temperature, ~10 mg/mL target) across: water (pH 2–10), MeOH, EtOH, i-PrOH, ACN, acetone, DMSO, DMF, ethyl acetate, MTBE, toluene, DCM. Record clear/partial/insoluble.
If crystalline, a micro-melting range check can help confirm identity and assess purity. If oil/low-melting, use DSC or variable-temperature 1H NMR.
Determine approximate UV–vis profile (200–400 nm) for analytical method setup; unknown chromophores often absorb at 200–220 nm, aromatics at 254 nm.
Collect LC–MS in two orthogonal methods (e.g., reversed-phase acidic and basic) to inform purity and ionization behavior; if formula is unknown, exact mass can guide assignment.
Note: Treat any numerical property not listed here as unknown for this SKU until confirmed by the CoA or internal analytical data.
Quality and Grades
Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
Interpretation and guidance
In the absence of an explicit grade, users should treat the material as a research-grade small molecule intended for laboratory R&D only (Research Use Only statement applies).
If HPLC, LC–MS, or NMR purity thresholds are required (e.g., ≥95% by HPLC), confirm with the Certificate of Analysis (CoA) that accompanies your lot. Typical CoAs provide assay purity, residual solvent data, and analytical methods.
If your application is chromatography-sensitive (e.g., photophysical studies, bioassays at low nM), request low-UV, low-fluorescence, and metal-content information. Absent explicit specs, plan to re-purify or perform in-house QC.
Stabilizers/inhibitors: Not specified for this item; refer to CoA/Spec Sheet. If your assay is sensitive to phenolic, amine, or radical inhibitors, query whether any stabilizer is present and, if so, remove by prewashing or purification.
Recommended incoming QC (practical)
Verify identity by HRMS and 1H/13C NMR.
Assess purity by orthogonal LC methods (acidic/basic), and, where relevant, GC–MS for volatile impurities.
Screen for water content (KF) and residual solvents if your protocol is moisture- or solvent-sensitive.
Contact Aladdin Scientific for lot-specific analytical documentation when making go/no-go decisions for critical experiments.
Reaction and Applications
Manufacturer-provided application notes are not available for this SKU. Without a defined structure, reaction-specific guidance cannot be provided. The following framework can help position a small-molecule library member in R&D workflows:
Screening & assay development: OBAA may serve as a chemical probe or hit candidate in phenotypic or target-based assays. Establish a validated stock solution (often 10–50 mM in DMSO) and confirm chemical stability under assay conditions (temperature, pH, light, and cofactor presence).
Analytical characterization: Prior to biological or materials testing, confirm identity and purity via 1H/13C NMR, HRMS, and LC–MS. If the compound shows multiple peaks, consider polymorphism, tautomers, or mixture.
Derivative exploration: If functional groups are later confirmed, standard transformations (acylations, alkylations, cross-couplings, reductions/oxidations) can be planned. Perform small-scale scouting reactions first and monitor by LC–MS.
Stability studies: Run forced-degradation panels (acid/base hydrolysis, oxidative, thermal, photolytic) to identify liabilities and inform storage/handling.
Materials testing: For non-biological applications (e.g., thin-film, sensing), measure film-forming ability, thermal transitions (DSC/TGA), and optical properties prior to device integration.
Note: Because the structural identity is not specified here, avoid committing to route design, named reactions, or mechanistic assumptions until definitive structural documentation (CoA/Spec Sheet) is obtained.
Reaction Conditions
No reaction conditions are specified for this item. Until the structure is confirmed, avoid committing to a single pathway. A general, structure-agnostic approach to condition scouting is recommended:
Start with parallel screens spanning solvents (e.g., toluene, THF/2-MeTHF, MeCN, DMF, dioxane), bases (e.g., K2CO3, Cs2CO3, DIPEA), and catalysts where relevant (Pd, Ni, Cu for cross-couplings) on 10–20 mg scale.
Temperature brackets: RT → 60 °C → 100 °C (or reflux), with 2–16 h reaction windows; monitor by LC–MS every 1–2 h initially.
For moisture/air-sensitive chemistry, use Schlenk or glovebox techniques; dry glassware and degas solvents (sparging or freeze–pump–thaw).
Quench and workup miniaturized (solid-phase extraction, micro liquid–liquid) to accelerate iterations.
Analytical: develop two LC methods (acidic, basic) and a GC method (if volatile) for rapid feedback.
Yields, selectivities, and mechanisms are not stated here and depend entirely on the verified functional groups of the specific lot. Consult the CoA/Spec Sheet for any guidance provided with your shipment.
Safety and Handling
Safety classification details were not provided for this SKU.
GHS Classification / Pictograms / Signal Word / H-Statements: Not specified for this item; refer to SDS.
Recommended PPE (general best practice): Lab coat, safety glasses, and appropriate chemically resistant gloves (e.g., nitrile). Handle in a fume hood to avoid inhalation of vapors, mists, or dust.
General precautions: Avoid contact with skin and eyes. Prevent ingestion and inhalation. Do not pipette by mouth. Wash thoroughly after handling.
Incompatibilities: Unknown for this specific item. As a conservative practice for organic small molecules, keep away from strong oxidizers and strong acids/bases until compatibility is known. Avoid ignition sources if the material is volatile or combustible.
First aid (overview): If inhaled—move to fresh air; if on skin—wash with soap and water; if in eyes—rinse cautiously with water for several minutes, remove contact lenses; if swallowed—rinse mouth. Seek medical attention if symptoms persist. Defer to SDS for authoritative procedures.
Spill & disposal: Contain and collect with inert absorbent for liquids or dampen and scoop for solids; dispose according to institutional and local regulations. Avoid release to the environment.
Storage conditions: Room temperature (as provided). Keep container tightly closed, dry, and protected from light if the compound is photosensitive; use a desiccator when possible.
Always consult the official SDS for definitive hazard and response information before use.
Solvent Selection
No compound-specific solubility data are available for this SKU. The following is a pragmatic solvent-selection strategy for small molecules of unknown polarity:
Begin with a tiered solubility screen at room temperature (target 10–50 mg/mL):
Polar aprotic: DMSO, DMF, NMP, ACN.
Polar protic: MeOH, EtOH, i-PrOH, water (adjust pH 2–10 as needed).
For bioassays, DMSO stocks (10–100 mM) are often preferred due to broad solubilizing power and assay compatibility at ≤0.1% v/v final.
If partial solubility is observed, use gentle warming (≤40 °C) and sonication; avoid prolonged heating that may cause degradation.
Salt formation can aid solubility for ionizable compounds: prepare the HCl salt for basic amines or Na⁺/K⁺ salts for acids where applicable (confirm functional groups first).
Analytical method development: start with reversed-phase LC (C18) using ACN/H2O or MeOH/H2O with 0.1% formic acid or 10 mM ammonium bicarbonate for basic mode.
Quick comparison (generalized)
DMSO: maximal solubilization; may affect some biochemical assays at >0.5%.
ACN/MeOH: good for LC compatibility; lower viscosity than DMSO.
EtOAc/DCM: useful for workups/extractions if the compound is neutral and lipophilic.
Confirm definitive solvent choices after consulting the CoA or your own solubility tests.
Storage and Reconstitution
Storage Conditions: Room temperature (as provided). Maintain in a tightly closed container, in a dry environment. Use desiccant and protect from light as a precaution until photostability is known.
Shipping: Shipped under normal conditions.
Stability: Not specified for this item; refer to CoA/Spec Sheet. If long-term storage is anticipated, consider aliquoting to minimize headspace and repeated opening.
Reconstitution and working solutions (general guidance)
For most small-molecule library members, prepare a concentrated stock in DMSO (e.g., 10–50 mM). If water solubility is required, evaluate co-solvent systems (DMSO or ACN ≤10% v/v) and pH adjustment as appropriate after functional groups are confirmed.
Warm gently (≤40 °C) and sonicate briefly to aid dissolution. Avoid prolonged heating.
Filter through 0.2 µm PTFE if particulates remain. For aqueous systems, verify compatibility with membrane material.
Store stock solutions at 2–8 °C or −20 °C in aliquots if stability permits; avoid freeze–thaw cycling.
Item-specific numerical specifications (e.g., water content, residual solvents, UV cutoff) are not provided here; consult the CoA/Spec Sheet accompanying your lot for definitive guidance.
Structure and Identity
Concise identity details for OBAA (SKU O335801) are limited in the provided data. The information below reflects only what is supplied for this catalog item.
Product Name: OBAA
SKU: O335801
CAS: 134531-42-3
PubChem CID: 4579 (as provided; verify against CoA/Spec Sheet for confirmation)
InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
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
Detailed 2D/3D structural features (ring systems, functional groups, stereochemistry) are not available in the provided data for this SKU. Please consult the product’s CoA/Spec Sheet or request structural documentation prior to use in structure-driven experiments.
Notes for researchers
If the compound is intended for SAR, docking, or cheminformatics workflows, obtain a verified structure file (SDF/MOL/SMILES) and identifiers (InChI/InChIKey) from the CoA or by contacting Aladdin Scientific technical support prior to computational or synthetic work.
For internal registration, consider linking your sample record by SKU and CAS, and update with definitive structure and formula upon receipt of the CoA.
Synthetic Utility
Specific synthetic roles cannot be assigned without structural information. If OBAA is intended as a building block or intermediate, obtain and verify its structure (CoA/Spec Sheet) before route design. General considerations:
If the compound bears common functional groups (e.g., aryl halide, boronate, carboxylic acid/ester, amine, alcohol, nitrile), the following families of reactions may be applicable after verification:
Conduct compatibility scouting on 10–50 mg scale: select solvent, base, and catalyst orthogonally; monitor by LC–MS.
Protecting-group strategy should align with functional group sensitivity; consider orthogonal PGs to simplify deprotection.
Without item-specific functional group data, treat the above as general planning notes only. Confirm all conditions with small-scale pilot reactions once the compound’s structure and stability are established.
Target Specificity
This product is a small molecule and not an antibody, oligonucleotide, or biologic. No target specificity, epitope, or isotype information is applicable or provided for this SKU.
Products are supplied to verified businesses, institutions, and qualified professionals for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
