This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
External Descriptors
hydrate
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
420.400 g/mol
XLogP3
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
5
Exact Mass
420.097 Da
Monoisotopic Mass
420.097 Da
Topological Polar Surface Area
134.000 Ų
Heavy Atom Count
28
Formal Charge
0
Complexity
606.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
3
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
3
Calcolatori di soluzioni
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Recensioni
Recensioni dei clienti
Application Protocols
No tested application protocols are provided for this item. If using in biochemical or microbiological research, develop fit-for-purpose methods:
Stock preparation: Prepare fresh in suitable solvent (see Solvent Selection) at known concentration; filter if particulate is present.
Stability checks: Use rapid HPLC or LC–MS to confirm integrity immediately after preparation and at use time.
Storage of working solutions: Keep on ice during use; discard remaining solution rather than refreezing, unless validated.
These are general good-practice suggestions, not product-validated protocols.
Biological Roles
Item-specific biological information is not provided for this SKU. The following is general background for β‑lactam penicillins (literature/general) and is not a statement of performance for this product.
General mechanism (biochemistry)
β‑lactams are acylating agents of bacterial penicillin-binding proteins (PBPs), forming stable acyl-enzyme complexes that inhibit transpeptidation in peptidoglycan biosynthesis. This disrupts cell wall maturation in bacteria.
Select considerations for research use
Stability in biological matrices: Hydrolysis is accelerated by β‑lactamases and nonenzymatic processes; measure intact compound quickly after dosing/incubation in in vitro systems.
Protein binding: Many penicillins exhibit substantial, variable plasma protein binding; this affects free concentration in biological assays (literature/general).
Permeability: Side-chain structure and ionization state determine membrane permeability; salts are typically polar and may require transport mechanisms in cells.
Reminder: This product is stated “For research use only.” No clinical/diagnostic/therapeutic claims are made or implied.
Buffer Applications
Not typically applicable. Staphcillin (a specific small molecule/β‑lactam by trade name) is not a buffer component. If preparing solutions for assays, select a separate buffer system (e.g., phosphate, HEPES) that maintains pH 6–7.5 to limit β‑lactam hydrolysis. Verify compatibility and ionic strength with your experimental design.
Green Alternatives
Applicability note
As an individual bioactive small molecule, “green alternative solvent/reagent” substitution is not typically relevant to the compound itself. However, greener handling can be applied to its use and analysis.
Greener handling strategies (literature/general)
Solvent choice: Prefer water or buffered aqueous media at neutral pH whenever compatible with the experiment; otherwise use minimal volumes of high-boiling polar aprotics (e.g., DMSO) and dilute into water.
Waste minimization: Prepare small, single-use aliquots to limit repeated thaw/refreeze and reduce waste of degraded material.
Energy: Conduct manipulations at ambient temperature when stability allows; avoid unnecessary heating.
Comparison of common media (general)
Buffered water (pH ~7): lowest environmental impact; suitable for short-term work if the compound’s salt form is water soluble.
Ethanol vs. acetonitrile: Ethanol has a better green profile; use where chromatographic method permits.
DMSO: Acceptable for high-solubility stocks; use sparingly and segregate waste.
Note: No item-specific solvent or stability data are provided; verify compatibility experimentally and via CoA/SDS.
Pharmaceutical Uses
No pharmacopeial status, dosage form information, or excipient role is provided for this SKU. This catalog item is designated “For research use only.”
General context (literature/general)
β‑lactams are active pharmaceutical ingredients in regulated products; however, any therapeutic use requires compliance with GMP, validated specifications, and regulatory filings. None of these details are provided here for this product.
Formulation considerations for research studies only
Salt form and pH strongly affect solubility and stability. Neutral pH aqueous vehicles and single-use aliquots are commonly employed to limit degradation.
Do not use this material for human or veterinary applications. No clinical or diagnostic claims are made.
Physical Properties
Item-specific specs
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
Literature/general properties for β‑lactam penicillins (not item-specific)
Thermal behavior: Many penicillins decompose before boiling; they show limited thermal stability due to β‑lactam ring opening at elevated temperature.
Solubility: Sodium salt forms are typically freely soluble in water and poorly soluble in most organic solvents; free acids often show limited aqueous solubility but dissolve in polar protic solvents or aqueous base.
pKa (carboxylate, typical): ~2–3 (literature, varies by side chain and salt form).
LogP/logD: Highly dependent on side chain and ionization state; sodium salts are effectively polar/ionic in water (literature/general).
Hygroscopicity: Sodium salts can be moderately hygroscopic; free acids less so (literature/general).
Practical notes
Because specifications are not provided for this SKU, use a small-scale solubility screening (water, buffered aqueous media across pH, MeOH, DMSO) before preparing stock solutions. Verify refractive index, MP/DP, or water content only if reported in the CoA; do not assume typical values.
Quality and Grades
Item-specific grade/purity
Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
Guidance (literature/general)
Research grade vs. analytical grade: Research-grade materials are suitable for exploratory laboratory use; analytical grades typically specify tight impurity and residue limits. For β‑lactams, key quality indicators often include identity (HPLC/LC–MS), potency/assay on an anhydrous basis, residual solvents, and related substances (β‑lactam ring–opened products, isomers).
Stabilizers: Some β‑lactams are formulated with buffering salts or as defined hydrates/salts to enhance stability. If a stabilizer or salt form is declared on the CoA, this influences solubility and storage.
What to check on receipt
Verify identity against CAS (7246-14-2) and CID (23678596).
Review chromatographic purity profile and major related impurities (e.g., hydrolysis products).
Confirm water content and counter‑ion content (if a salt) if reported. If not reported, do not assume values; request CoA/Spec Sheet as needed.
Reaction and Applications
This product is a complex small molecule from a compound library rather than a general-purpose reagent. No manufacturer applications are provided for synthetic transformations.
Literature/general context for β‑lactam penicillins
Chemical behavior: The β‑lactam ring undergoes nucleophilic acyl substitution with ring opening in the presence of bases, amines, or hydroxide. Hydrolysis yields penicilloic acid derivatives.
Stability considerations: Side-chain substituents modulate resistance to nucleophiles and β‑lactamases; however, all penicillins are susceptible to hydrolysis under strongly acidic or basic conditions and upon prolonged exposure to aqueous media.
Analytical applications: LC–MS/MS and HPLC with UV at 220–230 nm are commonly used to quantify intact β‑lactams and degradation products; sample prep at neutral pH and low temperature is recommended.
Practical tips
Prepare solutions immediately before use; minimize residence time in aqueous media. Work cold and at pH 6–7.5 to reduce hydrolysis.
For derivatization or impurity profiling, quench into acidified organic solvent and analyze promptly.
For this SKU, consult the CoA for any stated intended applications, assay conditions, or stability data; absent those, treat it as a sensitive β‑lactam and handle accordingly.
Reaction Conditions
No manufacturer reaction protocols are provided for this SKU.
General handling and stability in solution (literature/general)
pH stability: Highest stability typically near neutral pH (6–7.5). Hydrolysis accelerates below pH 5 and above pH 8.
Temperature: Store and handle solutions cold (on ice or 2–8°C) for short periods; avoid heating. Many penicillins degrade rapidly at elevated temperature.
Solvents: Water or buffered aqueous media for salt forms; DMSO or methanol for stock solutions. Minimize time in solution; prepare fresh before use.
Light/oxygen: Some β‑lactams are light sensitive; protect from strong light. Oxygen is not a primary driver of degradation but may contribute to impurity formation over time.
Analytical conditions (general)
HPLC: C18, aqueous-organic gradients (water with volatile buffer, acetonitrile or methanol), UV detection at 220–230 nm; MS-friendly buffers (e.g., ammonium formate) when LC–MS is required.
These are literature/general guidelines and not item-specific specifications. Verify with the item’s CoA/SDS.
Safety and Handling
Item-specific hazard data
Signal word, H-statements, GHS classes, pictograms: Not specified for this item; refer to SDS.
General safety considerations for β‑lactam penicillins (literature/general)
Sensitization: β‑lactams are well-known skin and respiratory sensitizers. Avoid exposure, especially for personnel with known β‑lactam allergies. Work in a fume hood or containment with appropriate controls.
Decomposition: Hydrolyzes in acidic or basic media with loss of β‑lactam integrity; avoid prolonged exposure to moisture or extremes of pH during handling.
Combustibility: Organic solid/solid salt; treat as a combustible organic. Avoid dust formation and ignition sources.
PPE and engineering controls
Wear lab coat, nitrile gloves, and splash goggles as a minimum. Use a certified chemical fume hood for weighing and solution prep. For potential powder aerosols, consider respiratory protection per institutional SOPs.
First-aid overview (general)
Inhalation: Move to fresh air; seek medical attention if symptoms occur.
Skin/eye contact: Rinse with water for at least 15 minutes; remove contaminated clothing; seek medical attention if irritation persists.
Ingestion: Rinse mouth; do not induce vomiting unless directed by medical personnel.
Always consult the product SDS for authoritative hazard classification, spill/cleanup, disposal, and transport information specific to this SKU.
Solvent Selection
Item-specific solubility is not provided for this SKU; verify with the CoA/Spec Sheet and small-scale tests.
General guidance for β‑lactam penicillins (literature/general)
Aqueous media: Sodium salt forms typically dissolve readily in water and buffered solutions (pH 6–7.5 favored for stability). Free acid forms may require mild basification or co-solvents.
Organic solvents: Limited solubility in nonpolar media. DMSO and methanol can dissolve many penicillin derivatives; ethanol is variably effective. Avoid strong acids/bases that accelerate β‑lactam hydrolysis.
Dielectric/polarity: Favor polar protic or highly polar aprotic solvents for stock solutions; immediately dilute into buffered aqueous systems if biological assays are intended.
When to choose alternatives
For less hydrolysis-prone stock solutions, consider freshly prepared aqueous buffers at neutral pH, or use lyophilized aliquots reconstituted immediately prior to use. For nonaqueous workflows, DMSO stocks stored frozen in small aliquots can limit degradation.
Comparison (literature/general)
Water (pH 7): often best stability/compatibility; very fast hydrolysis at pH <5 or >8.
DMSO: high solubility; stable if dry and cold; dilute promptly into buffered media.
Methanol/ethanol: moderate solubility; may participate in transesterification only in extreme conditions; generally acceptable for short-term handling.
Storage and Reconstitution
Item-specific storage/shipping
Storage conditions: Room temperature (as provided). Protect from moisture and extremes of temperature. For extended storage, many β‑lactams benefit from cool, dry, and dark conditions; however, follow the label and CoA for this SKU.
Shipped in: Not specified for this item; refer to CoA/Spec Sheet.
Reconstitution (general guidance; not item-specific)
Solvent: Use water or buffered aqueous media for salt forms; consider DMSO or methanol for initial stock if aqueous solubility is limited. Confirm solvent compatibility experimentally.
Concentration: Prepare concentrated stock solutions in small aliquots to minimize freeze–thaw. Filter through 0.22 µm if particulate is present and compatible.
Stability: Prepare solutions immediately before use. Maintain at 2–8°C during handling and protect from light. Avoid strong acid/base.
Notes
Always consult the product’s CoA/SDS for definitive instructions. Label all aliquots with preparation date and conditions. Dispose of expired or degraded solutions according to institutional and regulatory requirements.
Structure and Identity
Item-specific facts (from Product Data)
Product name: Staphcillin (SKU S986523)
CAS: 7246-14-2
PubChem CID: 23678596
InChIKey: 246482 (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.
Notes and context (literature/general)
“Staphcillin” has historically been used as a trade name for a β‑lactam penicillin. Without an explicit chemical name, structure, or salt form in the Product Data, the precise identity cannot be asserted here. Consult the CoA/SDS for the definitive structure, including stereochemistry and counter‑ion (if any).
β‑lactam penicillins characteristically contain: a four‑membered β‑lactam ring fused to a thiazolidine ring and an amide‑linked acyl side chain. Many are marketed as sodium salts of the carboxylate.
Fused bicyclic core: thiazolidine (five‑membered S,N‑heterocycle) fused to β‑lactam.
Functional groups: strained β‑lactam amide, secondary amide of the acyl side chain, carboxylate (often as sodium salt), thioether sulfur.
Stereochemistry: several defined stereocenters at the bicyclic core; absolute configuration depends on the specific penicillin derivative.
Important: The exact functional groups and substitution pattern for this SKU must be verified against the item’s CoA/Spec Sheet.
Synthetic Utility
This compound is a complex bioactive molecule rather than a general synthetic building block. As such, it is not commonly employed as a reagent or intermediate in routine organic synthesis.
General chemical reactivity of β‑lactam penicillins (literature/general)
The strained β‑lactam can undergo nucleophile-induced ring opening, enabling preparation of penicilloic/penicillenic derivatives for mechanistic or analytical studies.
Side-chain modifications (acyl exchange) are possible at earlier synthetic stages, but post‑API transformations typically degrade activity and are mainly used for impurity profiling.
The carboxylate (or carboxylic acid) can form salts or esters under carefully controlled, mild conditions, mindful of β‑lactam sensitivity.
If a specific derivative, salt, or prodrug is intended under this SKU, consult the CoA for definitive functional group annotations and suitable transformation windows.
Target Specificity
No target specificity data are provided for this SKU. For antibodies/biologics this section would list antigen/epitope and species reactivity; for small molecules, mechanism-of-action data would be listed if supplied. Absent such data, consult the primary literature for the exact identity associated with CAS 7246-14-2 and the item’s CoA.
Domande frequenti
What is the purity of this product?
This product is supplied at ≥95% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.
How should this product be stored?
Store at room temperature.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 7246-14-2, the molecular formula is C17H21N2NaO7S, and the molecular weight is 420.4 g/mol. InChIKey NRZPASQBOYNGHR-HWROMZCQSA-M.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.
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