This compound belongs to the class of organic compounds known as harmala alkaloids. These are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.
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
240.260 g/mol
XLogP3
2.700
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Exact Mass
240.09 Da
Monoisotopic Mass
240.09 Da
Topological Polar Surface Area
58.100 Ų
Heavy Atom Count
18
Formal Charge
0
Complexity
323.000
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
Calcolatori di soluzioni
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Recensioni
Recensioni dei clienti
Application Protocols
No tested application protocols are provided for this item. The following general procedures can serve as starting points for research use; adjust based on your assay and consult the CoA/SDS.
Preparation of DMSO stock for screening (general):
Allow vial to equilibrate to room temperature (Product Data lists storage at room temperature).
Weigh compound quickly in a low-humidity environment.
Dissolve to prepare a 10–50 mM stock in anhydrous DMSO; vortex and, if needed, sonicate briefly.
Optional: sterile-filter through 0.22 µm PTFE for cell-based assays.
Store aliquots in sealed, inerted microtubes to minimize evaporation and moisture ingress.
LC‑MS reference standard solution (general):
Prepare 1.0 mg/mL in MeOH or ACN with 0.1% formic acid.
Dilute to working levels (e.g., 0.1–10 µg/mL) for calibration curves.
Protect from light as extended aromatic systems can be photosensitive.
Note: These are general research guidelines for small-molecule alkaloids and are not item-specific validated protocols.
Biological Roles
Item-specific biological data are not provided. The following summarizes general, literature-based context for picrasidine-type alkaloids; verify applicability to Picrasidine I in your system.
Origin: Picrasidine congeners are reported from plants of the Picrasma/Quassia genera. As secondary metabolites, they may function in chemical defense and ecological interactions.
Chemical class traits: Many members contain indole/beta‑carboline-like motifs with heteroaromatic nitrogens and extended aromaticity, supporting potential for intercalative or pi-stacking interactions with biomacromolecules and for hydrogen-bonding with enzyme active sites.
Assay relevance: Natural-product alkaloids are frequently profiled in enzyme panels, receptor-binding screens, and phenotypic assays for pathway modulation. Effects, if any, are often context- and concentration-dependent; do not generalize across congeners.
ADME considerations (general): Aromatic polycycles often show moderate to high lipophilicity and limited aqueous solubility, with potential for plasma protein binding; salt forms can improve aqueous handling for in vitro studies. Metabolic soft spots typically include N-oxidation, O-demethylation (if present), and aromatic hydroxylation.
Important disclaimer:
No medical or clinical claims are made. This product is designated for research use only. Any biological role or activity must be determined empirically under your specific experimental conditions.
Buffer Applications
This product is a small-molecule alkaloid and is not a buffering reagent. Therefore, buffer formulation guidance is generally not applicable.
Practical handling notes (general):
If aqueous work is required, dissolve first in a miscible organic co-solvent (e.g., DMSO, EtOH) and then dilute into the desired buffer while controlling the final organic percentage (commonly ≤1% v/v for cell assays).
Formation of a protonated salt (e.g., with HCl, acetate, or citrate) can enhance apparent solubility in water-based buffers; confirm stability and assay compatibility.
Use typical biological buffers (PBS, HEPES, MES) as dictated by your assay; this compound does not itself buffer pH in a controlled range.
Green Alternatives
As Picrasidine I is a target compound (not a reaction solvent or bulk reagent), “green alternatives” focus on greener handling and analytical choices rather than substituting the molecule itself.
Greener handling strategies (general guidance):
Prefer DMSO or ethanol over chlorinated solvents for stock solutions and processing when compatible with your application.
Use ACN or MeOH–water gradients in chromatography with volatile additives; minimize halogenated eluents.
Opt for microscale assay formats to reduce material and solvent consumption.
Sourcing and life-cycle considerations:
Where possible, select lots produced via semi-synthesis or total synthesis to reduce pressure on botanical sources; request sustainability statements if needed.
Consolidate shipments and use ambient shipping (when stability permits) to cut cold-chain impacts. Product Data lists storage at room temperature; shipping conditions are not specified for this item.
Comparison of solvent choices for solution prep (general):
DMSO: high solvating power; low volatility; facilitates low-volume dosing; downstream biodegradability is moderate.
Ethanol: renewable feedstock and lower toxicity profile; limited solubility ceiling for aromatic alkaloids.
Chlorinated solvents (DCM/CHCl3): strong solvency but higher environmental and health burdens—avoid when feasible.
Waste minimization:
Implement in-well dilution to minimize intermediate stock waste and collect all organic residues for appropriate disposal.
Pharmaceutical Uses
No pharmacopeial designation, excipient role, or manufacturing specification is provided for this item in the Product Data.
Appropriate research-oriented uses (general):
Reference standard in analytical development for botanical material characterization or for QC of synthetic routes yielding related scaffolds.
Lead exploration/Hit validation in discovery programs focusing on natural-product-inspired chemical space.
Formulation considerations for research (not for clinical use):
Prepare DMSO stocks for in vitro screening; consider converting to a defined salt form to improve aqueous compatibility for certain pre-formulation studies.
For solid-state work, determine thermal behavior (DSC/TGA) and hygroscopicity to inform storage and handling; parameters are lot- and structure-dependent and are not specified here.
Compliance note:
This product is supplied strictly for research use only and is not intended for diagnostic, therapeutic, or human/animal administration. Any preclinical formulation work should remain within laboratory research frameworks.
Physical Properties
Item-specific specifications:
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
Molecular formula: 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 applicable/Not specified for this item; refer to CoA/Spec Sheet.
Solubility: Not specified for this item; refer to CoA/Spec Sheet.
pKa / logP: Not specified for this item; refer to CoA/Spec Sheet.
General expectations for this class (literature/guidance, not item-specific specs):
Picrasidine-type alkaloids are typically crystalline solids with limited aqueous solubility but dissolve in polar aprotic organic solvents such as DMSO, DMF, and often MeOH/EtOH to moderate extents; aqueous solubility may improve upon acidification (formation of salts).
UV-vis: extended aromaticity generally yields strong absorption in the 230–380 nm range, making these molecules readily traceable by HPLC‑UV.
pKa: beta‑carboline/indole-like nitrogens commonly exhibit weak to moderate basicity; salt formation (e.g., HCl, TFA) is often used to enhance water compatibility for bioassays.
Please consult the product’s CoA/Spec Sheet for definitive, lot-specific physical data used for analytical qualification.
Quality and Grades
Item-specific grade/purity: Not specified for this item; refer to CoA/Spec Sheet.
How to interpret common grades (general guidance):
Research grade: Suitable for discovery chemistry, screening, and general synthesis. Purity is typically confirmed by HPLC/LC‑MS and/or NMR but acceptance limits vary by supplier; consult CoA.
≥95% or ≥98% purity (if specified on CoA): Appropriate for SAR studies, reference standard spiking in analytical methods, and bioassay hit validation where impurity background must be minimized.
Stabilizers/salts: If supplied as a salt (e.g., HCl, TFA), the CoA will list counterion content. No stabilizer is listed in the Product Data for this item.
Analytical expectations for this compound class (non-item-specific):
Qualification typically includes HPLC-UV/ELSD, LC‑MS for MW confirmation, and 1H/13C NMR for structural verification. Because picrasidine congeners can be closely related isomers, clear chromatographic resolution and diagnostic NMR peaks are important.
What to check on the CoA for your lot:
Exact purity percentage and assay method, residual solvents, water content, salt form (free base vs. salt), and spectral data. If you require additional controls (e.g., chiral purity, metal analysis), contact Technical Support for expanded testing services.
Reaction and Applications
Manufacturer application text: Not provided beyond category placement in a small-molecule and compound library. The following describes common research applications for isolated natural products and their congeners (general guidance, not item-specific claims):
Discovery and screening:
Use Picrasidine I as a reference standard or screening hit in phenotypic and target-based assays. Aromatic alkaloids frequently interact with protein pockets via pi-stacking, H-bonding, and cation–pi contacts.
Include in natural product sub-libraries to probe structure–activity relationships (SAR) across indole/beta-carboline frameworks.
Analytical methods:
Employ as a calibration/retention marker in LC‑UV/LC‑MS methods for botanical authentication (e.g., Picrasma/Quassia spp.) and for impurity profiling in synthetic routes to related scaffolds.
Derivatization chemistry (if synthetic modification is desired; literature guidance):
N-alkylation/acylation of ring nitrogens (where present) under mild base; electrophile choice tunes physicochemical properties.
Electrophilic aromatic substitutions (EAS) on activated positions for halogenation or sulfonylation to build probe derivatives.
Oxidation/reduction manipulations on heteroaromatic cores to adjust planarity and electronic distribution.
Best practices:
Verify identity rigorously by NMR and HRMS prior to SAR conclusions; congeners can co-elute in certain systems.
Maintain consistent solvent and counterion conditions to avoid artifactual assay variability.
Reaction Conditions
No item-specific reaction conditions are provided. The following are general, literature-based guidelines for modifying aromatic alkaloids (for derivatization or probe synthesis):
N‑Alkylation: Base such as K2CO3 or Cs2CO3 in DMF/MeCN at 0–60°C with alkyl halides; monitor for over-alkylation. Typical times: 1–12 h. Workup with aqueous quench followed by extraction.
Electrophilic halogenation: NBS/NCS in DMF/AcOH or halogenation under controlled conditions at 0–25°C to limit poly-substitution; 0.5–4 h. Protect sensitive positions if necessary.
Cross-coupling (after aryl halide installation): Pd(0/II) catalysts (e.g., Pd2(dba)3/XPhos) in toluene/dioxane with base (K3PO4) at 60–110°C; 2–16 h.
Acylation/sulfonylation: Acyl chlorides/sulfonyl chlorides with organic bases (Et3N, DIPEA) in DCM/THF at 0–25°C; 0.5–4 h.
Analytical and purification notes:
Use HPLC‑UV or LC‑MS to track conversions; aromatic alkaloids exhibit strong UV absorbance.
Acidic mobile phase modifiers (0.05–0.1% formic or TFA) often improve peak shape by suppressing on-column ionization.
Caveats:
Reaction site selectivity is highly structure-dependent; confirm the precise structure of Picrasidine I prior to planning.
Scale cautiously; begin with milligram-scale reactions until chemoselectivity is established.
Safety and Handling
Authoritative safety information for this item is not specified in the provided Product Data. Always consult the product SDS.
Item-specific safety fields:
Signal word: Not specified for this item; refer to SDS.
H-statements: Not specified for this item; refer to SDS.
GHS classification: Not specified for this item; refer to SDS.
GHS pictograms: Not specified for this item; refer to SDS.
General laboratory precautions for small-molecule alkaloids (guidance, not item-specific):
Handle in a chemical fume hood. Avoid inhalation of dust and contact with skin/eyes; wear lab coat, nitrile gloves, and safety glasses.
Avoid generating dust or aerosols. Use sealed microtubes/vials for weighing. Clean balances after use.
Incompatibilities: strong oxidizers and strong acids/bases may cause degradation or salt formation; segregate accordingly and confirm compatibility before mixing.
First aid overview: in case of skin or eye contact, rinse with water for at least 15 minutes and remove contaminated clothing; if inhaled, move to fresh air; if ingested, rinse mouth—seek medical attention in all cases as per SDS guidance.
Waste: collect organic solutions and contaminated disposables as hazardous chemical waste per institutional and local regulations.
Special notes:
Many aromatic alkaloids are UV-active and may photo-degrade slowly; minimize prolonged exposure to strong light during assay preparation.
This product is designated For research use only; not for human or animal diagnostic or therapeutic use.
Solvent Selection
Item-specific solubility is not provided; consult the CoA/Spec Sheet. The following guidance is based on typical behavior of aromatic alkaloids with limited intrinsic water solubility.
Recommended primary solvents (general guidance):
DMSO (anhydrous): High solvating power; ideal for preparing screening stocks (e.g., 10–50 mM). Filter-sterilize if required for cell-based assays.
DMF or NMP: Useful for concentrated stocks when DMSO is undesirable; verify assay compatibility.
Alcohols (MeOH, EtOH): Moderate solubility; suitable for analytical standards and HPLC sample prep.
Aqueous systems:
Form the acidic salt in situ (e.g., dilute HCl or acetate buffer) to improve water compatibility for certain assays; confirm stability.
Use co-solvent systems (e.g., DMSO 0.5–2% v/v in buffer) to aid dosing.
Quick comparison (general):
DMSO: maximal solubility, broad compatibility; may affect certain enzymes/cells above 0.5–1%.
Buffer only: minimal solubility unless salt is formed; risk of precipitation upon dilution.
Practical tips:
Prepare a concentrated DMSO stock, then serially dilute into assay media while keeping the final organic content constant across controls.
For analytical HPLC, a MeOH/ACN–water gradient with 0.1% acid modifier (e.g., formic) typically gives sharp UV signals for aromatic alkaloids.
Storage and Reconstitution
Item-specific storage and logistics:
Storage conditions: Room temperature (as provided in Product Data).
Shipped in: Not specified for this item; refer to CoA/Spec Sheet.
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
General storage guidance for small-molecule alkaloids (supplementary, not item-specific):
Keep tightly capped in original amber vial to limit exposure to light and air. Store in a cool, dry place away from reactive chemicals.
If preparing solutions, dispense into single-use aliquots (e.g., in DMSO or MeOH) to avoid repeated freeze–thaw or evaporation/reconcentration cycles that can affect concentration accuracy.
For DMSO stocks, storage at −20 to −30°C in sealed containers is commonly used to maintain integrity over months; warm to room temperature before opening to avoid moisture condensation.
Reconstitution tips (general):
Start with anhydrous DMSO to prepare a concentrated stock (e.g., 10–50 mM). If aqueous use is required, dilute into buffer with controlled final DMSO content (typically ≤0.5–1% v/v in biological assays).
For salt formation (optional), dissolve in minimal alcohol and add a stoichiometric amount of acid (e.g., HCl in dioxane) to improve aqueous compatibility; verify by NMR/LC‑MS.
Always consult the CoA and SDS for lot-specific handling and stability information.
Structure and Identity
Picrasidine I is a plant-derived small molecule (alkaloid class) included in our small-molecule and compound library offerings.
Item-specific identifiers (from Product Data):
SKU: P1049429
Product name: Picrasidine I
CAS: 100234-59-1
CID (PubChem): 5324360
InChIKey: 165761 (as provided)
Structure-related fields for this item:
Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
SMILES: Not specified for this item; refer to CoA/Spec Sheet.
General structural notes (literature):
Picrasidines are a family of indole/beta‑carboline-type alkaloids isolated primarily from Picrasma/Quassia species. Many members possess fused polycyclic aromatic frameworks featuring indole- or quinazolinone-like motifs and multiple ring junctions. Specific ring fusion and substitution patterns distinguish the alphabetical congeners (A, B, … I), but exact atom-level structure for Picrasidine I should be verified from an authenticated structural database or the CoA for this lot.
Expect the presence of heteroaromatic nitrogen centers and extended pi systems typical of this alkaloid class, which influence solubility (organic-preferring), basicity (weakly to moderately basic nitrogens), and spectroscopic signatures (UV-active, characteristic 1H/13C NMR in the aromatic region).
Synthetic Utility
Picrasidine I is primarily a target molecule/natural product standard rather than a general synthetic reagent. Nevertheless, researchers may use it as a scaffold for analogue synthesis and SAR exploration (general guidance):
N‑Functionalization: If a ring nitrogen is available, selective N‑alkylation/acylation (e.g., alkyl halides, acyl chlorides/anhydrides under mild base) can modulate basicity, solubility, and target engagement.
Aromatic substitutions: Electrophilic halogenation or sulfonylation at activated positions enables subsequent cross-coupling (Suzuki, Buchwald–Hartwig) or introduction of reporter tags.
Oxidation/reduction edits: Targeted redox changes on the heteroaromatic core can tune electronics and planarity; reagents should be selected judiciously to avoid over-oxidation.
Linker installation: For probe development, introduce handles (e.g., azide/alkyne) for click chemistry conjugation to fluorophores, affinity tags, or surfaces.
Analytical control:
Closely monitor reactions by LC‑MS and NMR, as closely related picrasidine congeners may form or co-elute.
Purify by preparative HPLC with acidic modifiers for sharper peaks if basic nitrogens lead to tailing.
Note: The exact reactive positions and protecting-group strategy must be derived from the verified structure of Picrasidine I; consult primary literature and the CoA for structural confirmation before planning transformations.
Target Specificity
Not applicable. This product is a small molecule and not an antibody or affinity reagent. No target specificity, clone, isotype, epitope, or species reactivity information is provided in the Product Data. Any biochemical target interactions must be determined empirically through assay data generated in your laboratory.
Domande frequenti
How should this product be stored?
Store at room temperature.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 100234-59-1. InChIKey JOHWQLSNGRWJRK-UHFFFAOYSA-N.
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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