Herpetone - ≥95% , CAS No.951677-22-8

CAS: 951677-22-8 Cat. No.: H966269 Formula: C₂₉H₃₀O₉ Molecular Weight: 522.54 PubChem CID: 102004856

GRADE & PURITY ≥95%

Storage

Room temperature

Specifications

Specifications & Purity

≥95%

Storage

Room temperature

Purity

≥95%

Names and Identifiers

Canonical Smiles

COC1=CC(=CC(=C1O)CC(=O)C2=CC(=C(C=C2)O)OC)C3C4COC(C4CO3)C5=CC(=C(C=C5)O)OC

IUPAC Name

2-[5-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-hydroxy-3-methoxyphenyl]-1-(4-hydroxy-3-methoxyphenyl)ethanone

InChIKey

NKRVXSJMQLQTTM-UGOBFYTOSA-N

INCHI

1S/C29H30O9/c1-34-24-10-15(4-6-21(24)30)23(32)9-17-8-18(12-26(36-3)27(17)33)29-20-14-37-28(19(20)13-38-29)16-5-7-22(31)25(11-16)35-2/h4-8,10-12,19-20,28-31,33H,9,13-14H2,1-3H3/t19-,20-,28+,29+/m0/s1

Isomeric SMILES

COC1=CC(=CC(=C1O)CC(=O)C2=CC(=C(C=C2)O)OC)[C@@H]3[C@H]4CO[C@@H]([C@H]4CO3)C5=CC(=C(C=C5)O)OC

PubChem CID

102004856

Molecular Weight

522.54

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lignans, neolignans and related compounds
    • Class Furanoid lignans

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• Class: Furanoid lignans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Furanoid lignans
• Alternative Parents: Furofuran lignans Stilbenes Alkyl-phenylketones Methoxyphenols Phenoxy compounds Anisoles Aryl alkyl ketones Benzoyl derivatives Furofurans Methoxybenzenes 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Oxolanes Dialkyl ethers Oxacyclic compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Furanoid lignan - Furofuran lignan skeleton - Stilbene - Alkyl-phenylketone - Methoxyphenol - Phenylketone - Anisole - Benzoyl - Phenoxy compound - Methoxybenzene - Furofuran - Aryl alkyl ketone - Aryl ketone - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Oxolane - Ketone - Organoheterocyclic compound - Oxacycle - Ether - Dialkyl ether - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.
• 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: 522.500 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 522.189 Da
• Monoisotopic Mass: 522.189 Da
• Topological Polar Surface Area: 124.000 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 794.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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

Item-specific facts (from Product Data)

• No tested applications are specified.

General protocols for small-molecule screening stocks (not item-specific)

• Preparing a DMSO stock solution:
  • Allow vial to equilibrate to room temperature in a desiccator. Briefly centrifuge to collect contents.
  • Weigh required amount quickly to minimize moisture uptake. Dissolve in anhydrous DMSO to a standard concentration (e.g., 10 mM or 50 mM). Vortex until fully dissolved; sonicate gently if needed.
  • Aliquot into low-bind microtubes (e.g., 50–200 μL) to avoid repeated freeze–thaw. Label with compound ID, lot, concentration, solvent, and date.
• Plate dilution for assays:
  • Prepare serial dilutions in DMSO (e.g., 3-fold or 10-fold). Transfer to assay plates to achieve desired final concentrations with ≤0.1–1% DMSO.
  • Include vehicle controls (matching DMSO percentage) and known positive/negative controls.
• Solubility/aggregation checks:
  • Inspect for visible precipitation and use nephelometry or DLS to detect subvisible particles. Add nonionic detergent if assay permits.
• Documentation and traceability: Record exact mass, purity (from CoA), solvent lot, and storage history to ensure reproducibility.

Biological Roles

Item-specific facts (from Product Data)

• No biological role, target, or pathway information is provided for Herpetone.

General notes (not item-specific; no clinical claims)

• As a small-molecule library member, Herpetone may be used as a research probe candidate. However, without structure or prior literature annotations, no endogenous role, receptor binding, or pathway association can be inferred.
• Experimental best practices:
  • Begin with a broad concentration range to detect signal windows while monitoring for cytotoxicity using orthogonal viability assays.
  • Evaluate potential assay interferences (autofluorescence, redox activity, aggregate formation) using control assays such as detergent-sensitive activity checks or light-scattering screens.
  • If a target hypothesis emerges, confirm with secondary assays and, where feasible, direct binding biophysics (DSF, ITC, SPR) using purified target.
• All uses are for research only; not for diagnostic or therapeutic applications.

Buffer Applications

Applicability

• Herpetone is not a buffering reagent and no pKa values are provided. Therefore, it does not have defined buffer applications.

Practical guidance for assay dilutions (general; not item-specific)

• Prepare concentrated DMSO stocks (e.g., 10–50 mM) and dilute into assay buffers (PBS, HEPES, Tris, or cell culture media) keeping final DMSO ≤0.1–1% v/v as permitted by the system.
• To minimize precipitation upon aqueous dilution, add DMSO stock slowly to vigorously mixed buffer, optionally with 0.01–0.05% nonionic surfactant if compatible.
• Filter sterilize through 0.22 μm PTFE if sterility is required and the compound is solvent-stable.

Green Alternatives

Context

• Without structure or solvent demands for Herpetone, specific green substitutions cannot be prescribed. The following are general, literature-informed principles for small-molecule handling and stock solution prep.

Greener choices (general guidance; not item-specific)

• Solvent hierarchy: Prefer water > bio-based alcohols (EtOH, i-PrOH) > MeTHF/CPME/EtOAc > ACN/acetone > DCM/DMF/DMAc > chlorinated aromatics/hexanes, where feasible.
• Stock preparation: If DMSO is required, minimize DMSO use by preparing higher-concentration stocks and performing low final assay percentages (≤0.1–0.5% v/v when assay-tolerated).
• Workup and cleaning: Replace chlorinated solvents with EtOAc/MeTHF where compatible; use aqueous detergents for glassware when applicable.
• Energy and waste: Conduct operations at ambient temperature/pressure when possible; consolidate characterization runs (LC-MS with PDA) to reduce solvent consumption.

Trade-offs (general)

• Greener solvents may alter solubility, stability, or assay background. Verify compound behavior (solubility, chemical stability, signal interference) in the chosen greener system before committing at scale.

Pharmaceutical Uses

Item-specific facts (from Product Data)

• No pharmacopeial grade, excipient role, or formulation status is specified for this item.

General notes (not item-specific; no therapeutic claims)

• Discovery-stage compounds are sometimes formulated as DMSO concentrates for in vitro testing or as solutions/suspensions for preclinical research. Such activities require additional qualification (sterility/endotoxin for biological systems) not covered by this product listing.
• There is no indication that Herpetone conforms to USP/EP/JP monographs or GMP manufacturing; it is supplied strictly for research use only and is not intended for human or veterinary use.
• If formulation research is contemplated, determine solubility, stability (pH/light/oxidation), and potential for salt formation once the structure is known.

Physical Properties

Item-specific facts (from Product Data)

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Physical state (solid/liquid), color, odor: 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 specified for this item; refer to CoA/Spec Sheet.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Refractive index: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility (water/organic): Not specified for this item; refer to CoA/Spec Sheet.
• LogP/logD, pKa: Not specified for this item; refer to CoA/Spec Sheet.

General/literature-based guidance (not item-specific)

• If the structure becomes available (e.g., via SMILES), approximate physicochemical properties (cLogP, TPSA, HBD/HBA) can be computed with cheminformatics tools to inform solvent selection and assay design.
• Practical solubility screening (general): Evaluate solubility sequentially in DMSO, DMF, MeOH, EtOH, acetonitrile, isopropanol, ethyl acetate, acetone, toluene, and aqueous buffers (pH 2–9) with and without surfactant (0.01–0.1% Tween-20) using a shake-flask or nephelometric method.
• Hygroscopicity/volatility: Unknown for this item. Minimize exposure to ambient humidity and elevated temperatures until properties are established.
• Thermal behavior: In the absence of MP/BP, use DSC/TGA to assess thermal stability (onset of decomposition) prior to scale-up handling or lyophilization.
• Photolability: Unknown for this item; protect from strong light during preliminary characterization.

Quality & Grades

Item-specific facts (from Product Data)

• Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.

Professional guidance (general; not item-specific)

• Small-molecule library compounds are often provided at ≥90–95% purity by HPLC with LC-MS identity confirmation; however, this is not specified for this item. Always consult the lot-specific CoA for assay (HPLC/UPLC), identity (MS/NMR), and residual solvent data.
• Typical analytical package for decision-making:
  • HPLC/UPLC chromatogram with purity at multiple wavelengths (e.g., 210/254/280 nm) to capture UV-active impurities.
  • LC-MS with accurate mass and isotopic pattern.
  • 1H NMR (and 13C NMR if available) to confirm structure and rule out regioisomers.
  • Water content by Karl Fischer and residual solvents by GC, when relevant to your application.
• If stabilizers/salts are used (not specified here), they can influence solubility and assay readouts. Verify counter-ions, solvate/hydrate state, and salt form on the CoA.

Reaction & Applications

Item-specific facts (from Product Data)

• Manufacturer Applications: Not specified for this item; refer to CoA/Spec Sheet.

General research applications for library compounds (not item-specific)

• Discovery workflows: Suitable for use as a test article in phenotypic screens, target-based biochemical assays, and cell-based assays to probe pathway responses. Use appropriate negative/positive controls and serial dilutions to derive preliminary potency/efficacy metrics.
• Mechanistic follow-up: If activity is observed, conduct orthogonal counterscreens and basic ADME profiling (solubility, stability in buffer/serum, microsomal stability) to contextualize signals and triage false positives (e.g., aggregators, redox cyclers, fluorescence interferents).
• Not typically used as a reagent: In the absence of structural information, Herpetone should not be assumed to act as a synthetic reagent or catalyst. Any synthetic applications would be contingent on known functional groups and reactivity gleaned from the structure.
• Documentation: Record batch/lot, exact concentration, solvent, and plate map to enable reproducibility and cross-study comparison.

Reaction Conditions

Item-specific facts (from Product Data)

• No reaction conditions, catalysts, or transformation data are provided for Herpetone.

General guidance (not item-specific)

• Because the functional groups are unknown, specific temperatures, solvents, or catalysts cannot be recommended.
• If synthetic modification is intended after structure elucidation, consult reaction-condition compendia (e.g., Reaxys, SciFinder, e-EROS) using substructure searches to identify precedent conditions for analogous motifs.
• Begin with micro-scale scouting experiments to assess stability under acidic/basic, redox, and thermal conditions before deploying any scale-up chemistry.

Safety & Handling

Item-specific facts (from Product Data)

• GHS signal word: Not specified for this item; refer to SDS.
• H-statements: Not specified for this item; refer to SDS.
• GHS classification and pictograms: Not specified for this item; refer to SDS.

General safety guidance (not item-specific; defer to SDS)

• For research use only. Handle in a chemical fume hood using standard PPE: lab coat, safety glasses, and appropriate chemical-resistant gloves (e.g., nitrile). Avoid inhalation of dust/vapors and contact with skin/eyes.
• Unknown hazard assumption: Until definitive hazard data are available, treat as a potentially harmful small molecule. Avoid ingestion, injection, or any use in humans/animals.
• Storage incompatibilities: Without a known functional group profile, segregate from strong oxidizers and acids/bases as a precaution. Use chemically compatible, tightly sealed containers.
• First-aid overview: If on skin/eyes, rinse with water for at least 15 minutes; remove contaminated clothing. If inhaled, move to fresh air. If ingested, rinse mouth with water. Seek medical attention and provide SDS.
• Spill/accident: Contain and adsorb with inert material; avoid generating dust/aerosols. Dispose of according to institutional and local regulations.
• Fire response: Use CO2, dry chemical, or foam as suitable media for most organic materials. Combustion products may be irritating; firefighters should wear SCBA.
• Peroxide formation/air sensitivity: Not established for this item. Test/stabilize only if indicated by structure/SDS.

Solvent Selection

Item-specific facts (from Product Data)

• No solubility or polarity data are provided for Herpetone.

General solvent strategy for unknown small molecules (not item-specific)

• Primary stock solvent: DMSO is typically preferred for screening compounds due to broad solvency and biological assay compatibility at ≤0.1–1% v/v in final wells.
• Tiered solubility screen (practical):
  • Tier 1: DMSO, DMF, MeOH, EtOH, acetonitrile.
  • Tier 2: isopropanol, acetone, ethyl acetate, 2-methyltetrahydrofuran (2-MeTHF), toluene.
  • Aqueous co-solvent mixes: PBS or assay buffer with 5–40% DMSO/EtOH as needed.
• Dielectric considerations: Choose higher dielectric solvents (DMSO, MeOH, ACN) for polar/ionic species; lower dielectric (EtOAc, toluene) for hydrophobic molecules. Without structure, begin with DMSO then back off to greener or assay-compatible alternatives.
• Miscibility and precipitation: When diluting DMSO stocks into aqueous buffers, add stock slowly under vortex to minimize precipitation. Consider surfactants (0.01–0.05% Tween-20 or Pluronic F-68) if permitted by the assay.
• Adsorptive losses: Hydrophobic compounds may adsorb to plastics; pre-wet tips/plates with dilute compound solution or use low-bind labware.

Storage & Reconstitution

Item-specific facts (from Product Data)

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

General best practices (not item-specific)

• Primary storage: Keep tightly closed in original container at ambient temperature in a dry, well-ventilated area. Protect from moisture and prolonged light until stability is confirmed.
• Desiccation: Store with a desiccant (e.g., silica gel) if the compound is hygroscopic (unknown here). Re-cap promptly after opening.
• Reconstitution for stock solutions:
  • Dissolve in anhydrous DMSO (or another validated solvent) to prepare concentrated stocks (e.g., 10–50 mM).
  • Filter if particulate persists and the compound is solvent-stable (0.22 μm PTFE recommended for organic solutions).
• Aliquoting and cold storage of solutions: For longevity, store DMSO stocks at −20 to −80°C, protected from light, in small aliquots to avoid repeated freeze–thaw. Allow to warm to room temperature before opening to prevent condensation ingress.
• Stability monitoring: Periodically check by LC-MS/HPLC for degradation or precipitation, especially after 3–6 months of storage.
• Disposal: Follow institutional and local regulations for organic chemical waste.

Research Use Note

• For research use only.

Structure & Identity

Item-specific facts (from Product Data)

• SKU: H966269
• Product name: Herpetone
• CAS: 951677-22-8
• PubChem CID: 102004856
• InChIKey: 241041 (as provided)
• 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.

Interpretive notes and general guidance

• Structural features: The 2D/3D structure and functional groups are not available in the Product Data. Without a structure, stereochemistry, ring systems, and heteroatom content cannot be described.
• Identity confirmation (general): Prior to critical use, verify identity by orthogonal methods such as 1H/13C NMR, HRMS (ESI/APCI), and HPLC/UPLC purity profiling. If an InChI or SMILES becomes available, cross-verify against CAS and CID records.
• Suggested documentation: Request the current Certificate of Analysis (CoA) and Spectral Package (NMR/MS/LC) for definitive identity and purity information.
• Registry cross-check (general practice): Use the CAS and CID to retrieve literature structure, synonyms, and computed descriptors. Ensure the InChIKey on the CoA matches any database-derived structure before building stocks or deploying in assays.

Synthetic Utility

Item-specific facts (from Product Data)

• The chemical structure and functional groups of Herpetone are not provided; synthetic reactivity cannot be defined for this item.

General commentary (not item-specific)

• Without knowledge of functional handles (e.g., halides, carbonyls, amines), rational planning of couplings, reductions/oxidations, or protecting-group strategies is not possible.
• If the structure is obtained, consider the following framework to evaluate synthetic utility:
  • Functional-group inventory and orthogonality (acid/base stability, nucleophile/electrophile balance).
  • Diversification vectors for SAR (positions amenable to cross-coupling, amide formation, or C–H functionalization).
  • Scalability and step economy for analog synthesis.
• Until then, treat Herpetone as a final test article rather than a building block.

Target Specificity

Item-specific facts (from Product Data)

• Target, pathway, species reactivity, and any binding data: Not specified for this item; refer to CoA/Spec Sheet.

General note

• No target specificity can be claimed or inferred. Any observed biological activity should be validated through orthogonal assays and, where applicable, direct binding measurements.