Danshenxinkun D , CAS No.98873-76-8

CAS: 98873-76-8 Cat. No.: D1010148 PubChem CID: 127172

Storage

Room temperature

Specifications

Storage

Room temperature

Aktionsart

INHIBITOR

Namen und Kennungen

• Kanonisches Lächeln: CC1COC2=C(C1(C)CO)C(=O)C3=C(C2=O)C4=CC=CC(=C4C=C3)C
• IUPAC Name: 8-(hydroxymethyl)-4,8,9-trimethyl-9,10-dihydronaphtho[2,1-g]chromene-7,12-dione
• InChIKey: LOLTUKHHUOCHAV-UHFFFAOYSA-N
• INCHI: 1S/C21H20O4/c1-11-5-4-6-14-13(11)7-8-15-16(14)19(24)20-17(18(15)23)21(3,10-22)12(2)9-25-20/h4-8,12,22H,9-10H2,1-3H3
• Isomere SMILES: CC1COC2=C(C1(C)CO)C(=O)C3=C(C2=O)C4=CC=CC(=C4C=C3)C
• Alternative CAS-Nummer: 98873-76-8
• PubChem CID: 127172
• MeSH-Eintrag: danshenxinkun D

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Klasse Prenol lipids
      • Subclass Diterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: Prenol lipids
• Subclass: Diterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Diterpenoids
• Alternative Parents: Naphthopyranones Phenanthrenes and derivatives Naphthoquinones Quinones Aryl ketones Pyranones and derivatives Vinylogous esters Oxacyclic compounds Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Abietane diterpenoid - Diterpenoid - Naphthopyranone - Naphthopyran - Phenanthrene - Naphthoquinone - Naphthalene - Aryl ketone - Quinone - Pyranone - Pyran - Benzenoid - Vinylogous ester - Ketone - Organoheterocyclic compound - Oxacycle - Primary alcohol - Alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene 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

Chemische und physikalische Eigenschaften

• Molekulargewicht: 336.400 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 336.136 Da
• Monoisotopic Mass: 336.136 Da
• Topological Polar Surface Area: 63.600 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 636.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• 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 (Product Data): No validated application protocols are provided for this item. Research Use Only.
• General protocols for small-molecule screening compounds:
  • Stock solution preparation: Accurately weigh material in a low-humidity environment. Prepare 10–50 mM stocks in anhydrous DMSO (or alternative solvent determined by a solubility screen). Vortex and sonicate as needed; warm gently to 37–40 °C if required. Record solvent lot and water content.
  • Aliquoting and plate mapping: Dispense stocks into low-binding tubes or 384-/1536-well source plates to minimize freeze–thaw. Seal with solvent-resistant caps/films.
  • Working solution and dosing: Dilute into assay buffer/media to the desired concentrations, maintaining final organic solvent ≤0.5–1% v/v. Mix thoroughly and verify clarity (no precipitate). Include vehicle controls and a known active control when available.
  • Stability checks: For assays >2–4 h or with light exposure, assess solution stability by LC–MS or HPLC at assay end; protect from light if chromophores are suspected.
  • Data quality: Generate full concentration–response curves (8–12 points, typically 3-fold serial dilutions), in technical triplicates. Monitor for Hill slopes >1.5 or <0.7 as indicators of potential artifacts.
  • Storage of working stocks: Short-term keep at 2–8 °C and use within the validated window; discard if precipitation or discoloration occurs.
• Note: None of the above are item-specific specifications.

Biological Roles

• Item-specific (Product Data): None provided regarding biological function, targets, or pathways. Research Use Only.
• General guidance for small-molecule library members:
  • Until the exact structure and prior art are confirmed, treat the compound as functionally unannotated. Any biological activity should be established empirically under your assay conditions.
  • If the compound name suggests a natural-product origin, avoid assuming mechanism-of-action. Confirm identity and purity, then proceed with unbiased profiling (broad panel enzymology, cell-based phenotypic screens, or transcriptomic readouts) as appropriate.
  • Establish counterscreens to reveal non-specific effects (redox cycling, thiol reactivity, metal chelation, membrane disruption) once the structure is known.
  • For hit triage, assess: concentration–response behavior, time-dependence, reversibility (washout), and basic ADME surrogates (stability in buffer/media, microsomal stability if relevant to your study).
• Documentation:
  • Record exact lot, plate map, and handling history to correlate with any observed biological effects.
• No clinical or therapeutic claims are made or implied for this item.

Buffer Applications

This product is not a buffering agent, and no acid/base properties are specified in the Product Data. Accordingly, buffer applications are not typically applicable.

For users preparing assay buffers in which this compound will be tested (general guidance):

• Choose a buffer system appropriate for your assay pH range (e.g., phosphate 6.0–8.0, HEPES 6.8–8.2, Tris 7.5–9.0), maintaining ionic strength and osmolality suitable for the biological context.
• Control cosolvent content: When delivering from DMSO or alcohol stocks, keep final organic solvent ≤0.5–1% v/v to minimize effects on enzyme or cell assays.
• Minimize adsorption/precipitation: Include low levels of nonionic surfactant (0.01–0.05% Tween-20 or Pluronic F-68) if compatible to reduce sticking to plastics and aid dispersion of hydrophobic analytes.
• Validate: Run buffer-only and vehicle controls; check for turbidity or precipitation after dosing the compound into buffer/media.

None of the above constitute item-specific properties; refer to your assay’s validated SOPs.

Green Alternatives

Because item-specific solvent and hazard data are not provided, the following are general greener-practice considerations for handling small-molecule screening compounds:

• Stock preparation and assay delivery:
  • Prefer water-miscible, lower-toxicity solvents (ethanol, isopropanol) over high-boiling dipolar aprotics when assay-compatible; however, DMSO often remains necessary for solubility and should be minimized in final assays (≤0.5–1% v/v).
  • Use miniaturized assay formats (384-/1536-well) to reduce solvent consumption and waste.
• Purification and analysis:
  • Favor greener chromatographic eluents (EtOAc/EtOH/heptane) over halogenated solvents where feasible. Implement dry-loading and shallow gradients to reduce solvent volumes.
  • Explore supercritical CO2 for preparative purification if the compound’s polarity allows.
• Comparison snapshot (general):
  • DMSO vs EtOH: DMSO offers superior solvency but higher persistence; ethanol is greener but may have lower solubility for hydrophobic compounds and increased assay interference at equivalent percentages.
  • DMF/NMP vs 2-MeTHF/EtOAc: DMF/NMP are effective dissolvers but less desirable environmentally; for processing, 2-MeTHF and EtOAc are preferable if the compound is sufficiently soluble.
• Waste management:
  • Segregate halogenated from non-halogenated waste; maximize solvent recovery via distillation when permissible.
• Note: These are general green-chemistry practices and not specifications or recommendations specific to this item.

Pharmaceutical Uses

• Item-specific (Product Data): No pharmacopeial grade, excipient role, or formulation details are provided. The product is designated For research use only.
• General note (non-clinical):
  • In pre-formulation or discovery research, small molecules may be explored for solubility enhancement strategies (salt screening, co-solvents, amorphous dispersions) and compatibility with common excipients. Such activities are strictly non-clinical and should not be construed as therapeutic use.
  • Any investigation into stability (solid-state, solution) should follow ICH-like stress studies for internal knowledge building only (e.g., pH 2/7/9, oxidative, thermal, and photolytic stress), with appropriate analytical tracking (LC–PDA–MS).
• Compliance: This product is not offered under GMP and is not intended for use in human or veterinary drug products.

Physical Properties

• Item-specific (Product Data):
  • Appearance: Not specified for this item; refer to CoA/Spec Sheet.
  • Storage Conditions: Room temperature (provided).
• Hazard-related constants: Not specified for this item; refer to SDS.
• Literature/computed properties: Not provided here due to lack of a confirmed structural descriptor. Typical values such as melting point, boiling point, density, refractive index, pKa/logP, and UV/Vis characteristics should be drawn from authoritative databases once the exact structure is confirmed (CAS 98873-76-8; CID 127172).
• Solubility guidance (general, not item-specific):
  • For small-molecule library members of unknown polarity, initial solubility screening commonly uses high-boiling polar aprotic solvents (DMSO) to prepare concentrated stocks (e.g., 10–50 mM), followed by dilution into assay media (maintaining final DMSO ≤0.5–1% v/v). If aqueous compatibility is required, co-solvent systems (DMSO:water, MeOH:buffer) can be explored with attention to precipitation and adsorption.
• Notes:
  • Do not treat any property as a specification unless stated on the CoA/Spec Sheet.
  • Record observed appearance and solubility during receiving QC to inform handling and inventory practices.

Quality and Grades

• Item-specific (Product Data):
  • Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
  • Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• How to interpret quality when grade is unspecified:
  • For screening-library small molecules, vendors typically provide purity by HPLC/UPLC (% area at a defined wavelength), plus identity by MS and/or NMR. Absent explicit values in this listing, consult the CoA for batch-specific purity, chromatographic method (column, gradient, λ), and acceptance criteria.
  • If stabilizers or salt forms are used, they will be indicated on the CoA. None are specified here.
• Recommended incoming QC (general best practices):
  • Verify identity (LC–MS, accurate mass) and assess purity by HPLC at multiple wavelengths (210, 254, 280 nm) to detect non-chromophoric impurities.
  • Drying assessment: TGA/Karl Fischer if hygroscopicity is suspected; confirm water content if relevant to your application. If a salt or solvate, determine stoichiometry by NMR/Karl Fischer.
  • Record appearance and mass balance against the labeled fill to check for shipping or handling loss.
• Chromatography considerations:
  • If using for bioassays, consider an additional polish (prep HPLC) to ≥95–98% area if the CoA reports a lower value, recognizing that this may change salt/solvate state.
• Documentation: Treat the CoA and SDS as controlling documents for specifications, storage, and hazard details.

Reaction and Applications

• Item-specific (Product Data):
  • Category: Small molecules and compound library (小分子和化合物库).
  • Manufacturer applications: Not specified beyond research use; see below for general guidance.
• Research and discovery applications (general):
  • Chemical biology screening: Use as a discrete library member for phenotypic or target-based assays. Track plate position and concentration to enable SAR development across related analogs.
  • Orthogonal confirmation: Pair primary assay readouts with secondary/orthogonal formats (e.g., fluorescence vs. mass-based) to exclude reporter interference or aggregation effects.
  • Physicochemical profiling: Determine solubility, stability (pH 2–9), lipophilicity (chromatographic logD), and permeability (PAMPA/MDCK) to contextualize activity hits.
  • Analytical support: Develop LC–MS quantification (single-ion monitoring or MRM after structure is confirmed) for exposure and stability studies.
• Synthetic chemistry use:
  • Without verified functional groups, this item is not positioned as a synthetic building block. If used in derivatization studies, establish structure first and design protective-group or late-stage diversification strategies accordingly.
• Data integrity and controls:
  • Include positive/negative controls, DMSO-only wells, and concentration-response curves (8–12 points) to characterize potency and slope.
  • Check for pan-assay interference (PAINS) or redox/colloidal behavior once the structure is known; apply detergent or BSA to assess aggregation artifacts.
• Note: No reaction family or named-reaction role is asserted for this item due to absent structural information.

Reaction Conditions

Not typically applicable. This product is supplied as a small-molecule library member rather than a reagent, and no structural information is provided to justify specific chemistries.

If the compound is to be modified in-house (general guidance, not item-specific):

• Establish identity/purity (1H/13C NMR, HRMS, LC–PDA) and determine key functional groups before attempting any transformations.
• Run micro-scale test reactions to probe stability to acids/bases, nucleophiles, oxidants, and reductants.
• Solvent selection should follow solubility and stability screening (see Solvent Selection tab). Maintain inert atmosphere if air-/moisture-sensitivity is discovered experimentally.
• Temperatures, catalysts, and times must be optimized empirically once the functional groups are known.

Safety and Handling

• Item-specific (Product Data):
  • GHS Classification / Pictograms / Signal Word / H-Statements: Not specified for this item; refer to SDS.
  • Research Use: For research use only (provided). Not for human or animal therapeutic use.
  • Storage: Room temperature (provided).
• General laboratory precautions for small-molecule research compounds:
  • Use in a chemical fume hood. Avoid inhalation of dusts/aerosols and contact with skin/eyes.
  • Recommended PPE: lab coat, safety glasses or face shield, and appropriate chemically resistant gloves (e.g., nitrile). For scale-up, consider splash goggles and double-gloving.
  • Avoid incompatible materials until identified on the SDS (strong oxidizers/reducers, strong acids/bases, ignition sources for organics, etc.).
• First-aid overview (general):
  • Inhalation: Move to fresh air; seek medical attention if symptoms persist.
  • Skin contact: Wash with soap and water; remove contaminated clothing.
  • Eye contact: Rinse cautiously with water for several minutes; remove contact lenses if present and easy; seek medical advice.
  • Ingestion: Rinse mouth; do not induce vomiting unless directed by medical personnel; obtain medical attention.
• Spill/accident response:
  • Small spills: Absorb with inert material, collect in compatible container for disposal.
  • Decontaminate surfaces with suitable solvent/detergent; avoid release to drains.
• Waste disposal: Dispose in accordance with institutional and local regulations; treat as organic laboratory waste unless SDS specifies otherwise.
• Always defer to the product-specific SDS for authoritative hazard classifications and incompatibilities.

Solvent Selection

• Item-specific (Product Data):
  • No solubility or polarity data are specified for this item; refer to CoA/Spec Sheet for any vendor-provided notes.
• General strategy for dissolving an unknown small molecule for screening and discovery:
  • Primary stock solvent: DMSO is the de facto first choice due to broad solvency and assay compatibility at low percentages; prepare 10–50 mM stocks where solubility permits.
  • Alternative polar organics: DMF, NMP, methanol, ethanol, isopropanol can be tested if DMSO is unsuitable. Verify assay tolerance and material compatibility (e.g., seals, plastics).
  • Co-solvent approaches: For aqueous delivery, premix organic solvent (e.g., 100% DMSO stock) and titrate into buffer while vortexing/sonicating; keep final organic ≤0.5–1% v/v to minimize biological interference. Add surfactants (e.g., 0.01–0.05% Tween-20) only if compatible with the assay.
  • Nonpolar options: If the compound proves lipophilic, chlorinated solvents (DCM, chloroform) or esters/ethers (EtOAc, THF) may dissolve it for analytical prep; ensure solvent removal and residual-solvent control before bioassays.
• Practical tips:
  • Perform a small-scale solubility screen across a solvent panel at room temperature and 37 °C with agitation/sonication.
  • Document precipitation on dilution; consider using cosolvent “seeding” (add compound pre-dissolved in DMSO into buffer with rapid mixing).
  • Filter through low-binding PVDF/nylon; PTFE for strong organics.
• Note: None of the above constitute specifications for this item; they are general best practices.

Storage and Reconstitution

• Item-specific (Product Data):
  • Storage Conditions: Room temperature.
  • 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 solids:
  • Store in a tightly closed, chemically compatible container with desiccant, protected from excessive heat, humidity, and light. If provided in solution, keep in sealed, headspace-minimized vials.
  • For long-term stability, consider 2–8 °C dark storage if the compound shows signs of degradation at ambient conditions (verify per your stability data).
• Reconstitution (general, not item-specific):
  • Use anhydrous solvent (commonly DMSO) to prepare a concentrated stock (e.g., 10–50 mM). Employ vortexing/sonication and gentle warming (≤40 °C) if needed. Filter through 0.22 µm low-binding membranes for particulate removal when appropriate.
  • Record exact concentration by gravimetry or quantitative NMR where precise dosing is required.
• Freeze–thaw and aliquoting:
  • Minimize freeze–thaw cycles by preparing single-use aliquots. If frozen, store at −20 to −80 °C in compatible vials; thaw at room temperature and mix before use.
• Stability: Not specified for this item; refer to CoA/Spec Sheet for any batch-specific stability or retest information.

Structure and Identity

• Item-specific (Product Data):
  • Product Name: Danshenxinkun D (SKU: D1010148)
  • CAS: 98873-76-8
  • PubChem CID: 127172
  • InChIKey: 204991 (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.
• Structural features: Not specified in the provided Product Data. Without a verified structure (SMILES/InChI), specific functional groups, ring systems, or stereochemistry cannot be detailed here. Please consult the Certificate of Analysis or the primary chemical registry (CAS 98873-76-8; CID 127172) for definitive structural information.
• 2D structure description (general note): Upon availability of the structure, a 2D depiction would enumerate heteroatoms, π-systems, and any stereocenters with E/Z or R/S descriptors. Until then, structure-dependent analyses should be treated as undefined for this catalog entry.

Synthetic Utility

• Item-specific (Product Data): No structural or functional-group information is provided; therefore, specific synthetic roles cannot be assigned.
• General considerations:
  • Without a confirmed structure/SMILES, the compound should not be assumed to be a reagent, catalyst, or building block. Treat it as a finished small molecule intended for screening and analytical studies.
  • If derivatization or SAR expansion is planned, first confirm the structure (NMR, HRMS, possibly X-ray if crystalline), then identify vectors for modification. Late-stage diversification strategies depend on accessible functional handles (e.g., phenols, amines, halides) which are presently unknown.
• Recommendation:
  • Use this item as received for biological or analytical studies. For synthetic programs, procure or synthesize authenticated reference material with a fully documented structure and reactivity profile.

Target Specificity

• Item-specific (Product Data): No target, pathway, species selectivity, or binding data are provided.
• General note:
  • Until the compound’s structure and any prior literature are confirmed, treat target specificity as unknown. If used in target-based assays, ensure appropriate selectivity panels and off-target counterscreens are incorporated to build a robust profile.