This compound belongs to the class of organic compounds known as tanshinones, isotanshinones, and derivatives. These are a group of abietane-type norditerpenoid quinones.
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.
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Application Protocols
Manufacturer-validated protocols or assay conditions are not provided in the product data for this item. The following protocol outlines are general suggestions for analytical and screening use of polyphenolic small molecules; adapt after consulting the CoA and your internal SOPs.
Preparation of stock solution (general):
Weigh the solid rapidly in low light. Dissolve to 10–50 mM in dry DMSO (or MeOH/EtOH if compatible). Vortex and sonicate briefly if needed. Filter (0.22 µm PTFE) for LC–MS work.
LC–MS method development (general):
Column: C18, 2.1 × 100 mm, 1.7–3 µm. Mobile A: water + 0.1% formic acid; Mobile B: acetonitrile + 0.1% formic acid. Gradient 5–40% B over 10 min; detect at 210–330 nm and by ESI± MS. Adjust pH and gradient to resolve isomers.
Antioxidant assay setup (chemistry only):
DPPH or ABTS assays in ethanol/buffer to compare radical-quenching kinetics; include Trolox as a reference standard. Protect solutions from light and analyze promptly.
Stability check (general):
Incubate solutions at room temperature and 4 °C with/without light over 24–72 h; assess by HPLC for new peaks indicative of oxidation or hydrolysis.
Item-specific conditions (tested applications, recommended dilutions, positive controls) are Not specified for this item; refer to CoA/Spec Sheet.
Biological Roles
No biological/clinical claims are made for this catalog item. The following provides general biochemical context for polyphenolic constituents associated with the “tanshinol” chemotype; verify the exact structure of Tanshinol B in the CoA before extrapolating.
Origin (general): Tanshinol-type compounds are phenolic metabolites associated with Salvia miltiorrhiza (Danshen). They commonly derive from phenylpropanoid biosynthesis and may occur as monomeric acids or oligomeric/polyphenolic assemblies.
Chemical functionality and biochemical behavior:
Catechol/pyrogallol motifs can chelate transition metals and participate in redox cycling; they are tested in vitro for radical-scavenging capacity (DPPH, ABTS, FRAP assays; assay chemistry context only).
Carboxylate groups influence ionization and aqueous solubility near physiological pH, affecting chromatographic retention and membrane permeability in model systems.
Analytical relevance:
Serve as marker compounds in botanical authentication, quality assessment, and metabolomics, where high-resolution MS and tandem MS fragmentation patterns of phenolic acids are used for annotation.
Provide UV–Vis chromophores with strong absorbance in the 200–330 nm region (general for phenolics; specific maxima should be confirmed experimentally for this item).
Any functional roles in cells or organisms, if investigated, must be interpreted within the confines of laboratory research. For definitive, item-specific biological properties and stability in biological media, see the CoA and primary literature matching CAS 189290-30-0.
Buffer Applications
This product is a small-molecule library constituent and is not itself a buffering agent. As such, there are no standard buffer recipes centered on Tanshinol B.
Practical guidance (general):
If aqueous work is required, dissolve a concentrated stock in DMSO or alcohol, then dilute into a suitable buffer (e.g., phosphate or HEPES) while monitoring pH and potential precipitation.
Polyphenolic acids may exhibit increased solubility at mildly basic pH; however, ensure that the compound is base-stable before adjusting pH, and avoid prolonged exposure to high pH to limit oxidative degradation.
Filter solutions (0.22 µm) prior to biochemical assays to remove particulates.
Item-specific pKa, stability windows, and ionic-strength compatibility are Not specified for this item; refer to CoA/Spec Sheet and validate empirically for your assay system.
Green Alternatives
For a solid polyphenolic small molecule like Tanshinol B, “greenness” considerations center on solvent and workflow choices rather than replacing the analyte itself.
Preferred solvents for solutions and chromatography (general guidance):
Replace chlorinated solvents with ethanol, isopropanol, 2-MeTHF, or ethyl acetate where compatible.
For LC mobile phases, favor water–ethanol or water–acetonitrile (acetonitrile typically lower toxicity than methanol for operators; ethanol is greener but may alter selectivity). Use volatile salts (ammonium formate/acetate) to facilitate waste treatment.
Sample preparation:
Use microscale workflows and high-concentration stocks to minimize solvent volumes.
Employ solid-phase extraction with aqueous elution when possible to reduce organic solvent use.
Stability/packaging:
Store in amber vials to avoid light-induced degradation, reducing the need for re-preparation and solvent consumption.
Comparison snapshot (general):
DMSO vs DMF: DMSO offers lower toxicity and better biodegradability; choose DMSO for stock solutions if chemically compatible.
MeOH vs EtOH: Ethanol is the greener choice; use EtOH for preparative steps when analytical constraints allow.
Item-specific environmental metrics (E-factor, solvent volumes, stabilizers) are Not specified for this item; refer to CoA/Spec Sheet and institutional green-chemistry guidelines.
Pharmaceutical Uses
No therapeutic or clinical claims are made. The following points address formulation and QC contexts in a research/manufacturing setting for polyphenolic small molecules in general.
Possible roles (general):
Analytical reference standard in QC methods for botanical ingredients or for process monitoring of phenolic constituents.
System suitability and retention factor checks for LC methods targeting catechol-containing analytes.
Forced-degradation studies to define stability-indicating methods (acid/base/oxidative/light stress) of formulations containing related phenolic chemotypes.
Compendial status: Not specified for this item; refer to CoA/Spec Sheet and relevant pharmacopeias.
Formulation considerations (research context):
Polyphenolic compounds may undergo oxidation; incorporation of antioxidants (e.g., ascorbate) and oxygen exclusion can be evaluated in pre-formulation studies.
Choice of excipients should consider potential metal ion chelation and adsorption to surfaces; glass vials with low metal leachables and amber protection are commonly preferred.
All pharmaceutically oriented work should be limited to non-clinical, laboratory research unless supported by appropriate regulatory documentation. Item-specific excipient compatibility, residual solvent content, and impurity profiles are Not specified for this item; consult the CoA/SDS.
Physical Properties
Item-specific specifications are not provided in the product data and should be confirmed on the CoA/Spec Sheet.
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
Purity/Grade: 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: Not specified for this item; refer to CoA/Spec Sheet.
Boiling point: Not applicable (typical polyphenolic acids decompose before boiling under ambient pressure; general literature note).
Density: Not specified for this item; refer to CoA/Spec Sheet.
Refractive index: Not applicable to solids; if provided, refer to CoA/Spec Sheet.
pKa(s): Not specified for this item; refer to CoA/Spec Sheet. (General: phenolic OH typically pKa ~8–10; carboxylic acid pKa ~3–5; literature ranges only.)
LogP/LogD: Not specified for this item; refer to CoA/Spec Sheet. (General: polyphenolic acids often show low LogP and high polarity; literature context only.)
Solubility: Not specified for this item; refer to CoA/Spec Sheet. (General guidance: many polyphenolic acids are soluble in polar protic/aqueous basic media and in DMSO; verify for this exact item.)
Notes for practical handling (general chemistry context): hygroscopicity and hydrate formation can occur in polyphenolic acids; they may show gradual oxidation or browning upon air/light exposure. Confirm actual behavior for Tanshinol B from the CoA and stability data.
Quality and Grades
Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
Interpretation and best practices (general guidance):
If designated as “library grade” or “screening compound,” this typically indicates suitability for discovery screening and SAR, with purity commonly ≥95% by HPLC unless otherwise noted. Always verify the guaranteed minimum purity and analytical method on the CoA.
For analytical standards, suppliers may provide characterization by HPLC/UPLC, NMR, HRMS, and water/ash content; UV spectra may also be included for phenolic analytes. Confirm which tests are included for this specific lot.
Stabilizers: Not specified for this item; refer to CoA/Spec Sheet. Polyphenolic materials are sometimes supplied without stabilizer but benefit from storage under inert gas and minimized light exposure. If a stabilizer is present, consider its impact on analytical work (e.g., UV baseline, ion suppression in LC–MS).
Trace specifications (water, residual solvents, metals, UV cutoff, etc.): Not specified for this item; refer to CoA/Spec Sheet.
Batch-to-batch control: request chromatograms and spectra when needed for regulated or high-precision work; align your internal release specs (purity threshold, ID tests) with the supplier’s certificate.
Reaction and Applications
This product is categorized under a small-molecule/compound library and is primarily suited for discovery research and analytical applications.
Typical research uses (general):
Reference/analytical standard for phenolic constituents in natural product profiling (e.g., LC–UV/LC–MS quantitation and method development).
Biochemical assays examining redox activity, radical scavenging capacity, or metal-chelation behavior of polyphenolics (non-clinical; chemistry-focused evaluation only).
SAR and chemotype exploration in screening panels, comparing catechol-containing scaffolds and their physicochemical impacts.
Practical tips:
Minimize air and light exposure during weighing; consider amber vials and inert gas blanket to limit oxidation.
Prepare fresh solutions for sensitive assays; if storage is required, freeze small single-use aliquots to avoid repeated freeze–thaw.
For LC–MS, use volatile buffers (e.g., ammonium formate/acetate) and limit exposure to high-pH mobile phases which can accelerate degradation of certain linkages.
Derivatization contexts (general): silylation or acylation of phenolic OH groups for GC analysis; methylation/esterification for structure confirmation; isotopic labeling for internal standards.
Note: No specific manufacturer application text was provided for this item; the above represents general chemistry use cases for a polyphenolic small molecule and should be adapted after consulting the CoA and SDS.
Reaction Conditions
Item-specific reactivity parameters are not provided; the following are general conditions commonly applied to polyphenolic acids and related structures.
Phenolic protection:
Silylation: TBSCl, imidazole, DMF or DCM, 0–25 °C, 1–6 h; moisture-free setup. Deprotect with TBAF (THF) or mild acid.
Acetylation: Ac2O, pyridine or DMAP, DCM/MeCN, 0–25 °C, 0.5–4 h.
Ester/amide formation (if carboxyl present):
EDC·HCl (1.1–1.5 eq), HOBt/HOAt or NHS, DMF/MeCN, 0–25 °C, 2–16 h. Monitor for over-acylation of phenols; pre-protect if needed.
HATU/DIPEA in DMF for amide couplings at 0–25 °C, 1–6 h.
O-Methylation of phenols:
MeI/Me2CO3 with K2CO3, acetone/MeCN, 0–25 °C, 1–12 h; alternatively MeI in DMF with NaH (strictly anhydrous; caution).
Oxidation/air sensitivity: Work under inert atmosphere if discoloration is observed; add BHT or ascorbate only if compatible with your analytical goals.
Purification:
Reverse-phase preparative HPLC (water–acetonitrile with 0.1% formic or acetic acid) is common for polyphenolics; avoid prolonged high pH in the mobile phase.
All times, temperatures, and reagents above are general literature practices and should be optimized for this exact structure after confirming functional groups from the CoA. Expected yields vary widely depending on protection strategy and substitution pattern.
Safety and Handling
Authoritative safety information must be taken from the item’s SDS. The following are general laboratory precautions for handling phenolic acids and polyphenolic small molecules.
GHS classification: Not specified for this item; refer to SDS.
Signal word / H-statements / pictograms: Not specified for this item; refer to SDS.
Likely hazards (general): phenolic compounds may cause skin/eye irritation; dust may irritate respiratory tract. Some phenolics can undergo slow oxidation; avoid heat and prolonged light/air exposure.
PPE: wear lab coat, nitrile gloves, and safety glasses or goggles. Use a dust mask/respirator if handling large quantities of fine powder per risk assessment.
Engineering controls: handle powders in a fume hood or ventilated enclosure to minimize airborne particulates; employ local exhaust during weighing/transfer.
Incompatibilities (general): strong oxidizers; strong bases/acids may cause rapid degradation or transesterification/ester hydrolysis depending on structure. Avoid reactive metals if formulation is acidic.
First aid (overview; defer to SDS):
Inhalation: move to fresh air; seek medical attention if symptoms persist.
Skin: wash with soap and water; remove contaminated clothing.
Eyes: rinse cautiously with water for several minutes; remove contact lenses if present and easy to do; seek medical advice if irritation continues.
Ingestion: rinse mouth; do not induce vomiting; seek medical attention.
Transport/shipping: Not specified for this item; refer to SDS and shipping documents.
Solvent Selection
Practical dissolution strategy for a polyphenolic small molecule when item-specific solubility is not provided.
Primary stock solvents (general):
DMSO: frequent first choice for library compounds due to broad solvency and LC–MS compatibility.
Aqueous buffers: solubility often improves at mildly basic pH if a carboxyl group is present; prepare only if the compound is base-stable.
Alcohols (MeOH, EtOH): useful for analytical prep and LC standards; check stability against transesterification if esters are present.
Co-solvent approach: start with 5–10 mg/mL in DMSO; for working solutions, dilute into water, buffer, or culture media with final DMSO ≤0.1–1% v/v as required by the assay. Filter through 0.22 µm if particulate remains.
Polarity/miscibility (general): polyphenolic acids are typically polar and hydrogen-bonding; they are often miscible with polar organic solvents and show increased aqueous solubility when ionized (higher pH). Avoid high-pH exposure if base-labile linkages are suspected.
When to choose alternatives: If oxidative discoloration is observed in protic media, consider degassed solvents and light protection. For NMR, DMSO-d6 or methanol-d4 are often preferred; phosphate-d2O buffers can be used if the compound is sufficiently water-soluble.
Note: Exact solubility and pH stability for Tanshinol B are Not specified for this item; refer to CoA/Spec Sheet for definitive guidance.
Shipped in: Not specified for this item; refer to CoA/Spec Sheet.
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
General best practices for polyphenolic small molecules:
Keep container tightly closed, stored in a dry, cool, and well-ventilated place. Consider secondary containment with desiccant. Protect from excessive heat and light to limit oxidation or discoloration.
For long-term retention of analytical integrity, many users transfer to amber vials under inert gas (N2 or Ar). Although not mandated by the product data, this practice can improve stability of phenolic analytes.
Reconstitution guidance (general):
Prepare a concentrated stock in DMSO (e.g., 10–50 mM) or a suitable alcohol. If aqueous solutions are needed, dilute the organic stock slowly into buffer with stirring to a final organic content compatible with the assay. Check for precipitation and adjust pH only if chemically justified and verified for this exact structure.
For repeated use, aliquot and store sealed to avoid multiple freeze–thaw cycles; record preparation date and storage conditions on the vial.
Item-specific details such as maximum solubility, solution stability, and recommended shelf life are Not specified for this item; refer to CoA/Spec Sheet and SDS.
Structure and Identity
Concise identity summary for cataloging and professional use.
Item name: Tanshinol B (SKU: T1026455)
CAS Registry Number: 189290-30-0 (product data)
PubChem CID: 126071 (product data)
InChIKey: 171342 (product data 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 notes (general chemistry context):
The trivial name “Tanshinol” is commonly used for phenolic constituents of Salvia miltiorrhiza (Danshen). Compounds in this family typically feature catechol or polyphenolic motifs and carboxylate/ester functionality. Exact functional groups and substitution pattern for Tanshinol B should be confirmed from the CoA/SDS for this catalog item.
Stereochemistry: Not specified for this item; refer to CoA/Spec Sheet.
2D description (general): Polyphenolic acids in this class often contain an aromatic ring bearing multiple hydroxyl groups (e.g., 3,4-dihydroxy substitution) conjugated to side chains containing carboxyl or lactone functionality, sometimes forming oligomeric structures via C–C or C–O linkages between phenylpropanoid units. Please verify the precise ring system and linkage pattern against the certificate of analysis for Tanshinol B.
Synthetic Utility
While primarily supplied as a screening/analytical small molecule, a polyphenolic compound such as Tanshinol B can also serve as a synthetic handle or derivatization substrate in method development.
Functional groups (general): phenolic OH groups (potential for etherification, esterification, silylation), carboxylate/ester groups (amidation, ester hydrolysis or formation), and conjugated aromatic systems (electrophilic substitution onto activated positions is possible but often limited by deactivation from electron-withdrawing substituents and intramolecular H-bonding).
Typical transformations:
Protection of phenols (TBS, TBDMS, acetates, benzyl) to enable selective acylation/alkylation elsewhere.
Ester/amide coupling via carbodiimide reagents (EDC/HOBt or HATU) if a free carboxylate is present; monitor for O→N acyl transfer and phenolic O-acylation.
O-Methylation or O-benzylation to interrogate structure–property relationships and enhance chromatographic behavior.
Silylation (BSTFA, MSTFA) for GC analysis.
Analytical derivatization:
Create chromophore/fluorophore tags (e.g., dansyl/chloroformate chemistries on available functions) for trace detection, ensuring compatibility with the core phenolic framework.
Because the exact structure for this specific item is not detailed in the product data, select transformations should be planned after confirming the functional group map from the CoA and preliminary NMR/HRMS characterization.
Target Specificity
Not applicable. This catalog item is a small molecule and not a biological targeting reagent (e.g., antibody, enzyme, or ligand with defined macromolecular specificity claims).
Item-specific binding targets, isotype, epitope, or species reactivity: Not specified for this item; refer to CoA/Spec Sheet if any binding data are provided for research reference only.
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