Asperuloside

SKU 14259-45-1 Category

$96.00

CAS No.: 14259-45-1
Molecular Formula C₁₈H₂₂O₁₁
Molecular Weight 414.4g/mol
Purity HPLC>98%
Chemical Family Iridoids

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* Warning: BIORLAB’s Natural Compounds are for laboratory research purposes only.

Description


Asperuloside is a bioactive iridoid glycoside primarily isolated from the Rubiaceae family plants, including Asperula species, Galium species, and Hedyotis diffusa. BIORLAB offers high-purity asperuloside (≥98%) isolated through advanced extraction and purification technologies. This compound has gained significant scientific interest due to its diverse pharmacological activities, particularly its anti-inflammatory, antioxidant, and hepatoprotective properties, making it a valuable tool for pharmaceutical research and natural product chemistry.

Technical Specifications

  • Appearance: White to off-white crystalline powder
  • Purity: ≥98% (HPLC)
  • Melting Point: 212-214°C
  • Optical Rotation: [α]D20 -105° (c 1.0, methanol)
  • UV Absorption: λmax at 234 nm in methanol
  • Solubility: Soluble in water, methanol, ethanol, DMSO; poorly soluble in chloroform, dichloromethane

 

IUPAC Name: [(4S,7S,8S,11S)-2-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate

InChI: InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1

InChIKey: IBIPGYWNOBGEMH-DILZHRMZSA-N

Canonical SMILES: CC(=O)OCC1=CC2C3C1C(OC=C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O

Isomeric SMILES: CC(=O)OCC1=C[C@H]2[C@H]3[C@@H]1[C@@H](OC=C3C(=O)O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

Synonyms: Asperuloside; 14259-45-1; rubichloric acid; UNII-V3CFI02X39; CHEBI:2881; V3CFI02X39; EINECS 238-137-5; NSC 31760; …

Botanical Source: Hedyotis Diffusae Herba


 

Storage and Handling Requirements

  • Store at -20°C in airtight containers
  • Protect from light and moisture (hygroscopic)
  • Allow container to reach room temperature before opening
  • Stock solutions can be prepared in water, methanol, or DMSO (10 mg/ml recommended)
  • For maximum stability, store solutions at -20°C protected from light
  • Avoid repeated freeze-thaw cycles
  • Stable for 24 months when properly stored
  • Working solutions should be prepared fresh
  • Hygroscopic nature requires careful handling in humid environments

Research Applications

Pharmaceutical Research

  • Anti-inflammatory Studies: Valuable for investigating inflammatory pathway modulation and cytokine inhibition
  • Antioxidant Investigations: Important for studying free radical scavenging and oxidative stress protection
  • Hepatoprotective Research: Critical for understanding liver protective mechanisms against various toxins
  • Immunomodulatory Studies: Essential for investigating immune system regulation and response modification
  • Anti-cancer Research: Valuable for studying potential antiproliferative and apoptotic mechanisms in cancer cells

Traditional Medicine Validation

  • Traditional Chinese Medicine Research: Important for scientific validation of herbs such as Hedyotis diffusa (Bai Hua She She Cao)
  • Ethnopharmacological Studies: Valuable for understanding the bioactive components in traditionally used medicinal plants
  • Natural Product Chemistry: Essential for standardization and quality control of herbal preparations
  • Chemotaxonomic Research: Important marker compound for botanical classification within the Rubiaceae family
  • Medicinal Plant Authentication: Useful chemical marker for identification and authentication of medicinal plants

Biochemical Mechanism Research

  • Enzyme Inhibition Studies: Demonstrates inhibitory effects on specific inflammatory enzymes and pathways
  • Signaling Pathway Investigations: Important for studying NF-κB, MAPK, and other cellular signaling cascades
  • Metabolic Transformation Research: Valuable for understanding prodrug-like behavior and in vivo transformations
  • Structure-Activity Relationship Studies: Critical for understanding the functional importance of iridoid structure
  • Pharmacokinetic Research: Essential for studying absorption, distribution, metabolism, and excretion profiles

Biological Activities

  • Anti-inflammatory Properties: Inhibits pro-inflammatory cytokine production and inflammatory enzyme expression
  • Antioxidant Effects: Scavenges free radicals and enhances antioxidant enzyme activities in experimental models
  • Hepatoprotective Activity: Demonstrates protection against chemically-induced liver injury
  • Immunomodulatory Properties: Modulates immune cell function and cytokine production
  • Neuroprotective Potential: Shows protection against oxidative stress-induced neuronal damage
  • Anti-microbial Activity: Exhibits moderate inhibitory effects against certain bacterial and fungal strains
  • Potential Anti-cancer Effects: Demonstrates antiproliferative activity against specific cancer cell lines
  • Anti-fibrotic Properties: Shows potential in reducing fibrotic processes in liver and kidney tissues

Source and Extraction

  • Primarily isolated from plants of the Rubiaceae family:
    • Asperula species (woodruff)
    • Galium species (bedstraw)
    • Hedyotis diffusa (Oldenlandia diffusa, Bai Hua She She Cao)
    • Morinda citrifolia (noni)
  • Also found in Eucommia ulmoides (hardy rubber tree)
  • Extracted using environmentally responsible solvent systems
  • Purified through multi-stage chromatographic processes
  • Structure confirmed through comprehensive spectroscopic analysis

Quality Assurance

BIORLAB’s asperuloside undergoes:

  • Comprehensive HPLC analysis for purity determination (≥98%)
  • Structure verification by 1H and 13C NMR spectroscopy
  • Mass spectrometry confirmation
  • UV-Vis spectral characterization
  • Stereochemical configuration confirmation
  • Water content analysis
  • Residual solvent screening
  • Certificate of Analysis with batch-specific data

Research Value

  • Reference Standard: Essential for analytical method development and phytochemical profiling
  • Bioactive Compound: Valuable tool for investigating multiple pharmacological activities
  • Chemical Marker: Important for quality control and standardization of herbal preparations
  • Lead Compound: Potential scaffold for drug discovery and development
  • Biochemical Probe: Useful for investigating specific cellular mechanisms and pathways

Technical Support Services

  • Method development assistance
  • Analytical reference standard
  • Custom purification options
  • Bulk quantities available
  • Technical consultation

For research use only. Not for human consumption or clinical use. All BIORLAB natural compounds are intended solely for laboratory research applications.


For detailed specifications, bulk quantities, or technical support, please contact BIORLAB’s scientific team.

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We offer a wide range of natural compounds including alkaloids, terpenoids, flavonoids, coumarins, peptides, glycosides, and nucleosides isolated from plants.

Our compounds undergo rigorous purification processes and are tested using advanced analytical methods such as NMR, mass spectroscopy, and in some cases, X-ray analysis to ensure >98% purity.

Yes, we offer custom isolation services for specific natural compounds based on client requirements.

We typically offer quantities ranging from 2 mg to 100 mg for screening purposes, with larger amounts available upon request.

We use various physicochemical analytical methods, including NMR (300-500 MHz) and mass spectroscopy, to confirm structures and stereochemistry.

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