yingweiwo

Sec-O-Glucosylhamaudol

Cat No.:V29239 Purity: ≥98%
Sec-O-Glucosylhamaudol is a naturally occurring compound extracted from Frontendax officinale.
Sec-O-Glucosylhamaudol
Sec-O-Glucosylhamaudol Chemical Structure CAS No.: 80681-44-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25mg
50mg
100mg
250mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Sec-O-Glucosylhamaudol is a naturally occurring compound extracted from Frontendax officinale. It can reduce the protein level of μ-opioid receptor and may be utilized in pain relief research.
Sec-O-Glucosylhamaudol (CAS 80681-44-3), also known as Hamaudol 3-glucoside, is one of the major bioactive compounds of Saposhnikoviae Radix (the root of Saposhnikovia divaricata). It is a naturally occurring chromone glycoside. Sec-O-Glucosylhamaudol exhibits significant anti-inflammatory and antinociceptive (pain-relieving) effects. It has been shown to exert its anti-inflammatory effect through the regulation of p38 Mitogen-Activated Protein Kinase (MAPK) in LPS-stimulated RAW264.7 cells. It can also reduce the protein level of μ-opioid receptors, suggesting a potential role in pain relief research.
Biological Activity I Assay Protocols (From Reference)
Targets
Sec-O-Glucosylhamaudol targets the p38 MAPK signaling pathway. By regulating this pathway, it reduces the inflammatory response in macrophages. It also interacts with the μ-opioid receptor system, as it has been shown to reduce the protein level of μ-opioid receptors. This suggests a dual mechanism of action involving both anti-inflammatory and analgesic pathways. Its primary targets are therefore p38 MAPK and the μ-opioid receptor.
ln Vitro
In vitro, Sec-O-Glucosylhamaudol has been shown to exert anti-inflammatory effects through the regulation of p38 MAPK in LPS-stimulated RAW264.7 macrophage cells. This regulation likely involves the inhibition of p38 phosphorylation, leading to a reduction in the production of pro-inflammatory cytokines. It also reduces the protein level of μ-opioid receptors. These in vitro studies demonstrate its anti-inflammatory and potential analgesic activities.
ln Vivo
In vivo, Sec-O-Glucosylhamaudol has been shown to have a very strong antinociceptive effect when administered intrathecally. This suggests that it can effectively reduce pain in animal models. Its anti-inflammatory effects are also expected to be observed in vivo. However, detailed in vivo efficacy studies, including pharmacokinetic and pharmacodynamic parameters, are limited in the available sources. Further research is needed to fully characterize its in vivo activity.
Enzyme Assay
For cell-free enzyme assays, the anti-inflammatory activity of Sec-O-Glucosylhamaudol can be studied by measuring its effect on p38 MAPK activity. A kinase activity assay can be performed using purified p38 MAPK and a specific substrate. The compound is incubated with the kinase and substrate in the presence of ATP, and the phosphorylation of the substrate is measured. Its interaction with the μ-opioid receptor can be studied using radioligand binding assays.
Cell Assay
For in vitro cellular assays, the anti-inflammatory activity of Sec-O-Glucosylhamaudol is assessed in LPS-stimulated RAW264.7 macrophage cells. Cells are treated with varying concentrations of the compound and stimulated with LPS. The phosphorylation of p38 MAPK is measured by Western blot using phospho-specific antibodies. The production of pro-inflammatory cytokines, such as TNF-α and IL-6, is measured by ELISA. Its effect on μ-opioid receptor levels is assessed by Western blot.
Animal Protocol
For in vivo studies, the antinociceptive effect of Sec-O-Glucosylhamaudol is typically evaluated in rodent models of pain. The compound is administered intrathecally or systemically. Pain responses are measured using tests such as the tail-flick test or the formalin test. Its anti-inflammatory effect can be assessed in models of acute or chronic inflammation, such as carrageenan-induced paw edema.
ADME/Pharmacokinetics
Sec-O-Glucosylhamaudol has a molecular formula of C21H26O10 and a molecular weight of 438.43 g/mol. Its CAS number is 80681-44-3. It is a chromone glycoside and is typically supplied as a powder. It is soluble in DMSO and ethanol. For in vitro studies, stock solutions are prepared in DMSO. For in vivo administration, it can be formulated in suitable vehicles. Storage is recommended at 2-8°C. Its purity is typically >95% for research use.
Toxicity/Toxicokinetics
No detailed toxicity data is publicly available. As a natural chromone glycoside from a plant with a history of medicinal use, it is generally considered to have low toxicity, but standard toxicological studies would be required for drug development. In vitro cytotoxicity assays in various cell lines are typically performed alongside efficacy studies to confirm that the observed effects are not due to a general reduction in cell viability.
References

[1]. Effect of sec-O-glucosylhamaudol on mechanical allodynia in a rat model of postoperative pain. Korean J Pain. 2019 Apr 1;32(2):87-96.

Additional Infomation
Sek-O-glucosylhamool is a type of chromene compound. It has been reported that sek-O-glucosylhamool exists in Japanese angelica, large-leaved parsley, and other organisms with relevant data.
Sec-O-Glucosylhamaudol is a research-grade compound and is not approved for any therapeutic use. It serves primarily as a valuable pharmacological tool and a reference standard for studying inflammation and pain. Its mechanism of action involves the regulation of p38 MAPK and a reduction in μ-opioid receptor protein levels. Its anti-inflammatory and antinociceptive activities make it a compound of interest for drug discovery. No clinical trials have been reported.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H26O10
Molecular Weight
438.4251
Exact Mass
438.152
CAS #
80681-44-3
PubChem CID
10478277
Appearance
White to light yellow solid powder
Density
1.6±0.1 g/cm3
Boiling Point
677.5±55.0 °C at 760 mmHg
Flash Point
237.2±25.0 °C
Vapour Pressure
0.0±2.2 mmHg at 25°C
Index of Refraction
1.661
LogP
0.39
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
3
Heavy Atom Count
31
Complexity
723
Defined Atom Stereocenter Count
6
SMILES
CC1=CC(=O)C2=C(C3=C(C=C2O1)OC([C@H](C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)(C)C)O
InChi Key
QVUPQEXKTXSMKX-JJDILSOYSA-N
InChi Code
InChI=1S/C21H26O10/c1-8-4-10(23)15-12(28-8)6-11-9(16(15)24)5-14(21(2,3)31-11)30-20-19(27)18(26)17(25)13(7-22)29-20/h4,6,13-14,17-20,22,24-27H,5,7H2,1-3H3/t13-,14+,17-,18+,19-,20+/m1/s1
Chemical Name
(3S)-5-hydroxy-2,2,8-trimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydropyrano[3,2-g]chromen-6-one
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~228.09 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.70 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.70 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

View More

Solubility in Formulation 3: ≥ 2.5 mg/mL (5.70 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.2809 mL 11.4043 mL 22.8087 mL
5 mM 0.4562 mL 2.2809 mL 4.5617 mL
10 mM 0.2281 mL 1.1404 mL 2.2809 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Contact Us