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Isopsoralenoside

Alias: Isopsoralenoside
Cat No.:V60023 Purity: ≥98%
Isopsoralenoside is a benzofuranoside in psoralen.
Isopsoralenoside
Isopsoralenoside Chemical Structure CAS No.: 905954-18-9
Product category: New4
This product is for research use only, not for human use. We do not sell to patients.
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5mg
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Product Description
Isopsoralenoside is a benzofuranoside in psoralen. Isopsoralenoside is rapidly metabolized to psoralen in the digestive tract contents. Isopsoralenoside has estrogen-like activity, osteoblast proliferation activity, anti-tumor effects, and antimicrobial effect.
Isopsoralenoside (CAS 905954-18-9) is a benzofuran glycoside found in the polysaccharides of Psoralea corylifolia (also known as Babchi). It is rapidly metabolized to psoralen in the digestive tract contents. Isopsoralenoside exhibits estrogen-like activity, promotes osteoblastic proliferation, and demonstrates antitumor and antibacterial effects. It also shows anti-inflammatory and antioxidant activities and has been studied for managing skin disorders and supporting liver health.
Biological Activity I Assay Protocols (From Reference)
Targets
Isopsoralenoside targets multiple pathways. It shows estrogen-like activity, suggesting interaction with estrogen receptors. The compound promotes osteoblastic proliferation, indicating effects on bone metabolism. Its antitumor effects suggest involvement in cancer-related pathways. The antibacterial activity indicates antimicrobial targets. Its rapid metabolism to psoralen suggests that some of its activities may be mediated by its metabolite. Anti-inflammatory and antioxidant activities have also been reported.
ln Vitro
In vitro, Isopsoralenoside shows estrogen-like activity, promoting osteoblastic proliferation. It demonstrates antitumor effects and antibacterial activity. The compound exhibits anti-inflammatory and antioxidant effects. Its rapid metabolism to psoralen in digestive tract contents is an important characteristic for understanding its bioactivity. Specific IC50 values are not detailed in the available literature.
ln Vivo
Specific in vivo data for Isopsoralenoside are limited. Given its estrogen-like activity and osteoblastic proliferation-promoting effects, the compound has potential for in vivo studies in models of osteoporosis and bone health. Its antitumor effects suggest potential for cancer research. Its ability to manage skin disorders and support liver health indicates potential for in vivo studies in these areas. However, specific published protocols are not available.
Enzyme Assay
The estrogen-like activity is assessed using cell-based reporter assays. Cells transfected with estrogen response element (ERE)-driven luciferase reporters are treated with Isopsoralenoside at various concentrations, and luciferase activity is measured. Osteoblastic proliferation is assessed using osteoblast cell lines (e.g., MC3T3-E1) treated with the compound, with cell proliferation measured by MTT or BrdU incorporation assays. Antibacterial activity is assessed using broth microdilution assays.
Cell Assay
For cellular studies, osteoblast cell lines, cancer cell lines, and bacterial cultures are used. Cells are cultured in appropriate media and treated with Isopsoralenoside at various concentrations (e.g., 0.1-100 μM) for 24-72 hours. Cell viability and proliferation are assessed using MTT or similar assays. For estrogen receptor activity, luciferase reporter assays are performed. For antibacterial testing, bacterial growth is monitored by optical density. The compound is typically dissolved in DMSO and diluted in culture media.
Animal Protocol
In vivo studies for Isopsoralenoside would be conducted in appropriate animal models. For bone health studies, ovariectomized mouse models of osteoporosis would be used. For antitumor studies, xenograft models would be employed. For skin disorder studies, appropriate dermatological models would be used. The compound would be administered via oral gavage or intraperitoneal injection. However, specific published protocols for this compound are not available.
ADME/Pharmacokinetics
Specific pharmacokinetic data for Isopsoralenoside are limited but notable. The compound is rapidly metabolized to psoralen in the digestive tract contents. This suggests that the orally administered compound may act as a prodrug, with psoralen being the active metabolite responsible for at least some of its effects. Pharmacokinetic studies would be required to determine the absorption and metabolism profile.
Toxicity/Toxicokinetics
As a natural product from Psoralea corylifolia, which has traditional medicinal uses, Isopsoralenoside is generally considered to have a moderate safety profile. However, psoralen, its metabolite, is known to be phototoxic and can cause skin photosensitivity. Comprehensive toxicology studies including acute, subchronic, and genotoxicity assessments have not been reported. The compound should be handled with appropriate safety precautions, particularly protection from UV light.
References

[1]. A UPLC-MS/MS method for in vivo and in vitro pharmacokinetic studies of psoralenoside, isopsoralenoside, psoralen and isopsoralen from Psoralea corylifolia extract. J Ethnopharmacol.

Additional Infomation
Reports indicate that Isopsoralenoside has been found in Cullen corylifolium, and relevant data is available for reference.
Isopsoralenoside is a benzofuran glycoside from Psoralea corylifolia that is rapidly metabolized to psoralen. It shows estrogen-like activity, promotes osteoblastic proliferation, and demonstrates antitumor and antibacterial effects. No clinical trials exist. For research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H18O9
Molecular Weight
366.319426059723
Exact Mass
366.095
CAS #
905954-18-9
PubChem CID
11574162
Appearance
White to light yellow solid powder
Density
1.6±0.1 g/cm3
Boiling Point
662.4±55.0 °C at 760 mmHg
Flash Point
354.4±31.5 °C
Vapour Pressure
0.0±2.1 mmHg at 25°C
Index of Refraction
1.711
LogP
-0.02
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
5
Heavy Atom Count
26
Complexity
524
Defined Atom Stereocenter Count
5
SMILES
C1=CC2=C(C=CO2)C(=C1/C=C\C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChi Key
CAMYXILYLXYDFE-MIVOEOINSA-N
InChi Code
InChI=1S/C17H18O9/c18-7-11-13(21)14(22)15(23)17(25-11)26-16-8(2-4-12(19)20)1-3-10-9(16)5-6-24-10/h1-6,11,13-15,17-18,21-23H,7H2,(H,19,20)/b4-2-/t11-,13-,14+,15-,17+/m1/s1
Chemical Name
(Z)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-5-yl]prop-2-enoic acid
Synonyms
Isopsoralenoside
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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 (~272.99 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.82 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 (6.82 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.82 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 2.7299 mL 13.6493 mL 27.2985 mL
5 mM 0.5460 mL 2.7299 mL 5.4597 mL
10 mM 0.2730 mL 1.3649 mL 2.7299 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.

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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?
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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:
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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.)
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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.

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