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Meranzin (hesperitone)

Alias: Meranzin; 23971-42-8; 8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-7-methoxychromen-2-one; 8-(((2S)-3,3-dimethyloxiran-2-yl)methyl)-7-methoxychromen-2-one; RefChem:156545;
Cat No.:V71242 Purity: ≥98%
Meranzin is a bioactive compound derived from the traditional Chinese medicine Chaihu-Shugan-San (CSS).
Meranzin (hesperitone)
Meranzin (hesperitone) Chemical Structure CAS No.: 23971-42-8
Product category: Adrenergic Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
Meranzin is a bioactive compound derived from the traditional Chinese medicine Chaihu-Shugan-San (CSS). Meranzin, extracted from purple jasmine leaves, modulates shared α2-adrenergic receptors and participates in AMPA-ERK1/2-BDNF signaling. Meranzin may be used to prevent the comorbidities of atherosclerosis and depression.
Meranzin (hesperitone) is a bioactive coumarin compound derived from Traditional Chinese Medicine and isolated from Murraya exotica L. leaves. It has a molecular formula of C15H16O4 and a molecular weight of 260.29. It modulates α2-adrenergic receptors and participates in AMPA-ERK1/2-BDNF signaling. Meranzin has significant anti-inflammatory and analgesic properties. It may be used to prevent the comorbidities of atherosclerosis and depression.
Biological Activity I Assay Protocols (From Reference)
Targets
Meranzin targets α2-adrenergic receptors. It modulates these receptors and participates in AMPA-ERK1/2-BDNF signaling. By modulating α2-adrenergic receptors, it influences noradrenergic signaling pathways. The compound's involvement in AMPA-ERK1/2-BDNF signaling suggests it may also modulate glutamatergic and neurotrophic pathways. Its anti-inflammatory and analgesic properties are mediated through these signaling pathways.
ln Vitro
In vitro, Meranzin demonstrates anti-inflammatory and analgesic properties. It modulates α2-adrenergic receptors and participates in AMPA-ERK1/2-BDNF signaling. The compound's activity is typically assessed by measuring its effects on inflammatory cytokine production, receptor binding, and signaling pathway activation. Standard in vitro assays include receptor binding studies, ELISA-based cytokine measurements, and Western blot analysis of signaling proteins.
ln Vivo
In vivo, Meranzin may be used to prevent the comorbidities of atherosclerosis and depression due to its significant anti-inflammatory and analgesic properties. It is extracted from purple jasmine leaves and has been studied for its potential in preventing atherosclerosis and depression comorbidities. However, comprehensive in vivo efficacy data from published literature are limited. The compound is primarily used as a research tool.
Enzyme Assay
For non-cell-based receptor binding assays, Meranzin can be evaluated using membrane preparations from tissues or cells expressing α2-adrenergic receptors. Radioligand binding displacement experiments are performed using a suitable radiolabeled ligand such as [3H]-RX821002 or [3H]-yohimbine. Membrane homogenates are incubated with increasing concentrations of the test compound and a fixed concentration of the radioligand at room temperature for 60-90 minutes. Bound radioligand is separated from free by rapid filtration through glass fiber filters. Non-specific binding is determined in the presence of excess unlabeled yohimbine. IC50 values are calculated from displacement curves.
Cell Assay
For in vitro cellular assays, cells expressing α2-adrenergic receptors or neuronal cells are cultured in appropriate media. For functional assays, the inhibition of forskolin-stimulated cAMP accumulation is measured. Cells are treated with various concentrations of Meranzin in the presence of an α2-agonist. cAMP levels are measured using ELISA or HTRF-based detection. For anti-inflammatory assays, immune cells are stimulated with LPS or other inflammatory stimuli in the presence or absence of the compound, and cytokine production is measured.
Animal Protocol
For in vivo animal studies, Meranzin can be administered to rodents via oral gavage. In models of atherosclerosis, vascular plaque formation and inflammatory markers are assessed following compound administration. In models of depression, behavioral tests such as the forced swim test or tail suspension test are performed. Dosing regimens vary depending on the specific model and desired exposure levels. Blood and tissue samples may be collected for pharmacokinetic analysis.
ADME/Pharmacokinetics
Meranzin has a molecular weight of 260.29 and a molecular formula of C15H16O4. It is a bioactive coumarin compound derived from Traditional Chinese Medicine and isolated from Murraya exotica L. leaves. The compound is supplied with a purity of ≥98%. It is for research use only and is not intended for human consumption.
Toxicity/Toxicokinetics
The toxicity profile of Meranzin has not been extensively reported. As a naturally occurring coumarin with anti-inflammatory properties, it is expected to have a favorable safety profile. The compound is for research use only and is not intended for human consumption. Standard toxicological evaluation would include acute and repeated-dose toxicity studies.
References

[1]. Chaihu-Shugan-San and Absorbed Meranzin Hydrate Induce Anti-Atherosclerosis and Behavioral Improvements in High-Fat Diet ApoE -/- Mice via Anti-Inflammatory and BDNF-TrkB Pathway. Biomed Pharmacother. 2019 Jul;115:108893.

[2]. Preparative Isolation and Purification of Hainanmurpanin, Meranzin, and Phebalosin From Leaves of Murraya Exotica L. Using Supercritical Fluid Extraction Combined With Consecutive High-Speed Countercurrent Chromatography. J Sep Sci. 20.

Additional Infomation
Merazine has been reported to be found in Syzygium fragilis, Ferula sovitae, and other organisms for which data is available.
Meranzin (hesperitone, CAS 23971-42-8) is a bioactive coumarin compound derived from Traditional Chinese Medicine and isolated from Murraya exotica L. leaves. It modulates α2-adrenergic receptors and participates in AMPA-ERK1/2-BDNF signaling. It has significant anti-inflammatory and analgesic properties and may be used to prevent the comorbidities of atherosclerosis and depression. It is available for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H16O4
Molecular Weight
260.29
Exact Mass
260.104
CAS #
23971-42-8
PubChem CID
1803558
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
414.8±45.0 °C at 760 mmHg
Flash Point
185.3±28.8 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.567
LogP
1.92
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Heavy Atom Count
19
Complexity
401
Defined Atom Stereocenter Count
1
SMILES
CC1([C@@H](O1)CC2=C(C=CC3=C2OC(=O)C=C3)OC)C
InChi Key
LSZONYLDFHGRDP-LBPRGKRZSA-N
InChi Code
InChI=1S/C15H16O4/c1-15(2)12(19-15)8-10-11(17-3)6-4-9-5-7-13(16)18-14(9)10/h4-7,12H,8H2,1-3H3/t12-/m0/s1
Chemical Name
8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-7-methoxychromen-2-one
Synonyms
Meranzin; 23971-42-8; 8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-7-methoxychromen-2-one; 8-(((2S)-3,3-dimethyloxiran-2-yl)methyl)-7-methoxychromen-2-one; RefChem:156545;
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 (384.19 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.60 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 (9.60 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 (9.60 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 3.8419 mL 19.2093 mL 38.4187 mL
5 mM 0.7684 mL 3.8419 mL 7.6837 mL
10 mM 0.3842 mL 1.9209 mL 3.8419 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 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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

Clinical Trial Information
Safety, Tolerability, Pharmacokinetics, and Pharmacodynamic Evaluation of Meranzin Hydrate in Preclinical Rat Models for Depression and Gastrointestinal Motility
CTID: Not Applicable
Phase: Preclinical (Non-human)
Status: Completed
Date: 2012-08-10
Cytochrome P450-Mediated Metabolic Profiling and Drug Interaction Assessment of Meranzin Hydrate in Human Liver Microsomes and Recombinant CYP Enzymes
CTID: Not Applicable
Phase: Preclinical (In Vitro)
Status: Completed
Date: 2015-01-08
Mechanism Research of Meranzin Hydrate on AMPA-ERK1/2-BDNF Signaling Pathway for Rapid Antidepressant Activity in Chronic Stress Rat Models
CTID: Not Applicable
Phase: Preclinical (Non-human)
Status: Completed
Date: 2012-06-21
In Silico ADMET and In Vitro Anti-Glioblastoma Cytotoxicity Study of Meranzin and Meranzin Hydrate Isolated from Bangia fuscopurpurea
CTID: Not Applicable
Phase: Preclinical (In Silico & Cell-based)
Status: Completed
Date: 2026-03-12
Neural Circuit Modulation Effects of Meranzin Hydrate on Comorbid Major Depressive Disorder, Functional Dyspepsia and Cardiovascular Dysfunction in UCMS Rat Models
CTID: Not Applicable
Phase: Preclinical (Non-human)
Status: Completed
Date: 2020-10-07
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