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Loganin

Cat No.:V10563 Purity: ≥98%
Loganin is the main iridoid glycoside compound in Cornus officinalis and has anti~inflammatory and anti-shock effects.
Loganin
Loganin Chemical Structure CAS No.: 18524-94-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
100mg
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Product Description
Loganin is the main iridoid glycoside compound in Cornus officinalis and has anti~inflammatory and anti-shock effects.
Loganin (CAS 18524-94-2) is an iridoid glycoside compound isolated from Cornus officinalis and various other plants. It possesses anti-inflammatory, antioxidant, and antitumor properties, and offers protective effects against acute lung injury and pulmonary fibrosis. Loganin exerts its protective effects against LPS-mediated inflammation and oxidative stress by upregulating the Nrf2/HO-1 signaling pathway, and it reduces neuroinflammation caused by spinal cord injury. Its molecular formula is C17H26O10, and its molecular weight is 390.38.
Biological Activity I Assay Protocols (From Reference)
Targets
Loganin targets COX-1, TNF-α, Nrf2/HO-1 signaling, and β-secretase. It is an inhibitor of COX-1 and suppresses TNF-α formation. Loganin upregulates the Nrf2/HO-1 signaling pathway to exert anti-inflammatory and antioxidant effects. It also inhibits β-secretase, suggesting potential neuroprotective applications.
ln Vitro
Loganin demonstrates significant in vitro activity by reducing the production of NO, PGE2, TNF-α, and IL-1β at concentrations of 0-30 µM for 1 hour. It shows cytotoxicity to RAW264.7 macrophages at high concentrations (0-50 µM over 24 hours). Loganin has potent free-radical-scavenging activity and inhibitory effects on melanogenesis. It exhibits cytotoxic activity against Caco-2 cells (IC50 = 1.28 µg/mL by MTT assay) and COLO320 cells (IC50 = 1 µg/mL).
ln Vivo
In vivo, Loganin provides benefits for spinal muscular atrophy (SMA) therapeutics via improving SMN restoration, muscle strength, and body weight. In type 2 diabetes mice, loganin not only lowers blood glucose but also attenuates hyperglycemia-induced inflammation, oxidative stress, and apoptosis. It offers protective effects against acute lung injury and pulmonary fibrosis in animal models.
Enzyme Assay
In vitro enzyme assays for Loganin involve measuring COX-1 inhibition activity. The enzyme is incubated with arachidonic acid substrate and varying concentrations of Loganin. Prostaglandin production is measured using ELISA or other detection methods. IC50 values are determined from dose-response curves. β-secretase inhibition assays can also be performed using fluorogenic substrates.
Cell Assay
In vitro cellular assays for Loganin involve culturing RAW264.7 macrophages or Caco-2 cells. Cells are treated with Loganin at varying concentrations (typically 0-50 µM) for specified durations (1-24 hours). Nitric oxide production is measured using the Griess assay. Cytokine levels (TNF-α, IL-1β, PGE2) are measured by ELISA. Cell viability is assessed using MTT assays.
Animal Protocol
In vivo animal studies for Loganin have been conducted in mouse models of type 2 diabetes and spinal cord injury. The compound is typically administered orally or intraperitoneally. Blood glucose levels, inflammatory markers, and oxidative stress parameters are measured. In SMA models, muscle strength and body weight are assessed. Dosing regimens vary depending on the study objectives.
ADME/Pharmacokinetics
Loganin is soluble in DMSO, water, and 100% ethanol, but insoluble in ether, ethyl acetate, and acetone. It has a density of 1.5 g/cm³. The compound should be stored at -20°C for long-term stability. As a powder, it can be stored at -20°C for up to 3 years or at 4°C for up to 2 years. In solvent, it can be stored at -80°C for up to 2 years.
Toxicity/Toxicokinetics
Loganin is generally considered safe at research-relevant concentrations. Comprehensive toxicological data are limited. The compound is a natural product and is not known to be highly toxic. It is intended for research use only and is not approved for human therapeutic applications. Standard laboratory safety precautions should be taken when handling the compound.
References

[1]. Loganin protects against pancreatitis by inhibiting NF-κB activation. Eur J Pharmacol. 2015 Oct 15;765:541-50.

[2]. Ba-Wei-Di-Huang-Wan through its active ingredient loganin counteracts substance P-enhanced NF-κB/ICAM-1 signaling in rats with bladder hyperactivity. Neurourol Urodyn. 2015 Aug 19.

Additional Infomation
Loganin is an iridoid monoterpene compound with the molecular formula C17H26O10, isolated from various plants, and possesses neuroprotective and anti-inflammatory properties. It is a plant metabolite with neuroprotective activity, and is also an inhibitor of EC 3.4.23.46 (membrane protease 2), EC 3.2.1.20 (α-glucosidase), an anti-inflammatory agent, and EC 3.1.1.7 (acetylcholinesterase). It is a cyclopentapyran compound, and also a β-D-glucoside, acrylate, monosaccharide derivative, iridoid monoterpene, methyl ester, and secondary alcohol. It is functionally related to loganin. Loganin has been reported in spruce, Dipsacus asper, and other organisms with available data. See also: Menyanthes trifoliata leaves (partial).
Loganin is an iridoid glycoside compound from Cornus officinalis with anti-inflammatory, antioxidant, and antitumor properties. It protects against acute lung injury and pulmonary fibrosis by upregulating Nrf2/HO-1 signaling. Loganin has been studied for its neuroprotective effects and potential in treating spinal cord injury, type 2 diabetes, and spinal muscular atrophy. It is not approved for clinical use and is available for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H26O10
Molecular Weight
390.3823
Exact Mass
390.152
CAS #
18524-94-2
PubChem CID
87691
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
608.8±55.0 °C at 760 mmHg
Melting Point
222°C
Flash Point
217.9±25.0 °C
Vapour Pressure
0.0±4.0 mmHg at 25°C
Index of Refraction
1.600
LogP
-2.73
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
5
Heavy Atom Count
27
Complexity
580
Defined Atom Stereocenter Count
10
SMILES
C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChi Key
AMBQHHVBBHTQBF-UOUCRYGSSA-N
InChi Code
InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1
Chemical Name
methyl (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
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

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 : ~50 mg/mL (~128.08 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.40 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 (6.40 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 (6.40 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 2.5616 mL 12.8080 mL 25.6161 mL
5 mM 0.5123 mL 2.5616 mL 5.1232 mL
10 mM 0.2562 mL 1.2808 mL 2.5616 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:

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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)
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  • 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)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT02413099 Completed Drug: KBMSI-2 Erectile Dysfunction Hyun Jun Park 2012-02 Phase 4
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