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Perlolyrin

Alias: Tribulusterine; Perlolyrine; 29700-20-7; perlolyrin; Substance YS;
Perlolyrin (Tribulusterine) is an alkaloid extracted from the dried fruits of Tribulus terrestris.
Perlolyrin
Perlolyrin Chemical Structure CAS No.: 29700-20-7
Product category: Others 11
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Perlolyrin (Tribulusterine) is an alkaloid extracted from the dried fruits of Tribulus terrestris.
Perlolyrin, also known as Tribulusterine, is an alkaloid that can be isolated from the dried fruits of Tribulus terrestris. With the molecular formula C16H12N2O2 and a molecular weight of 264.28, this natural product functions as an organic molecular entity with a role as a metabolite. Tribulus terrestris is a plant widely used in traditional medicine systems, and its extracts have been reported to possess various pharmacological activities including aphrodisiac, anti-inflammatory, and cardioprotective effects. Perlolyrin is one of the alkaloid constituents of this plant and has been studied for its potential biological activities. The compound is a research-grade natural product used for studying the chemistry and pharmacology of Tribulus terrestris constituents. Perlolyrin is exclusively intended for research applications and is not approved for therapeutic use.
Biological Activity I Assay Protocols (From Reference)
Targets
The molecular target of Perlolyrin has not been fully characterized. As a natural alkaloid isolated from Tribulus terrestris, Perlolyrin is believed to contribute to the pharmacological activities of the plant extract. Tribulus terrestris extracts have been reported to exhibit various biological activities, including enhancement of sexual function, anti-inflammatory effects, cardioprotective effects, and modulation of the immune system. The specific mechanisms underlying these effects are not fully understood and may involve multiple targets and pathways. Perlolyrin's role as a metabolite suggests that it may be involved in plant metabolism or may have biological activity in mammalian systems. Further research is needed to identify the specific molecular targets and mechanisms of action of Perlolyrin.
ln Vitro
In vitro activity of Perlolyrin has been studied as part of the characterization of Tribulus terrestris constituents. The compound is an alkaloid natural product that has been isolated and identified from plant material. Specific in vitro biological activities and potency data are limited in publicly available sources. As a natural product, Perlolyrin may exhibit various biological activities including antioxidant, anti-inflammatory, or other pharmacological effects. Further studies are needed to fully characterize the compound's in vitro activity profile. Perlolyrin is used as a reference compound for the chemical analysis of Tribulus terrestris extracts and for studying the pharmacology of its constituents.
ln Vivo
In vivo activity of Perlolyrin has not been extensively documented in publicly available sources. As a natural alkaloid isolated from Tribulus terrestris, the compound may contribute to the in vivo effects of plant extracts. Tribulus terrestris extracts have been studied in various animal models for their aphrodisiac, anti-inflammatory, cardioprotective, and other effects. However, specific in vivo studies with purified Perlolyrin have not been reported in publicly available literature. The compound is primarily used as a reference standard for analytical and research purposes rather than for in vivo efficacy studies.
Enzyme Assay
The isolation and characterization of Perlolyrin from plant material involves standard natural product chemistry techniques. Dried fruits of Tribulus terrestris are extracted with organic solvents (such as methanol or ethanol), and the crude extract is subjected to fractionation using chromatographic techniques including column chromatography, preparative TLC, or HPLC. Purified Perlolyrin is identified and characterized using spectroscopic methods including NMR, MS, and IR spectroscopy. The compound's identity is confirmed by comparison with published spectral data. Purity is assessed by HPLC or TLC.
Cell Assay
Cellular assays for Perlolyrin have not been extensively documented in publicly available sources. As a natural product isolated from Tribulus terrestris, the compound may be studied in cell-based assays to evaluate its biological activities. Potential cellular assays could include assessment of antioxidant activity (using ROS detection or cell protection assays), anti-inflammatory activity (measuring cytokine production or NF-κB activation), or other relevant endpoints. However, specific cellular assay protocols for Perlolyrin are not widely reported in the literature. The compound is primarily used as an analytical reference standard.
Animal Protocol
In vivo studies with Perlolyrin have not been extensively documented. As a natural product constituent of Tribulus terrestris, the compound may be studied in animal models to evaluate its pharmacokinetic properties or biological activities. However, specific in vivo experimental protocols for Perlolyrin are not widely reported in publicly available sources. The compound is primarily used as a reference standard for the analysis of Tribulus terrestris extracts and for natural product chemistry research.
ADME/Pharmacokinetics
Pharmacokinetic properties of Perlolyrin (molecular weight 264.28, molecular formula C16H12N2O2) have not been extensively characterized. As a natural product alkaloid, the compound's absorption, distribution, metabolism, and excretion properties have not been detailed in publicly available sources. The compound is typically supplied as a solid for research use. Comprehensive PK parameters including oral bioavailability, half-life, and volume of distribution are not available.
Toxicity/Toxicokinetics
Perlolyrin is intended for research use only and is not approved for human therapeutic applications. Comprehensive toxicological evaluations have not been reported in publicly available sources. As a natural product constituent of Tribulus terrestris, the compound's safety profile has not been extensively characterized in isolation. Researchers should handle the compound with appropriate safety precautions for natural product research chemicals.
References
1: Shaaban M, Shaaban KA, Helmke E, Grün-Wollny I, Laatsch H. Isolation and Structural Elucidation of Nitrogenous Secondary vetabolites from Terrestrial and Marine Streptomyces spp. Nat Prod Commun. 2017 Mar;12(3):351-354. PMID: 30549883. 2: Fotso S, Maskey RP, Schröder D, Ferrer AS, Grün-Wollny I, Laatsch H. Furan oligomers and beta-carbolines from terrestrial streptomycetes. J Nat Prod. 2008 Sep;71(9):1630-3. doi: 10.1021/np800248s. Epub 2008 Aug 21. PMID: 18715034. 3: Li Y, Zhao M, Parkin KL. β-carboline derivatives and diphenols from soy sauce are in vitro quinone reductase (QR) inducers. J Agric Food Chem. 2011 Mar 23;59(6):2332-40. doi: 10.1021/jf104653n. Epub 2011 Feb 18. PMID: 21332190. 4: El-Bondkly AM, Abd-Alla HI, Shaaban M, Shaaban KA. The Electrospray Ionization - Mass Spectra of Erythromycin A Obtained from a Marine Streptomyces sp. Mutant. Indian J Pharm Sci. 2008 May-Jun;70(3):310-9. doi: 10.4103/0250-474X.42979. PMID: 20046738; PMCID: PMC2792501.
Additional Infomation
Perlolyrine is an organic molecular entity that functions as a metabolite. It has been reported to be found in Polygala tenuifolia, Codonopsis pilosula, and other organisms with relevant data.
Perlolyrin (Tribulusterine) is a natural alkaloid isolated from the dried fruits of Tribulus terrestris, a plant widely used in traditional medicine. Tribulus terrestris extracts have been reported to possess various pharmacological activities including aphrodisiac, anti-inflammatory, and cardioprotective effects. Perlolyrin is one of the alkaloid constituents of this plant and serves as a research tool for studying the chemistry and pharmacology of Tribulus terrestris. The compound has a molecular formula of C16H12N2O2 and a molecular weight of 264.28. Perlolyrin is available as a research-grade compound for natural product chemistry and pharmacological studies. The compound is also known by the synonym Tribulusterine.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H12N2O2
Molecular Weight
264.28
Exact Mass
264.09
Elemental Analysis
C, 72.72; H, 4.58; N, 10.60; O, 12.11
CAS #
29700-20-7
PubChem CID
160179
Appearance
Typically exists as solid at room temperature
Melting Point
183 °C
LogP
3.468
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
20
Complexity
351
Defined Atom Stereocenter Count
0
SMILES
C1(C2OC(CO)=CC=2)C2NC3C(C=2C=CN=1)=CC=CC=3
InChi Key
KFUCYPGCMLPUMT-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12N2O2/c19-9-10-5-6-14(20-10)16-15-12(7-8-17-16)11-3-1-2-4-13(11)18-15/h1-8,18-19H,9H2
Chemical Name
(5-(9H-pyrido[3,4-b]indol-1-yl)furan-2-yl)methanol
Synonyms
Tribulusterine; Perlolyrine; 29700-20-7; perlolyrin; Substance YS;
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.7839 mL 18.9193 mL 37.8387 mL
5 mM 0.7568 mL 3.7839 mL 7.5677 mL
10 mM 0.3784 mL 1.8919 mL 3.7839 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.
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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.)
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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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