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Homodihydrocapsaicin I

Cat No.:V22249 Purity: ≥98%
Homodihydrocapsaicin I is a capsaicinoid extracted from pepper fruits.
Homodihydrocapsaicin I
Homodihydrocapsaicin I Chemical Structure CAS No.: 20279-06-5
Product category: New1
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
Homodihydrocapsaicin I is a capsaicinoid extracted from pepper fruits.
Homodihydrocapsaicin I is a naturally occurring capsaicinoid compound found in the fruits of Capsicum annuum (chili peppers). It is a member of the methoxybenzenes and phenols chemical classes. The compound has a molecular formula of C19H31NO3 and a molecular weight of 321.45 g/mol. Homodihydrocapsaicin I is structurally related to capsaicin, the active compound responsible for the pungency of chili peppers. It exhibits phytotoxic effects on seedling growth and has been studied for its biological activities.
Biological Activity I Assay Protocols (From Reference)
Targets
Homodihydrocapsaicin I does not have a well-defined molecular target. As a capsaicinoid, it may interact with the transient receptor potential vanilloid 1 (TRPV1) channel, similar to capsaicin, although this has not been specifically confirmed. It exhibits phytotoxic effects on plants, suggesting it may interact with plant cellular targets involved in growth and development. Its biological activities are likely mediated through its phenolic structure, which can interact with various cellular components.
ln Vitro
Elevated dihydrocapsaicin I can limit lettuce seedlings' root length and have a phytotoxic effect on their growth [1].
Homodihydrocapsaicin I exhibits phytotoxic effects on the seedling growth of lettuce (Lactuca sativa), reducing the radical length of seedlings. This demonstrates its biological activity as a plant growth inhibitor. Its activity as a capsaicinoid suggests it may also exhibit other biological effects, such as TRPV1 channel modulation, although specific data on its in vitro activity is limited.
ln Vivo
Homodihydrocapsaicin I is a naturally occurring compound found in chili peppers. Its in vivo effects are primarily related to its role as a plant metabolite. It may contribute to the defense mechanisms of the plant against herbivores and pathogens. However, specific in vivo pharmacological data in animal models is not available in the provided sources.
Enzyme Assay
Homodihydrocapsaicin I does not have a conventional enzyme/receptor binding assay. Its activity is assessed in plant-based bioassays, where its effects on seedling growth and development are measured. Lettuce seeds are germinated in the presence of the compound, and the inhibition of radical length is measured to assess its phytotoxic activity.
Cell Assay
In vitro cellular experiments for Homodihydrocapsaicin I are limited. Plant-based assays are the primary method for studying its activity. Lettuce seedlings are treated with the compound, and the effects on growth parameters such as radical length and germination rate are assessed. Its effects on other plant species or cell cultures have not been extensively documented.
Animal Protocol
In vivo animal experiments for Homodihydrocapsaicin I are not documented in the available literature. As a naturally occurring compound in chili peppers, it may be consumed as part of the diet, but specific pharmacological studies in animal models have not been reported. Its primary research applications are in plant biology.
ADME/Pharmacokinetics
Homodihydrocapsaicin I has a molecular weight of 321.45 g/mol and a molecular formula of C19H31NO3. It is a member of the capsaicinoid family. The compound is typically stored at 2-8°C and is supplied as a powder with a purity of ≥98%. It is soluble in organic solvents and is used as a research reagent.
Toxicity/Toxicokinetics
Homodihydrocapsaicin I is a research compound that is not intended for human use. As a naturally occurring compound in chili peppers, it is generally considered to have low toxicity. However, as with all research chemicals, standard safety precautions should be followed when handling. Its safety profile for therapeutic applications would need to be established.
References

[1]. Capsaicinoids from hot pepper ( Capsicum annuum L.) and their phytotoxic effect on seedling growth of lettuce ( Lactuca sativa L.). Nat Prod Res. 2020 Jun;34(11):1597-1601.

Additional Infomation
Homodihydrocapsaicin is a member of the methoxybenzene class and also a member of the phenol class. It has been reported in chili peppers, Phylica pubescens, and Capsicum annuum var. ...
Homodihydrocapsaicin I is a naturally occurring capsaicinoid found in Capsicum annuum fruits. It exhibits phytotoxic effects on lettuce seedling growth. The compound is a member of the methoxybenzenes and phenols chemical classes. It is available from various chemical suppliers for research purposes and is used in studies of plant biology and natural product chemistry.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H31NO3
Molecular Weight
321.45434
Exact Mass
321.23
CAS #
20279-06-5
PubChem CID
3084336
Appearance
Light yellow to yellow solid powder
Density
1.017g/cm3
Boiling Point
508ºC at 760 mmHg
Melting Point
70 - 71 °C
Flash Point
261ºC
Vapour Pressure
6.08E-11mmHg at 25°C
Index of Refraction
1.508
LogP
5.244
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
11
Heavy Atom Count
23
Complexity
320
Defined Atom Stereocenter Count
0
InChi Key
AKDLSISGGARWFP-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H31NO3/c1-15(2)9-7-5-4-6-8-10-19(22)20-14-16-11-12-17(21)18(13-16)23-3/h11-13,15,21H,4-10,14H2,1-3H3,(H,20,22)
Chemical Name
N-[(4-hydroxy-3-methoxyphenyl)methyl]-9-methyldecanamide
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 (~311.09 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.78 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 (7.78 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 (7.78 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 3.1109 mL 15.5545 mL 31.1090 mL
5 mM 0.6222 mL 3.1109 mL 6.2218 mL
10 mM 0.3111 mL 1.5555 mL 3.1109 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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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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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.

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