| Size | Price | Stock | Qty |
|---|---|---|---|
| 500mg |
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| Other Sizes |
| Targets |
β-Damascone does not have a defined biological target. It has been studied as an inhibitor of acyl-CoA:retinol acyltransferase (ARAT) and lecithin:retinol acyltransferase (LRAT) enzymes in bovine RPE microsomes at a concentration of 10 µM. It has potential cancer chemopreventive activity and insecticidal properties.
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|---|---|
| ln Vitro |
CYP101C1 has the ability to bind and hydroxylate ionone derivatives, such as β-damascone and α-and β-ionone[3]. C13-norisoprenoids, which are produced from carotenoid degradation, include β-damascenone, β-Damascone, and β-ionone, among other important flavor compounds found in rose essential oil[4].
In vitro, β-damascone shows bioactivity as an inhibitor of acyl-CoA:retinol acyltransferase (ARAT) and lecithin:retinol acyltransferase (LRAT) enzymes in bovine RPE microsomes at a concentration of 10 µM. It has potential cancer chemopreventive activity. The compound is also used as a fragrance chemical. |
| ln Vivo |
β-Damascone is not a pharmacologically approved drug. It has potential cancer chemopreventive activity and insecticidal properties. The compound has not been evaluated in clinical trials and is not approved for therapeutic use. It is used primarily in the fragrance industry.
|
| Enzyme Assay |
In vitro assays for β-damascone typically involve enzyme inhibition studies. A standard protocol for ARAT/LRAT inhibition involves incubating bovine RPE microsomes with the substrates and varying concentrations of β-damascone (typically 1-100 µM) at 37°C. Enzyme activity is measured by the incorporation of radiolabeled retinol into retinyl esters. IC₅₀ values are calculated from dose-response curves.
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| Cell Assay |
In vitro cell culture experiments with β-damascone are not standard, as it is primarily a fragrance compound. When studied for its biological activity, cells are treated with the compound at concentrations ranging from 1-100 µM, and cell viability or enzyme activity is measured.
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| Animal Protocol |
In vivo animal studies with β-damascone are not well documented, as it is primarily a fragrance compound. If conducted, typical protocols for insecticidal activity would involve testing the compound against mosquitoes or other insects.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties of β-damascone are not characterized, as it is not a drug substance. The compound is a volatile fragrance that is not intended for human exposure.
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| Toxicity/Toxicokinetics |
β-Damascone may cause skin and eye irritation. Standard laboratory safety precautions should be followed when handling this compound, including the use of gloves, safety glasses, and working in a fume hood. The compound should be stored in a cool, dry place away from sources of ignition.
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| References |
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| Additional Infomation |
4-(2,6,6-trimethylcyclohexyl-1-enyl)but-2-en-4-one is an enone. (E)-β-damascone has been reported in tobacco, tarragon, and scutellaria, with relevant data available.
β-Damascone is an aroma-active rice volatile widely used in perfume compositions. It has potential cancer chemopreventive activity and insecticidal properties. It has not undergone clinical trials and is not approved as a pharmaceutical. |
| Molecular Formula |
C13H20O
|
|---|---|
| Molecular Weight |
192.30
|
| Exact Mass |
192.151
|
| CAS # |
23726-91-2
|
| PubChem CID |
5374527
|
| Appearance |
Colorless to light yellow liquid
|
| Density |
0.9±0.1 g/cm3
|
| Boiling Point |
271.2±10.0 °C at 760 mmHg
|
| Flash Point |
108.0±14.0 °C
|
| Vapour Pressure |
0.0±0.6 mmHg at 25°C
|
| Index of Refraction |
1.476
|
| LogP |
4.4
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| Hydrogen Bond Donor Count |
0
|
| Hydrogen Bond Acceptor Count |
1
|
| Rotatable Bond Count |
2
|
| Heavy Atom Count |
14
|
| Complexity |
292
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
C/C=C/C(=O)C1=C(C)CCCC1(C)C
|
| InChi Key |
BGTBFNDXYDYBEY-FNORWQNLSA-N
|
| InChi Code |
InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+
|
| Chemical Name |
(E)-1-(2,6,6-trimethylcyclohexen-1-yl)but-2-en-1-one
|
| Synonyms |
β-Damascone
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO: 100 mg/mL (520.02 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.00 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 (13.00 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (13.00 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.2002 mL | 26.0010 mL | 52.0021 mL | |
| 5 mM | 1.0400 mL | 5.2002 mL | 10.4004 mL | |
| 10 mM | 0.5200 mL | 2.6001 mL | 5.2002 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.
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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