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(5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one

Cat No.:V29010 Purity: ≥98%
(5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one is a methylene chloride extract of walnut with anti-oxidant effect.
(5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one
(5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one Chemical Structure CAS No.: 87095-74-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
(5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one is a methylene chloride extract of walnut with anti-oxidant effect.
(5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one (CAS# 87095-74-7) is a naturally occurring linear diarylheptanoid isolated from plants of the Zingiberaceae family, including Alpinia nutans and Curcuma comosa. It is a methylene chloride extract of walnut with notable antioxidant activity. The compound exhibits antioxidant, anti-inflammatory, and anticancer activities. Research indicates it can scavenge free radicals, inhibit inflammatory mediators, and induce apoptosis in cancer cells. It is used as a research tool for studying natural product pharmacology and bioactive molecules.
Biological Activity I Assay Protocols (From Reference)
Targets
(5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one targets multiple pathways involved in oxidative stress, inflammation, and cancer. It exhibits antioxidant activity by scavenging free radicals. It inhibits inflammatory mediators, suggesting activity against inflammatory pathways. It induces apoptosis in cancer cells, indicating activity against cell survival and proliferation pathways. As a natural product, it may interact with multiple cellular targets, contributing to its diverse biological activities.
ln Vitro
In vitro studies have shown that (5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one exhibits notable antioxidant, anti-inflammatory, and anticancer activities. It scavenges free radicals, inhibits inflammatory mediators, and induces apoptosis in cancer cells. The compound's activity has been characterized in various cell-based assays. As a naturally occurring diarylheptanoid, it represents a promising bioactive molecule for pharmacological and natural product-based therapeutic development. Its antioxidant activity has been confirmed in multiple studies.
ln Vivo
In vivo studies of (5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one are limited. As a natural product with antioxidant, anti-inflammatory, and anticancer activities, it could have potential therapeutic applications. However, specific in vivo efficacy data are not extensively reported. The compound is primarily used as a research tool for in vitro studies of natural product pharmacology. Further studies are needed to assess its efficacy and safety in vivo.
Enzyme Assay
The in vitro assay for (5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one depends on the biological activity being measured. For antioxidant activity, assays such as DPPH radical scavenging, ABTS radical scavenging, or FRAP (ferric reducing antioxidant power) are used. For anti-inflammatory activity, cells are treated with the compound and stimulated with LPS; inflammatory cytokine production (e.g., TNF-alpha, IL-6) is measured by ELISA. For anticancer activity, cancer cells are treated with the compound, and cell viability is assessed using MTT or CellTiter-Glo assays. Apoptosis is evaluated by measuring caspase activity or Annexin V staining.
Cell Assay
In vitro cellular assays for (5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one are conducted using various cell lines. For antioxidant studies, cells are treated with the compound and exposed to oxidative stress (e.g., H2O2); ROS levels are measured using fluorescent dyes such as DCFH-DA. For anti-inflammatory studies, macrophages or other immune cells are treated with the compound and stimulated with LPS; inflammatory markers are measured. For anticancer studies, cancer cells are treated with the compound, and cell viability, proliferation, and apoptosis are assessed. All experiments are performed in triplicate with appropriate controls.
Animal Protocol
In vivo animal studies for (5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one are not extensively reported. As a natural product with antioxidant and anti-inflammatory activities, it could be evaluated in animal models of oxidative stress, inflammation, or cancer. Typical study designs would involve administration of the compound via oral gavage or intraperitoneal injection in disease model mice. However, specific published in vivo protocols for this compound are not available in the provided sources.
ADME/Pharmacokinetics
Pharmacokinetic data for (5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one are not extensively reported. The compound has a molecular weight of 280.36 g/mol and a molecular formula of C19H20O2. It is a lipophilic diarylheptanoid, suggesting it would be absorbed after oral administration. It is soluble in DMSO. Specific pharmacokinetic parameters such as half-life, bioavailability, and tissue distribution are not provided in the available sources. The compound is for research use only.
Toxicity/Toxicokinetics
Toxicology data for (5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one are not extensively reported. As a naturally occurring compound, it is expected to have a favorable safety profile, but systematic toxicological studies have not been conducted. The compound's antioxidant and anti-inflammatory activities suggest it may have protective effects. Specific toxicity data, including LD50 values and organ toxicity profiles, are not available. The compound is for research use only.
References

[1]. The Antioxidative Components from Alpinia nutans. 《Pharmaceutical Biology》.

Additional Infomation
Reports indicate that (5R,6E)-5-hydroxy-1,7-diphenyl-6-hepten-3-one has been found in Hainan turmeric and turmeric, and relevant data are available for reference.
(5R,6E)-5-Hydroxy-1,7-diphenyl-6-hepten-3-one is a naturally occurring linear diarylheptanoid isolated from Zingiberaceae plants. It exhibits notable antioxidant, anti-inflammatory, and anticancer activities. The compound scavenges free radicals, inhibits inflammatory mediators, and induces apoptosis in cancer cells. It has a molecular weight of 280.36 g/mol and a molecular formula of C19H20O2. It is a research tool for studying natural product pharmacology and bioactive molecules.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H20O2
Molecular Weight
280.3609
Exact Mass
280.146
CAS #
87095-74-7
PubChem CID
44559751
Appearance
White to off-white solid powder
Density
1.1±0.1 g/cm3
Boiling Point
488.6±33.0 °C at 760 mmHg
Flash Point
207.3±18.0 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.604
LogP
3.46
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
7
Heavy Atom Count
21
Complexity
323
Defined Atom Stereocenter Count
1
SMILES
C1=CC=C(C=C1)CCC(=O)C[C@H](/C=C/C2=CC=CC=C2)O
InChi Key
NEQGOKAKPXXESR-YLZCUGDYSA-N
InChi Code
InChI=1S/C19H20O2/c20-18(13-11-16-7-3-1-4-8-16)15-19(21)14-12-17-9-5-2-6-10-17/h1-11,13,18,20H,12,14-15H2/b13-11+/t18-/m0/s1
Chemical Name
(E,5R)-5-hydroxy-1,7-diphenylhept-6-en-3-one
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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 (~356.68 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.92 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 (8.92 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 (8.92 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 3.5668 mL 17.8342 mL 35.6684 mL
5 mM 0.7134 mL 3.5668 mL 7.1337 mL
10 mM 0.3567 mL 1.7834 mL 3.5668 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.

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