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(E,E)-FARNESOL

Cat No.:V83076 Purity: ≥98%
(E, E) - FARNESOL is used for the synthesis of terpene compounds, such as squalene compounds, sessilene compounds, and terpenoids.
(E,E)-FARNESOL
(E,E)-FARNESOL Chemical Structure CAS No.: 106-28-5
Product category: Others 13
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Official Supplier of:
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Product Description
(E, E) - FARNESOL is used for the synthesis of terpene compounds, such as squalene compounds, sessilene compounds, and terpenoids.
(E,E)-Farnesol (CAS 106-28-5) is an acyclic sesquiterpene alcohol naturally occurring in many essential oils. Chemically defined as 3,7,11-trimethyl-2,6,10-dodecatrien-1-ol, it is a farnesane sesquiterpenoid that is dodeca-2,6,10-triene substituted by methyl groups at positions 3, 7, and 11 and a hydroxy group at position 1. The compound appears as a colorless oily liquid with a sweet, rose-like odor. It is soluble in 3 volumes of 70% ethanol and many fragrances and oils, but immiscible with water. Farnesol is widely used in the fragrance and flavor industry for its floral scent.
Biological Activity I Assay Protocols (From Reference)
Targets
(E,E)-Farnesol has been studied for its biological activities, including potential antimicrobial and anticancer properties. It is known to interact with various cellular targets, including the mevalonate pathway and protein prenylation processes. As a sesquiterpenoid, farnesol can affect cell membrane integrity and signaling pathways. It has been investigated for its potential to induce apoptosis in cancer cells and its antimicrobial effects against various pathogens.
ln Vitro
In vitro studies have demonstrated that (E,E)-Farnesol exhibits various biological activities. It has been shown to have antimicrobial properties against bacteria and fungi. In cancer research, farnesol has been investigated for its ability to induce apoptosis and inhibit cell proliferation in various cancer cell lines. The compound has also been studied for its effects on the mevalonate pathway, which is involved in cholesterol synthesis and protein prenylation. In vitro assays typically involve treatment of cultured cells with farnesol followed by assessment of cell viability, proliferation, or specific signaling pathways.
ln Vivo
In vivo studies of (E,E)-Farnesol have been conducted in various animal models to evaluate its pharmacological effects. The compound has been investigated for its potential anticancer, antimicrobial, and anti-inflammatory activities in vivo. Typical protocols involve administration of farnesol to animal models via oral, intraperitoneal, or topical routes, followed by assessment of disease progression, tumor growth, or infection clearance. Pharmacodynamic endpoints include measurement of biomarkers, histopathological analysis, and evaluation of clinical outcomes.
Enzyme Assay
In vitro enzyme/receptor binding assays for (E,E)-Farnesol typically involve studying its interactions with enzymes involved in the mevalonate pathway or with cellular receptors. Enzyme activity assays can be performed to measure the inhibition or modulation of specific enzymes by farnesol. Binding studies using techniques such as surface plasmon resonance (SPR) or isothermal titration calorimetry (ITC) can be used to assess the affinity of farnesol for its molecular targets. Cell-based reporter assays may also be employed to evaluate the activation or inhibition of specific signaling pathways.
Cell Assay
In vitro cell-based assays for (E,E)-Farnesol typically involve treatment of cultured cells with the compound followed by assessment of various cellular responses. Cell viability and proliferation assays (e.g., MTT, CCK-8) are commonly used to evaluate the cytotoxic or antiproliferative effects of farnesol. Apoptosis assays (e.g., Annexin V staining, caspase activity) can be performed to assess the induction of programmed cell death. Additionally, signaling pathway analysis via Western blotting or immunofluorescence can be conducted to evaluate the molecular mechanisms of action.
Animal Protocol
In vivo animal studies for (E,E)-Farnesol typically involve administration to rodent models to evaluate its pharmacological effects. For anticancer studies, farnesol may be administered to tumor-bearing mice to assess tumor growth inhibition. For antimicrobial studies, animal models of infection may be used to evaluate the efficacy of farnesol in clearing pathogens. Dosing regimens and routes of administration are optimized based on the specific disease model and the pharmacokinetic properties of the compound.
ADME/Pharmacokinetics
The pharmacokinetic properties of (E,E)-Farnesol include a molecular formula of C15H26O and a molecular weight of 222.37. The compound has a boiling point of 263°C, a relative density of 0.887-0.889, and a refractive index of 1.489-1.491. It is soluble in ethanol and oils but immiscible with water. The flash point is above 100°C. As a naturally occurring compound, farnesol is metabolized through various pathways, including oxidation and conjugation.
Toxicity/Toxicokinetics
The toxicity profile of (E,E)-Farnesol has been studied as part of its safety evaluation for use in fragrances and flavors. The compound is generally recognized as safe (GRAS) for use in food and cosmetic applications at low concentrations. At higher doses, farnesol may cause skin irritation or other adverse effects. Standard laboratory safety practices, including the use of personal protective equipment and handling in a well-ventilated area, are recommended.
References

[1]. Biochemical reagents[M]//Methods of Enzymatic Analysis. Academic Press, 1965: 967-1037.

Additional Infomation
Farnesol is a farnesane sesquiterpene compound with the structure 12C-2,6,10-triene, substituted with methyl groups at positions 3, 7, and 11, and a hydroxyl group at position 1. It is a plant metabolite, a fungal metabolite, and an antibacterial agent. It is a farnesane sesquiterpene compound, a primary alcohol, and a polyisoprene alcohol. Trans- and trans-farnesols have been reported in hops (Humulus lupulus), red pine (Pinus densiflora), and other organisms with relevant data. (2-trans,6-trans)-farnesol is a metabolite found or produced in Saccharomyces cerevisiae. It is a colorless liquid extracted from the oils of plants such as lemongrass, orange blossom, cyclamen, and tuberose. It is an intermediate in the biosynthesis of cholesterol from mevalonic acid in vertebrates. It has a faint aroma and is used in fragrance manufacturing. (Excerpted from McGraw-Hill Dictionary of Scientific and Technical Terminology, 5th Edition)
See also: Farnesol (note moved to); (E,Z)-Farnesol (note moved to).
(E,E)-Farnesol (CAS 106-28-5) has a molecular formula of C15H26O and a molecular weight of 222.37. The compound appears as a colorless oily liquid with a sweet, rose-like odor. It has a boiling point of 263°C, a relative density of 0.887-0.889, a refractive index of 1.489-1.491, and a flash point above 100°C. It is soluble in 3 volumes of 70% ethanol and many fragrances and oils, but immiscible with water. The compound is naturally occurring in many essential oils and is widely used in the fragrance and flavor industry. It has been studied for potential antimicrobial and anticancer properties.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H26O
Molecular Weight
222.37
Exact Mass
222.198
CAS #
106-28-5
PubChem CID
445070
Appearance
Colorless to light yellow liquid
Density
0.9±0.1 g/cm3
Boiling Point
283.4±0.0 °C at 760 mmHg
Melting Point
< 25 °C
Flash Point
96.1±0.0 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.485
LogP
5.31
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
7
Heavy Atom Count
16
Complexity
265
Defined Atom Stereocenter Count
0
SMILES
CC(=CCC/C(=C/CC/C(=C/CO)/C)/C)C
InChi Key
CRDAMVZIKSXKFV-YFVJMOTDSA-N
InChi Code
InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+
Chemical Name
(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
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 4.4970 mL 22.4850 mL 44.9701 mL
5 mM 0.8994 mL 4.4970 mL 8.9940 mL
10 mM 0.4497 mL 2.2485 mL 4.4970 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

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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:
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  • 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)
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  • 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:
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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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  • 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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