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cis-Nerolidol

Cat No.:V53566 Purity: ≥98%
cis-Nerolidol is a sesquiterpene alcohol found in a variety of plants.
cis-Nerolidol
cis-Nerolidol Chemical Structure CAS No.: 3790-78-1
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes

Other Forms of cis-Nerolidol:

  • Nerolidol-d4
  • Nerolidol acetate
  • (E)-Nerolidol acetate
  • (3S,6E)-Nerolidol synthase
  • (3R,6E)-Nerolidol synthase
  • Nerolidol (BRN 1724135)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
cis-Nerolidol is a sesquiterpene alcohol found in a variety of plants. cis-Nerolidol has antioxidant and anti-bacterial effect. cis-Nerolidol may also enhance the effects of antibiotics.
cis-Nerolidol is a naturally occurring sesquiterpene alcohol with documented antioxidant and antibacterial activities. It exhibits anti-cancer, antioxidant, and trypanocidal activities. The compound induces DNA damage and ER stress in bladder carcinoma cell lines. A mechanistic study identified a common cAMP, Ca2+, and MAPK axis involved in signal propagation and amplification, leading to ER stress. cis-Nerolidol's ability to enhance antibiotic efficacy makes it a compound of interest for antimicrobial research.
Biological Activity I Assay Protocols (From Reference)
Targets
cis-Nerolidol targets bacterial cells, exhibiting antibacterial activity. It induces DNA damage and ER stress in cancer cell lines through a mechanism involving cAMP, Ca2+, and MAPK signaling. The compound's antioxidant and trypanocidal activities have also been documented. Its ability to enhance antibiotic efficacy suggests it may target bacterial resistance mechanisms.
ln Vitro
cis-Nerolidol demonstrates antibacterial activity in vitro. It exhibits anti-cancer activity by inducing DNA damage and ER stress in bladder carcinoma cell lines. The compound has antioxidant and trypanocidal activities. It enhances antibiotic efficacy, making it a compound of interest for antimicrobial research. These activities make cis-nerolidol valuable for research on cancer, infection, and oxidative stress.
ln Vivo
In vivo activity of cis-nerolidol has been suggested by its antibacterial and anticancer activities. Its ability to enhance antibiotic efficacy suggests potential for combination therapy in vivo. Further in vivo studies are needed to fully characterize its efficacy, pharmacokinetics, and therapeutic potential in various disease models.
Enzyme Assay
In vitro enzyme/receptor binding assays for cis-nerolidol are not extensively documented. Its effects on cAMP, Ca2+, and MAPK signaling can be assessed using specific assays for these pathways. The compound's antioxidant activity can be measured using DPPH or ABTS assays. Antibacterial activity is evaluated using standard bacterial growth inhibition assays.
Cell Assay
In vitro cellular assays for cis-nerolidol involve treating cancer cell lines (e.g., bladder carcinoma) with varying concentrations of the compound. DNA damage is assessed using comet assays or γ-H2AX staining. ER stress is evaluated by measuring markers such as CHOP or BiP. Antibacterial activity is assessed using bacterial growth inhibition assays.
Animal Protocol
In vivo animal experiments for cis-nerolidol are not extensively documented. If used in animal models, typical protocols would involve administering the compound to models of cancer or infection and evaluating efficacy by measuring tumor growth or bacterial load. Further studies are needed to characterize its in vivo efficacy and safety profile.
ADME/Pharmacokinetics
Pharmacokinetic data for cis-nerolidol are limited. As a sesquiterpene alcohol, its absorption, distribution, metabolism, and excretion properties would influence its bioavailability. Further pharmacokinetic studies are needed to determine its systemic exposure and elimination pathways for potential therapeutic applications.
Toxicity/Toxicokinetics
Toxicological data for cis-nerolidol are limited. As a natural product-derived compound, it is generally considered to have low toxicity, but comprehensive toxicological studies have not been reported. Standard laboratory safety precautions should be followed when handling this compound. It is intended for research use only.
References

[1]. Nerolidol: A Sesquiterpene Alcohol with Multi-Faceted Pharmacological and Biological Activities. Molecules. 2016 Apr 28;21(5):529.

Additional Infomation
(6Z)-Nerolidol is a nerolidol in which the double bond at position 6 is in the cis configuration. It has been reported that cis-nerolidol exists in Artemisia Thuscula, Thulinella chrysantha, and other organisms with relevant data. See also: Nerolidol (note moved to).
cis-Nerolidol (CAS#: 3790-78-1) is a naturally occurring sesquiterpene alcohol with antioxidant, antibacterial, anti-cancer, and trypanocidal activities. Its molecular formula is C15H26O with a molecular weight of 222.37. The compound induces DNA damage and ER stress in cancer cells and enhances antibiotic efficacy.
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 #
3790-78-1
Related CAS #
Nerolidol;7212-44-4
PubChem CID
5320128
Appearance
Colorless to light yellow ointment
Density
0.869g/cm3
Boiling Point
276ºC at 760mmHg
Melting Point
-98.0 °C (lit.)
Flash Point
109.9ºC
Index of Refraction
n20/D 1.478(lit.)
LogP
4.396
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
7
Heavy Atom Count
16
Complexity
269
Defined Atom Stereocenter Count
0
SMILES
C/C(=C/CC/C(=C\CCC(C=C)(C)O)/C)/C
InChi Key
FQTLCLSUCSAZDY-KAMYIIQDSA-N
InChi Code
InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-
Chemical Name
(6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-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

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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