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1-Cyclohexanol

Alias: Hydroxycyclohexane;NSC 54711;Naxol;Cyclohexanol
1-Cyclohexanol (Hydroxycyclohexane; NSC 54711) is a biochemical reagent that can be used as a biomaterial or organic compound related to life science research.
1-Cyclohexanol
1-Cyclohexanol Chemical Structure CAS No.: 108-93-0
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
1-Cyclohexanol (Hydroxycyclohexane; NSC 54711) is a biochemical reagent that can be used as a biomaterial or organic compound related to life science research.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
This substance can enter the body through inhalation and ingestion. Animal experiments…high doses…cyclohexanol is readily absorbed through the skin…after oral administration…the compound in rabbits was excreted in the urine as a sulfate and glucuronic acid conjugate. Similar results were obtained after repeated inhalation of the compound in animals. …Rabbits exposed to the lowest concentration (145 ppm) of cyclohexanol in the air did not show an increase in sulfate conjugates in their urine, but glucuronic acid excretion was 5 times the normal value. …The increase in urinary glucuronic acid paralleled the decrease in the percentage of inorganic sulfate. …The proportion of sulfate in the urine returned to normal after cessation of exposure…leading to the conclusion that this substance does not remain in the body for a long time.
Metabolism / Metabolites
In the presence of NADPH and oxygen, cyclohexane is hydroxylated to cyclohexanol in rat liver microsomes. Pretreatment with intraperitoneal phenobarbital (80 mg/kg/day) increased hydroxylation activity by 6-fold, while pretreatment with intraperitoneal benzo[a]pyrene (20 mg/kg) decreased cyclohexane hydroxylation activity. In rats, rabbits, and guinea pigs (oral or intraperitoneal, doses 50–500 mg/kg) and humans (oral, doses 25 or 200 mg), urinary metabolites following administration of cyclohexylamine hydrochloride were identified as cyclohexanol. In rabbits, cyclohexanol was primarily excreted as glucuronide conjugates (60% of dose), but a small amount was further oxidized to transcyclohexane-1,2-diol (6%). Hepatic NAD-dependent alcohol dehydrogenases…are responsible for metabolizing…cyclohexanol…For more complete data on the metabolism/metabolites of cyclohexanol (8 in total), please visit the HSDB record page.
Biological Half-Life
No relevant report found; [TDR, page 430]
Toxicity/Toxicokinetics
Interactions
This study investigated the acute effects of ethanol (EtOH) on the urinary excretion of cyclohexanol (CH-ol), 1,2-cyclohexanediol, and 1,4-cyclohexanediol (CH-diol), important biomarkers of solvent exposure and chemical intermediates such as cyclohexanone (CH-one), cyclohexane (CH), and cyclohexanol. Volunteers (5–8 per group) were exposed to CH-one, CH, or CH-ol vapors at concentrations of approximately 200, 1000, and (standard reference concentration: 2000) mg/m³ for 8 hours, while simultaneously ingesting ethanol (4 doses of 14 g each during the exposure period). Urine was collected over 72 hours, and the CH-ol and CH-diol levels were analyzed. Results: In the ethanol exposure group, the metabolic yields of CH-ol, 1,2-, and 1,4-CH-diol were 11.3%, 36%, and 23% after CH-one exposure; 3.1%, 15%, and 8% after CH exposure; and 6.6%, 24%, and 18% after CH-ol exposure. [The corresponding values obtained in the previous ethanol-free control were: 1.0%, 39%, and 18% for CH-one; 0.5%, 23%, and 11% for CH; and 1.1%, 19%, and 8% for CH-ol.] The excretion curves of the metabolites in the ethanol exposure group were not delayed compared to the corresponding curves in the control group. Conclusion: The urinary excretion of CH-diol is much less sensitive to ethanol than that of CH-ol. It is recommended that CH-diol be used as a useful and more reliable biomarker for exposure to CH-one, CH, and CH-ol in field investigations.
Non-Human Toxicity Values
Oral LD50 in rats: 2060 mg/kg; Oral (gavage) LD50 in rats: 1550 mg/kg; Intraperitoneal LD50 in mice: 1352 mg/kg; Subcutaneous LD50 in mice: 2480 mg/kg. For more complete non-human toxicity data on cyclohexanol (8 types), please visit the HSDB record page.
Toxicity Data
LC (rat) > 6,500 mg/m3/1h (inhalation)
Additional Infomation
Cyclohexanol is a colorless liquid with a camphor-like odor. It is soluble in most organic liquids. Its flash point is 57°C (154°F). Inhalation or skin contact may cause poisoning. High concentrations of vapor have anesthetic effects. It irritates the skin, eyes, and mucous membranes. It is used in the manufacture of soaps, varnishes, and plastics. Cyclohexanol is an alcohol composed of a cyclohexane molecule linked to a single hydroxyl substituent. It is the parent compound of cyclohexanols. It can be used as a solvent. It is a member of the cyclohexanol class and is also a secondary alcohol. Cyclohexanol has been reported to be found in pomegranate (Punica granatum), upland cotton (Gossypium hirsutum), and mango (Mangifera indica), and there is relevant data available. Cyclohexanol is a monohydroxy derivative of cyclohexane containing the general formula R-C6H11O. They have a camphor-like odor and are used in the manufacture of soaps, insecticides, fungicides, dry cleaning agents, and plasticizers. Cyclohexanol is a metabolite found or produced in Saccharomyces cerevisiae. View other related relationships...
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H12O
Molecular Weight
100.16
Exact Mass
100.089
CAS #
108-93-0
PubChem CID
7966
Appearance
Liquid(0.948 g/cm3) ; Colorless to light yellow
Density
1.0±0.1 g/cm3
Boiling Point
159.6±8.0 °C at 760 mmHg
Melting Point
73 °F (NTP, 1992) ; 25.93 °C ; 23 °C ; 77 °F ; 24 °C ; 77 °F
Flash Point
67.8±0.0 °C
Vapour Pressure
0.9±0.6 mmHg at 25°C
Index of Refraction
1.478
LogP
1.34
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
0
Heavy Atom Count
7
Complexity
46.1
Defined Atom Stereocenter Count
0
SMILES
C1CCC(CC1)O
InChi Key
HPXRVTGHNJAIIH-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2
Chemical Name
cyclohexanol
Synonyms
Hydroxycyclohexane;NSC 54711;Naxol;Cyclohexanol
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 : PEG300 :Tween 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 : PEG300:Tween 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 9.9840 mL 49.9201 mL 99.8403 mL
5 mM 1.9968 mL 9.9840 mL 19.9681 mL
10 mM 0.9984 mL 4.9920 mL 9.9840 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.

Clinical Trial Information
Title:Safety and Effectiveness of the PXL Platinum 330 System With Riboflavin Solution for Previously Untreated Corneal Ulcers
Status:Unknown status
updateDate:2022-10-28
Ctid:NCT05255107

Link: https://clinicaltrials.gov/ct2/show/NCT05255107

Conditions:Keratitis|Corneal Ulcer
Interventions:Standard of Care Therapy + CXL + Riboflavin 0.23% L Solution
Phase:Phase 2/Phase 3
Title:The Effects of Corneal Collagen Cross-linking
Status:Unknown status
updateDate:2022-10-26
Ctid:NCT01708538

Link: https://clinicaltrials.gov/ct2/show/NCT01708538

Conditions:Corneal Ectasia Disorders Including Keratoconus
Interventions:CXL
Phase:Phase 3
Title:A Study to Investigate the Effect of Administration of Ceftazidime-avibactam (CAZ-AVI) and Ceftaroline Fosamil -Avibactam (CXL) on the Intestinal Flora of Healthy Volunteers
Status:Completed
updateDate:2017-09-05
Ctid:NCT01789528

Link: https://clinicaltrials.gov/ct2/show/NCT01789528

Conditions:Pharmacokinetics|Open Label|CAZ-AVI|CXL|Effect on Intestinal Flora|Safety
Interventions:CXL
Phase:Phase 1
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