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Cyclamic acid

Cat No.:V34161 Purity: ≥98%
Cyclamic acid (Cyclohexylsulfamic acid) is one of the most extensively used artificial sweeteners in food and pharmaceuticals.
Cyclamic acid
Cyclamic acid Chemical Structure CAS No.: 100-88-9
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
5g
Other Sizes

Other Forms of Cyclamic acid:

  • Cyclamic acid sodium (Cyclohexylsulfamic acid sodium; Sodium cyclamate)
  • Cyclamic Acid-d11 (Cyclamic Acid-d11; Cyclamic Acid-d11; Cyclamic Acid-d11)
  • Cyclamic acid-d11 sodium
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Cyclamic acid (Cyclohexylsulfamic acid) is one of the most extensively used artificial sweeteners in food and pharmaceuticals.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
…It was previously thought to be metabolically stable. When administered orally to guinea pigs, rabbits, rats, and humans on a diet free of cyclohexylamine, cyclohexylamine is mostly excreted unchanged. Cyclohexylamine…Cyclohexamine formed in the intestines is almost completely absorbed and excreted in the urine, while the absorption rate of cyclohexylamine is only 20-40%. Cyclohexylamine…(14)C-cyclohexylamine, administered intravenously in women undergoing therapeutic abortion via abdominal hysterectomy in early pregnancy, crosses the placenta and disperses in fetal tissues, particularly in the liver, spleen, pancreas, and kidneys. …Maternal blood levels…decline rapidly…indicating very rapid elimination… The maximum daily excretion of cyclohexylamine…is 0.1% to 0.9% of the daily cyclohexylamine intake (5 g); after discontinuation, urinary excretion of cyclohexylamine is unstable and persists for 3-4 days. /Cyclohexylsulfamate/
For more complete data on the absorption, distribution, and excretion of cyclohexylsulfamate (6 types), please visit the HSDB record page.
Metabolism/Metabolites
/Calcium/ Cyclohexylsulfamate labeled with (35)S or (14)C is excreted almost entirely in its unchanged form from the urine and feces of humans and experimental animals, although trace amounts of cyclohexylamine (0.7% dose) were found in the urine of humans and dogs after oral administration…
…Biotransformation in rats…is caused by the gut microbiota. When sodium cyclohexylsulfamate (SO) is administered for a long period, the gut microbiota of humans and animals acquires the ability to metabolize SO to cyclohexylamine. /Sodium Cyclohexylsulfamate/
In rodents, the gut microbes that convert SO to cyclohexylamine are Clostridium; in rabbits, Enterobacter; and in humans, Enterococcus. /Sodium cyclohexylsulfamate/
……Two groups of weaned rats were fed for 8 months…a diet or…a diet containing 0.1% sodium cyclohexylsulfamate…and then a single dose of (14)C-cyclohexylsulfamate was administered via gastric tube. ...7/11 Rats fed with cyclohexylamine converted cyclohexylamine to cyclohexylamine, accounting for 12-25% of the total (14)C in urine. Two of the urine samples contained trace amounts of dicyclohexylamine…
When guinea pigs, rabbits, rats, and humans consumed food containing calcium cyclohexylamine, they developed the ability to convert orally administered cyclohexylamine to cyclohexylamine and its metabolites.
Biological half-life
……Intravenous injection of 14(C)-cyclohexylamine into pregnant rats…The half-life of cyclohexylamine is approximately 7 hours. Sodium cyclohexylsulfamate
Toxicity/Toxicokinetics
Effects During Pregnancy and Lactation
◉ Overview of Drug Use During Lactation
After maternal ingestion, trace amounts of sodium cyclohexylsulfamate enter breast milk. However, some authors suggest that breastfeeding women should limit their intake of non-nutritive sweeteners, as their effects on nursing infants are unclear. ◉ Effects on Breastfed Infants
No published information found as of the revision date. ◉ Effects on Lactation and Breast Milk
No published information found as of the revision date.
Additional Infomation
Cyclohexylsulfamic acid (CYSSA) is a sulfamic acid compound with an N-cyclohexyl substituent. It is both a heterologous metabolite in humans and an environmental pollutant. Its function is related to sulfamic acid; it is the conjugate acid of CYSSA esters. CYSSA has been reported in Euglena gracilis, and relevant data are available. Salts and esters of CYSSA are also available. See also: Cyclohexylsulfamic acid esters (note moved here).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H13NO3S
Molecular Weight
179.23732
Exact Mass
179.062
CAS #
100-88-9
Related CAS #
Cyclamic acid sodium;139-05-9;Cyclamic Acid-d11;1215770-73-2
PubChem CID
7533
Appearance
Crystalline solid
Density
1.32g/cm3
Melting Point
~180 °C (dec.)
Index of Refraction
1.529
LogP
2.183
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
11
Complexity
200
Defined Atom Stereocenter Count
0
SMILES
O=S(O)(NC1CCCCC1)=O
InChi Key
HCAJEUSONLESMK-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H13NO3S/c8-11(9,10)7-6-4-2-1-3-5-6/h6-7H,1-5H2,(H,8,9,10)
Chemical Name
cyclohexylsulfamic acid
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)
H2O : ≥ 100 mg/mL (~557.91 mM)
DMSO : ~100 mg/mL (~557.91 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.95 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 (13.95 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 5.5791 mL 27.8956 mL 55.7911 mL
5 mM 1.1158 mL 5.5791 mL 11.1582 mL
10 mM 0.5579 mL 2.7896 mL 5.5791 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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