yingweiwo

Adipic acid

Alias: Adipic acid NSC7622 NSC 7622 NSC-7622
Cat No.:V5428 Purity: ≥98%
Adipic acid has been found to be associated with HMG-CoA lyase deficiency, carnitine kinase deficiency, and medium-chain acyl dehydrogenase deficiency, all of which are caused by innate metabolic abnormalities.
Adipic acid
Adipic acid Chemical Structure CAS No.: 124-04-9
Product category: New15
This product is for research use only, not for human use. We do not sell to patients.
Size Price
Other Sizes

Other Forms of Adipic acid:

  • Adipic acid-d10 (adipic acid-d10; fat acid-d10)
  • Adipic acid-13C6 (adipic acid-13C6; fat acid-13C6)
  • Adipic acid-d4 (adipic acid-d4; fat acid-d4)
  • Adipic acid-d4-1 (adipic acid-d4-1; fat acid-d4-1)
  • Adipic acid-13C (adipic acid-13C; fat acid-13C)
  • Adipic acid-13C2
  • Adipic acid-d8 (adipic acid-d8; fat acid-d8)
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Top Publications Citing lnvivochem Products
Product Description
Adipic acid has been found to be associated with HMG-CoA lyase deficiency, carnitine kinase deficiency, and medium-chain acyl dehydrogenase deficiency, all of which are caused by innate metabolic abnormalities.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Absorbed adipic acid is primarily excreted unchanged in urine or as carbon dioxide via respiration. In the human body, only a portion of ingested adipic acid is metabolized; the remainder is excreted unchanged in urine. Metabolism/Metabolites Metabolites detected in the urine of fasted experimental rats fed radiolabeled adipic acid included urea, glutamate, lactic acid, β-ketoadipic acid, and citric acid. The presence of β-ketoadipic acid indicates that adipic acid is metabolized similarly to fatty acids, primarily via the β-oxidation pathway. This is further confirmed by the detection of succinic acid in the urine of rats fed radiolabeled 14C-adipic acid and injected with malonic acid. The detection of radioactive acetyl-γ-phenyl-α-aminobutyric acid after feeding γ-phenyl-α-aminobutyric acid and 14C-labeled adipic acid strongly suggests that acetic acid is a metabolite of adipic acid. Radioactive glycogen was isolated after feeding glucose and radioactive adipic acid. Adipic acid was metabolized via β-oxidation to succinic acid and acetic acid, which were then further metabolized into other normal intermediate metabolites.
Toxicity/Toxicokinetics
Toxicity Summary
Identification and Uses: Adipic acid is a white crystalline solid. Its main market uses include as a raw material for nylon 6,6 resins and fibers, polyester polyols, and plasticizers. In 2011, nylon 6,6 fibers and engineering resins accounted for approximately 85% of total adipic acid consumption. In 2010, polyester polyols and plasticizers combined accounted for 24-32% of global adipic acid consumption. Other documented uses of adipic acid include: as a lubricant additive in coatings and foams, in shoe sole materials, as a tanning agent in the leather industry, as a pH adjuster in detergent production processes, as a granulator in drinking water disinfectant tablets, as a flue gas vulcanizing additive, as a coating agent in dishwasher detergent tablets, and as a chemical additive. Adipic acid has also been shown to be used as a gelling agent in hydraulic fracturing. Human Exposure and Toxicity: According to the Chemical Asthma Hazard Assessment Procedure, adipic acid has an asthma hazard index of 0.75. Substances with an index >0.5 are highly likely to be asthmatic substances. Adipic acid has an eye irritation threshold of 20 mg/m³. Animal studies: Acute exposure to adipic acid has low toxicity, but it can cause moderate to severe eye irritation in rabbits (20 mg/24 hours). High concentrations of adipic acid can lead to persistent changes in lung structure and function. In mice and rabbits, lethal doses resulted in reduced activity, gastrointestinal distension, and intestinal irritation and bleeding. A group of mice were administered a powder mixture containing urea, adipic acid, and carboxymethyl cellulose vaginally three times a week. Long-term treatment resulted in a higher incidence of vaginal cancer. In a one-year study, no tumors were observed when any of the three components were administered. Adipic acid is not mutagenic to Salmonella Typhimurium strains TA98, TA100, TA1535, TA1537, and TA1538, or to Escherichia coli (WP2(uvrA)) (whether or not activated by rat microsomes). Ecotoxicity studies: Adipic acid showed mild to moderate toxicity to fish, water fleas, and algae in acute toxicity tests.
Interactions
A group of mice were administered a powder mixture containing urea, adipic acid, and carboxymethyl cellulose vaginally three times a week. A high incidence of vaginal cancer was observed after long-term treatment. No tumors were observed when any of the three components were administered individually over a one-year period.
Non-human Toxicity Values
Rats: Inhalation: No effect level: 126 g/L, 15 x 6 hours (source)
Mouse intravenous LD50 680 mg/kg /from table/
Mouse oral LD50 1900 mg/kg /from table/
Mouse intraperitoneal LD50 275 mg/kg /from table/
For more complete non-human toxicity data for adipic acid (out of 8), please visit the HSDB records page.
References

[1]. G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center. METAGENE consortium.

Additional Infomation
Adipic acid is a white crystalline solid, insoluble in water. Its main hazard lies in its environmental threat. Immediate measures should be taken to limit its environmental release. Adipic acid is used in the manufacture of plastics and foam materials, among other applications.
Adipic acid is an α,ω-dicarboxylic acid, a 1,4-dicarboxyl derivative of butane. It can be used as an acidity regulator in food and as an exogenous metabolite in humans. It is an α,ω-dicarboxylic acid and dicarboxylic acid fatty acid, the conjugate acid of adipic acid (1-).
Adipic acid has been reported in Drosophila melanogaster, Aspen, and other organisms with relevant data.
See also: Polyester-10 (monomer); Polyester-7 (monomer); Adipic acid/diethylene glycol crosspolymer (20000 MPa·s) (monomer)... See more...
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H10O4
Molecular Weight
146.14
Exact Mass
146.057
CAS #
124-04-9
Related CAS #
Adipic acid-d10;25373-21-1;Adipic acid-13C6;942037-55-0;Adipic acid-d4;121311-78-2;Adipic acid-13C;2708283-72-9;Adipic acid-d8;52089-65-3;Adipic acid-d4-1;19031-55-1
PubChem CID
196
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
338.5±15.0 °C at 760 mmHg
Melting Point
151-154 °C(lit.)
Flash Point
196 ºC
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.476
LogP
0.08
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Heavy Atom Count
10
Complexity
114
Defined Atom Stereocenter Count
0
InChi Key
WNLRTRBMVRJNCN-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)
Chemical Name
hexanedioic acid
Synonyms
Adipic acid NSC7622 NSC 7622 NSC-7622
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)
DMSO : ~100 mg/mL (~684.28 mM)
H2O : ~2.86 mg/mL (~19.57 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (17.11 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 (17.11 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.

View More

Solubility in Formulation 3: ≥ 2.5 mg/mL (17.11 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.


Solubility in Formulation 4: 25 mg/mL (171.07 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.8428 mL 34.2138 mL 68.4275 mL
5 mM 1.3686 mL 6.8428 mL 13.6855 mL
10 mM 0.6843 mL 3.4214 mL 6.8428 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.
/

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.)
+
+
+

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
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01991574 COMPLETED Drug: Calcium acetate
Dietary Supplement: Iron Hydroxide Adipate
Drug: Placebo
Chronic Kidney Diseases
Healthy
Medical Research Council 2009-04 Early Phase 1
NCT04305249 RECRUITING Drug: ATG-017
Drug: ATG-017+Nivolumab
Hematological Malignancy
Solid Tumor
Antengene Therapeutics Limited 2020-08-15 Phase 1
NCT06285799 RECRUITING Drug: Low Dose IHAT
Drug: High Dose IHAT
Drug: Carob Flour
Iron-deficiency Nemysis Ltd 2024-03-05 Phase 3
NCT04239989 ACTIVE, NOT RECRUITING Drug: Itacitinib
Drug: Itacitinib Adipate
Bronchiolitis Obliterans M.D. Anderson Cancer Center 2021-04-08 Phase 1
NCT04200365 TERMINATED Drug: Itacitinib Chronic Graft-versus-host-disease SCRI Development Innovations, LLC 2020-06-05 Phase 2
Contact Us