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Palmitic anhydride (Palmitic acid anhydride)

Cat No.:V65424 Purity: ≥98%
Palmitic anhydride, a saturated fatty acid found in many natural sources such as animal fats and vegetable oils, is extensively used as a reagent in organic synthesis to introduce palmitoyl (hexadecanoyl) functionality into other organic molecules.
Palmitic anhydride (Palmitic acid anhydride)
Palmitic anhydride (Palmitic acid anhydride) Chemical Structure CAS No.: 623-65-4
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
Palmitic anhydride, a saturated fatty acid found in many natural sources such as animal fats and vegetable oils, is extensively used as a reagent in organic synthesis to introduce palmitoyl (hexadecanoyl) functionality into other organic molecules. Additionally, Palmitic anhydride has been Used in the production of surfactants, lubricants and plasticizers, as well as in the preparation of cosmetics and pharmaceuticals.
Palmitic anhydride (Palmitic acid anhydride, CAS 623-65-4) is a biochemical reagent and organic compound used in life science research. It is a long-chain (C16) aliphatic acid anhydride that functions as a potent acylating agent. The compound has a molecular weight of 494.83 g/mol and the formula C₃₂H₆₂O₃. It appears as a white powder with a melting point of 61-64°C. It is stored at 2-8°C and is soluble in toluene. The compound is used in the synthesis of water-soluble N-palmitoyl chitosan by coupling with swollen chitosan in DMSO. It serves as a versatile building block for pharmaceuticals, cosmetics, and surfactants.
Biological Activity I Assay Protocols (From Reference)
Targets
Palmitic anhydride is a chemical intermediate and acylating agent rather than a direct pharmacological agent. As a synthetic intermediate, it does not have specific biological receptors as its primary targets. The compound's primary function is to introduce palmitoyl (C16:0 acyl) groups onto nucleophilic substrates such as amines and alcohols through acylation reactions. This modification is important in the synthesis of various lipidated compounds, including N-palmitoyl chitosan, phospholipids, and other fatty acid derivatives. The palmitoyl group can influence the physicochemical properties of target molecules, including lipophilicity, membrane affinity, and biological activity.
ln Vitro
A biochemical reagent called palmitic anhydride can be utilized in life science research as an organic compound or biological material.
In vitro, palmitic anhydride is used as an acylating agent and chemical intermediate. It is used in the synthesis of water-soluble N-palmitoyl chitosan by coupling with swollen chitosan in DMSO. The compound serves as a versatile building block for various compounds and materials, including surfactants, emulsifiers, and other derivatives in the cosmetic and pharmaceutical industries. Cellular assays are typically performed on the final compounds synthesized from this building block rather than on the anhydride itself. The compound's reactivity as an anhydride makes it valuable for introducing palmitoyl groups onto biomolecules and materials.
ln Vivo
In vivo data for palmitic anhydride is limited, as it is primarily a research reagent and synthetic intermediate. The compound is classified for research use only and is not intended for human or veterinary therapeutic applications. As an anhydride, it would be rapidly hydrolyzed to palmitic acid in aqueous environments. Palmitic acid is a common dietary fatty acid with various physiological roles. The compound's primary value lies in its use as a synthetic intermediate for preparing palmitoylated compounds that may have biological activities. Specific in vivo data for the parent compound is not available in the public literature.
Enzyme Assay
In vitro enzyme/receptor binding assays for palmitic anhydride are not typically performed, as it is primarily a synthetic intermediate. The compound is used as an acylating agent and building block in organic synthesis. A typical assay involves using the compound in chemical reactions to acylate amines or alcohols. The compound is dissolved in organic solvents such as DMSO or dichloromethane. The resulting acylated products can be evaluated for biological activity. Enzyme inhibition or receptor binding assays can be performed on the final synthesized compounds. IC₅₀ or binding affinity values are calculated from dose-response curves. The compound's reactivity requires careful handling.
Cell Assay
Cellular assays for palmitic anhydride are not standard, as the compound is primarily a synthetic intermediate. The compound is used in the preparation of palmitoylated compounds such as N-palmitoyl chitosan. A typical protocol for evaluating the biological activity of synthesized compounds involves culturing appropriate cell lines in growth medium at 37°C with 5% CO₂. Cells are treated with synthesized compounds at varying concentrations. Cell viability, proliferation, or specific signaling readouts are assessed. IC₅₀ or EC₅₀ values are calculated from dose-response curves. The compound itself is not typically tested in cellular assays.
Animal Protocol
In vivo animal studies for palmitic anhydride are not standard, as it is a synthetic intermediate rather than a therapeutic candidate. The compound is classified for research use only and is not intended for human or veterinary applications. Any animal studies would typically be conducted on the final palmitoylated compounds synthesized using this building block. These studies would evaluate efficacy, pharmacokinetics, and safety in appropriate animal models. The compound's primary value lies in its use as a synthetic intermediate for preparing various lipophilic compounds.
ADME/Pharmacokinetics
Pharmacokinetic data for palmitic anhydride is limited, as it is primarily a research reagent. The compound has a molecular weight of 494.83 g/mol and a molecular formula of C₃₂H₆₂O₃. It is a solid at room temperature with a melting point of 61-64°C. It has a LogP of 14.107. The compound is stored at 2-8°C and is soluble in toluene. As an anhydride, it is reactive and will hydrolyze in aqueous environments to palmitic acid. Specific ADME data is not available. The compound's high lipophilicity suggests poor aqueous solubility.
Toxicity/Toxicokinetics
Palmitic anhydride is classified as a corrosive substance (Hazard Code C) with Risk Statement R34 (Causes burns). Safety Statements include S26 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice), S36/37/39 (Wear suitable protective clothing, gloves and eye/face protection), and S45 (In case of accident or if you feel unwell, seek medical advice immediately). The compound has a WGK of 3. It is classified as UN 3261, Class 8, Packing Group II. Standard safety precautions include handling with appropriate PPE in a well-ventilated area.
Additional Infomation
Palmitic anhydride (Palmitic acid anhydride, CAS 623-65-4) is a biochemical reagent with the molecular formula C₃₂H₆₂O₃. It is a long-chain aliphatic acid anhydride used as an acylating agent and building block for the synthesis of pharmaceuticals, cosmetics, and surfactants. The compound is classified as a research-use-only compound not intended for diagnostic or therapeutic purposes. It is available from multiple commercial suppliers in various pack sizes. No clinical trials or approved drug status exist for this compound as it is not a therapeutic agent.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C32H62O3
Molecular Weight
494.83
Exact Mass
494.47
CAS #
623-65-4
PubChem CID
69339
Appearance
White to off-white solid powder
Density
0.887 g/cm3
Boiling Point
488.6ºC at 760 mmHg
Melting Point
61-64 °C(lit.)
Index of Refraction
1.458
LogP
11.018
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
30
Heavy Atom Count
35
Complexity
406
Defined Atom Stereocenter Count
0
SMILES
CCCCCCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCCCCCC
InChi Key
QWZBEFCPZJWDKC-UHFFFAOYSA-N
InChi Code
InChI=1S/C32H62O3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31(33)35-32(34)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-30H2,1-2H3
Chemical Name
hexadecanoyl hexadecanoate
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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 2.0209 mL 10.1045 mL 20.2090 mL
5 mM 0.4042 mL 2.0209 mL 4.0418 mL
10 mM 0.2021 mL 1.0104 mL 2.0209 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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