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3-Indoleacetic acid-d7 (Indole-3-acetic acid-d7; 3-IAA-d7)

Cat No.:V71029 Purity: ≥98%
3-Indoleacetic acid-d7 is the deuterated form of 3-Indoleacetic acid.
3-Indoleacetic acid-d7 (Indole-3-acetic acid-d7; 3-IAA-d7)
3-Indoleacetic acid-d7 (Indole-3-acetic acid-d7; 3-IAA-d7) Chemical Structure CAS No.: 1173020-21-7
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
Other Sizes

Other Forms of 3-Indoleacetic acid-d7 (Indole-3-acetic acid-d7; 3-IAA-d7):

  • 3-Indoleacetic acid-d5 (Indole-3-acetic acid-d5; 3-IAA-d5)
  • 3-Indoleacetic acid sodium (Indole-3-acetic acid sodium; 3-IAA sodium)
  • 3-Indoleacetic acid-2,2-d2 (Indole-3-acetic acid-2,2-d2; 3-IAA-2,2-d2)
  • 3-Indoleacetic acid-d4 (3-indoleacetic acid-d4; Indole-3-acetic acid-d4; 3-IAA-d4)
  • 3-Indoleacetic acid
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Top Publications Citing lnvivochem Products
Product Description
3-Indoleacetic acid-d7 is the deuterated form of 3-Indoleacetic acid. 3-Indoleacetic acid (Indole-3-acetic acid) is the most common natural plant growth hormone. It can be added to cell culture media to induce plant cell elongation and division.
3-Indoleacetic acid-d7 (Indole-3-acetic acid-d7, 3-IAA-d7) is the deuterium-labeled form of the most common natural plant growth hormone of the auxin class. The incorporation of seven deuterium atoms provides a distinct mass signature for mass spectrometry detection. This isotopically labeled compound serves as an analytical internal standard for the quantification of indole-3-acetic acid in plant tissues, enabling precise measurement of auxin levels.
Biological Activity I Assay Protocols (From Reference)
Targets
No specific drug target; serves as a stable isotope-labeled internal standard for auxin quantification. In plants, IAA binds to TIR1/AFB receptors and activates auxin-responsive gene expression.
ln Vitro
Drug compounds have included stable heavy isotopes of carbon, hydrogen, and other elements, mostly as quantitative tracers while the drugs were being developed. Because deuteration may have an effect on a drug's pharmacokinetics and metabolic properties, it is a cause for concern [1].
As a stable isotope-labeled compound, 3-Indoleacetic acid-d7 exhibits identical chemical properties to unlabeled 3-indoleacetic acid. Unlabeled 3-indoleacetic acid (IAA) is the most common natural plant growth hormone of the auxin class. In vitro, it can be added to plant cell culture medium to induce plant cell elongation and division at concentrations of 0.1-10 uM.
ln Vivo
The non-labeled 3-indoleacetic acid is a plant hormone that regulates various aspects of plant growth and development, including cell elongation, division, differentiation, tropic responses, and apical dominance. It is not a therapeutic agent for human use but is an important tool in agricultural and plant biology research.
Enzyme Assay
Receptor binding assays are not applicable for an analytical internal standard. Standard analytical protocols for 3-Indoleacetic acid-d7 involve LC-MS/MS or GC-MS quantification of IAA in plant tissues. Samples are homogenized and extracted with organic solvents (e.g., methanol or acetonitrile). The extract is purified by solid-phase extraction (SPE), derivatized for GC-MS if needed, and analyzed. The labeled compound is used as an internal standard for accurate quantification.
Cell Assay
For plant cell culture studies, 3-Indoleacetic acid-d7 can be added to culture medium at concentrations of 0.1-10 uM as a tracer. Plant cells (e.g., Arabidopsis thaliana suspension cultures) are incubated for 1-48 hours. Cells are harvested, and labeled IAA and its metabolites are extracted and analyzed by LC-MS/MS to study auxin metabolism, transport, and signaling pathways.
Animal Protocol
In vivo studies using 3-Indoleacetic acid-d7 are conducted in intact plants such as Arabidopsis thaliana or crop species. Plants are treated with the labeled compound via root application, foliar spray, or infiltration. Tissue samples (roots, shoots, leaves) are collected at multiple time points (0-24 hours). IAA and its conjugates are extracted and quantified by LC-MS/MS to study auxin distribution, metabolism, and turnover.
ADME/Pharmacokinetics
As an analytical internal standard, pharmacokinetic properties in animals are not applicable. The non-labeled IAA is an endogenous plant hormone not normally produced in animals. However, IAA can be produced by gut microbiota from dietary tryptophan and has been detected in human urine. It is rapidly metabolized and excreted in mammals. No significant pharmacokinetic studies have been performed.
Toxicity/Toxicokinetics
No toxicity data are specifically reported for 3-Indoleacetic acid-d7 as it is an analytical standard. The non-labeled IAA is generally considered to have low toxicity in animals. However, at very high doses, IAA may cause mild toxicity. In plants, IAA is a naturally occurring hormone and is not toxic at physiological concentrations. Standard laboratory safety precautions should be followed.
References

[1]. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.

Additional Infomation
3-Indoleacetic acid-d7 is a stable isotope-labeled compound used exclusively for plant biology research. It is an essential internal standard for the accurate quantification of endogenous auxin levels in plant tissues using mass spectrometry. This compound is not a therapeutic agent and has no approved clinical indications for human use. It has been cited as an internal standard for hormone quantification by HPLC-ESI-MS/MS and is widely used in studies of plant development, hormone signaling, and agricultural biotechnology.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H2D7NO2
Molecular Weight
182.23
Exact Mass
182.107
CAS #
1173020-21-7
Related CAS #
3-Indoleacetic acid;87-51-4
PubChem CID
71309227
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
415.0±20.0 °C at 760 mmHg
Flash Point
204.8±21.8 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.694
LogP
1.43
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Heavy Atom Count
13
Complexity
205
Defined Atom Stereocenter Count
0
SMILES
[2H]C1=C(C(=C2C(=C1[2H])C(=C(N2)[2H])C([2H])([2H])C(=O)O)[2H])[2H]
InChi Key
SEOVTRFCIGRIMH-PYNXLSDISA-N
InChi Code
InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)/i1D,2D,3D,4D,5D2,6D
Chemical Name
2,2-dideuterio-2-(2,4,5,6,7-pentadeuterio-1H-indol-3-yl)acetic 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)
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 5.4876 mL 27.4379 mL 54.8757 mL
5 mM 1.0975 mL 5.4876 mL 10.9751 mL
10 mM 0.5488 mL 2.7438 mL 5.4876 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:

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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)
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  • 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:
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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.

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  • 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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