1-Naphthylacetic acid (0.7-14 μM) has an IC50 of 13.16 μM and a Ki of 6.87 μM, respectively, which means that it inhibits PLA2 activity [1].

Absorption, Distribution and Excretion
After oral administration of 0.1-1.0 mg (14)C-naphthaleneacetic acid (NAA) to rats, 83-90% was excreted in the urine, mostly within 24 hours, and 3-10% was excreted in the feces within 48 hours. Higher doses prolonged the excretion time of (14)C in the urine and increased the amount excreted in the feces. Therefore, after rats were given approximately 100 mg of (14)C-naphthaleneacetic acid, 55% was excreted in the urine within 24 hours, 16% on the second day, and 21% in the feces within 48 hours; while after taking approximately 250 mg, 25% was excreted in the urine within 24 hours, 42% on the second day, 10% on the third day, and 18% in the feces within 48 hours, with 3% excreted on the third day. Experiments on rats with bile duct cannulation showed that (14)C-naphthaleneacetic acid in the feces may originate from substances excreted in bile. In rats receiving a lower dose (approximately 0.1 mg), urinary excretion (38%) was four times that of bile excretion (9%); while in rats receiving a higher dose (approximately 100 mg), bile excretion (12%) was three times that of urinary excretion (4%). This pattern was observed regardless of whether bile was collected 2 or 6 hours prior. The proportion of 14C-NAA+ excreted in bile was higher than that in feces, suggesting enterohepatic circulation. Therefore, a portion of the 14C compounds excreted in bile are reabsorbed by the intestines (possibly through modification, such as debinding of the conjugate) and ultimately excreted by the kidneys. Thus, naphthaleneacetic acid (NAA) is rapidly and completely absorbed after oral administration to rats, and its excretion is dose-dependent, but rapid at low doses.
Apple and pear blossoms: Leaf absorption characteristics: Excess portions are easily washed away; physiological effects stem from the absorption and transport portions. Transport characteristics: Highly mobile; accumulates in meristems. Metabolites/Metabolites: When naphthaleneacetic acid (NAA) was cultured with Aspergillus niger, the major metabolite was found to be a 5-hydroxy analog. 4- and 6-hydroxy analogs were also observed. A 5-hydroxy analog was identified as a NAA metabolite from wheat coleoptiles. Four metabolites were generated when Citrus reticulata fruit was immersed in an aqueous solution of NAA. Two of these have not yet been identified. The other two compounds, present in higher concentrations, were identified as α-naphthaleneacetic acid-aspartic acid and α-naphthaleneacetyl-β-D-glucose (naphthalene-glucose). Hydrolysis of methyl naphthaleneacetate was observed during the storage of treated potatoes. When Windsor and Steyrmann potatoes were exposed to NAA, some decarboxylation reactions occurred, forming six conjugates. Pea roots exposed to NAA produced NAA-aspartic acid… Four metabolites were found in the urine of rats after a single oral administration. Two of the compounds were identified as naphthaleneacetic acid uric acid and naphthaleneacetylglucuronic acid. The third compound was clearly present as a sulfate, indicating that a hydroxylation reaction may have occurred. The fourth compound has not yet been identified.

[1]. Crystal structure of phospholipase A 2 in complex with 1-naphthaleneacetic acid. IUBMB Life. 2018 Oct;70(10):995-1001.

[2]. Effect of 1-naphthaleneacetic acid on organic acid exudation by the roots of white lupin plants grown under phosphorus-deficient conditions. J Plant Physiol. 2014 Sep 15;171(15):1354-61.

1-Naphthaleneacetic acid (NAA) is NAA with a carboxyl methyl group substituted at the 1-position. It is a synthetic auxin. It is the conjugate acid of 1-naphthaleneacetic acid ester. 1-Naphthaleneacetic acid has been reported to be found in hops, rehmannia, and other organisms with relevant data.

C12H10O2

186.21

186.068

86-87-3

1-Naphthaleneacetic acid potassium salt;15165-79-4

6862

White to off-white solid powder

1.2±0.1 g/cm3

373.2±11.0 °C at 760 mmHg

141-143 °C(lit.)

270.1±14.4 °C

0.0±0.9 mmHg at 25°C

1.652

2.74

1

2

2

14

212

0

PRPINYUDVPFIRX-UHFFFAOYSA-N

InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)

2-naphthalen-1-ylacetic acid

alpha Naphthylacetic acid; alphaNaphthylacetic acid; alpha-Naphthylacetic acid

2934.99.9001

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

MEthanol : ~125 mg/mL (~671.29 mM)
DMSO : ≥ 100 mg/mL (~537.03 mM)
H2O : ~0.1 mg/mL (~0.54 mM)

Solubility in Formulation 1: ≥ 2.5 mg/mL (13.43 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.

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Solubility in Formulation 2: ≥ 2.5 mg/mL (13.43 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (13.43 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.

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 (Please use freshly prepared in vivo formulations for optimal results.)