Metabolism / Metabolites
Anisic aldehyde undergoes a very slight degree of demethylation with oxidation of its aldehyde group to an acid group, the major metabolite excreted being anisic acid.

Toxicity Summary
IDENTIFICATION AND USE: p-Anisaldehyde is oily liquid. It is used in perfumery and toilet soaps. It is also used in organic syntheses. p-Anisaldehyde is also an intermediate in many industrial processes. HUMAN STUDIES: When tested at 10% in petrolatum, it produced no irritation after a 48 hr closed-patch test on human subjects. A maximization test was carried out on 25 volunteers. The material was tested at a concentration of 10% in petrolatum and produced no sensitization reactions. p-Anisaldehyde was positive for sister chromatid exchange in human lymph oocytes but not Chinese Hamster Ovary (CHO) cells in vitro. ANIMAL STUDIES: In a combined oral repeated-dose/reproductive/developmental toxicity screening test in rats, decreased body weights, decreased platelets and hypertrophy of hepatocytes were noted at 100 mg/kg/day. In reproduction studies, it showed significantly reduced fertility index, number of pups/litter, delivery index and number of live pups at 500 mg/kg/day. It was not mutagenic in bacteria but it was mutagenic in mouse lymphoma cells in vitro.

---

Interactions
It has been suggested that aromatic aldehydes may reduce cytochrome c. Therefore, interaction of the aromatic aldehydes, p-anisaldehyde, benzaldehyde, p-tolualdehyde, p-carboxybenzaldehyde, p-chlorobenzaldehyde and p-nitrobenzaldehyde, with rat liver mitochondria was examined in vitro. Although both pyruvate/malate- and succinate-mediated respiration, as well as that mediated by other citric acid cycle intermediates, were inhibited by the aromatic aldehydes (0.5 to 1.0 mM), cytochrome c oxidase was not inhibited by aromatic aldehydes (1.0 to 20 mM). There was a marked inhibition of succinic dehydrogenase and both ADP- and DNP-stimulated respiration by benzaldehyde (2 to 20 mM). Since both pyruvate/malate- and succinate-mediated respiration were inhibited by the aromatic aldehydes without inhibition of cytochrome c oxidase, several sites of inhibition, possibly both at the site of transport of substrates and the active enzymes, may exist. Benzaldehyde, 300 uM, inhibited pyruvate/malate-mediated state 3 respiration by 50% which suggests that no additional functional group or metabolism to another species is required for these inhibitory effects.

---

Non-Human Toxicity Values
LD50 Rat oral 1510 mg/kg
LD50 Guinea pig oral 1260 mg/kg
LD50 Rabbit dermal >5 g/kg

[1]. Effects of the Botanical Compound p-Anisaldehyde on Horn Fly (Diptera: Muscidae) Repellency, Mortality, and Reproduction. J Med Entomol. 2018 Jan 10;55(1):183-192.

P-methoxybenzaldehyde is a member of the class of benzaldehydes consisting of benzaldehyde itself carrying a methoxy substituent at position 4. It has a role as an insect repellent, a human urinary metabolite, a plant metabolite and a bacterial metabolite.
4-Methoxybenzaldehyde has been reported in Brunneoporus juniperinus, Decalepis hamiltonii, and other organisms with data available.
See also: Anise Oil (part of).

C8H8O2

136.1479

136.052

123-11-5

4-Methoxybenzaldehyde-d1;19486-71-6;4-Methoxybenzaldehyde-d3;342611-04-5

31244

Colorless to light yellow liquid

1.121

248-249 ºC

-1 °C

116 ºC

0.0±0.5 mmHg at 25°C

1.571-1.574

1.7

0

2

2

10

104

0

O(C([H])([H])[H])C1C([H])=C([H])C(C([H])=O)=C([H])C=1[H]

ZRSNZINYAWTAHE-UHFFFAOYSA-N

InChI=1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3

4-methoxybenzaldehyde

2934.99.9001

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.

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

DMSO : ~100 mg/mL (~734.48 mM)

Solubility in Formulation 1: ≥ 2.5 mg/mL (18.36 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 (18.36 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 (18.36 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.)