MedKoo Cat#: 591620 | Name: Methyl 4-anisate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Methyl 4-anisate is a biochemical.

Chemical Structure

Methyl 4-anisate
Methyl 4-anisate
CAS#121-98-2

Theoretical Analysis

MedKoo Cat#: 591620

Name: Methyl 4-anisate

CAS#: 121-98-2

Chemical Formula: C9H10O3

Exact Mass: 166.0630

Molecular Weight: 166.18

Elemental Analysis: C, 65.05; H, 6.07; O, 28.88

Price and Availability

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25g USD 250.00 2 weeks
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Related CAS #
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Synonym
Methyl 4-anisate; NSC 7324; NSC-7324; NSC7324
IUPAC/Chemical Name
Benzoic acid, 4-methoxy-, methyl ester
InChi Key
DDIZAANNODHTRB-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H10O3/c1-11-8-5-3-7(4-6-8)9(10)12-2/h3-6H,1-2H3
SMILES Code
O=C(OC)C1=CC=C(OC)C=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Methyl anisate is an endogenous metabolite.
In vitro activity:
Since innate memory has been highlighted as a promising strategy to augment bactericidal immune responses against M. tuberculosis, investigating corresponding immune evasion mechanisms is highly relevant. These results reveal for the first time that pHBAD I and related molecules (unmethylated pHBAD I and the hexose l-rhamnose) reduce macrophage bactericidal mechanisms in both the short- and the long-term. Moreover, this study demonstrates how methyl-p-anisate hinders bactericidal responses soon after exposure yet results in enhanced pro-inflammatory responses in the long-term. Reference: ACS Chem Biol. 2020 Sep 18;15(9):2415-2421. https://pubmed.ncbi.nlm.nih.gov/32786261/
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
DMSO 100.0 601.77
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 166.18 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
Lundahl M, Lynch DM, Barnes D, McSweeney L, Gorman A, Lebre F, Gordon SV, Lavelle EC, Scanlan EM. Mycobacterial para-Hydroxybenzoic Acid-Derivatives (pHBADs) and Related Structures Induce Macrophage Innate Memory. ACS Chem Biol. 2020 Sep 18;15(9):2415-2421. doi: 10.1021/acschembio.0c00378. Epub 2020 Aug 21. PMID: 32786261.
In vitro protocol:
Lundahl M, Lynch DM, Barnes D, McSweeney L, Gorman A, Lebre F, Gordon SV, Lavelle EC, Scanlan EM. Mycobacterial para-Hydroxybenzoic Acid-Derivatives (pHBADs) and Related Structures Induce Macrophage Innate Memory. ACS Chem Biol. 2020 Sep 18;15(9):2415-2421. doi: 10.1021/acschembio.0c00378. Epub 2020 Aug 21. PMID: 32786261.
In vivo protocol:
TBD
1: Suckling DM, Sagar RL. Honeybees Apis mellifera can detect the scent of Mycobacterium tuberculosis. Tuberculosis (Edinb). 2011 Jul;91(4):327-8. doi: 10.1016/j.tube.2011.04.008. Epub 2011 May 4. PubMed PMID: 21546308. 2: Syhre M, Chambers ST. The scent of Mycobacterium tuberculosis. Tuberculosis (Edinb). 2008 Jul;88(4):317-23. doi: 10.1016/j.tube.2008.01.002. Epub 2008 Mar 4. PubMed PMID: 18296120.