MedKoo Cat#: 145707 | Name: Homovanillin

Description:

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

Homovanillin is a naturally occurring compound that belongs to the class of phenolic aldehydes. It is a metabolite of dopamine, formed by the enzymatic breakdown of dopamine through the action of the enzyme catechol-O-methyltransferase (COMT).

Chemical Structure

Homovanillin
Homovanillin
CAS#5703-24-2

Theoretical Analysis

MedKoo Cat#: 145707

Name: Homovanillin

CAS#: 5703-24-2

Chemical Formula: C9H10O3

Exact Mass: 166.0600

Molecular Weight: 166.18

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

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Homovanillin;
IUPAC/Chemical Name
2-(4-hydroxy-3-methoxyphenyl)acetaldehyde
InChi Key
GOQGGGANVKPMNH-UHFFFAOYSA-N
InChi Code
1S/C9H10O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,5-6,11H,4H2,1H3
SMILES Code
COC1=CC(CC=O)=CC=C1O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

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
1: CHALLIS AA, CLEMO GR. Homovanillin. J Chem Soc. 1947 Dec;1:1692-7. PMID: 18898864. 2: Terholsen H, Meyer JRH, Zhang Z, Deuss PJ, Bornscheuer UT. Chemoenzymatic Cascade Reaction for the Valorization of the Lignin Depolymerization Product G-C2-Dioxolane Phenol. ChemSusChem. 2023 May 19;16(10):e202300168. doi: 10.1002/cssc.202300168. Epub 2023 Mar 30. PMID: 36826410. 3: Wang D, Song J, Wang J, Quan R. Serum metabolic alterations in chickens upon infectious bursal disease virus infection. BMC Vet Res. 2024 Dec 19;20(1):569. doi: 10.1186/s12917-024-04402-3. PMID: 39696379; PMCID: PMC11657878. 4: Cho SJ, Jung YS, Seong CM, Park WK, Kong JY, Park NS. Bioisosterism: interchange of 4-OH to 4-NH2 in vanillin or homovanillin ring of capsaicinoids. Arch Pharm Res. 1999 Apr;22(2):184-8. doi: 10.1007/BF02976544. PMID: 10230510. 5: Zhang B, Shen Z, He K, Sun J, Huang S, Xu H, Li J, Ho SSH, Cao JJ. Insight into the Primary and Secondary Particle-Bound Methoxyphenols and Nitroaromatic Compound Emissions from Solid Fuel Combustion and the Updated Source Tracers. Environ Sci Technol. 2023 Sep 26;57(38):14280-14288. doi: 10.1021/acs.est.3c04370. Epub 2023 Sep 14. PMID: 37706300. 6: Wright GA. Bee pheromones: signal or agent of manipulation? Curr Biol. 2009 Jul 28;19(14):R547-8. doi: 10.1016/j.cub.2009.05.032. PMID: 19640487. 7: Razack S, Kumar KH, Nallamuthu I, Naika M, Khanum F. Antioxidant, Biomolecule Oxidation Protective Activities of Nardostachys jatamansi DC and Its Phytochemical Analysis by RP-HPLC and GC-MS. Antioxidants (Basel). 2015 Mar 12;4(1):185-203. doi: 10.3390/antiox4010185. PMID: 26785345; PMCID: PMC4665568. 8: Lancefield CS, Wienk HLJ, Boelens R, Weckhuysen BM, Bruijnincx PCA. Identification of a diagnostic structural motif reveals a new reaction intermediate and condensation pathway in kraft lignin formation. Chem Sci. 2018 Jul 11;9(30):6348-6360. doi: 10.1039/c8sc02000k. PMID: 30310563; PMCID: PMC6115679. 9: Beggs KT, Mercer AR. Dopamine receptor activation by honey bee queen pheromone. Curr Biol. 2009 Jul 28;19(14):1206-9. doi: 10.1016/j.cub.2009.05.051. Epub 2009 Jun 11. PMID: 19523830. 10: Sun Y, Chen X, Liu L, Xu F, Zhang X. Mechanisms and kinetics studies of the atmospheric oxidation of eugenol by hydroxyl radicals and ozone molecules. Sci Total Environ. 2021 May 20;770:145203. doi: 10.1016/j.scitotenv.2021.145203. Epub 2021 Jan 22. PMID: 33736372. 11: Mårdh G, Vallee BL. Human class I alcohol dehydrogenases catalyze the interconversion of alcohols and aldehydes in the metabolism of dopamine. Biochemistry. 1986 Nov 18;25(23):7279-82. doi: 10.1021/bi00371a005. PMID: 2432930.