Chemistry:4-Methylcatechol
4-Methylcatechol is an organic compound with the formula CH
3C
6H
3(OH)
2 A white solid, it is one of the isomers of methylbenzenediol.
Metabolism
The enzyme cis-1,2-dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate dehydrogenase uses cis-1,2-dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate and NAD(P)+ to produce 4-methylcatechol, NADH, NADPH and CO2.[1]
Related compounds
Members of the monocot subfamily Amaryllidoideae present a unique type of alkaloids, the norbelladine alkaloids, which are 4-methylcatechol derivatives combined with tyrosine. They are responsible for the poisonous properties of a number of the species. Over 200 different chemical structures of these compounds are known, of which 79 or more are known from Narcissus alone.[2]
Production and occurrence
Being structurally related to lignans, it is contributes to the aerosol generate by combustion of wood.[4]
It is a component of castoreum, the exudate from the castor sacs of the mature beaver.[5]
See also
- Dihydroxytoluene
References
- ↑ "Identification of cis-diols as intermediates in the oxidation of aromatic acids by a strain of Pseudomonas putida that contains a TOL plasmid". J. Bacteriol. 166 (3): 1028–39. 1986. doi:10.1128/jb.166.3.1028-1039.1986. PMID 3711022.
- ↑ Martin, S.F. 1987. The Amaryllidaceae Alkaloids. In.: Arnold Brossi (ed.) The Alkaloids, Chapter 3. Academic Press.
- ↑ Panten, Johannes; Surburg, Horst (2016). "Flavors and Fragrances, 3. Aromatic and Heterocyclic Compounds". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–45. doi:10.1002/14356007.t11_t02. ISBN 978-3-527-30673-2.
- ↑ "Sources of Fine Organic Aerosol. 9. Pine, Oak, and Synthetic Log Combustion in Residential Fireplaces". Environmental Science & Technology 32 (1): 13–22. 1998. doi:10.1021/es960930b. Bibcode: 1998EnST...32...13R.
- ↑ Pheromonal activity of single castoreum constituents in beaver,Castor canadensis., Müller-Schwarze, D and Houlihan, P.W., Journal of Chemical Ecology, April 1991, Volume 17, Number 4, Springer Netherlands, doi:10.1007/BF00994195
 |  |
