Dihydroxybenzoic Acid
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Dihydroxybenzoic Acid
Dihydroxybenzoic acids (DHBA) are a type of phenolic acids. There are six main compounds, having all the same molecular formula C7H6O4. Those are: * 2,3-Dihydroxybenzoic acid (2-Pyrocatechuic acid or hypogallic acid) * 2,4-Dihydroxybenzoic acid (β-Resorcylic acid) * 2,5-Dihydroxybenzoic acid (Gentisic acid) * 2,6-Dihydroxybenzoic acid (γ-Resorcylic acid) * 3,4-Dihydroxybenzoic acid (Protocatechuic acid) * 3,5-Dihydroxybenzoic acid 3,5-Dihydroxybenzoic acid (α-resorcylic acid) is a dihydroxybenzoic acid. It is a colorless solid. Preparation and occurrence It is prepared by disulfonation of benzoic acid followed by hydrolysis of the disulfonate. It is a metabolite of alky ... (α-Resorcylic acid) Orsellinic acid is also a dihydoxybenzoic acid having an extra methyl group. {{Chemistry index Dihydroxybenzoic acids ...
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Phenolic Acid
Phenolic acids or phenolcarboxylic acids are types of aromatic acid compounds. Included in that class are substances containing a phenolic ring and an organic carboxylic acid function (C6-C1 skeleton). Two important naturally occurring types of phenolic acids are hydroxybenzoic acids and hydroxycinnamic acids, which are derived from non-phenolic molecules of benzoic and cinnamic acid, respectively. Occurrences Phenolic acids can be found in many plant species. Their content in dried fruits can be high. Natural phenols in horse grams (''Macrotyloma uniflorum'') are mostly phenolic acids, namely 3,4-dihydroxy benzoic, ''p''-hydroxy benzoic, vanillic, caffeic, ''p''-coumaric, ferulic, syringic, and sinapinic acids. Phenolic acids can be found in several mushroom-forming species of basidiomycetes. It is also a part of the humic substances, which are the major organic constituents of soil humus. Many phenolic acids can be found in human urine. Chemistry Immobilized ''C ...
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C7H6O4
The molecular formula C7H6O4 may refer to: * Dihydroxybenzoic acids, a type of phenolic acids ** 2,3-Dihydroxybenzoic acid (2-pyrocatechuic acid or hypogallic acid) ** 2,4-Dihydroxybenzoic acid (β-resorcylic acid) ** 2,5-Dihydroxybenzoic acid (gentisic acid) ** 2,6-Dihydroxybenzoic acid (γ-resorcylic acid) ** 3,4-Dihydroxybenzoic acid (protocatechuic acid) ** 3,5-Dihydroxybenzoic acid (α-resorcylic acid) * Patulin Patulin is an organic compound classified as a polyketide. It is a white powder soluble in acidic water and in organic solvents. It is a lactone that is heat-stable, so it is not destroyed by pasteurization or thermal denaturation.http://www.s ...
, a mycotoxin produced by a variety of molds {{Molecular formula disambiguation ...
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2,3-Dihydroxybenzoic Acid
2,3-Dihydroxybenzoic acid is a natural phenol found in ''Phyllanthus acidus'' and in the aquatic fern ''Salvinia molesta''. It is also abundant in the fruits of ''Flacourtia inermis''. It is a dihydroxybenzoic acid, a type of organic compound. The colorless solid occurs naturally, being formed via the shikimate pathway. It is incorporated into various siderophores, which are molecules that strongly complex iron ions for absorption into bacteria. 2,3-DHB consists of a catechol group, which upon deprotonation binds iron centers very strongly, and the carboxylic acid group by which the ring attaches to various scaffolds through amide bonds. A famous high affinity siderophore is enterochelin, which contains three dihydroxybenzoyl substituents linked to the depsipeptide of serine. It is a potentially useful iron-chelating drug and has antimicrobial properties. 2,3-Dihydroxybenzoic acid is also a product of human aspirin metabolism. References

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2,4-Dihydroxybenzoic Acid
2,4-Dihydroxybenzoic acid (Resochin, sontochin, SN-7619, β-resorcylic acid) is a dihydroxybenzoic acid. As a ''resorcylic acid'', it is one of the three isomeric crystalline acids that are both carboxyl derivatives of resorcinol and dihydroxy derivatives of benzoic acid. It is a degradation product of cyanidin glycosides from tart cherries in cell cultures. It is also a metabolite found in human plasma after cranberry juice consumption.GC-MS Determination of Flavonoids and Phenolic and Benzoic Acids in Human Plasma after Consumption of Cranberry Juice. Kai Zhang and Yuegang Zuo, J. Agric. Food Chem., 2004, 52 (2), pp. 222–227, Resochin is especially effective against avian malaria Avian malaria is a parasitic disease of birds, caused by parasite species belonging to the genera '' Plasmodium'' and '' Hemoproteus'' (phylum Apicomplexa, class Haemosporidia, family Plasmoiidae). The disease is transmitted by a dipteran vecto .... Because the initial testing during the chemi ...
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2,5-Dihydroxybenzoic Acid
Gentisic acid is a dihydroxybenzoic acid. It is a derivative of benzoic acid and a minor (1%) product of the metabolic break down of aspirin, excreted by the kidneys. It is also found in the African tree ''Alchornea cordifolia'' and in wine. Production Gentisic acid is produced by carboxylation of hydroquinone.Phillip M. Hudnall "Hydroquinone" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. 2005 Wiley-VCH, Weinheim. . :C6H4(OH)2 + CO2 → C6H3(CO2H)(OH)2 This conversion is an example of a Kolbe–Schmitt reaction. Alternatively the compound can be synthesized from salicylic acid via Elbs persulfate oxidation. Reactions In the presence of the enzyme gentisate 1,2-dioxygenase, gentisic acid reacts with oxygen to give maleylpyruvate: :2,5-dihydroxybenzoate + O2 \rightleftharpoons maleylpyruvate Applications As a hydroquinone, gentisic acid is readily oxidised and is used as an antioxidant excipient in some pharmaceutical preparations. In the labo ...
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2,6-Dihydroxybenzoic Acid
2,6-Dihydroxybenzoic acid (γ-resorcylic acid) is a dihydroxybenzoic acid. It is a very strong acid due to its intramolecular hydrogen Hydrogen is the chemical element with the symbol H and atomic number 1. Hydrogen is the lightest element. At standard conditions hydrogen is a gas of diatomic molecules having the formula . It is colorless, odorless, tasteless, non-toxic ... bonding. References Dihydroxybenzoic acids {{aromatic-stub ...
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3,4-Dihydroxybenzoic Acid
Protocatechuic acid (PCA) is a dihydroxybenzoic acid, a type of phenolic acid. It is a major metabolite of antioxidant polyphenols found in green tea. It has mixed effects on normal and cancer cells in ''in vitro'' and ''in vivo'' studies. Biological effects Protocatechuic acid (PCA) is antioxidant and anti-inflammatory. PCA extracted from ''Hibiscus sabdariffa'' protected against chemically induced liver toxicity ''in vivo''. ''In vitro'' testing documented antioxidant and anti-inflammatory activity of PCA, while liver protection ''in vivo'' was measured by chemical markers and histological assessment. PCA has been reported to induce apoptosis of human leukemia cells, as well as malignant HSG1 cells taken from human oral cavities, but PCA was found to have mixed effects on TPA-induced mouse skin tumours. Depending on the amount of PCA and the time before application, PCA could reduce or enhance tumour growth. Similarly, PCA was reported to increase proliferation and inhibit a ...
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3,5-Dihydroxybenzoic Acid
3,5-Dihydroxybenzoic acid (α-resorcylic acid) is a dihydroxybenzoic acid. It is a colorless solid. Preparation and occurrence It is prepared by disulfonation of benzoic acid followed by hydrolysis of the disulfonate. It is a metabolite of alkylresorcinols, first identified in human urine and can be quantified in urine and plasma, and may be an alternative, equivalent biomarker In biomedical contexts, a biomarker, or biological marker, is a measurable indicator of some biological state or condition. Biomarkers are often measured and evaluated using blood, urine, or soft tissues to examine normal biological processes, ... of whole grain wheat intake. References Dihydroxybenzoic acids Phenolic human metabolites {{phenol-stub ...
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Orsellinic Acid
Orsellinic acid, more specifically ''o''-orsellinic acid, is a phenolic acid. It is of importance in the biochemistry of lichens, from which it can be extracted. It is a common subunit of depsides. Chemistry It can be prepared by the oxidation of orsellaldehyde. This is also produced when everninic acid and ramalic acid is boiled with barium hydroxide Barium hydroxide is a chemical compound with the chemical formula Ba(OH)2. The monohydrate (''x'' = 1), known as baryta or baryta-water, is one of the principal compounds of barium. This white granular monohydrate is the usual commercial form. .... It forms colorless crystals in the form of needles which on rapid heating melt with decomposition in the neighborhood of 175 °C. [Sep 22, 2021: this citation to J Chromatog 511 needs to be revised because that paper makes no reference to crystals of orsellinic acid nor its melting point. In fact, the text never specifically mentions orsellinic acid: it simply appear ...
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