(s) 3 (4 hydroxyphenyl) 2 hydroxypropionic acid

(S)-3-(4-Hydroxyphenyl)-2-hydroxypropionic acid ((S)-3-(4-Hydroxyphenyl)lactic acid) (compound 1) is a metabolite found in the culture medium of Leuconostoc mesenteroides, exhibiting significant DPPH radical-scavenging and antioxidative activities.

2',3'-cGAMP sodium (2'-3'-cyclic GMP-AMP sodium) is a second messenger in cellular innate immunity, catalyzed by cGAMP synthase (cGAS) under DNA binding conditions. It binds to STING to form a dimer, inducing the production and expression of interferon-β and other cytokines.

2-Hydroxy-6-methoxybenzoic acid (6-Methoxysalicylic acid) may be employed as internal standard for the determination of acetylsalicylic acid (aspirin, ASA) and its major metabolite, salicylic acid (SA),and exhibits significant analgesic effects

3-Amino-4-hydroxybenzoic acid (3-amino-4-hydroxybenzenecarboxylic acid) is a useful research chemical.

3,5-Dibromo-4-methoxybenzoic acid was isolated from the Malagasy sponge Amphimedon sp.

Pyrrole-2-carboxylic acid (Minaline) was first identified as a degradation product of sialic acids, then as a derivative of the oxidation of the D-hydroxyproline isomers by mammalian D-amino acid oxidase. The latter relationship results from the lability of the direct oxidation product, A'-pyrroline-4-hydroxy-2-carboxylic acid, which loses water spontaneously to form the pyrrole. A similar reaction is catalyzed by the more specific allohydroxy-D-proline oxidase of Pseudomonas. In whole animal observations, pyrrole-2-carboxylate (PCA) ' was identified in rat or human urine after administration of the D-isomers of hydroxyproline, a finding ascribable to the action of D-amino acid oxidase. Urinary excretion of N-(pyrrole-2-carboxyl) glycine has been reported in a 5-year-old affected with type II hyperprolinemia; The child has mild developmental delay, recurrent seizures of the grand mal type and EEG alterations.

2-Hydroxyisobutyric acid (α-Hydroxyisobutyric acid) is a metabolite of methyl tert-butyl ether (MTBE). MTBE may be obtained through environmental exposure. MTBE is rapidly eliminated from the body, mainly through expired air as the unchanged compound. MTBE is to some extent metabolised to t-butyl alcohol (TBA) and formaldehyde and oxidised to 2-methyl-1,2-propanediol and a-hydroxy isobuturic acid. 2-Hydroxyisobutyric acid has been used as an arial bactericide.

4-Hydroxy-5-methyl-3-furanone (4-Hydroxy-5-methylfuran-3(2H)-one) is a natural product isolated from Eurycotis floridana.

2-Hydroxy-4-methoxybenzoic acid (2-Hydroxy-p-anisic Acid) is a predicted metabolite generated by BioTransformer1 that is produced by the metabolism of 3-(2-hydroxy-4-methoxyphenyl)propanoic acid. It is generated by unspecified-gutmicro enzyme via a beta-oxidation-of-carbxoylic-acid reaction. This beta-oxidation-of-carbxoylic-acid occurs in human gut microbiota.

3-Hydroxy-4-methoxyacetophenone (Acetoisovanillone) is an active P. spinosa extract. It possesses anti-inflammatory activity and prevented injuries due to administration of acetic acid in the colon.

2'-Hydroxy-4'-methylacetophenone, a phenolic compound isolated from Angelicae koreana roots, possesses acaricidal properties and can be used in the preparation of 4'-methyl-2'-[(p-tolylsulfonyl)oxy]acetophenone.

2-Hydroxystearic acid is a hydroxy fatty acid found in humans and U. armoricana. It reduces the growth of Ehrlich ascites tumor (EAT) cells in vitro when used at a concentration of 100 μM.

2',4'-Dimethylacetophenone is a chemical that can be used in biological research. The compound can be used in gas chromatography to detect aldosterone aroma in tobacco compounds and can be used to protect food products.

Anthraquinone-2-carboxylic acid acts as a potent anti-inflammatory and antinociceptive component in vivo, thus contributing to the immune regulatory role of fruits and herbs.

3-Aminopropionitrile fumarate (2:1) [β-Aminopropionitrile fumarate] is an organic compound and antirheumatic agent utilized in veterinary medicine.

2-Hydroxycinnamic acid is a natural product isolated from Angraecum fragrans, has photooxidant activity.

(S)-Leucic acid is an amino acid metabolite used as a muscle builder.

3-Hydroxyisovaleric acid (Beta-Hydroxyisovaleric acid) is an endogenous metabolite excreted in the urine and can serve as an early and sensitive indicator of biotin deficiency.

1-Hydroxy-2-naphthoic acid (ALPHA-HYDROXYNAPHTHOIC ACID) is a Metabolite from phenanthrene degradation.

2-Furoic acid (Furan-2-carboxylic acid) reduces serum cholesterol and triglyceride levels and exhibits anti-lipidemic effects.

2-(4-Methoxyphenyl)acetic acid, a plasma metabolite, is highly sensitive and specific and can be used as a bioindicator to differentiate non-small cell carcinoma patients from healthy controls.

2-METHYLVALERIC ACID is a natural product.

2-Methyltetrahydrofuran-3-one, also known as fema 3373 or tetrahydro-2-methyl-3-furanone, belongs to the class of organic compounds known as furanones.

Methyl 2-(1H-indol-3-yl)acetate (Methyl indole-3-acetate) is found in apple and isolated from immature seeds of beach pea (Lathyrus maritimus), Vicia amurensis, wild soybean (Glycine soja), lobiya (Vigna catiang var. sinensis), and hyacinth bean (Dolichos lablab).

4-aminobenzoic acid is an organic acid with UV-absorbing and antifibrotic properties. When exposed to light, 4-aminobenzoic acid absorbs UV light and releases excess energy through a photochemical reaction, which may cause DNA damage.4-aminobenzoic acid also increases oxygen uptake at the tissue level and may enhance monoamine oxidase (MAO) activity to promote serotonin degradation, which in excess may lead to fibrotic Changes.

Indole-3-carboxylic acid (3-Indoleformic acid) is a normal urinary indolic tryptophan metabolite .

3-Hydroxybutyric acid (Butanoic acid) (or beta-hydroxybutyrate) is a ketone body. Like the other ketone bodies (acetoacetate and acetone), levels of 3-hydroxybutyrate in blood and urine are raised in ketosis. In humans, 3-hydroxybutyrate is synthesized in the liver from acetyl-CoA and can be used as an energy source by the brain when blood glucose is low. Blood levels of 3-hydroxybutyric acid levels may be monitored in diabetic patients to look for diabetic ketoacidosis. Persistent mild hyperketonemia is a common finding in newborns. Ketone bodies serve as an indispensable source of energy for extrahepatic tissues, especially the brain and lung of developing mammals. Another important function of ketone bodies is to provide acetoacetyl-CoA and acetyl-CoA for the synthesis of cholesterol, fatty acids, and complex lipids. During the early postnatal period, acetoacetate (AcAc) and beta-hydroxybutyrate are preferred over glucose as substrates for synthesis of phospholipids and sphingolipids in accord with requirements for brain growth and myelination. Thus, during the first 2 weeks of postnatal development, when the accumulation of cholesterol and phospholipids accelerates, the proportion of ketone bodies incorporated into these lipids increases. On the other hand, an increased proportion of ketone bodies is utilized for cerebroside synthesis during the period of active myelination. In the lung, AcAc serves better than glucose as a precursor for the synthesis of lung phospholipids. The synthesized lipids, particularly dipalmitoylphosphatidylcholine, are incorporated into surfactant, and thus have a potential role in supplying adequate surfactant lipids to maintain lung function during the early days of life (PMID: 3884391 ). 3-Hydroxybutyric acid is found to be associated with fumarase deficiency and medium-chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism.

(E)-Oct-2-enoic acid (2-Octenoate) is an organic acid produced by hepatic microsomal oxidation of aliphatic aldehydes and is a metabolite naturally present in urine and plasma.

1. 2-Methoxycinnamic acid (o-Methoxycinnamic acid) can enhance inhibition of tyrosinase activity.

(R)-3-Hydroxybutanoic acid sodium ((R)-3-Hydroxybutyric acid) is a chiral precursor that can be used to synthesize biodegradable PHB and its copolyesters. (R)-3-Hydroxybutanoic acid sodium can be used as a nutrient in plants.

3-Indoleacetic acid sodium (Heteroauxin sodium salt) is a naturally occurring plant hormone of the auxin class. It can stimulate cell elongation and division, promoting plant growth and development. However, at high concentrations, it exhibits growth inhibiting effects, including epinasty and prevention of shoot and root growth. This latter effect formed the basis for which synthetic auxins were developed as herbicides and bioregulators in agriculture.

4-Methylcinnamic acid is a cinnamic acid analog that can be used as an intervention catalyst to overcome antifungal tolerance. 4-Methylcinnamic acid can improve the potency of cell wall-disrupting agents.

2-Hydroxyoctanoic acid is a medium-chain acyl-coenzyme A synthetase inhibitor (Ki:500 μM). 3-Hydroxymandelic acid is a protein hydrolysis product of larger proteins.

3-Methylvaleric Acid is an edible grade flavor present in tobacco.3-Methylvaleric Acid enhances intracellular cAMP accumulation and CRE-luciferase activity in CHO-K1 cells and HEK293 cells.

2-Isobutyl-3-methoxypyrazine (3-Isobutyl-2-methoxypyrazine) is a RIFM fragrance commonly used in the food and cosmetic industries.

2-Methylhexanoic acid is a flavouring ingredient.

(S)-3-Hydroxybutanoic acid (L-(+)-3-Hydroxybutyric acid) is a normal human metabolite that has been found elevated in geriatric patients remitting from depression. (S)-3-Hydroxybutanoic acid is synthesized in the liver from acetyl-CoA in humans, and can be used as an energy source by the brain when blood glucose is low.

4-Hydroxycyclohexanecarboxylic acid is a substrate of cyclohexanecarboxylic acid and is isolated from olive brine.

The combination of Valproic acid with Coumarin-3-carboxylic acid (3-Carboxycoumarin) suppresses the proliferation and migration of lung cancer cells via EGFR VEGFR2 c-Met-Akt-NF-κB signaling pathways; this combination may have a wide therapeutic and or adjuvant therapeutic application in the treatment of lung cancer.

L-Azetidine-2-carboxylic acid ((2S)-azetidine-2-carboxylic acid) is a toxic proline analogue produced by members of the Liliaceae and Agavaciae families.

2-Ethylhexyl trans-4-methoxycinnamate is a sunscreen agent.

(S)-Malic acid ((S)-2-Hydroxysuccinic acid) is a tart-tasting organic dicarboxylic acid found in many sour foods, such as apples, and contributes to the sourness of green apples and tartness of wine, although its concentration decreases with fruit ripeness (wikipedia). In its ionized form, it is called malate, an intermediate in the TCA cycle alongside fumarate, and can be formed from pyruvate through anaplerotic reactions. In humans, malic acid is derived from food sources and synthesized in the body via the citric acid cycle in mitochondria, playing a crucial role in energy production under both aerobic and anaerobic conditions. Under aerobic conditions, malate is oxidized to oxaloacetate, providing reducing equivalents via the malate-aspartate redox shuttle, while during anaerobic conditions, its simultaneous reduction to succinate and oxidation to oxaloacetate removes excess reducing equivalents, reversing hypoxia’s inhibition of glycolysis and energy production. Studies on rats have shown that tissue malate depletes following exhaustive physical activity, suggesting that malic acid deficiency may cause physical exhaustion. Administering malic acid to rats has been shown to elevate mitochondrial malate, increasing mitochondrial respiration and energy production.

Produced in the gut microflora as one of the three main metabolites formed from the catechin diet. Its use in the production of glycol benzoates for the application of plasticizer in adhesive formulations is increasing. It is also used in the manufacture

3-Hydroxyphenylacetic acid is a rutin metabolite and an antioxidant. It has a protective biological activity in human. It is a substrate of enzyme 4-hydroxyphenylacetate 3-monooxygenase [EC 1.14.13.3] in the pathway tyrosine metabolism. 3-Hydroxyphenylace

3-(3-Methoxyphenyl)propionic acid (3-Methoxyhydrocinnamic acid) is a naturally occurring human metabolite, It is an organic acid and excreted in human urine.

2-Methoxy-4-vinylphenol (2-Methoxy-4-vinylphenol) is a natural product.

Itaconic acid is a precursor for the synthesis of polymers, chemicals, and fuels, and has anti-inflammatory activity.Itaconic acid can be synthesized by fungi. It is also a macrophage-specific metabolite. It mediates crosstalk between macrophage metabolism and peritoneal tumors.

3-Phenylbutyric acid undergoes metabolism through initial oxidation processes involving both its benzene ring and side chain. It serves as an effective agent for the isolation of Rhodococcus rhodochrous PB1 from compost soil.