Exact Mass: 131.9993

Exact Mass Matches: 131.9993

Found 265 metabolites which its exact mass value is equals to given mass value 131.9993, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Glutaric acid

1,3-Propanedicarboxylic acid

C5H8O4 (132.0423)


Glutaric acid is a simple five-carbon linear dicarboxylic acid. Glutaric acid is naturally produced in the body during the metabolism of some amino acids, including lysine and tryptophan. Glutaric acid may cause irritation to the skin and eyes. When present in sufficiently high levels, glutaric acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Chronically high levels of glutaric acid are associated with at least three inborn errors of metabolism, including glutaric aciduria type I, malonyl-CoA decarboxylase deficiency, and glutaric aciduria type III. Glutaric aciduria type I (glutaric acidemia type I, glutaryl-CoA dehydrogenase deficiency, GA1, or GAT1) is an inherited disorder in which the body is unable to completely break down the amino acids lysine, hydroxylysine, and tryptophan due to a deficiency of mitochondrial glutaryl-CoA dehydrogenase (EC 1.3.99.7, GCDH). Excessive levels of their intermediate breakdown products (e.g. glutaric acid, glutaryl-CoA, 3-hydroxyglutaric acid, glutaconic acid) can accumulate and cause damage to the brain (and also other organs). Babies with glutaric acidemia type I are often born with unusually large heads (macrocephaly). Macrocephaly is amongst the earliest signs of GA1. GA1 also causes secondary carnitine deficiency because glutaric acid, like other organic acids, is detoxified by carnitine. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart, liver, and kidney abnormalities, seizures, coma, and possibly death. These are also the characteristic symptoms of untreated glutaric aciduria. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. Treatment of glutaric aciduria is mainly based on the restriction of lysine intake, supplementation of carnitine, and an intensification of therapy during intercurrent illnesses. The major principle of dietary treatment is to reduce the production of glutaric acid and 3-hydroxyglutaric acid by restriction of natural protein, in general, and of lysine, in particular (PMID: 17465389, 15505398). Glutaric acid has also been found in Escherichia (PMID: 30143200). Isolated from basidiomycete fungi and fruits of Prunus cerasus (CCD). Glutaric acid is found in many foods, some of which are red beetroot, common beet, soy bean, and tamarind. Glutaric acid, C5 dicarboxylic acid, is an intermediate during the catabolic pathways of lysine and tryptophan. Glutaric acid affects pericyte contractility and migration. Glutaric acid is an indicator of glutaric aciduria type I[1][2][3]. Glutaric acid, C5 dicarboxylic acid, is an intermediate during the catabolic pathways of lysine and tryptophan. Glutaric acid affects pericyte contractility and migration. Glutaric acid is an indicator of glutaric aciduria type I[1][2][3].

   

Oxaloacetate

2-oxobutanedioic acid

C4H4O5 (132.0059)


Oxalacetic acid, also known as oxaloacetic acid, keto-oxaloacetate or 2-oxobutanedioate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. Oxalacetic acid is a metabolic intermediate in many processes that occur in animals and plants. It takes part in gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, fatty acid synthesis and the citric acid cycle. Oxalacetic acid exists in all living species, ranging from bacteria to plants to humans. Within humans, oxalacetic acid participates in a number of enzymatic reactions. In particular, oxalacetic acid is an intermediate of the citric acid cycle, where it reacts with acetyl-CoA to form citrate, catalyzed by citrate synthase. It is also involved in gluconeogenesis and the urea cycle. In gluconeogenesis oxaloacetate is decarboxylated and phosphorylated by phosphoenolpyruvate carboxykinase and becomes 2-phosphoenolpyruvate using guanosine triphosphate (GTP) as phosphate source. In the urea cycle, malate is acted on by malate dehydrogenase to become oxaloacetate, producing a molecule of NADH. After that, oxaloacetate can be recycled to aspartate, as this recycling maintains the flow of nitrogen into the cell. In mice, injections of oxalacetic acid have been shown to promote brain mitochondrial biogenesis, activate the insulin signaling pathway, reduce neuroinflammation and activate hippocampal neurogenesis (PMID: 25027327). Oxalacetic acid has also been reported to reduce hyperglycemia in type II diabetes and to extend longevity in C. elegans (PMID: 25027327). Outside of the human body, oxalacetic acid has been detected, but not quantified in, several different foods, such as Persian limes, lemon balms, wild rice, canola, and peanuts. This could make oxalacetic acid a potential biomarker for the consumption of these foods. Oxalacetic acid, also known as ketosuccinic acid or oxaloacetate, belongs to short-chain keto acids and derivatives class of compounds. Those are keto acids with an alkyl chain the contains less than 6 carbon atoms. Thus, oxalacetic acid is considered to be a fatty acid lipid molecule. Oxalacetic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Oxalacetic acid can be synthesized from succinic acid. Oxalacetic acid can also be synthesized into oxaloacetic acid 4-methyl ester. Oxalacetic acid can be found in a number of food items such as daikon radish, sacred lotus, cucurbita (gourd), and tarragon, which makes oxalacetic acid a potential biomarker for the consumption of these food products. Oxalacetic acid can be found primarily in cellular cytoplasm, cerebrospinal fluid (CSF), and urine, as well as in human liver tissue. Oxalacetic acid exists in all living species, ranging from bacteria to humans. In humans, oxalacetic acid is involved in several metabolic pathways, some of which include the oncogenic action of succinate, the oncogenic action of 2-hydroxyglutarate, glycogenosis, type IB, and the oncogenic action of fumarate. Oxalacetic acid is also involved in several metabolic disorders, some of which include the oncogenic action of l-2-hydroxyglutarate in hydroxygluaricaciduria, transfer of acetyl groups into mitochondria, argininemia, and 2-ketoglutarate dehydrogenase complex deficiency. Moreover, oxalacetic acid is found to be associated with anoxia. C274 - Antineoplastic Agent > C177430 - Agent Targeting Cancer Metabolism C26170 - Protective Agent > C1509 - Neuroprotective Agent Oxaloacetic acid (2-Oxosuccinic acid) is a metabolic intermediate involved in several ways, such as citric acid cycle, gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, and fatty acid synthesis[1][2]. Oxaloacetic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=328-42-7 (retrieved 2024-10-17) (CAS RN: 328-42-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Oxaluric acid

2-hydroxy-2-[(C-hydroxycarbonimidoyl)imino]acetic acid

C3H4N2O4 (132.0171)


Oxalureate, also known as monooxalylurea or oxaluric acid, is a member of the class of compounds known as N-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom. Oxalureate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Oxalureate can be found in cocoa bean, which makes oxalureate a potential biomarker for the consumption of this food product. Oxalureate may be a unique E.coli metabolite.

   

2-Acetolactate

2-hydroxy-2-methyl-3-oxobutanoic acid

C5H8O4 (132.0423)


2-Acetolactate is involved in the butanoate metabolism and pantothenate and CoA biosynthesis pathways. In the butanoate metabolism pathway, 2-Acetolactate is created from 2-(alpha-Hydroxyethyl)thiamine diphosphate by acetolactate synthase [EC:2.2.1.6]. 2-Acetolactate is then converted to (R)-Acetoin by acetolactate decarboxylase [EC:4.1.1.5]. In the pantothenate and CoA pathway, 2-Acetolactate is irreversibly created from pyruvate by acetolactate synthase [EC:2.2.1.6]. 2-Acetolactate is then irreversibly converted to 2,3-Dihydroxy-3-methylbutanoate by ketol-acid reductoisomerase [EC:1.1.1.86]. 2-Acetolactate is involved in the butanoate metabolism and pantothenate and CoA biosynthesis pathways.

   

Deoxyribonolactone

(4S,5R)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

C5H8O4 (132.0423)


   

trans-2,3-Epoxysuccinate

(+/-)-THIOPENTALSODIUMSALT/SODIUMCARBONATE

C4H4O5 (132.0059)


   

4-Hydroxy-2-oxovalerate

4-Hydroxy-2-oxopentanoic acid

C5H8O4 (132.0423)


   

hydroxybutenedioic acid

2-Hydroxybut-2-enedioic acid

C4H4O5 (132.0059)


   

2-(hydroxymethyl)-4-oxobutanoic acid

2-(hydroxymethyl)-4-oxobutanoic acid

C5H8O4 (132.0423)


   

3-Hydroxy-3-methyl-2-oxobutanoic acid

3-Hydroxy-3-methyl-2-oxobutanoic acid

C5H8O4 (132.0423)


   

Pteridine

1,3,5,8-Tetraazanaphthalene

C6H4N4 (132.0436)


   

THTC

2-n-Tetrahydrothiophenecarboxylic acid

C5H8O2S (132.0245)


   

4,5-dihydroxypentane-2,3-dione

(4S)-4,5-Dihydroxy-2,3-pentanedione

C5H8O4 (132.0423)


   

5,6-Dihydro-5-fluorouracil

5-Fluorodihydrouracil, sodium salt

C4H5FN2O2 (132.0335)


5,6-Dihydro-5-fluorouracil is a metabolite of fluorouracil. Fluorouracil (5-FU or f5U) (sold under the brand names Adrucil, Carac, Efudix, Efudex and Fluoroplex) is a drug that is a pyrimidine analog which is used in the treatment of cancer. It is a suicide inhibitor and works through irreversible inhibition of thymidylate synthase. It belongs to the family of drugs called antimetabolites. It is typically administered with leucovorin. (Wikipedia)

   

(S)-2-Acetolactate

(2S)-2-hydroxy-2-methyl-3-oxobutanoic acid

C5H8O4 (132.0423)


(S)-2-Acetolactate is an intermediate in the biosynthesis of valine, leucine and isoleucine (KEGG ID C06010 ). It is the sixth to last step in the synthesis of protein and is converted from 2-hydroxy-3-methyl-2-oxobutanoate via the enzyme acetolactate synthase [EC:2.2.1.6]. It is then converted to 3-hydroxy-3-methyl-2-oxobutanoate via the enzyme ketol-acid reductoisomerase [EC:1.1.1.86]. [HMDB]. (S)-2-Acetolactate is found in many foods, some of which are chickpea, japanese persimmon, fruits, and star fruit. (S)-2-Acetolactate is an intermediate in the biosynthesis of valine, leucine and isoleucine (KEGG ID C06010 ). It is the sixth to last step in the synthesis of protein and is converted from 2-hydroxy-3-methyl-2-oxobutanoate via the enzyme acetolactate synthase [EC:2.2.1.6]. It is then converted to 3-hydroxy-3-methyl-2-oxobutanoate via the enzyme ketol-acid reductoisomerase [EC:1.1.1.86]. D018377 - Neurotransmitter Agents > D018847 - Opioid Peptides D018377 - Neurotransmitter Agents > D004399 - Dynorphins

   

Ethylmalonate

1,1-Propanedicarboxylic acid

C5H8O4 (132.0423)


Ethylmalonic acid, also known as alpha-carboxybutyric acid or ethylmalonate, is a member of the class of compounds known as branched fatty acids. Branched fatty acids are fatty acids containing one or more branched chains. Ethylmalonic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Ethylmalonic acid can be synthesized from malonic acid, and can be synthesized into (S)-ethylmalonyl-CoA and (R)-ethylmalonyl-CoA. Ethylmalonic acid can be found in blood, cerebrospinal fluid (CSF), and urine, as well as in human fibroblasts, prostate, and skeletal muscle tissues. Moreover, ethylmalonic acid is found to be associated with anorexia nervosa and malonyl-CoA decarboxylase deficiency. Ethylmalonic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Chronically high levels of ethylmalonic acid are associated with at least two inborn errors of metabolism, including short-chain acyl-CoA dehydrogenase deficiency (SCAD deficiency) and ethylmalonic encephalopathy. Ethylmalonic acid is identified in the urine of patients with short-chain acyl-CoA dehydrogenase deficiency, which is a fatty acid metabolism disorder. When present at sufficiently high levels, ethylmalonic acid can act as an acidogen and a metabotoxin. An acidogen is an acidic compound that induces acidosis, which has multiple adverse effects on many organ systems. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Ethylmalonic acid is an organic acid. Abnormally high levels of organic acids in the blood (organic acidemia), urine (organic aciduria), the brain, and other tissues lead to general metabolic acidosis. Acidosis typically occurs when arterial pH falls below 7.35. In infants with acidosis, the initial symptoms include poor feeding, vomiting, loss of appetite, weak muscle tone (hypotonia), and lack of energy (lethargy). These can progress to heart abnormalities, kidney abnormalities, liver damage, seizures, coma, and possibly death. These are also the characteristic symptoms of the untreated IEMs mentioned above. Many affected children with organic acidemias experience intellectual disability or delayed development. In adults, acidosis or acidemia is characterized by headaches, confusion, feeling tired, tremors, sleepiness, and seizures. Ethylmalonic acid is identified in the urine of patients with short-chain acyl-coenzyme A dehydrogenase deficiency, which is a fatty acid metabolism disorder. [HMDB] Ethylmalonic acid is non-carcinogenic potentially toxic and associated with anorexia nervosa and malonyl-CoA decarboxylase deficiency.

   

Methylsuccinate

(-)-(S)-alpha-Methylsuccinic acid

C5H8O4 (132.0423)


Methylsuccinic acid (CAS: 498-21-5) is a normal metabolite found in human fluids. Increased urinary levels of methylsuccinic acid (together with ethylmalonic acid) are the main biochemical measurable features in ethylmalonic encephalopathy (OMIM: 602473), a rare metabolic disorder with an autosomal recessive mode of inheritance that is clinically characterized by neuromotor delay, hyperlactic acidemia, recurrent petechiae, orthostatic acrocyanosis, and chronic diarrhea (PMID:12382164). The underlying biochemical defect involves isoleucine catabolism (PMID:9667231). Methylsuccinic acid levels were found to have decreased in the urine of animals under D-serine-induced nephrotoxicity (D-serine causes selective necrosis of the proximal straight tubules in the rat kidney) (PMID:15596249). Moreover, methylsuccinic acid is found to be associated with ethylmalonic encephalopathy, isovaleric acidemia, and medium-chain acyl-CoA dehydrogenase deficiency, which are also inborn errors of metabolism. Methylsuccinic acid is a normal metabolite found in human fluids. Increased urinary levels of Methylsuccinic acid (together with ethylmalonic acid) are the main biochemical measurable features in ethylmalonic encephalopathy (OMIM 602473 ), a rare metabolic disorder with an autosomal recessive mode of inheritance that is clinically characterized by neuromotor delay, hyperlactic acidemia, recurrent petechiae, orthostatic acrocyanosis, and chronic diarrhea. (PMID 12382164) T he underlying biochemical defect involves isoleucine catabolism. (PMID 9667231) 2-Methylsuccinic acid is a normal metabolite in human fluids and the main biochemical measurable features in ethylmalonic encephalopathy.

   

2-Deoxy-L-ribono-1,4-lactone

(4S,5R)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

C5H8O4 (132.0423)


2-Deoxy-L-ribono-1,4-lactone is found in herbs and spices. 2-Deoxy-L-ribono-1,4-lactone is a constituent of the fruit of Foeniculum vulgare (fennel). Constituent of the fruit of Foeniculum vulgare (fennel). 2-Deoxy-L-ribono-1,4-lactone is found in herbs and spices.

   

2-Hydroxy-4-oxopentanoic acid

PENTANOIC ACID, 2-HYDROXY-4-OXO-

C5H8O4 (132.0423)


2-Hydroxy-4-oxopentanoic acid is found in alcoholic beverages. 2-Hydroxy-4-oxopentanoic acid is formed in beer wort fermentation Alitretinoin (9-cis-retinoic acid) is a naturally-occurring endogenous retinoid indicated for topical treatment of cutaneous lesions in patients with AIDS-related Kaposis sarcoma. Alitretinoin inhibits the growth of Kaposis sarcoma (KS) cells in vitro. Retinoic acid is the oxidized form of Vitamin A. It functions in determining position along embryonic anterior/posterior axis in chordates. It acts through Hox genes, which ultimately control anterior/posterior patterning in early developmental stages. Retinoic acid acts by binding to heterodimers of the retinoic acid receptor (RAR) and the retinoid X receptor (RXR), which then bind to retinoic acid response elements (RAREs) in the regulatory regions of direct targets (including Hox genes), thereby activating gene transcription. Retinoic acid receptors mediate transcription of different sets of genes of cell differentiation, thus it also depends on the target cells. 2-Hydroxy-4-oxopentanoic acid is one of the target genes is the gene of the retinoic acid receptor itself which occurs during positive regulation. Control of retinoic acid levels is maintained by a suite of proteins. Retinoic acid is the oxidized form of Vitamin A. It functions in determining position along embryonic anterior/posterior axis in chordates. It acts through Hox genes, which ultimately controls anterior/posterior patterning in early developmental stages (PMID: 17495912). It is an important regulator of gene expression during growth and development, and in neoplasms. Tretinoin, also known as retinoic acid and derived from maternal vitamin A, is essential for normal growth and embryonic development. 2-Hydroxy-4-oxopentanoic acid is an excess of tretinoin can be teratogenic. It is used in the treatment of psoriasis; acne vulgaris; and several other skin diseases. It has also been approved for use in promyelocytic leukemia (leukemia, promyelocytic, acute). Formed in beer wort fermentation

   

2-C-Methyl-1,4-erythrono-D-lactone

2-C-Methyl-1,4-erythrono-D-lactone

C5H8O4 (132.0423)


Constituent of Trifolium incarnatum (crimson clover) and Phaseolus vulgaris (kidney bean). 2-C-Methyl-1,4-erythrono-D-lactone is found in many foods, some of which are tea, yellow wax bean, green bean, and pulses. (2xi,3xi)-4,5-Dihydro-3,4-dihydroxy-3-methyl-2(3H)-furanone is found in pulses. (2xi,3xi)-4,5-Dihydro-3,4-dihydroxy-3-methyl-2(3H)-furanone is isolated from chickpea Cicer arietinum.

   

Monoethyl malonic acid

Malonic acid monoethyl ester

C5H8O4 (132.0423)


Monoethyl malonic acid is an organic acid identified in the urine in a healthy pediatric population. (PMID 14708889) [HMDB] Monoethyl malonic acid is an organic acid identified in the urine in a healthy pediatric population. (PMID 14708889). 3-Ethoxy-3-oxopropanoic acid is an endogenous metabolite. 3-Ethoxy-3-oxopropanoic acid promotes plant growth[1].

   

2,4,6-Octatriynoic acid

octa-2,4,6-triynoic acid

C8H4O2 (132.0211)


2,4,6-Octatriynoic acid is found in mushrooms. 2,4,6-Octatriynoic acid is a constituent of Kuehneromyces mutabilis (two-toned wood tuft) and Russula vesca (bare-toothed russule) Constituent of Kuehneromyces mutabilis (two-toned wood tuft) and Russula vesca (bare-toothed russule). 2,4,6-Octatriynoic acid is found in mushrooms.

   

Dimethylmalonic acid

Hydrogen 2,2-dimethylmalonate

C5H8O4 (132.0423)


Dimethylmalonic acid is a dicarboxylic acid that is malonic acid in which both methylene hydrogens have been replaced by methyl groups. It has a role as a fatty acid synthesis inhibitor. Dimethylmalonic acid, also known as 2,2-dimethylmalonate or propanedioate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. Dimethylmalonic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Dimethylmalonic acid is a short-chain dicarboxylic acid occasionally found in human serum (PMID 7762817). Dimethylmalonic acid is a short-chain dicarboxylic acid in human serum. Dimethylmalonic acid is also a volatile organic compound detected in alveolar breath[1].

   

2,3-Dihydro-5-methyl-3-thiophenethiol

4-mercapto-2-Methyl-4,5-dihydrothiophene

C5H8S2 (132.0067)


2,3-Dihydro-5-methyl-3-thiophenethiol is a component of roast meat aroma models. Possesses a rubbery, meaty aroma. Component of roast meat aroma models. Possesses a rubbery, meaty aroma

   

4,5-Dihydro-2-methyl-3-thiophenethiol

3-mercapto-2-Methyl-4,5-dihydrothiophene

C5H8S2 (132.0067)


4,5-Dihydro-2-methyl-3-thiophenethiol is a constituent of meat odour model systems. Possesses a roasted meat aroma. Constituent of meat odour model systems. Possesses a roasted meat aroma

   

4,5-Dihydro-5-methyl-3-thiophenethiol

4-mercapto-2-Methyl-2,3-dihydrothiophene

C5H8S2 (132.0067)


4,5-Dihydro-5-methyl-3-thiophenethiol is a component of meat odour models. Possesses a roasted meat aroma. Component of meat odour models. Possesses a roasted meat aroma

   

3-Methyl sulfolene

3-methyl-2,5-dihydro-1λ⁶-thiophene-1,1-dione

C5H8O2S (132.0245)


3-methyl sulfolane is a sulfur source for bacteria species Shinella yambaruensis (PMID: 19244436)

   

3H-Indazol-3-one

3H-INDAZOL-3-ONE

C7H4N2O (132.0324)


   

Monomethyl succinate

Butanedioic acid monomethyl ester

C5H8O4 (132.0423)


   

Dimethyl malonate

1,3-dimethyl propanedioate

C5H8O4 (132.0423)


Dimethyl malonate, also known as dimethyl malonic acid, belongs to dicarboxylic acids and derivatives class of compounds. Those are organic compounds containing exactly two carboxylic acid groups. Dimethyl malonate is soluble (in water) and a very weakly acidic compound (based on its pKa). Dimethyl malonate is a fruity tasting compound found in pineapple, which makes dimethyl malonate a potential biomarker for the consumption of this food product. Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1]. Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1].

   

Fluorodihydrouracil

1-fluoro-1,3-diazinane-2,4-dione

C4H5FN2O2 (132.0335)


   

Pyrimido[5,4-d]pyrimidine

pyrimido[5,4-d][1,3]diazine

C6H4N4 (132.0436)


   

Formyl 3-hydroxybutanoate

Formyl 3-hydroxybutanoic acid

C5H8O4 (132.0423)


   

Oxaloacetate

Oxaloacetic acid

C4H4O5 (132.0059)


Oxaloacetic acid (2-Oxosuccinic acid) is a metabolic intermediate involved in several ways, such as citric acid cycle, gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, and fatty acid synthesis[1][2]. Oxaloacetic acid (2-Oxosuccinic acid) is a metabolic intermediate involved in several ways, such as citric acid cycle, gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, and fatty acid synthesis[1][2].

   

2-Deoxy-D-ribono-1,4-lactone

(4S,5R)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

C5H8O4 (132.0423)


   

SCHEMBL7305255

SCHEMBL7305255

C5H8O4 (132.0423)


   

3,4-dihydroxy-2-methylidenebutanoic acid

3,4-dihydroxy-2-methylidenebutanoic acid

C5H8O4 (132.0423)


   

SCHEMBL21350260

SCHEMBL21350260

C5H8O4 (132.0423)


   

2-Acetoxypropanoic acid

2-Acetoxypropanoic acid

C5H8O4 (132.0423)


   

3-hydroxy-5-hydroxymethyl-dihydro-furan-2-one

3-hydroxy-5-hydroxymethyl-dihydro-furan-2-one

C5H8O4 (132.0423)


   

4-Methoxy-4-oxobutanoic acid

4-Methoxy-4-oxobutanoic acid

C5H8O4 (132.0423)


   

3,4-Dihydroxy-5-methyl-dihydrofuran-2-one

3,4-Dihydroxy-5-methyl-dihydrofuran-2-one

C5H8O4 (132.0423)


   

1,3,5-Trisilinane

1,3,5-Trisilinane

C3H12Si3 (132.0247)


   

4-methyl-2-pentenoyl chloride

4-methyl-2-pentenoyl chloride

C6H9ClO (132.0342)


   

SCHEMBL9144805

SCHEMBL9144805

C5H8O4 (132.0423)


   

Dimethyl malonate

Dimethyl malonate

C5H8O4 (132.0423)


Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1]. Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1].

   

5-hydroxy-4-oxopentanoic acid

5-hydroxy-4-oxopentanoic acid

C5H8O4 (132.0423)


   

5-hydroxy-2-oxopentanoic acid

5-hydroxy-2-oxopentanoic acid

C5H8O4 (132.0423)


   

Dimethyl_malonate

PROPANEDIOIC ACID,DIMETHYL ESTER (MALONIC ACID,DIMETHYL ESTER)

C5H8O4 (132.0423)


Dimethyl malonate is a natural product found in Astragalus mongholicus, Myrtus communis, and Astragalus membranaceus with data available. Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1]. Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1].

   

Methylsuccinic acid

(2S)-2-methylbutanedioic acid

C5H8O4 (132.0423)


Acquisition and generation of the data is financially supported in part by CREST/JST. 2-Methylsuccinic acid is a normal metabolite in human fluids and the main biochemical measurable features in ethylmalonic encephalopathy.

   

ETHYLMALONIC ACID

2-ethyl-propanedioic acid

C5H8O4 (132.0423)


A dicarboxylic acid obtained by substitution of one of the methylene hydrogens of malonic acid by an ethyl group. Ethylmalonic acid is non-carcinogenic potentially toxic and associated with anorexia nervosa and malonyl-CoA decarboxylase deficiency.

   

GLUTARIC ACID

GLUTARIC ACID

C5H8O4 (132.0423)


An alpha,omega-dicarboxylic acid that is a linear five-carbon dicarboxylic acid. Glutaric acid, C5 dicarboxylic acid, is an intermediate during the catabolic pathways of lysine and tryptophan. Glutaric acid affects pericyte contractility and migration. Glutaric acid is an indicator of glutaric aciduria type I[1][2][3]. Glutaric acid, C5 dicarboxylic acid, is an intermediate during the catabolic pathways of lysine and tryptophan. Glutaric acid affects pericyte contractility and migration. Glutaric acid is an indicator of glutaric aciduria type I[1][2][3].

   

Oxalacetic acid

2-oxobutanedioic acid

C4H4O5 (132.0059)


C274 - Antineoplastic Agent > C177430 - Agent Targeting Cancer Metabolism C26170 - Protective Agent > C1509 - Neuroprotective Agent Oxaloacetic acid (2-Oxosuccinic acid) is a metabolic intermediate involved in several ways, such as citric acid cycle, gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, and fatty acid synthesis[1][2]. Oxaloacetic acid (2-Oxosuccinic acid) is a metabolic intermediate involved in several ways, such as citric acid cycle, gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, and fatty acid synthesis[1][2].

   

Monoethyl malonic acid

3-Ethoxy-3-oxopropanoic acid

C5H8O4 (132.0423)


3-Ethoxy-3-oxopropanoic acid is an endogenous metabolite. 3-Ethoxy-3-oxopropanoic acid promotes plant growth[1].

   

DIMETHYLMALONIC ACID

2,2-Dimethylmalonic acid

C5H8O4 (132.0423)


Dimethylmalonic acid is a short-chain dicarboxylic acid in human serum. Dimethylmalonic acid is also a volatile organic compound detected in alveolar breath[1].

   

Oxaloacetic acid

Oxaloacetic acid

C4H4O5 (132.0059)


An oxodicarboxylic acid that is succinic acid bearing a single oxo group.

   

Glutaric acid (Not validated)

Glutaric acid (Not validated)

C5H8O4 (132.0423)


Annotation level-2

   

Glutarate

GLUTARIC ACID

C5H8O4 (132.0423)


Glutaric acid, C5 dicarboxylic acid, is an intermediate during the catabolic pathways of lysine and tryptophan. Glutaric acid affects pericyte contractility and migration. Glutaric acid is an indicator of glutaric aciduria type I[1][2][3]. Glutaric acid, C5 dicarboxylic acid, is an intermediate during the catabolic pathways of lysine and tryptophan. Glutaric acid affects pericyte contractility and migration. Glutaric acid is an indicator of glutaric aciduria type I[1][2][3].

   

Ethylmalonate

ETHYLMALONIC ACID

C5H8O4 (132.0423)


Ethylmalonic acid is non-carcinogenic potentially toxic and associated with anorexia nervosa and malonyl-CoA decarboxylase deficiency.

   

3,5-Dimethoxyphenol

3,5-Dimethoxyphenol

C5H8O4 (132.0423)


   

Perfluoroacetyl chloride

Perfluoroacetyl chloride

C2ClF3O (131.959)


   

Pyrotartarate

(S)-2-HYDROXY-2-METHYLSUCCINIC ACID

C5H8O4 (132.0423)


2-Methylsuccinic acid is a normal metabolite in human fluids and the main biochemical measurable features in ethylmalonic encephalopathy.

   

Dimethylmalonate

2,2-dimethylpropanedioic acid

C5H8O4 (132.0423)


Dimethylmalonic acid is a short-chain dicarboxylic acid in human serum. Dimethylmalonic acid is also a volatile organic compound detected in alveolar breath[1].

   

3,4-dihydroxy-3-methyloxolan-2-one

3,4-dihydroxy-3-methyloxolan-2-one

C5H8O4 (132.0423)


   

2,4,6-Octatriynoic acid

octa-2,4,6-triynoic acid

C8H4O2 (132.0211)


   

L-erythro-Form

4,5-dihydro-4-Hydroxy-5-(hydroxymethyl)-2(3H)-furanone

C5H8O4 (132.0423)


   

Pelor

Diammonium hydrogen phosphate ((NH4)2HPO4)

H9N2O4P (132.03)


D000074385 - Food Ingredients > D005503 - Food Additives D016573 - Agrochemicals > D005308 - Fertilizers

   

Dolamin

Sulfuric acid ammonium salt (1:2)

H8N2O4S (132.0205)


   

5-methyl-2,3-dihydrothiophene-3-thiol

4-mercapto-2-Methyl-4,5-dihydrothiophene

C5H8S2 (132.0067)


   

4,5-Dihydro-2-methyl-3-thiophenethiol

3-mercapto-2-Methyl-4,5-dihydrothiophene

C5H8S2 (132.0067)


   

4,5-Dihydro-5-methyl-3-thiophenethiol

4-mercapto-2-Methyl-2,3-dihydrothiophene

C5H8S2 (132.0067)


   

Acetolactic acid

PENTANOIC ACID, 2-HYDROXY-4-OXO-

C5H8O4 (132.0423)


   

3-Methyl sulfolene

3-methyl-2,5-dihydro-1$l^{6}-thiophene-1,1-dione

C5H8O2S (132.0245)


   

FA 5:1;O2

(4S)-4-hydroxy-2-ketovaleric acid;(4S)-4-hydroxy-2-oxovaleric acid;(S)-4-hydroxy-2-ketopentanoic acid

C5H8O4 (132.0423)


D018377 - Neurotransmitter Agents > D018847 - Opioid Peptides D018377 - Neurotransmitter Agents > D004399 - Dynorphins 2-Methylsuccinic acid is a normal metabolite in human fluids and the main biochemical measurable features in ethylmalonic encephalopathy. Ethylmalonic acid is non-carcinogenic potentially toxic and associated with anorexia nervosa and malonyl-CoA decarboxylase deficiency.

   

FA 8:6

octa-2,4,6-triynoic acid

C8H4O2 (132.0211)


   

FA 4:2;O3

2-Hydroxybut-2-enedioic acid

C4H4O5 (132.0059)


C274 - Antineoplastic Agent > C177430 - Agent Targeting Cancer Metabolism C26170 - Protective Agent > C1509 - Neuroprotective Agent Oxaloacetic acid (2-Oxosuccinic acid) is a metabolic intermediate involved in several ways, such as citric acid cycle, gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, and fatty acid synthesis[1][2]. Oxaloacetic acid (2-Oxosuccinic acid) is a metabolic intermediate involved in several ways, such as citric acid cycle, gluconeogenesis, the urea cycle, the glyoxylate cycle, amino acid synthesis, and fatty acid synthesis[1][2].

   

2-PROPYLACRYLOYL CHLORIDE

2-PROPYLACRYLOYL CHLORIDE

C6H9ClO (132.0342)


   

Thiourea, N-(aminoiminomethyl)-N-methyl- (9CI)

Thiourea, N-(aminoiminomethyl)-N-methyl- (9CI)

C3H8N4S (132.047)


   

Thiophene, 2,3-diethynyl- (9CI)

Thiophene, 2,3-diethynyl- (9CI)

C8H4S (132.0034)


   

Aluminum Glycinate

Aluminum Glycinate

C2H3AlNO4 (131.9877)


   

3-Bromo-1-butyne

3-Bromo-1-butyne

C4H5Br (131.9575)


   

3H-INDAZOL-3-ONE

3H-INDAZOL-3-ONE

C7H4N2O (132.0324)


   

1-bromobut-1-yne

1-bromobut-1-yne

C4H5Br (131.9575)


   

hex-5-enoyl chloride

hex-5-enoyl chloride

C6H9ClO (132.0342)


   

Pyrimido[4,5-d]pyrimidine (8CI,9CI)

Pyrimido[4,5-d]pyrimidine (8CI,9CI)

C6H4N4 (132.0436)


   

Pyrimido[4,5-d]pyridazine (7CI,8CI,9CI)

Pyrimido[4,5-d]pyridazine (7CI,8CI,9CI)

C6H4N4 (132.0436)


   

Pyrimidine, 5-chloro-2-fluoro- (9CI)

Pyrimidine, 5-chloro-2-fluoro- (9CI)

C4H2ClFN2 (131.9891)


   

5-methoxy-1,3,4-thiadiazol-2(3H)-one

2-METHANESULFONYL-5-(TRIFLUOROMETHYL)-1,3,4-THIADIAZOLE

C3H4N2O2S (131.9993)


   

3-AMINO-N-METHYL-3-THIOXOPROPANAMIDE

3-AMINO-N-METHYL-3-THIOXOPROPANAMIDE

C4H8N2OS (132.0357)


   

1,2,3-Trifluorobenzene

1,2,3-Trifluorobenzene

C6H3F3 (132.0187)


   

1,3,5-Trifluorobenzene

1,3,5-Trifluorobenzene

C6H3F3 (132.0187)


   

(4S)-4-(Methoxymethyl)-1,3-dioxolan-2-one

(4S)-4-(Methoxymethyl)-1,3-dioxolan-2-one

C5H8O4 (132.0423)


   

2,5-Furandione,3-chloro-

2,5-Furandione,3-chloro-

C4HClO3 (131.9614)


   

1,2,3,3,3-pentafluoropropene

1,2,3,3,3-pentafluoropropene

C3HF5 (131.9998)


   

2H-Imidazole-2-thione,1,3-dihydro-4,5-dihydroxy-

2H-Imidazole-2-thione,1,3-dihydro-4,5-dihydroxy-

C3H4N2O2S (131.9993)


   

3-methylazetidine-3-carbonitrile hydrochloride

3-methylazetidine-3-carbonitrile hydrochloride

C5H9ClN2 (132.0454)


   

1-Methylimidazole-4,5-dicarbonitrile

1-Methylimidazole-4,5-dicarbonitrile

C6H4N4 (132.0436)


   

1-methylcyclobutane-1-carbonyl chloride

1-methylcyclobutane-1-carbonyl chloride

C6H9ClO (132.0342)


   

benziMidazol-2-one

benziMidazol-2-one

C7H4N2O (132.0324)


   

(R)-PYRROLIDINE-2-CARBONITRILE HYDROCHLORIDE

(R)-PYRROLIDINE-2-CARBONITRILE HYDROCHLORIDE

C5H9ClN2 (132.0454)


   

Pyrimidine, 4-chloro-2-fluoro- (9CI)

Pyrimidine, 4-chloro-2-fluoro- (9CI)

C4H2ClFN2 (131.9891)


   

(5-chlorofuran-2-yl)methanol

(5-chlorofuran-2-yl)methanol

C5H5ClO2 (131.9978)


   

1,1,3,3,3-Pentafluoropropene

1,1,3,3,3-Pentafluoropropene

C3HF5 (131.9998)


   

1,2,2,2-TETRAFLUOROETHYL METHYL ETHER

1,2,2,2-TETRAFLUOROETHYL METHYL ETHER

C3H4F4O (132.0198)


   

(R)-(+)-Methylsuccinic Acid

(R)-(+)-Methylsuccinic Acid

C5H8O4 (132.0423)


   

4-Chloro-5-fluoropyrimidine

4-Chloro-5-fluoropyrimidine

C4H2ClFN2 (131.9891)


   

malate(2-)

malate(2-)

C4H4O5 (132.0059)


A C4-dicarboxylate resulting from deprotonation of both carboxy groups of malic acid.

   

Methylene diacetate

Methylene diacetate

C5H8O4 (132.0423)


   

Ammonium sulfate-15N2

Ammonium sulfate-15N2

H8N2O4S (132.0205)


   

Cyclopentanecarbonyl chloride

Cyclopentanecarbonyl chloride

C6H9ClO (132.0342)


   

Bis[(2H3)methyl] sulfate

Bis[(2H3)methyl] sulfate

C2D6O4S (132.0363)


   

Tricyanoaminopropene

Tricyanoaminopropene

C6H4N4 (132.0436)


   

5-(Chloromethyl)-3-methyl-1,2,4-oxadiazole

5-(Chloromethyl)-3-methyl-1,2,4-oxadiazole

C4H5ClN2O (132.009)


   

1-Aminocyclobutanecarbonitrile hydrochloride

1-Aminocyclobutanecarbonitrile hydrochloride

C5H9ClN2 (132.0454)


   

4-Formylnicotinonitrile

4-Formylnicotinonitrile

C7H4N2O (132.0324)


   

5-Formylpicolinonitrile

5-Formylpicolinonitrile

C7H4N2O (132.0324)


   

Pyrimido[5,4-d]pyrimidine

Pyrimido[5,4-d]pyrimidine (7CI,8CI,9CI)

C6H4N4 (132.0436)


   

1,2,4-Thiadiazole-5(2H)-thione, 3-methyl-

1,2,4-Thiadiazole-5(2H)-thione, 3-methyl-

C3H4N2S2 (131.9816)


   

2-chloromethyl thiophene

2-chloromethyl thiophene

C5H5ClS (131.98)


   

ammonium polysulfide

ammonium polysulfide

H8N2S3 (131.985)


   

cis-Epoxysuccinic Acid

cis-Epoxysuccinic Acid

C4H4O5 (132.0059)


   

3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole

3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole

C4H5ClN2O (132.009)


   

Pyrimidin-2-ol hydrochloride

Pyrimidin-2-ol hydrochloride

C4H5ClN2O (132.009)


   

5-(2-Chloroethyl)tetrazole

5-(2-Chloroethyl)tetrazole

C3H5ClN4 (132.0203)


   

1-Bromo-2-butyne

1-Bromo-2-butyne

C4H5Br (131.9575)


   

4-(chlorophenyl) -2 3 5 6-d4 98 atom \\%d

4-(chlorophenyl) -2 3 5 6-d4 98 atom \\%d

C6HClD4O (132.028)


   

Ammonium dihydrogen phosphate-15N

Ammonium dihydrogen phosphate-15N

H9N2O4P (132.03)


   

(S)-Pyrrolidine-2-carbonitrile hydrochloride

(S)-Pyrrolidine-2-carbonitrile hydrochloride

C5H9ClN2 (132.0454)


   

2-(Acetyloxy)-propanoic acid

2-(Acetyloxy)-propanoic acid

C5H8O4 (132.0423)


   

Thian-4-one S-oxide

Thian-4-one S-oxide

C5H8O2S (132.0245)


   

potassium ethynyltrifluoroborate

potassium ethynyltrifluoroborate

C2HBF3K (131.976)


   

2-Pyrrolidinecarbonitrile hydrochloride

2-Pyrrolidinecarbonitrile hydrochloride

C5H9ClN2 (132.0454)


   

POTASSIUMPHENOLATE

POTASSIUMPHENOLATE

C6H5KO (131.9977)


   

(3R)-pyrrolidine-3-carbonitrile,hydrochloride

(3R)-pyrrolidine-3-carbonitrile,hydrochloride

C5H9ClN2 (132.0454)


   

(3S)-pyrrolidine-3-carbonitrile,hydrochloride

(3S)-pyrrolidine-3-carbonitrile,hydrochloride

C5H9ClN2 (132.0454)


   

Ethanesulfonic acid,sodium salt (1:1)

Ethanesulfonic acid,sodium salt (1:1)

C2H5NaO3S (131.9857)


   

3-chloro-6-fluoropyridazine

3-chloro-6-fluoropyridazine

C4H2ClFN2 (131.9891)


   

5-Formylnicotinonitrile

5-Formylnicotinonitrile

C7H4N2O (132.0324)


   

5-Amino-4-chloro-3-methylisoxazole

5-Amino-4-chloro-3-methylisoxazole

C4H5ClN2O (132.009)


   

3-(chloromethyl)thiophene

3-(chloromethyl)thiophene

C5H5ClS (131.98)


   

but-3-ynyl carbonochloridate

but-3-ynyl carbonochloridate

C5H5ClO2 (131.9978)


   

1,4-Dioxane-2-carboxylic acid

1,4-Dioxane-2-carboxylic acid

C5H8O4 (132.0423)


   

UNII:1134E5H2KV

UNII:1134E5H2KV

C6H9ClO (132.0342)


   

2-Chloro-3-methylthiophene

2-Chloro-3-methylthiophene

C5H5ClS (131.98)


   

Pyrido[2,3-e][1,2,4]triazine

Pyrido[2,3-e][1,2,4]triazine

C6H4N4 (132.0436)


   

2-Chloro-1,3-cyclopentanedione

2-Chloro-1,3-cyclopentanedione

C5H5ClO2 (131.9978)


   

1H-Imidazole-2-carbonyl chloride,4,5-dihydro-

1H-Imidazole-2-carbonyl chloride,4,5-dihydro-

C4H5ClN2O (132.009)


   

6-Formylpicolinonitrile

6-Formylpicolinonitrile

C7H4N2O (132.0324)


   

2-Formylisonicotinonitrile

2-Formylisonicotinonitrile

C7H4N2O (132.0324)


   

3-Methoxy-2-methyl-3-oxopropanoic acid

3-Methoxy-2-methyl-3-oxopropanoic acid

C5H8O4 (132.0423)


   

1,1,2,3,3-pentafluoropropene

1,1,2,3,3-pentafluoropropene

C3HF5 (131.9998)


   

2-Chlorophenol-3,4,5,6 D4

2-Chlorophenol-3,4,5,6 D4

C6HClD4O (132.028)


   

6-Formylnicotinonitrile

6-Formylnicotinonitrile

C7H4N2O (132.0324)


   

5-Amino-1,3-thiazole-2(3H)-thione

5-Amino-1,3-thiazole-2(3H)-thione

C3H4N2S2 (131.9816)


   

2-Chlor-5-methylthiophen

2-Chlor-5-methylthiophen

C5H5ClS (131.98)


   

(+/-)-1-PHENYL-3-AZABICYCLO[3.1.0]HEXANE

(+/-)-1-PHENYL-3-AZABICYCLO[3.1.0]HEXANE

C5H8O4 (132.0423)


   

3-Cyclopropylpropanoyl chloride

3-Cyclopropylpropanoyl chloride

C6H9ClO (132.0342)


   

1-(aminomethyl)cyclopropanecarbonitrile hcl

1-(aminomethyl)cyclopropanecarbonitrile hcl

C5H9ClN2 (132.0454)


   

ethane-1,2-diamine,dihydrochloride

ethane-1,2-diamine,dihydrochloride

C2H10Cl2N2 (132.0221)


   

2-chloro-4-fluoropyrimidine

2-chloro-4-fluoropyrimidine

C4H2ClFN2 (131.9891)


   

sodium 1-hydroxyethanesulphinate

sodium 1-hydroxyethanesulphinate

C2H5NaO3S (131.9857)


   

chlorodifluoroacetaldehyde hydrate

chlorodifluoroacetaldehyde hydrate

C2H3ClF2O2 (131.979)


   

L-threo-Pentonic acid, 2-deoxy-, .gamma.-lactone

L-threo-Pentonic acid, 2-deoxy-, .gamma.-lactone

C5H8O4 (132.0423)


   

(2R)-Tetrahydro-2-furancarbothioic S-acid

(2R)-Tetrahydro-2-furancarbothioic S-acid

C5H8O2S (132.0245)


   

THIODIGLYCOLIC ANHYDRIDE

THIODIGLYCOLIC ANHYDRIDE

C4H4O3S (131.9881)


   

1,2,4-Trifluorobenzene

1,2,4-Trifluorobenzene

C6H3F3 (132.0187)


   

5-(chloromethyl)-2-methyltetrazole

5-(chloromethyl)-2-methyltetrazole

C3H5ClN4 (132.0203)


   

Pyrimido[5,4-c]pyridazine (7CI,8CI,9CI)

Pyrimido[5,4-c]pyridazine (7CI,8CI,9CI)

C6H4N4 (132.0436)


   
   

(s)-(-)-2-acetoxypropionic acid

(s)-(-)-2-acetoxypropionic acid

C5H8O4 (132.0423)


   

3-Formyl-2-pyridinecarbonitrile

3-Formyl-2-pyridinecarbonitrile

C7H4N2O (132.0324)


   

4-formylpicolinonitrile

4-formylpicolinonitrile

C7H4N2O (132.0324)


   

1H-Imidazole, zinc salt(2:1)

1H-Imidazole, zinc salt(2:1)

C3H4N2Zn++ (131.9666)


   

2(1H)-Pyrimidinethione,tetrahydro-5-hydroxy-

2(1H)-Pyrimidinethione,tetrahydro-5-hydroxy-

C4H8N2OS (132.0357)


   

Pentanal, 3-mercapto-4-oxo- (9CI)

Pentanal, 3-mercapto-4-oxo- (9CI)

C5H8O2S (132.0245)


   

3-Methyl-2,5-dihydrothiophene 1,1-dioxide

Thiophene,2,5-dihydro-3-methyl-, 1,1-dioxide

C5H8O2S (132.0245)


   

2,2,3,3-Tetrafluoro-1-propanol

2,2,3,3-Tetrafluoro-1-propanol

C3H4F4O (132.0198)


   

Sodium benzenethiolate

Sodium benzenethiolate

C6H5NaS (132.001)


   

tetramethylgermanium

tetramethylgermanium

C4H12Ge (132.016)


   

4,5-Dimethyl-1H-imidazolhydrochlorid

4,5-Dimethyl-1H-imidazolhydrochlorid

C5H9ClN2 (132.0454)


   

2-Chloro-5-fluoropyrimidine

2-Chloro-5-fluoropyrimidine

C4H2ClFN2 (131.9891)


   

4-Bromo-1-butyne

4-Bromo-1-butyne

C4H5Br (131.9575)


   

Ethylenediamine dihydrochloride

ethane-1,2-diaminium dichloride

C2H10Cl2N2 (132.0221)


   

3-chloro-1,1,1-trifluoropropane

3-chloro-1,1,1-trifluoropropane

C3H4ClF3 (131.9954)


   

Poly(perfluoropropylene Oxide)

Poly(perfluoropropylene Oxide)

C3H4F4O (132.0198)


   

2,5-Dihydroxy-4-pentanolide

2,5-Dihydroxy-4-pentanolide

C5H8O4 (132.0423)


   

AMMONIUM NONOXYNOL-4 SULFATE

AMMONIUM NONOXYNOL-4 SULFATE

(NH4)2SO4 (132.0205)


   

C-(1H-Pyrrol-3-yl)-methylamine hydrochloride

C-(1H-Pyrrol-3-yl)-methylamine hydrochloride

C5H9ClN2 (132.0454)


   

(R)-(+)-3-HYDROXY-3-PHENYLPROPIONICACID

(R)-(+)-3-HYDROXY-3-PHENYLPROPIONICACID

C5H8O4 (132.0423)


   

2-Butyn-1-yl carbonochloridate

2-Butyn-1-yl carbonochloridate

C5H5ClO2 (131.9978)


   

1-Chloro-2-methyl-3-pentyn-2-ol

1-Chloro-2-methyl-3-pentyn-2-ol

C6H9ClO (132.0342)


   

Pyrimido[4,5-c]pyridazine (7CI,8CI,9CI)

Pyrimido[4,5-c]pyridazine (7CI,8CI,9CI)

C6H4N4 (132.0436)


   

Acetic acid, (2-propenylthio)-

Acetic acid, (2-propenylthio)-

C5H8O2S (132.0245)


   

Pyrimidine, 4-chloro-6-fluoro- (9CI)

Pyrimidine, 4-chloro-6-fluoro- (9CI)

C4H2ClFN2 (131.9891)


   

2-AMINOTHIAZOLE-5-THIOL

2-AMINOTHIAZOLE-5-THIOL

C3H4N2S2 (131.9816)


   

1,1,2,2-Tetrafluoroethyl methyl ether

1,1,2,2-Tetrafluoroethyl methyl ether

C3H4F4O (132.0198)


   

2-Mercapto-5-methyl-1,3,4-thiadiazole

2-Mercapto-5-methyl-1,3,4-thiadiazole

C3H4N2S2 (131.9816)


   

2-(Chloromethyl)-5-methyl-1,3,4-oxadiazole

2-(Chloromethyl)-5-methyl-1,3,4-oxadiazole

C4H5ClN2O (132.009)


   

(1H-Pyrrol-2-yl)methanamine hydrochloride

(1H-Pyrrol-2-yl)methanamine hydrochloride

C5H9ClN2 (132.0454)


   

(5-Fluorothiophen-2-yl)methanol

(5-Fluorothiophen-2-yl)methanol

C5H5FOS (132.0045)


   

2-Bromo-3-Butyne

2-Bromo-3-Butyne

C4H5Br (131.9575)


   

4,5-Dihydrothiophene, 1,1-dioxide, 3-methyl-

4,5-Dihydrothiophene, 1,1-dioxide, 3-methyl-

C5H8O2S (132.0245)


   

2-chloro-6-fluoropyrazine

2-chloro-6-fluoropyrazine

C4H2ClFN2 (131.9891)


   

methyl 4-chlorobut-2-ynoate

methyl 4-chlorobut-2-ynoate

C5H5ClO2 (131.9978)


   

1,2-Dimethylhydrazine dihydrochloride

1,2-Dimethylhydrazine dihydrochloride

C2H10Cl2N2 (132.0221)


   

2(1H)-Pyridinone,5-methyl-, sodium salt (1:1)

2(1H)-Pyridinone,5-methyl-, sodium salt (1:1)

C6H7NNaO+ (132.0425)


   

difluoromethanesulfonic acid

difluoromethanesulfonic acid

CH2F2O3S (131.9693)


   

2-Formylnicotinonitrile

2-Formylnicotinonitrile

C7H4N2O (132.0324)


   

(4S)-5-Fluoro-4-hydroxy-3,4-dihydropyrimidin-2(1H)-one

(4S)-5-Fluoro-4-hydroxy-3,4-dihydropyrimidin-2(1H)-one

C4H5FN2O2 (132.0335)


   

(S)-4,5-dihydroxypentane-2,3-dione

(4S)-4,5-Dihydroxy-2,3-pentanedione

C5H8O4 (132.0423)


Pentane substituted at the 2- and 3-positions by oxo groups, at the 4- and 5-positions by hydroxy groups and with S stereoconfiguration at C-4.

   

(2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one

(2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one

C5H8O4 (132.0423)


   

Pentanoic acid, 5-hydroxy-4-oxo-

Pentanoic acid, 5-hydroxy-4-oxo-

C5H8O4 (132.0423)


   

(2S,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one

(2S,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one

C5H8O4 (132.0423)


   

2-(2H-imidazol-2-ylidene)-2H-imidazole

2-(2H-imidazol-2-ylidene)-2H-imidazole

C6H4N4 (132.0436)


   

3,4-Dihydroxy-2-methylenebutyric acid

3,4-Dihydroxy-2-methylenebutyric acid

C5H8O4 (132.0423)


   

Malate like intermediate

Malate like intermediate

C4H4O5-2 (132.0059)


   

Ammonium Sulfate

ammonium sulphate

H8N2O4S (132.0205)


   

Diammonium phosphate

Diammonium hydrogen phosphate ((NH4)2HPO4)

H9N2O4P (132.03)


D000074385 - Food Ingredients > D005503 - Food Additives D016573 - Agrochemicals > D005308 - Fertilizers Dough strengthener, firming agent, leavening agent, pH control agent, processing aid, nutrient source, yeast nutrient and a starter for secondary fermentation in the production of sparkling wines

   

108-59-8

PROPANEDIOIC ACID,DIMETHYL ESTER (MALONIC ACID,DIMETHYL ESTER)

C5H8O4 (132.0423)


Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1]. Dimethyl malonate is a competitive inhibitor of succinate dehydrogenase (SDH). Dimethyl malonate is able to cross the blood-brain barrier and hydrolyse to malonate. Dimethyl malonate reduces neuronal apoptosis[1].

   

AI3-03389

Succinic acid, monomethyl ester (8CI)

C5H8O4 (132.0423)


   
   
   

(2R)-2-hydroxybutanedioate

(2R)-2-hydroxybutanedioate

C4H4O5-2 (132.0059)


   

N-(carboxymethyl)-glycine

N-(carboxymethyl)-glycine

C4H6NO4- (132.0297)


   

(2S)-2-ammoniobutanedioate

(2S)-2-ammoniobutanedioate

C4H6NO4- (132.0297)


D018377 - Neurotransmitter Agents > D018846 - Excitatory Amino Acids

   

(2R)-2-azaniumylbutanedioate

(2R)-2-azaniumylbutanedioate

C4H6NO4- (132.0297)


   

2-Hydroxysuccinamate

2-Hydroxysuccinamate

C4H6NO4- (132.0297)


   

2-Deoxy-ribono-1,5-lactone

2-Deoxy-ribono-1,5-lactone

C5H8O4 (132.0423)


   

N-(carboxylatoaminomethyl)urea

N-(carboxylatoaminomethyl)urea

C3H6N3O3- (132.0409)


   

1,3-Thiazolidine-4-carboxylate

1,3-Thiazolidine-4-carboxylate

C4H6NO2S- (132.0119)


   

(Z)-2,4-dihydroxypent-2-enoic acid

(Z)-2,4-dihydroxypent-2-enoic acid

C5H8O4 (132.0423)


   

Fluorodihydrouracil

Fluorodihydrouracil

C4H5FN2O2 (132.0335)


   

Trifluoroacetyl chloride

Trifluoroacetyl chloride

C2ClF3O (131.959)


   

Aspartate(1-)

Aspartate(1-)

C4H6NO4- (132.0297)


An alpha-amino-acid anion that is the conjugate base of aspartic acid.

   

(4R,5S)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

(4R,5S)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

C5H8O4 (132.0423)


   

3-Deoxy-d-glycero-pentos-2-ulose

3-Deoxy-d-glycero-pentos-2-ulose

C5H8O4 (132.0423)


   

2-Deoxy-d-glycero-pentos-3-ulose

2-Deoxy-d-glycero-pentos-3-ulose

C5H8O4 (132.0423)


   

4-Hydroxy-3-methyl-2-oxobutanoic acid

4-Hydroxy-3-methyl-2-oxobutanoic acid

C5H8O4 (132.0423)


   

1,1,3,3-Tetramethyldisiloxane

1,1,3,3-Tetramethyldisiloxane

C4H12OSi2 (132.0427)


   

MALONIC ACID DIMETHYL ESTER (1,1,1,7,7,7-D6)

MALONIC ACID DIMETHYL ESTER (1,1,1,7,7,7-D6)

C5H8O4 (132.0423)


   

2-acetyllactic acid

2-hydroxy-2-methyl-3-oxobutanoic acid

C5H8O4 (132.0423)


A derivative of butyric acid having methyl, hydroxy and oxo substituents at the 2-, 2- and 3-positions respectively.

   

(2S)-2-hydroxy-2-methyl-3-oxobutanoic acid

(2S)-2-hydroxy-2-methyl-3-oxobutanoic acid

C5H8O4 (132.0423)


D018377 - Neurotransmitter Agents > D018847 - Opioid Peptides D018377 - Neurotransmitter Agents > D004399 - Dynorphins

   

PTERIDINE

PTERIDINE

C6H4N4 (132.0436)


   

Oxaluric acid

3-OXALURIC ACID

C3H4N2O4 (132.0171)


A 2-oxo monocarboxylic acid that is amino(oxo)acetic acid substituted by a carbamoylamino group at the nitrogen atom.

   

2-Hydroxybut-2-enedioic acid

2-Hydroxybut-2-enedioic acid

C4H4O5 (132.0059)


   

4-Hydroxy-2-oxopentanoic acid

4-Hydroxy-2-oxopentanoic acid

C5H8O4 (132.0423)


   

(2R,3R)-(-)-EPOXYSUCCINIC ACID

(+/-)-THIOPENTALSODIUMSALT/SODIUMCARBONATE

C4H4O5 (132.0059)


   

Monomethyl succinate

4-Methoxy-4-oxobutanoic acid

C5H8O4 (132.0423)


   

L-aspartate(1-)

L-aspartate(1-)

C4H6NO4 (132.0297)


An aspartate(1-) that is the conjugate base of L-aspartic acid.

   

D-aspartate(1-)

D-aspartate(1-)

C4H6NO4 (132.0297)


An aspartate(1-) that is the conjugate base of D-aspartic acid.

   

(4S)-4-hydroxy-2-oxopentanoic acid

(4S)-4-hydroxy-2-oxopentanoic acid

C5H8O4 (132.0423)


   

(2S)-2-methylbutanedioic acid

(2S)-2-methylbutanedioic acid

C5H8O4 (132.0423)


   

2-Hydroxy-4-oxopentanoic acid

PENTANOIC ACID, 2-HYDROXY-4-OXO-

C5H8O4 (132.0423)


   

5-fluorodihydrouracil

5,6-Dihydro-5-fluorouracil

C4H5FN2O2 (132.0335)


   

4-hydroxy-5-(hydroxymethyl)oxolan-2-one

4-hydroxy-5-(hydroxymethyl)oxolan-2-one

C5H8O4 (132.0423)


   

2,3-Dihydro-5-methyl-3-thiophenethiol

2,3-Dihydro-5-methyl-3-thiophenethiol

C5H8S2 (132.0067)


   

(S)-4-hydroxy-2-oxopentanoic acid

(S)-4-hydroxy-2-oxopentanoic acid

C5H8O4 (132.0423)


An optically active form of 4-hydroxy-2-oxopentanoic acid having 4S-configuration.

   

(R)-malate(2-)

(R)-malate(2-)

C4H4O5 (132.0059)


An optically active form of malate having (R)-configuration.

   

(S)-malate(2-)

(S)-malate(2-)

C4H4O5 (132.0059)


An optically active form of malate having (S)-configuration.

   

Acetolactate

Acetolactate

C5H8O4 (132.0423)


   

2,3-dihydroxy-2-methyl-butyolactone

NA

C5H8O4 (132.0423)


{"Ingredient_id": "HBIN004042","Ingredient_name": "2,3-dihydroxy-2-methyl-butyolactone","Alias": "NA","Ingredient_formula": "C5H8O4","Ingredient_Smile": "CC1(C(COC1=O)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "6026","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

5-deoxy-1,4-lyxonolactone; l-form

NA

C5H8O4 (132.0423)


{"Ingredient_id": "HBIN011512","Ingredient_name": "5-deoxy-1,4-lyxonolactone; l-form","Alias": "NA","Ingredient_formula": "C5H8O4","Ingredient_Smile": "NA","Ingredient_weight": "132.11","OB_score": "NA","CAS_id": "248256-29-3","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "7686","PubChem_id": "NA","DrugBank_id": "NA"}

   

4,5-dihydroxy-2,3-pentanedione

4,5-dihydroxy-2,3-pentanedione

C5H8O4 (132.0423)


   

(3s,4r)-3,4-dihydroxy-3-methyloxolan-2-one

(3s,4r)-3,4-dihydroxy-3-methyloxolan-2-one

C5H8O4 (132.0423)


   

(3r,4r)-3,4-dihydroxy-3-methyloxolan-2-one

(3r,4r)-3,4-dihydroxy-3-methyloxolan-2-one

C5H8O4 (132.0423)