Exact Mass: 191.021857

5-Hydroxyindoleacetic acid, also known as 5-hydroxyindole-3-acetate or 5-HIAA, belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. 5-Hydroxyindoleacetic acid exists in all living organisms, ranging from bacteria to humans. In humans, 5-hydroxyindoleacetic acid is a breakdown product of serotonin that is excreted in the urine and it also participates in a number of enzymatic reactions. 5-hydroxyindoleacetic acid can be biosynthesized from 5-hydroxyindoleacetaldehyde; which is catalyzed by the mitochondrial enzyme aldehyde dehydrogenase. In addition, 5-hydroxyindoleacetic acid and S-adenosylmethionine can be converted into 5-methoxyindoleacetate and S-adenosylhomocysteine through its interaction with the enzyme acetylserotonin O-methyltransferase. 5-Hydroxyindoleacetic acid is also involved in the metabolism of tryptophan. 5-Hydroxyindoleacetic acid has been found to be associated with several human diseases such as brunner syndrome, friedreichs ataxia, schizophrenia, and olivopontocerebral atrophy; 5-hydroxyindoleacetic acid has also been linked to the inborn metabolic disorder sepiapterin reductase deficiency. Elevated levels of 5-hydroxyindoleacetic acid in urine (>20 uM) are indicative of appendicitis and gastroenteritis (PMID: 11462886). Serotonin and 5-Hydroxyindoleacetic acid are produced in excess amounts by carcinoid tumors, and levels of these substances may be measured in the urine to test for carcinoid tumors (NCI). 5-Hydroxyindoleacetic acid has also been found to be a product of human gut microbiota. 5-Hydroxyindoleacetic acid (5-HIAA) is the main metabolite of serotonin in the human body. In chemical analysis of urine samples, 5-HIAA is used to determine the bodys levels of serotonin. 5-Hydroxyindole-3-acetic acid is found in many foods, some of which are pitanga, dandelion, coconut, and white cabbage. 5-Hydroxyindole-3-acetic acid is the main metabolite of serotonin or metanephrines, which can be used as a biomarker of neuroendocrine tumors.

Nitrilotriacetic acid

alpha,Alpha,alpha-trimethylaminetricarboxylic acid

D064449 - Sequestering Agents > D002614 - Chelating Agents

5,6-dihydroxy-3-methylquinolin-2(1H)-one

5,6-Dihydroxy-3-methyl-2-oxo-1,2-dihydroquinoline

Isosorbide Mononitrate

(3R,3aS,6S,6aR)-6-hydroxy-hexahydrofuro[3,2-b]furan-3-yl nitrate

Isosorbide mononitrate (ISMN), sold under the names Imdur and Monoket, among others, is an organic nitrate used principally in the prophylactic treatment of angina pectoris (ischemic chest pain). ISMN is an active metabolite of isosorbide dinitrate and exerts qualitatively similar effects. Like other organic nitrates, ISMN acts as a prodrug for its active metabolite, nitric oxide, which mediates the therapeutic action of ISMN. Nitric oxide works on both arteries and veins, but predominantly veins. Nitric oxide functions by relaxing veins and reducing the central venous pressure, thereby causing venous pooling and a decrease in the venous return to the heart, thus decreasing cardiac preload (PMID: 31643263). The net effect when administering ISMN is therefore a reduced workload for the heart and an improvement in the oxygen supply/demand balance of the myocardium. ISMN is not subject to first pass metabolism in the human liver. Detectable metabolites include isosorbide, sorbitol, and 2-glucuronide of mononitrate, which are pharmacologically inactive (PMID: 1449102). Research on ISMN as a cervical ripener to reduce time at hospital to birth is supportive (PMID: 23983763). Isosorbide mononitrate is only found in individuals who have consumed or used this drug. C - Cardiovascular system > C01 - Cardiac therapy > C01D - Vasodilators used in cardiac diseases > C01DA - Organic nitrates C78274 - Agent Affecting Cardiovascular System > C29707 - Vasodilating Agent D002317 - Cardiovascular Agents > D020030 - Nitric Oxide Donors D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents

o-Oxalylhomoserine

2-Amino-4-(2-hydroxy-1,2-dioxoethoxy)butanoic acid

Brassicanal A

5-Phenyl-1,3-oxazinane-2,4-dione

4-hydroxy-5-phenyl-5,6-dihydro-2H-1,3-oxazin-2-one

5-Phenyl-1,3-oxazinane-2,4-dione is a metabolite of felbamate. Felbamate (marketed under the brand name Felbatol by MedPointe) is an anti-epileptic drug used in the treatment of epilepsy. It is used to treat partial seizures (with and without generalization) in adults and partial and generalized seizures associated with Lennox-Gastaut syndrome in children. However, an increased risk of potentially fatal aplastic anemia and/or liver failure limit the drugs usage to severe refractory epilepsy. (Wikipedia)

D006133 - Growth Substances > D010937 - Plant Growth Regulators > D007210 - Indoleacetic Acids

(2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoic acid

1-[4-(1,2,3-Thiadiazol-4-Yl)phenyl]methanamine

xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid

(2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid

xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is found in brassicas. xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is isolated from Ribes rubrum (currant), Brassica species and Helianthus annuus (sunflower). xi-2,3-Dihydro-2-oxo-1H-indole-3-acetic acid is a product of catabolism of 1H-Indole-3-acetic acid BNC14-M in Zea mays (sweetcorn Isolated from Ribes rubrum (currant), Brassica subspecies and Helianthus annuus (sunflower). Production of catabolism of 1H-Indole-3-acetic acid BNC14-M in Zea mays (sweetcorn). Oxindole-3-acetic acid is found in many foods, some of which are fats and oils, brassicas, cereals and cereal products, and fruits. D006133 - Growth Substances > D010937 - Plant Growth Regulators > D007210 - Indoleacetic Acids

gamma-Carboxyglutamic acid

1-aminopropane-1,3,3-tricarboxylic acid

Carboxyglutamic acid (or the conjugate base, carboxyglutamate), is an uncommon amino acid introduced into proteins by a post-translational carboxylation of glutamic acid residues. This modification is found, for example, in clotting factors and other proteins of the coagulation cascade. This modification introduces an affinity for calcium ions. In the blood coagulation cascade, Vitamin K is required to introduce gamma-carboxylation of clotting factors II, VII, IX, X and protein Z.

(2s,3r,4s,5r)-3,4,5-Trihydroxy-6-oxopiperidine-2-carboxylic acid

2,4-Thiazolidinedicarboxylic acid, 2-methyl-

2-methyl-1,3-thiazolidine-2,4-dicarboxylic acid

2-(Trifluoromethyl)isonicotinic acid

2-(trifluoromethyl)pyridine-4-carboxylic acid

5-Methoxyindole-2-carboxylic acid

5-Methoxy-2-indolecarboxylic acid

6-Formylpterin

4-hydroxy-2-imino-1,2-dihydropteridine-6-carbaldehyde

Clopidol

3,5-dichloro-2,6-dimethyl-1,4-dihydropyridin-4-one

D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent

Isosorbide 2-nitrate

6-hydroxy-hexahydrofuro[3,2-b]furan-3-yl nitrate

Noroxyhydrastinine

1,3-Dioxolo[4,5-g]isoquinolin-5(6H)-one,7,8-dihydro-

2-(3-Hydroxy-1H-indol-2-yl)acetic acid

2-(5-Hydroxy-1H-indol-2-yl)acetic acid

1H-Indol-3-yl 2-hydroxyacetate

1H-indol-3-yl 2-Hydroxyacetic acid

O-Oxalylhomoserine

2-amino-4-[(carboxycarbonyl)oxy]butanoic acid

O-oxalylhomoserine is a member of the class of compounds known as alpha amino acids. Alpha amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). O-oxalylhomoserine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). O-oxalylhomoserine can be found in grass pea, which makes O-oxalylhomoserine a potential biomarker for the consumption of this food product.

2,3-dioxo-L-gulonate

4,5,6-trihydroxy-2,3-dioxohexanoic acid

2,3-dioxo-l-gulonate belongs to sugar acids and derivatives class of compounds. Those are compounds containing a saccharide unit which bears a carboxylic acid group. 2,3-dioxo-l-gulonate is soluble (in water) and a moderately acidic compound (based on its pKa). 2,3-dioxo-l-gulonate can be found in a number of food items such as gram bean, oriental wheat, agave, and horseradish, which makes 2,3-dioxo-l-gulonate a potential biomarker for the consumption of these food products.

2-carboxy-L-xylonolactone

3,4-Dihydroxy-5-(hydroxymethyl)-2-oxooxolane-3-carboxylic acid

2-carboxy-l-xylonolactone belongs to sugar acids and derivatives class of compounds. Those are compounds containing a saccharide unit which bears a carboxylic acid group. 2-carboxy-l-xylonolactone is soluble (in water) and a moderately acidic compound (based on its pKa). 2-carboxy-l-xylonolactone can be found in a number of food items such as apricot, mentha (mint), allspice, and hedge mustard, which makes 2-carboxy-l-xylonolactone a potential biomarker for the consumption of these food products.

L-quinate

L-Quinate

C7H11O6 (191.0555606)

L-quinate, also known as L-quinic acid, belongs to quinic acids and derivatives class of compounds. Those are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1. L-quinate is very soluble (in water) and a weakly acidic compound (based on its pKa). L-quinate can be found in a number of food items such as fireweed, yellow wax bean, japanese walnut, and black cabbage, which makes L-quinate a potential biomarker for the consumption of these food products. Quinic acid is a cyclitol, a cyclic polyol, and a cyclohexanecarboxylic acid. It is a crystalline acid obtained from cinchona bark, coffee beans, and other plant products and made synthetically by hydrolysis of chlorogenic acid. Quinic acid is also implicated in the perceived acidity of coffee. It is a constituent of the tara tannins .

3-urfuryl 2-yrrolecarboxylate

Furan-3-ylmethyl 1H-pyrrole-2-carboxylate

Furan-3-ylmethyl 1H-pyrrole-2-carboxylate is a natural product found in Pseudostellaria heterophylla with data available.

3-Furfuryl

Furan-3-ylmethyl 1H-pyrrole-2-carboxylate

Furan-3-ylmethyl 1H-pyrrole-2-carboxylate is a natural product found in Pseudostellaria heterophylla with data available.

Noroxyhydrastinine

1,3-Dioxolo[4,5-g]isoquinolin-5(6H)-one,7,8-dihydro-

6-Methoxy-1-methylisatin

3-methoxy-4-methylsulfanylpiperidine-2-thione

C7H13NOS2 (191.0438528)

Alvatic acid

Calvatinic acid

Clopidol

D006133 - Growth Substances > D010937 - Plant Growth Regulators > D007210 - Indoleacetic Acids IPB_RECORD: 561; CONFIDENCE confident structure 5-Hydroxyindole-3-acetic acid is the main metabolite of serotonin or metanephrines, which can be used as a biomarker of neuroendocrine tumors.

5-Hydroxyindoleacetate

5-Hydroxyindole-3-acetic acid

Desmethyldeschlorobenzoyl Indomethacin

5-Hydroxy-2-methyl-1H-indole-3-carboxylic acid

isosorbide 2-mononitrate

H-DL-GLA-OH

1-aminopropane-1,3,3-tricarboxylic acid

Aniline sulfate

1H-Benzimidazole-2-acetonitrile,5-chloro-(9CI)

6-Formylpterin

2-Amino-4-hydroxypteridine-6-carbaldehyde

Histidine hydrochloride

L-Histidine hydrochloride

2-(4-fluorophenyl)-1,3-oxazole-4-carbaldehyde

2-nitroindanedione

methyl N-cyano-N-phenylcarbamimidothioate

3-Amino-4-fluorobenzenesulfonic acid

C6H6FNO3S (191.0052418)

4-METHYLPHENACYL THIOCYANATE

2-(4-Methylphenyl)-2-oxoethyl thiocyanate

3,4-DIHYDRO-2H-1,5-BENZODIOXEPIN-7-YL ISOCYANATE

3-Methoxy-5-(trifluoromethyl)aniline

3-(Trifluoromethyl)isonicotinic acid

7-nitro-3,4-dihydro-1H-naphthalen-2-one

Potassium trifluoro[(pyrrolidin-1-yl)methyl]borate

C5H10BF3KN (191.0495426)

3-Chloro-6-phenyl-1,2,4-triazine

1H-Pyrrole-2,5-dione, 1-(3-fluorophenyl)-

2-(Difluoromethyl)-4-fluoro-1-nitrobenzene

C5H3ClFN3O2 (190.98978200000002)

N-(2-chloro-5-fluoropyridin-4-yl)nitramide

5-chloroquinoline-6-carbaldehyde

1-(2-Chlorophenyl)ethanamine hydrochloride

5-CHLORO-N,2-DIMETHYLANILINE HYDROCHLORIDE

3-Chloro-N,4-dimethylaniline, HCl

7-chloroquinoline-6-carbaldehyde

Methyl 4-(cyanomethoxy)benzoate

6-chloropyridine-2-carboximidamide,hydrochloride

6-QUINOLINECARBONYL CHLORIDE

1-Methoxy-1H-indole-3-carboxylic acid

1H-Benzimidazole-1-ethanethioamide(9CI)

2-((FURAN-2-YLMETHYL)THIO)PYRIDINE

4-HYDROXY-5-METHYLQUINOLINE

3-Bromo-1-methyl-2-piperidone

aniline phosphate, dibasic

C6H10NO4P (191.034743)

5-METHYL-4-PYRIDIN-4-YL-THIAZOL-2-YLAMINE

2,5-dichloropentylamine hydrochloride

Benzoic acid, 5-amino-2,3,4-trifluoro- (9CI)

Methyl oxindole-5-carboxylate

Methyl 2-oxoindole-6-carboxylate

4-Chloro-2,8-dimethylquinoline

5-(Trifluoromethyl)pyridine-2-boronic acid

Benzenemethanamine, 3-chloro-N-methyl-, hydrochloride

2,4-Dichloro-6-methoxyaniline

6-METHOXY-2-OXOINDOLINE-3-CARBALDEHYDE

3-Methyl-4-(trifluoromethoxy)aniline

3-bromo azepan-2-one

3-(Trifluoromethoxy)benzylamine

1-methylbenzimidazole-2-carbothioamide

1H-Imidazole-4-carboxylicacid,2-(aminosulfonyl)-(9CI)

C4H5N3O4S (191.000077)

5-cyanobenzene-1,3-dicarboxylic acid

(S)-1-(3,5-dichloropyridin-4-yl)ethanol

dl-histidine monohydrochloride

4,6-Dichloro-N,N-Dimethyl-2-Pyrimidinamine

4-(3-Aminophenyl)thiazol-2-amine

(2,6-DICHLORO-PYRIMIDIN-4-YL)-DIMETHYL-AMINE

6-Nitro-1H-indazole-3-carbaldehyde

DL-Histidine

QUINOLINE-2-CARBONYL CHLORIDE

iron(iii) ethoxide

C6H15FeO3 (191.037053)

3-chloro-2,6-dimethylaniline,hydrochloride

4-(Trifluoromethyl)pyridine-2-boronic acid

(5-(THIOPHEN-2-YL)PYRIDIN-3-YL)METHANOL

4-(1-AMINO-2,2,2-TRIFLUORO-ETHYL)-PHENOL

1-(2-Chlorophenyl)cyclobutanecarbonitrile

5-FLUORO-2-(PYRIDIN-2-YL)PYRIMIDIN-4-OL

C9H6FN3O (191.04948779999998)

2-FLUORO-4-(1H-1,2,4-TRIAZOL-1-YL)BENZALDEHYDE

C9H6FN3O (191.04948779999998)

1-(3-Chlorophenyl)cyclobutanecarbonitrile

5-(trifluoromethoxy)pyridine-2-carbaldehyde

2,3-dioxo-1H-indole-4-carboxylic acid

6-chloroquinoline-4-carbaldehyde

2-(Chloromethyl)-3,5-dimethylpyridine hydrochloride

2-(Trifluoromethyl)pyridine-4-boronic acid

5-(THIEN-2-YL)THIOPHENE-2-CARBONITRILE

4-[(Aminooxy)methyl]-1,2-dichlorobenzene

6-chloro-2,8-dimethylquinoline

3-(4-METHYLPHENYL)-1H-1,2,4-TRIAZOLE-5-THIOL

4-(4-AMINO-PHENYL)-THIAZOL-2-YLAMINE

5-(4-FLUOROPHENYL)ISOXAZOLE-3-CARBOXAL&

5-Nitro-1H-indazole-3-carbaldehyde

1H-Tetrazole,1-(4-nitrophenyl)-

2-(Trifluoromethyl)pyridine-3-boronic acid

6-chloroquinoline-2-carbaldehyde

7-ANILINO-3-DIETHYLAMINO-6-METHYLFLUORAN

6-(Trifluoromethyl)pyridine-2-boronic acid

4-(chloromethyl)-2-methylquinoline

3-NITRO-1,8-NAPHTHYRIDIN-2-OL

6-Fluoroquinoline-2-carboxylic acid

1-Chloro-6-formylisoquinoline, 1-Chloro-6-formyl-2-azanaphthalene

4-QUINOLINECARBOXYLIC ACID, 6-FLUORO-

1-(3-Amino-1-benzothiophen-2-yl)ethanone

2-Hydroxy-5-trifluoromethyl-pyridine-3-carbaldehyde

4,6-Dichloro-5-ethylpyrimidin-2-amine

2,6-Dichloro-3-methoxyaniline

5-Nitro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

7-Nitro-1H-indazole-3-carbaldehyde

8-oxo-7H-pyrido[2,3-d]pyridazine-5-carboxylic acid

(4-amino-3,5-dichlorophenyl)methanol

quinoline-4-carbonyl chloride

Thieno[3,4-e]benzothiazole (8CI,9CI)

Thieno[3,2-e]benzothiazole (8CI,9CI)

(S)-1-(2-Chlorophenyl)ethanamine hydrochloride

4-(4-methoxyphenyl)-1,3-thiazole

N-(Phosphonomethyl)glycine monosodium salt

C3H7NNaO5P (190.9959542)

4-Methoxy-2-(trifluoromethyl)aniline

4-(Trifluoromethyl)nicotinic acid

1-Fluoro-4-nitronaphthalene

6-DEOXY-L-GALACTOSE

4-chloro-7,8-dimethylquinoline

2-chloro-3,8-dimethylquinoline

2-chloro-3-ethylquinoline

4-Chloro-6,8-dimethylquinoline

5-METHYLNICOTINOYLCHLORIDE

2,6-Dichloro-4-methoxyaniline

2-Chloro-3-quinolinecarbaldehyde

2-Chloro-N-1,3,4-thiadiazol-2-ylpropanamide

C5H6ClN3OS (190.9920096)

Pyridine,4-(3-chloropropyl)-, hydrochloride (1:1)

Pyridine,3-(3-chloropropyl)-, hydrochloride (1:1)

4,5-Dichloro-2-ethoxypyridine

2-CHLORO-1-(4-PYRIDINYL)ETHANONE HYDROCHLORIDE

2-CHLORO-4,6-DIMETHYL-QUINOLINE

3-(3-nitrophenyl)-1,2,4-oxadiazole

Ethanone,2-chloro-1-(3-pyridinyl)-, hydrochloride (1:1)

2-Propanone,1-(2-benzothiazolyl)-

2-(4-Nitrophenyl)-1,3,4-oxadiazole

2-Chloro-6,8-dimethylquinoline

2h-chromene-3-carbothioamide

5-Nitro-1H-isochromen-1-one

C7H4ClF2NO (190.99494679999998)

3-chloro-2,6-difluorobenzamide

4,6-dichloro-3-methoxy-2-methyl-pyridine

N-Methyl 4-fluoro-2-methoxyaniline hydrochloride

3-nitro-4-(1,2,4-triazol-1-yl)pyridine

5-amino-1-(1,3-thiazol-2-yl)pyrazole-4-carbonitrile

C7H5N5S (191.026565)

deuterio 2-[bis(1,1-dideuterio-2-deuteriooxy-2-oxoethyl)amino]-2,2-dideuterioacetate

3,5-dichloro-2-methoxyaniline

1-Nitro-2-(trifluoromethyl)benzene

3-AMINO-2,4,5-TRIFLUOROBENZOIC ACID

3-(3-FLUOROPHENYL)ISOXAZOLE-5-CARBALDEHYDE

7-chloro-1,2,3,4-tetrahydrocyclopenta[b]indole

2-(3-FLUOROPHENYL)OXAZOLE-4-CARBALDEHYDE

2-(2-FLUORO-PHENYL)-OXAZOLE-4-CARBALDEHYDE

2-(2,4-Difluorophenyl)pyridine

C11H7F2N (191.0546526)

2-(4-Fluorophenoxy)-1-ethanamine(HCl)

2-Ethoxy-3-(trifluoromethyl)-pyridine

2,6-Dichloro-4-ethoxypyridine

5-(Trifluoromethyl)picolinic acid

8-CHLORO-2,3-DIHYDROIMIDAZO[1,2-A]PYRAZINE HYDROCHLORIDE

quinoline-8-carbonyl chloride

2-(trifluoroacetoxy)pyridine

2-Amino-4-(trifluoromethyl)pyrimidine-5-carbaldehyde

6-NITROQUINOXALIN-2-ONE

Thieno[3,2-g]benzothiazole (9CI)

3-Chloroisoquinoline-4-carbaldehyde

2-(carboxymethylamino)butanedioic acid

5-NITROFURAN-2-CARBOXIMIDAMIDE HYDROCHLORIDE

C5H6ClN3O3 (191.0097676)

Thieno[3,2-f]benzothiazole (8CI,9CI)

Chlormethine hydrochloride

Mechlorethamine hydrochloride

D000970 - Antineoplastic Agents > D018906 - Antineoplastic Agents, Alkylating > D009588 - Nitrogen Mustard Compounds C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent D009676 - Noxae > D011042 - Poisons > D002619 - Chemical Warfare Agents D009676 - Noxae > D000477 - Alkylating Agents D009676 - Noxae > D007509 - Irritants

1-(Chloroacetyl)-L-proline

C7H10ClNO3 (191.034918)

(5-Fluoroquinolin-8-yl)boronic acid

C9H7BFNO2 (191.0553844)

3-amino-2,5,6-trifluorobenzoic acid

2-CHLOROQUINOLINE-4-CARBOXALDEHYDE

7-Nitroquinazolin-4-ol

4-methyl-3-phenyl-1H-1,2,4-triazole-5-thione

2-(2,2,2-Trifluoroethoxy)aniline

3-Nitrobenzotrifluoride

Pyrrolidine, 1-(bromoacetyl)- (6CI,9CI)

2-CHLOROISONICOTINIMIDAMIDE HYDROCHLORIDE

6-Chloronicotinimidamide hydrochloride

2-Hydrazino-4-Phenyl-1,3-Thiazole

3-Thiophenesulfonamide,2,5-dimethyl-(9CI)

C6H9NO2S2 (191.0074694)

2-Propynoic acid,3-(3-nitrophenyl)-

C7H4ClF2NO (190.99494679999998)

2-Chloro-3,4-difluorobenzamide

4-nitro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

[2-Amino-5-(trifluoromethyl)phenyl]methanol

2-ETHOXY-4-FLUOROANILINE HYDROCHLORIDE

5-Nitro-4-hydroxyquinazoline

1-[2-(Trifluoromethoxy)phenyl]methanamine

5-Pyrimidinamine,2,4-dichloro-N,N-dimethyl-

Benzo[b]thiophene-2-carboxamide,3-methyl-

2-Methoxy-6-(trifluoromethyl)aniline

4-P-TOLYLTHIAZOL-2-OL

(3-AMINO-4-(TRIFLUOROMETHYL)PHENYL)METHANOL

1-(2-Bromoethyl)piperidine

C7H14BrN (191.0309544)

6-Chloro-3-phenyl-1,2,4-triazine

2-Chloro-4,7-dimethylquinoline

Thieno[2,3-g]benzothiazole (8CI,9CI)

Thieno[2,3-e]benzothiazole (8CI,9CI)

2-CHLORO-4,8-DIMETHYLQUINOLINE

2-BROMO-4-FORMYLPIPERIDINE

6-(Trifluoromethyl)nicotinic acid

2-Methyl-5-(trifluoromethoxy)aniline

2-chloroquinoline-6-carbaldehyde

1-(2-FLUOROBENZOYL)PIPERAZINE

8-NITRO-IMIDAZO[1,2-A]PYRIDINE-2-CARBALDEHYDE

[4-(1,3-Thiazol-2-yl)phenyl]methanol

3-amino-N,N-dimethyl-1H-1,2,4-triazole-5-carboxamide(SALTDATA: 0.8H2O 0.06SiO2)

C5H10ClN5O (191.057384)

2-chloro-3,7-dimethylquinoline

5-Chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Methyl 1H-pyrrolo[2,3-b]pyridine-4-carboxylate 1-oxide

C9H7N2O3 (191.0456652)

(S)-2-amino-2-(4-fluorophenyl)ethanol hydrochloride

4,5,6,7-TETRAHYDROTHIENO[3,2-C]PYRIDIN-2(3H)-ONE HYDROCHLORIDE

C7H10ClNOS (191.01716)

4-CHLORO-2-(PYRIDIN-2-YL)PYRIMIDINE

5H-[1,3]Dioxolo[4,5-f]indole-6,7-dione

2-(3-Fluorophenoxy)-1-ethanamine(HCl)

4-(Aminomethyl)-2,6-dichlorophenol

1-(3-Nitrophenyl)-1H-Tetrazole

2H-Tetrazole,5-(3-nitrophenyl)-

1,2-dihydroimidazo[2,1-b][1,3]benzothiazol-7-amine

5-nitrohexahydropyrimidine-2,4,6-trione hydrate

C4H5N3O6 (191.01783500000002)

(2-phenyl-1,3-thiazol-4-yl)methanol

6-fluoroquinoline-3-carboxylic acid

h-d-gla-oh

5,6,7,7a-Tetrahydrothieno[3,2-c]pyridine-2(4H)-one hydrochloride

C7H10ClNOS (191.01716)

5-(Trifluoromethyl)pyridine-3-carboxylic acid

5-Amino-2-methoxybenzotrifluoride

C5H9N3OS2 (191.01870240000002)

5-[(2-methoxyethyl)thio]-1,3,4-thiadiazol-2-amine

4-(Trifluoromethoxy)benzylamine

D-Histidine hydrochloride monohydrate

(5-AMINO-2-FLUOROPHENYL)BORONIC ACID HYDROCHLORIDE

C6H8BClFNO2 (191.032062)

5-(p-Tolyl)-1,3,4-thiadiazol-2-amine

4-(2,2,2-trifluoroethoxy)aniline

1-Chloro-5-isoquinolinecarbaldehyde

7-Chloro-2-quinolinecarbaldehyde

4-(4-methyl-3H-1,3-thiazol-2-ylidene)cyclohexa-2,5-dien-1-one

5-(2-nitrophenyl)-2h-tetrazole

4-amino-2-(trifluoromethyl)pyrimidine-5-carbaldehyde

(2-FLUORO-4-METHOXYPHENYL)METHANAMINE HYDROCHLORIDE

Sodium 5-nitroguaiacolate

C7H6NNaO4 (191.0194516)

4,6-Dichloro-2-ethyl-5-pyrimidinamine

4,5,6,7-Tetrafluoroindoline

C8H5F4N (191.0358098)

2-(CHLOROMETHYL)-1H-BENZO[D]IMIDAZOLE-6-CARBONITRILE

3-(Trifluoromethyl)pyridine-2-carboxylic acid

2-(4-chlorophenyl)ethanamine,hydrochloride

2,2,6-trifluoro-1,3-benzodioxol-5-amine

6-amino-2,4-dichloro-3-methylphenol

4-chloro-5,7-dimethylquinoline

2-chloro-3,6-dimethylquinoline

Quinoline,4-chloro-2,6-dimethyl-

1-chloroisoquinoline-7-carbaldehyde

N-Methyl-4-(trifluoromethoxy)aniline

4-(Trifluoromethyl)-2-pyridinecarboxylic acid

DL-histidine , dihydrochloride

4-(3-METHOXY-PHENYL)-THIAZOLE

poly-l-histidine

1-(Chloroacetyl)-D-proline

C7H10ClNO3 (191.034918)

2-(4-chloro-1H-benzo[d]imidazol-2-yl)acetonitrile

2-chloro-4-(pyridin-3-yl)pyriMidine

3-Chloroquinoline-2-carbaldehyde

3,4-Dihydro-4-oxo-pyrido[3,4-d]pyriMidine-2-carboxylic acid

3-BroMo-2,4-DiMethylpiperidine

C7H14BrN (191.0309544)

5-Amino-2-fluorobenzenesulfonic acid

C6H6FNO3S (191.0052418)

1-(Difluoronitromethyl)-2-fluorobenzene

(R)-1-(3,5-dichloropyridin-4-yl)ethanol

(6-Fluoroquinolin-8-yl)boronic acid

C9H7BFNO2 (191.0553844)

5-(Trifluoromethyl)-3-pyridylboronic acid

2,3-Dioxoindoline-7-carboxylic acid

2-Methoxy-5-(trifluoromethyl)aniline

1-Propanamine,2,3-dichloro-N,N-dimethyl-, hydrochloride (1:1)

C4H3F2N5S (191.00772220000002)

3-(DIFLUOROMETHYL)[1,2,4]TRIAZOLO[3,4-B][1,3,4]THIADIAZOL-6-AMINE

3-Methoxy-4-(trifluoromethyl)aniline

C5H3ClFN3O2- (190.98978200000002)

2-Chloro-5-fluoro-3-nitropyridin-4-amine

2,2,2-trifluoro-N-pyrazin-2-ylacetamide

(4-amino-3-fluorophenyl)boronic acid hydrochloride

C6H8BClFNO2 (191.032062)

1-(2-aminoethyl)pyrimidine-2,4-dione,hydrochloride

N-Methyl-4-chlorobenzylamine Hydrochloride

2-N-(1,3-thiazol-2-yl)benzene-1,2-diamine

2-(Trifluoromethyl)pyrimidine-4-carBoxamide

2-Trifluoromethyl-5-pyridineboric acid

6-(Trifluoromethyl)picolinic acid

6-Nitro-4-quinazolinol

3-NITRO-1,5-NAPHTHYRIDIN-2(1H)-ONE

3-Fluoroquinoline-4-carboxylic acid

4-chloro-2-ethyl quinazoline

3-(bromomethyl)-1-methylpiperidine(SALTDATA: HBr)

C7H14BrN (191.0309544)

(3,5,6-trifluoropyridin-2-yl)acetic acid

(2-Fluoroquinolin-3-yl)boronic acid

C9H7BFNO2 (191.0553844)

Amiphenazole

5-phenyl-1,3-thiazole-2,4-diamine

C78272 - Agent Affecting Nervous System > C47795 - CNS Stimulant D019141 - Respiratory System Agents

4-(2-METHYL-4-THIAZOLYL)PHENOL*

3-Chloro-N-(2-chloroethyl)-1-propanamine hydrochloride

4-(2-METHYLPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL

6-METHYLPICOLINIC ACID HYDROCHLORIDE

C7H10ClNO3 (191.034918)

2-Hydrazino-4-phenylthiazole

Thiazole,2-hydrazinyl-4-phenyl-

5-sulfamoylfuran-2-carboxylic acid

C5H5NO5S (190.988844)

2-methylpyridine-4-carbonyl chloride,hydrochloride

1-AMINO-4-PHENYL-1H-IMIDAZOLE-2-THIOL

(6R-TRANS)-7-AMINO-8-OXO-3-(((1-(SULPHOMETHYL)-1H-TETRAZOL-5-YL)THIO)METHYL)-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLICACID

8-nitroquinazolin-4-ol

(2,3-EPOXYPROPYL)BENZENE

(3-amino-2,6-dichlorophenyl)methanol

O-[(2,4-dichlorophenyl)methyl]hydroxylamine

2-AMINO-1-(4-FLUOROPHENYL)ETHANOL HYDROCHLORIDE

2-AMINO-1-(3-FLUOROPHENYL)ETHANOL HYDROCHLORIDE

n-fluoro-4-methylpyridinium-2-sulfonate

C6H6FNO3S (191.0052418)

2-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE-6-CARBONITRILE

(1,1-DIMETHYL-PROP-2-YNYL)-PHENYL-AMINE

C7H7ClFNO2 (191.01493240000002)

3-AMINO-4-FLUOROBENZOIC ACID HYDROCHLORIDE

2-(1H-benzimidazol-2-yl)ethanethioamide

5-METHYL-2-(TRIFLUOROMETHYL)-3-FURYL ISOCYANATE

4-Chloro-6-ethylquinoline

8-fluoroquinoline-2-carboxylic acid

[3-(1,3-thiazol-2-yl)phenyl]methanol

4-chloro-5,8-dimethylquinoline

2-Methyl-4-(trifluoromethoxy)aniline

C7H4ClF2NO (190.99494679999998)

2-Chloro-3,6-difluorobenzamide

3-chloro-N,2-dimethylaniline,hydrochloride

Glutamate Sodium

C5H7NNa2O4 (191.0170462)

5-Ethyl-2-thiophenesulfonamide

C6H9NO2S2 (191.0074694)

3-AMINO-2-METHOXYBENZOTRIFLUORIDE

5-(2-Pyrazinyl)-1,2-oxazole-3-carboxylic acid

1H-Pyrrole-2,5-dione,1-(4-fluorophenyl)-

6-nitrocoumarin

6-Nitro-4H-chromen-4-one

4-PYRIMIDINAMINE, 2,6-DICHLORO-5-ETHYL-

2-tert-Butyl-5-chloro-1,2-thiazol-3(2H)-one

C7H10ClNOS (191.01716)

(R)-1-(3-CHLOROPHENYL)ETHANAMINE-HCl

2-quinoxalinol, 7-nitro-

Benzoic acid, 2-amino-3,4,5-trifluoro- (9CI)

Ethanone, 1-(6-methyl-2-benzothiazolyl)- (9CI)

Isoidide mononitrate

3-Methyl-1-benzothiophene-2-carbaldehyde oxime

Thiomorpholine-3,5-dicarboxylic acid

2-(Methylaminomethylidene)-1-benzothiophen-3-one

2,4-Thiazolidinedicarboxylic acid, 2-methyl-, (4R)-

(3R,5R)-thiomorpholine-3,5-dicarboxylic acid

gamma-Carboxyglutamic acid

Aspartic Acid-4-Carboxymethyl Ester

(-)-Quinate

C7H11O6- (191.0555606)

A quinate that is the conjugate base of (-)-quinic acid.

2,5-Didehydro-D-gluconate

D-galactaro-1,4-lactone(1-)

3-Carboxy-2-(carboxymethyl)-2-hydroxypropanoate

A citrate(1-) that is the conjugate acid of 2-(carboxymethyl)-2-hydroxysuccinate.

Noreugenin(1-)

C10H7O4- (191.0344322)

A phenolate anion obtained by deprotonation of the 7-hydroxy group of noreugenin. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).

3,4-Dicarboxy-3-hydroxybutanoate

5-dehydro-4-deoxy-D-glucarate(1-)

4,7-Dihydroxy-5-methylcoumarin(1-)

C10H7O4- (191.0344322)

An organic anion that is the conjugate base of 4,7-dihydroxy-5-methylcoumarin, obtained by deprotonation of the 4-hydroxy group. It is the major microspecies at pH 7.3.

(4R,5S)-2,4-dihydroxy-5-(hydroxymethyl)-3-oxooxolane-2-carboxylate

Isosorbide Mononitrate

Isosorbide 5-mononitrate