Classification Term: 322

Pyrrolidines (ontology term: CHEMONTID:0000218)

Compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms." []

found 30 associated metabolites at class metabolite taxonomy ontology rank level.

Ancestor: Organoheterocyclic compounds

Child Taxonomies: Pyrrolidones, Pyrrolidine carboxylic acids and derivatives, Phenylpyrrolidines, N-acylpyrrolidines, N-alkylpyrrolidines

N-Nitroso-pyrrolidine

tetrahydro-N-nitroso-Pyrrole

C4H8N2O (100.06365980000001)


N-Nitroso-pyrrolidine belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. N-Nitroso-pyrrolidine has been detected, but not quantified, in several different foods, such as green bell peppers, orange bell peppers, pepper (c. annuum), red bell peppers, and yellow bell peppers. This could make N-nitroso-pyrrolidine a potential biomarker for the consumption of these foods. CONFIDENCE standard compound; EAWAG_UCHEM_ID 3450 Found in fried bacon

   

Pyrrolidine

Pyrrolidine hydrochloride

C4H9N (71.0734954)


Pyrrolidine is found in alcoholic beverages. Pyrrolidine is widely distributed in foodstuffs in trace amts., presumably as bacterial decarboxylation produced of proline. Pyrrolidine is present in bread, milk, cheese, carrots, celery stalks, beer, spirits, coffee, caviar and fatty fish. Pyrrolidine is a flavouring agent.Pyrrolidine is a clear liquid with an unpleasant odor that is ammoniacal, fishy, shellfish-like and seaweed-like. Pyrrolidine is found naturally in the leaves of tobacco and carrot. The pyrrolidine ring structure is present in numerous natural alkaloids such as nicotine and hygrine. It is found in many pharmaceutical drugs such as procyclidine and bepridil. It also forms the basis for the racetam compounds (e.g. piracetam, aniracetam). Pyrrolidine is a pyrrolidine ring is the central structure of the amino acids proline and hydroxyproline. (Wikipedia) Pyrrolidine has been found to be a metabolite in Xenorhabdus (PMID: 19598185). Prolamins are a group of plant storage proteins having a high proline content and found in the seeds of cereal grains: wheat (gliadin), barley (hordein), rye (secalin), corn (zein) and as a minor protein, avenin in oats. They are characterised by a high glutamine and proline content and are generally soluble only in strong alcohol solutions. Some prolamins, notably gliadin, and similar proteins found in the tribe Triticeae (see Triticeae glutens) may induce coeliac disease in genetically predisposed individuals.

   

2-Pyrrolidineacetic acid

2-[(2S)-Pyrrolidin-1-ium-2-yl]acetate

C6H11NO2 (129.0789746)


2-Pyrrolidineacetic acid (CAS: 56879-46-0), also known as homoproline, belongs to the class of organic compounds known as pyrrolidines. Pyrrolidines are compounds containing a pyrrolidine ring, which is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. 2-Pyrrolidineacetic acid has been identified in the urine of pregnant women (PMID: 32101413). 2-Pyrrolidineacetic acid is found in tea. 2-Pyrrolidineacetic acid occurs in Tussilago farfara (coltsfoot).

   

1,4-Dideoxy-1,4-imino-D-ribitol

2-(Hydroxymethyl)-(2R-(2a,3b,4b))-3,4-pyrrolidinediol

C5H11NO3 (133.0738896)


1,4-Dideoxy-1,4-imino-D-ribitol is found in fruits. 1,4-Dideoxy-1,4-imino-D-ribitol is an alkaloid from roots of Morus alba (white mulberry). Alkaloid from roots of Morus alba (white mulberry). 1,4-Dideoxy-1,4-imino-D-ribitol is found in wax apple and fruits.

   

Maltoxazine

1,2,3,3a,6,7-Hexahydrocyclopenta[D]pyrrolo[2,1-b][1,3]oxazin-8(5H)-one, 9ci

C10H13NO2 (179.09462380000002)


Maltoxazine is found in cereals and cereal products. Aroma substance isolated from malt. Maltoxazine is an alkaloid from fruit of Chinese jujube Zizyphus jujuba var. inermis (Rhamnaceae

   

1-Pyrrolidinecarboxaldehyde

1-Pyrrolidinecarboxaldehyde (8ci)(9ci)

C5H9NO (99.0684104)


1-Pyrrolidinecarboxaldehyde is a maillard produc Maillard product

   

2-Acetylpyrrolidine

1-(2-Pyrrolidinyl)ethanone, 9ci

C6H11NO (113.0840596)


Aroma constituent of wheat bread crust. Proposed precursor of the roasty-popcorn flavour material 5-Acetyl-3,4-dihydro-2H-pyrrole CWJ13-Q formed in food processing. 2-Acetylpyrrolidine is found in cereals and cereal products. 2-Acetylpyrrolidine is found in cereals and cereal products. Aroma constituent of wheat bread crust. Proposed precursor of the roasty-popcorn flavour material 5-Acetyl-3,4-dihydro-2H-pyrrole CWJ13-Q formed in food processing.

   

2-(1-Pyrrolidinyl)-2-cyclopenten-1-one

2-(pyrrolidin-1-yl)cyclopent-2-en-1-one

C9H13NO (151.0997088)


Proline-derived Maillard product. Proline-derived Maillard product

   

3-Ethyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one

3-ethyl-2-(pyrrolidin-1-yl)cyclopent-2-en-1-one

C11H17NO (179.1310072)


Proline-derived Maillard product. Proline-derived Maillard product

   

5-Ethyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one

5-ethyl-2-(pyrrolidin-1-yl)cyclopent-2-en-1-one

C11H17NO (179.1310072)


Proline-derived Maillard product. Proline-derived Maillard product

   

3,4-Dimethyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one

3,4-dimethyl-2-(pyrrolidin-1-yl)cyclopent-2-en-1-one

C11H17NO (179.1310072)


Proline-derived Maillard product. Proline-derived Maillard product

   

3-Methyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one

3-methyl-2-(pyrrolidin-1-yl)cyclopent-2-en-1-one

C10H15NO (165.115358)


3-Methyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one is found in cereals and cereal products. Proline-derived Maillard product, present in dark malt. Proline-derived Maillard product, present in dark malt

   

5-Methyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one

5-methyl-2-(pyrrolidin-1-yl)cyclopent-2-en-1-one

C10H15NO (165.115358)


5-Methyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one is found in cereals and cereal products. It is a proline-derived Maillard product. 5-Methyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one is a constituent of dark malt. Proline-derived Maillard product. Constituent of dark malt. 5-Methyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one is found in cereals and cereal products.

   

trans-4,5-Dimethyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one

trans-4,5-Dimethyl-2-(1-pyrrolidinyl)-2-cyclopenten-1-one

C11H17NO (179.1310072)


Proline-derived Maillard product. Proline-derived Maillard product

   

N-Oxide abiraterone sulfate

3-[2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,13-dien-14-yl]pyridin-1-ium-1-olate

C24H31NO5S (445.19228360000005)


N-Oxide abiraterone sulfate is a metabolite of abiraterone. Abiraterone is a drug used in castration-resistant prostate cancer (formerly hormone-resistant or hormone-refractory prostate cancer) (prostate cancer not responding to androgen deprivation or treatment with antiandrogens). It is formulated as the prodrug abiraterone acetate and marketed under the trade name Zytiga. After an expedited six-month review, abiraterone was approved by the U.S. Food and Drug Administration (FDA) in April 2011. (Wikipedia)

   

N-Nitroso-3-hydroxypyrrolidine

3-Hydroxy-1-nitrosopyrrolidine

C4H8N2O2 (116.0585748)


N-Nitroso-3-hydroxypyrrolidine is a metabolite of piperazine. Piperazine is an organic compound that consists of a six-membered ring containing two opposing nitrogen atoms. Piperazine exists as small alkaline deliquescent crystals with a saline taste. The piperazines are a broad class of chemical compounds, many with important pharmacological properties, which contain a core piperazine functional group. (Wikipedia)

   

3-Pyrrolidineacetic acid

2-(pyrrolidin-3-yl)acetic acid

C6H11NO2 (129.0789746)


   

2,2-Dimethyl-5-hydroxy-1-pyrrolidinyloxy

(5-hydroxy-2,2-dimethylpyrrolidin-1-yl)oxidanyl

C6H12NO2 (130.0867992)


   

N-Vinylpyrrolidine

1-ethenylpyrrolidine

C6H11N (97.0891446)


   

Prolinedithiocarbamate

pyrrolidine-2-carbodithioic acid

C5H9NS2 (147.0176394)


   

Prolyl

pyrrolidine-2-carbonyl

C5H8NO (98.0605858)


   

Proxyl nitroxide

2,2,5,5-Tetramethylpyrrolidine-N-oxyl nitroxide

C8H16NO (142.1231826)


   

pyrrolidin-1-amine

pyrrolidin-1-amine

C4H10N2 (86.084394)


   

Pyrrolidine dithiocarbamate

Pyrrolidine dithiocarbamic acid, ammonium salt

C5H9NS2 (147.0176394)


   

PYRROLIDINE-2-CARBALDEHYDE

PYRROLIDINE-2-CARBALDEHYDE

C5H9NO (99.0684104)


   

Pyrrolidine-2-carbonitrile

Pyrrolidine-2-carbonitrile

C5H8N2 (96.06874479999999)


   

1-Hydroxy-5,5-dimethylpyrrolidin-2-ol

1-Hydroxy-5,5-dimethylpyrrolidin-2-ol

C6H13NO2 (131.0946238)


   

Pyrrolidin-1-yl N,N-bis(sulfanyl)carbamate

Pyrrolidin-1-yl N,N-bis(sulphanyl)carbamic acid

C5H10N2O2S2 (194.018368)


   

V-Pyrro/NO

(ethenyloxy)[(pyrrolidin-1-yl)-oxo-$l^{5}-azanylidene]amine

C6H11N3O2 (157.0851226)


   

2R-Hydroxymethyl-3S-hydroxypyrolidine

(2R,3S)-2-(Hydroxymethyl)-3-hydroxypyrrolidine

C5H11NO2 (117.0789746)