| Record Information |
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| Version | 1.0 |
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| Creation date | 2010-04-08 22:08:00 UTC |
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| Update date | 2019-08-01 18:42:11 UTC |
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| Primary ID | FDB008290 |
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| Secondary Accession Numbers | Not Available |
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| Chemical Information |
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| FooDB Name | Pyrrolidine |
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| Description | 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). A pyrrolidine ring is the central structure of the amino acids proline and hydroxyproline (Wikipedia). Pyrrolidine is widely distributed in foods in trace amounts, presumably as bacterial decarboxylation product of proline. It is found in bread, milk, cheese, carrots, celery stalks, beer, spirits, coffee, caviar and fatty fish. It can also be used as a flavouring agent. |
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| CAS Number | 123-75-1 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| Not Available | Not Available |
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| Predicted Properties | Not Available |
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| Chemical Formula | C4H9N |
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| IUPAC name | |
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| InChI Identifier | InChI=1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2 |
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| InChI Key | RWRDLPDLKQPQOW-UHFFFAOYSA-N |
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| Isomeric SMILES | C1CCNC1 |
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| Average Molecular Weight | 71.121 |
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| Monoisotopic Molecular Weight | 71.073499293 |
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| Classification |
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| Description | 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. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Pyrrolidines |
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| Sub Class | Not Available |
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| Direct Parent | Pyrrolidines |
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| Alternative Parents | |
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| Substituents | - Pyrrolidine
- Azacycle
- Secondary amine
- Secondary aliphatic amine
- Organic nitrogen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Amine
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Ontology | No ontology term |
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| Physico-Chemical Properties - Experimental |
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| Physico-Chemical Properties - Experimental | | Property | Value | Reference |
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| Physical state | Solid | |
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| Physical Description | Not Available | |
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| Mass Composition | C 67.55%; H 12.75%; N 19.69% | DFC |
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| Melting Point | Fp -63° | DFC |
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| Boiling Point | Bp 88.5-89° | DFC |
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| Experimental Water Solubility | Not Available | |
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| Experimental logP | Not Available | |
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| Experimental pKa | pKa 11.31 (25°) | DFC |
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| Isoelectric point | Not Available | |
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| Charge | Not Available | |
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| Optical Rotation | Not Available | |
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| Spectroscopic UV Data | Not Available | |
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| Density | d204 0.86 | DFC |
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| Refractive Index | Not Available | |
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| Spectra |
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| Spectra | |
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| EI-MS/GC-MS | Not Available |
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| MS/MS | Not Available |
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| NMR | Not Available |
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| External Links |
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| ChemSpider ID | 29008 |
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| ChEMBL ID | CHEMBL22830 |
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| KEGG Compound ID | Not Available |
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| Pubchem Compound ID | 31268 |
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| Pubchem Substance ID | Not Available |
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| ChEBI ID | 33135 |
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| Phenol-Explorer ID | Not Available |
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| DrugBank ID | Not Available |
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| HMDB ID | HMDB31641 |
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| CRC / DFC (Dictionary of Food Compounds) ID | DFR12-Z:DFR12-Z |
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| EAFUS ID | 3267 |
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| Dr. Duke ID | PYRROLIDINE |
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| BIGG ID | Not Available |
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| KNApSAcK ID | Not Available |
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| HET ID | Not Available |
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| Food Biomarker Ontology | Not Available |
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| VMH ID | Not Available |
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| Flavornet ID | 123-75-1 |
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| GoodScent ID | rw1009391 |
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| SuperScent ID | 31268 |
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| Wikipedia ID | Pyrrolidine |
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| Phenol-Explorer Metabolite ID | Not Available |
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| Duplicate IDS | Not Available |
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| Old DFC IDS | Not Available |
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| Associated Foods |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Biological Effects and Interactions |
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| Health Effects / Bioactivities | | Descriptor | ID | Definition | Reference |
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| perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE |
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| Enzymes | Not Available |
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| Pathways | Not Available |
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| Metabolism | Not Available |
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| Biosynthesis | Not Available |
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| Organoleptic Properties |
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| Flavours | | Flavor | Citations |
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| alkaline |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| | animal |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| | ammoniacal |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| | egg |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| | amine |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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| Files |
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| MSDS | show |
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| References |
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| Synthesis Reference | Not Available |
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| General Reference | Not Available |
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| Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
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