| Record Information |
|---|
| Version | 5.0 |
|---|
| Status | Detected but not Quantified |
|---|
| Creation Date | 2005-11-16 15:48:42 UTC |
|---|
| Update Date | 2023-02-21 17:15:18 UTC |
|---|
| HMDB ID | HMDB0000926 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | Pyridine |
|---|
| Description | Pyridine is a clear liquid with an odor that is sour, putrid, and fish-like. It is a relatively simple heterocyclic aromatic organic compound that is structurally related to benzene, with one CH group in the six-membered ring replaced by a nitrogen atom. Pyridine is obtained from crude coal tar or is synthesized from acetaldehyde, formaldehyde and ammonia. Pyridine is often used as a denaturant for antifreeze mixtures, for ethyl alcohol, for fungicides, and as a dyeing aid for textiles. It is a harmful substance if inhaled, ingested or absorbed through the skin. In particular, it is known to reduce male fertility and is considered carcinogenic. Common symptoms of acute exposure to pyridine include: headache, coughing, asthmatic breathing, laryngitis, nausea and vomiting. -- Wikipedia . |
|---|
| Structure | InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H |
|---|
| Synonyms | | Value | Source |
|---|
| Azabenzene | ChEBI | | py | ChEBI | | Azine | HMDB | | Piridina | HMDB | | Pirydyna | HMDB | | Pyridin | HMDB | | Tritisan | HMDB | | Pyridine dinitrate | MeSH, HMDB | | Pyridine diphosphate | MeSH, HMDB | | Pyridine ion (1-), potassium salt | MeSH, HMDB | | Pyridine ion (1-), sodium salt | MeSH, HMDB | | Pyridine phosphate | MeSH, HMDB | | Pyridine cyanate | MeSH, HMDB | | Pyridine hydride (2:1) | MeSH, HMDB | | Pyridine hydrochloride | MeSH, HMDB | | Pyridine ion (1-), lithium salt | MeSH, HMDB | | Pyridine sulfate (2:1) | MeSH, HMDB | | Pyridine, hydrogen bromide | MeSH, HMDB | | Pyridine, hydrogen fluoride | MeSH, HMDB | | Pyridine, hydrogen iodide | MeSH, HMDB | | Pyridine hydride | MeSH, HMDB | | Pyridine ion (2+) | MeSH, HMDB | | Pyridine monosulfate | MeSH, HMDB | | Pyridine nitrate | MeSH, HMDB | | Pyridine phosphate (2:1) | MeSH, HMDB | | Pyridine disulfate | MeSH, HMDB | | Pyridine ion (1-), hydrogen | MeSH, HMDB | | Pyridine monohydrate | MeSH, HMDB | | Pyridine monophosphate | MeSH, HMDB | | Pyridine perbromate, 82BR-labeled | MeSH, HMDB | | Pyridine perchlorate | MeSH, HMDB | | Pyridine perchlorate, 2H-labeled | MeSH, HMDB | | Pyridine sulfate | MeSH, HMDB | | Monopyridine phosphate | MeSH, HMDB |
|
|---|
| Chemical Formula | C5H5N |
|---|
| Average Molecular Weight | 79.0999 |
|---|
| Monoisotopic Molecular Weight | 79.042199165 |
|---|
| IUPAC Name | pyridine |
|---|
| Traditional Name | pyridine |
|---|
| CAS Registry Number | 110-86-1 |
|---|
| SMILES | C1=CC=NC=C1 |
|---|
| InChI Identifier | InChI=1S/C5H5N/c1-2-4-6-5-3-1/h1-5H |
|---|
| InChI Key | JUJWROOIHBZHMG-UHFFFAOYSA-N |
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organoheterocyclic compounds |
|---|
| Class | Pyridines and derivatives |
|---|
| Sub Class | Not Available |
|---|
| Direct Parent | Pyridines and derivatives |
|---|
| Alternative Parents | |
|---|
| Substituents | - Pyridine
- Heteroaromatic compound
- Azacycle
- Organic nitrogen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Aromatic heteromonocyclic compound
|
|---|
| Molecular Framework | Aromatic heteromonocyclic compounds |
|---|
| External Descriptors | |
|---|
| Ontology |
|---|
| Physiological effect | |
|---|
| Disposition | |
|---|
| Process | Not Available |
|---|
| Role | |
|---|
| Physical Properties |
|---|
| State | Liquid |
|---|
| Experimental Molecular Properties | | Property | Value | Reference |
|---|
| Melting Point | -42 °C | Not Available | | Boiling Point | 115.00 to 116.00 °C. @ 760.00 mm Hg | The Good Scents Company Information System | | Water Solubility | 1000 mg/mL | Not Available | | LogP | 0.65 | HANSCH,C ET AL. (1995) |
|
|---|
| Experimental Chromatographic Properties | Not Available |
|---|
| Predicted Molecular Properties | |
|---|
| Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Retention Times Underivatized| Chromatographic Method | Retention Time | Reference |
|---|
| Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022. | 2.43 minutes | 32390414 | | Predicted by Siyang on May 30, 2022 | 9.0114 minutes | 33406817 | | Predicted by Siyang using ReTip algorithm on June 8, 2022 | 5.43 minutes | 32390414 | | AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid | 113.1 seconds | 40023050 | | Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid | 909.9 seconds | 40023050 | | Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid | 351.8 seconds | 40023050 | | Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid | 103.0 seconds | 40023050 | | Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid | 240.5 seconds | 40023050 | | RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 70.7 seconds | 40023050 | | Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid | 282.9 seconds | 40023050 | | BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid | 302.9 seconds | 40023050 | | HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate) | 229.8 seconds | 40023050 | | UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid | 626.2 seconds | 40023050 | | BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid | 40.5 seconds | 40023050 | | UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid | 824.2 seconds | 40023050 | | SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 215.3 seconds | 40023050 | | RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 319.7 seconds | 40023050 | | MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate | 571.7 seconds | 40023050 | | KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA | 280.2 seconds | 40023050 | | Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water | 173.7 seconds | 40023050 |
Predicted Kovats Retention IndicesUnderivatized |
|---|
| Synthesis Reference | Li, Jian; Ma, Xibo; Zhao, Ming; Yao, Jun; Ma, Chenyang; Wang, Ping; Wang, Xiaonan; Liu, Qingpei. Method for manufacturing pyridine with >99% purity. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 4pp. |
|---|
| General References | - White WB, Yeh SC, Krol GJ: Nitrendipine in human plasma and breast milk. Eur J Clin Pharmacol. 1989;36(5):531-4. [PubMed:2753073 ]
- Raemsch KD, Sommer J: Pharmacokinetics and metabolism of nifedipine. Hypertension. 1983 Jul-Aug;5(4 Pt 2):II18-24. [PubMed:6862586 ]
- McCormick GT, Sanchez RM: Pyridine extractability of acid-fastness from Mycobacterium leprae. Int J Lepr Other Mycobact Dis. 1979 Sep;47(3):495-9. [PubMed:90667 ]
- Wu AH, Bristol B, Sexton K, Cassella-McLane G, Holtman V, Hill DW: Adulteration of urine by "Urine Luck". Clin Chem. 1999 Jul;45(7):1051-7. [PubMed:10388482 ]
- Masuoka N, Kodama H, Abe T, Wang DH, Nakano T: Characterization of hydrogen peroxide removal reaction by hemoglobin in the presence of reduced pyridine nucleotides. Biochim Biophys Acta. 2003 Jan 20;1637(1):46-54. [PubMed:12527406 ]
- Dru JD, Hsieh JY, Matuszewski BK, Dobrinska MR: Determination of felodipine, its enantiomers, and a pyridine metabolite in human plasma by capillary gas chromatography with mass spectrometric detection. J Chromatogr B Biomed Appl. 1995 Apr 21;666(2):259-67. [PubMed:7633602 ]
- Fairbanks LD, Jacomelli G, Micheli V, Slade T, Simmonds HA: Severe pyridine nucleotide depletion in fibroblasts from Lesch-Nyhan patients. Biochem J. 2002 Aug 15;366(Pt 1):265-72. [PubMed:11996669 ]
- Sternal RS, Davis MA: In vitro dissolution of cholesterol gallstones. Invest Radiol. 1992 Dec;27(12):1040-3. [PubMed:1473922 ]
- Shimada T, Guengerich FP: Activation of amino-alpha-carboline, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and a copper phthalocyanine cellulose extract of cigarette smoke condensate by cytochrome P-450 enzymes in rat and human liver microsomes. Cancer Res. 1991 Oct 1;51(19):5284-91. [PubMed:1913651 ]
- Egorin MJ, Kaplan RS, Salcman M, Aisner J, Colvin M, Wiernik PH, Bachur NR: Cyclophosphamide plasma and cerebrospinal fluid kinetics with and without dimethyl sulfoxide. Clin Pharmacol Ther. 1982 Jul;32(1):122-8. [PubMed:7083726 ]
|
|---|