N-Nitroso-pyrrolidine (BioDeep_00000002975)
Secondary id: BioDeep_00001867909
human metabolite Endogenous
代谢物信息卡片
化学式: C4H8N2O (100.0637)
中文名称: 1-亚硝基吡咯烷, n-亚硝基吡咯烷
谱图信息:
最多检出来源 Homo sapiens(plant) 8.87%
分子结构信息
SMILES: C1CCN(C1)N=O
InChI: InChI=1S/C4H8N2O/c7-5-6-3-1-2-4-6/h1-4H2
描述信息
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
同义名列表
13 个代谢物同义名
tetrahydro-N-nitroso-Pyrrole; N-Nitrosopyrrolidine (NPYR); N-nitroso-1-Pyrrolidinamine; N-Nitroso-pyrrolidine; 1-nitroso-Pyrrolidine; N-Nitrosopyrrolidine; 1-Nitrosopyrrolidine; N Nitrosopyrrolidine; nitroso-Pyrrolidine; Nitrosopyrrolidine; NPYR; N-Nitrosopyrrolidine; N-Nitrosopyrrolidine
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:82362
- KEGG: C19285
- PubChem: 13591
- HMDB: HMDB0031642
- Metlin: METLIN73003
- ChEMBL: CHEMBL351175
- MeSH: N-Nitrosopyrrolidine
- foodb: FDB008291
- chemspider: 13002
- CAS: 1219802-09-1
- CAS: 35884-45-8
- CAS: 57371-40-1
- CAS: 930-55-2
- MoNA: EQ345004
- MoNA: EQ345001
- MoNA: EQ345006
- MoNA: EQ345005
- MoNA: EQ345002
- MoNA: EQ345003
- PMhub: MS000007584
- PubChem: 124489957
- RefMet: N-Nitroso-pyrrolidine
- KNApSAcK: 82362
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
4 个相关的物种来源信息
- 3712 - Brassica oleracea: 10.1016/0304-3835(90)90092-C
- 4072 - Capsicum annuum: 10.1016/0304-3835(88)90018-3
- 9606 - Homo sapiens: -
- 4097 - Nicotiana tabacum: 10.1016/0378-8741(88)90069-4
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- James A Hodgson, Tiffany H Seyler, Lanqing Wang. Long-Term Stability of Volatile Nitrosamines in Human Urine.
Journal of analytical toxicology.
2016 Jul; 40(6):414-8. doi:
10.1093/jat/bkw038. [PMID: 27274026] - Tiffany H Seyler, Jenny G Kim, James A Hodgson, Elizabeth A Cowan, Benjamin C Blount, Lanqing Wang. Quantitation of urinary volatile nitrosamines from exposure to tobacco smoke.
Journal of analytical toxicology.
2013 May; 37(4):195-202. doi:
10.1093/jat/bkt020. [PMID: 23508653] - Kenjiro Tatematsu, Akihiro Koide, Keiichirou Morimura, Shoji Fukushima, Yukio Mori. The enhancing effect of ethanol on the mutagenic activation of N-nitrosomethylbenzylamine by cytochrome P450 2A in the rat oesophagus.
Mutagenesis.
2013 Mar; 28(2):161-9. doi:
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Toxicology and industrial health.
2012 Aug; 28(7):593-604. doi:
10.1177/0748233711416952. [PMID: 21996713] - Lois A Haighton, Barry S Lynch, Bernadene A Magnuson, Earle R Nestmann. A reassessment of risk associated with dietary intake of ochratoxin A based on a lifetime exposure model.
Critical reviews in toxicology.
2012 Feb; 42(2):147-68. doi:
10.3109/10408444.2011.636342. [PMID: 22276591] - Ana Paula M Loureiro, Wenbing Zhang, Fekadu Kassie, Siyi Zhang, Peter W Villalta, Mingyao Wang, Stephen S Hecht. Mass spectrometric analysis of a cyclic 7,8-butanoguanine adduct of N-nitrosopyrrolidine: comparison to other N-nitrosopyrrolidine adducts in rat hepatic DNA.
Chemical research in toxicology.
2009 Oct; 22(10):1728-35. doi:
10.1021/tx900238t. [PMID: 19761253] - Hitoshi Kodamatani, Shigeo Yamazaki, Keiitsu Saito, Abena Amponsaa-Karikari, Naoya Kishikawa, Naotaka Kuroda, Takashi Tomiyasu, Yu Komatsu. Highly sensitive method for determination of N-nitrosamines using high-performance liquid chromatography with online UV irradiation and luminol chemiluminescence detection.
Journal of chromatography. A.
2009 Jan; 1216(1):92-8. doi:
10.1016/j.chroma.2008.11.025. [PMID: 19062029] - Megan H Plumlee, Montserrat López-Mesas, Andy Heidlberger, Kenneth P Ishida, Martin Reinhard. N-nitrosodimethylamine (NDMA) removal by reverse osmosis and UV treatment and analysis via LC-MS/MS.
Water research.
2008 Jan; 42(1-2):347-55. doi:
10.1016/j.watres.2007.07.022. [PMID: 17697696] - G Mittal, S Vadhera, A P S Brar, Giridhar Soni. Protective role of dietary fibre on N-nitrosopyrrolidine-induced toxicity in hypercholesterolemic rats.
Human & experimental toxicology.
2007 Feb; 26(2):91-8. doi:
10.1177/0960327107071864. [PMID: 17370866] - . Final report on the safety assessment of capsicum annuum extract, capsicum annuum fruit extract, capsicum annuum resin, capsicum annuum fruit powder, capsicum frutescens fruit, capsicum frutescens fruit extract, capsicum frutescens resin, and capsaicin.
International journal of toxicology.
2007; 26 Suppl 1(?):3-106. doi:
10.1080/10915810601163939. [PMID: 17365137] - Yuan-Yuan Zhao, Jessica Boyd, Steve E Hrudey, Xing-Fang Li. Characterization of new nitrosamines in drinking water using liquid chromatography tandem mass spectrometry.
Environmental science & technology.
2006 Dec; 40(24):7636-41. doi:
10.1021/es061332s. [PMID: 17256506] - Oscar A Bizzozero, Gisela DeJesus, Tamara A Howard. Exposure of rat optic nerves to nitric oxide causes protein S-nitrosation and myelin decompaction.
Neurochemical research.
2004 Sep; 29(9):1675-85. doi:
10.1023/b:nere.0000035802.27087.16. [PMID: 15453262] - Kun Lin, Wenying Shen, Zhongying Shen, Yongning Wu, Shihhsin Lu. Dietary exposure and urinary excretion of total N-nitroso compounds, nitrosamino acids and volatile nitrosamine in inhabitants of high- and low-risk areas for esophageal cancer in southern China.
International journal of cancer.
2002 Nov; 102(3):207-11. doi:
10.1002/ijc.10698. [PMID: 12397637] - M Wang, S S Hecht. A cyclic N7,C-8 guanine adduct of N-nitrosopyrrolidine (NPYR): formation in nucleic acids and excretion in the urine of NPYR-treated rats.
Chemical research in toxicology.
1997 Jul; 10(7):772-8. doi:
10.1021/tx960193x. [PMID: 9250411] - A Bu-Abbas, X Nunez, M N Clifford, R Walker, C Ioannides. A comparison of the antimutagenic potential of green, black and decaffeinated teas: contribution of flavanols to the antimutagenic effect.
Mutagenesis.
1996 Nov; 11(6):597-603. doi:
10.1093/mutage/11.6.597. [PMID: 8962430] - S Knasmüller, F Kassie, E Zöhrer, M Kundi, D G McCoy, R Schulte-Hermann. Effects of ethanol treatment on DNA damage induced in Escherichia coli K-12 in various organs of mice by N-nitro-sonornicotine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N-nitrosopyrrolidine.
Carcinogenesis.
1994 Feb; 15(2):263-70. doi:
10.1093/carcin/15.2.263. [PMID: 8313517] - A R Tricker, T Kälble, R Preussmann. Comparative metabolism and urinary excretion of N-mononitrosopiperazine and N,N'-dinitrosopiperazine in the rat.
Cancer letters.
1991 Aug; 59(2):165-9. doi:
10.1016/0304-3835(91)90182-h. [PMID: 1884373] - E J Hunt, R C Shank. Formation and persistence of a DNA adduct in rodents treated with N-nitrosopyrrolidine.
Carcinogenesis.
1991 Apr; 12(4):571-5. doi:
10.1093/carcin/12.4.571. [PMID: 2013122] - H S Rosenkranz, G Klopman. Computer automated structure evaluation of the carcinogenicity of N-nitrosothiazolidine and N-nitrosothiazolidine 4-carboxylic acid.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
1987 Mar; 25(3):253-6. doi:
10.1016/0278-6915(87)90092-5. [PMID: 3570115] - M I Díaz Gómez, D Tamayo, J A Castro. Administration of N-nitrosodimethylamine, N-nitrosopyrrolidine, or N'-nitrosonornicotine to nursing rats: their interactions with liver and kidney nucleic acids from sucklings.
Journal of the National Cancer Institute.
1986 Jun; 76(6):1133-6. doi:
. [PMID: 2423736] - C J Michejda, M B Kroeger-Koepke, R M Kovatch. Carcinogenic effects of sequential administration of two nitrosamines in Fischer 344 rats.
Cancer research.
1986 May; 46(5):2252-6. doi:
. [PMID: 3697969] - A R Tricker, M J Perkins, R C Massey, D J McWeeny. N-Nitrosopyrrolidine formation in bacon.
Food additives and contaminants.
1985 Oct; 2(4):247-52. doi:
10.1080/02652038509373552. [PMID: 4065391] - M B Roberfroid, D Deboyser, F Goethals, G Krack. Biochemical effects of nitrosopyrrolidine on isolated hepatocytes.
IARC scientific publications.
1982; ?(41):561-72. doi:
. [PMID: 7141561] - R C Cottrell, D G Walters, P J Young, J C Phillips, B G Lake, S D Gangolli. Studies of the urinary metabolites of N-nitrosopyrrolidine in the rat.
Toxicology and applied pharmacology.
1980 Jul; 54(3):368-76. doi:
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