1-Methyl-2-nitro-1-nitrosoguanidine (BioDeep_00000010002)
Secondary id: BioDeep_00001871775
human metabolite blood metabolite
代谢物信息卡片
N-Methyl-n,2-dioxohydrazinecarboximidohydrazide 2-oxide
化学式: C2H5N5O3 (147.0392)
中文名称: 1-甲基-3-硝基-1-亚硝基胍
谱图信息:
最多检出来源 Homo sapiens(blood) 12.76%
分子结构信息
SMILES: CN(C(=N)N[N+](=O)[O-])N=O
InChI: InChI=1S/C2H5N5O3/c1-6(5-8)2(3)4-7(9)10/h1H3,(H2,3,4)
描述信息
D009676 - Noxae > D009153 - Mutagens > D009604 - Nitrosoguanidines
同义名列表
15 个代谢物同义名
N-Methyl-n,2-dioxohydrazinecarboximidohydrazide 2-oxide; N-Methyl-n-nitro-N-nitrosoguanidine; 1-Nitroso-3-nitro-1-methylguanidine; N-methyl-N-nitro-N-nitrosoguanidine; 1-Methyl-1-nitroso-3-nitroguanidine; 1-Methyl-2-nitro-1-nitrosoguanidine; N-nitro-N-nitroso-N-methylguanidine; 1-Methyl-3-nitro-1-nitrosoguanidine; N-Nitroso-N-methyl-n-nitroguanidine; N-Methyl-N-nitroso-n-nitroguanidine; N-Methyl-N-nitrosonitroguanidin; Methylnitronitrosoguanidine; MNNG; MNG; N-Methyl-N'-nitro-N-nitrosoguanidine
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:21759
- KEGG: C14592
- PubChem: 135436526
- HMDB: HMDB0243924
- Metlin: METLIN70187
- ChEMBL: CHEMBL440287
- Wikipedia: Methylnitronitrosoguanidine
- MeSH: Methylnitronitrosoguanidine
- chemspider: 6025
- CAS: 70-25-7
- PMhub: MS000023831
- PubChem: 17395592
- NIKKAJI: J2.373F
- KNApSAcK: 21759
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)
1 个相关的物种来源信息
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
- Fangyuan Zhu, Xiaoze Zhang, Junsong Wen, Yanqing Liu, Yaodong Zhu. Celastrus orbiculatus extract reverses precancerous lesions of gastric cancer by inhibiting autophagy via regulating the PDCD4-ATG5 signaling pathway.
The Journal of pharmacy and pharmacology.
2024 Mar; 76(3):257-268. doi:
10.1093/jpp/rgae006. [PMID: 38334432] - Yong He, Hong-Hong Liu, Xue-Lin Zhou, Ting-Ting He, Ao-Zhe Zhang, Xin Wang, Shi-Zhang Wei, Hao-Tian Li, Li-Sheng Chen, Lei Chang, Yan-Ling Zhao, Man-Yi Jing. Rutaecarpine Ameliorates Murine N-Methyl-N'-Nitro-N-Nitrosoguanidine-Induced Chronic Atrophic Gastritis by Sonic Hedgehog Pathway.
Molecules (Basel, Switzerland).
2023 Aug; 28(17):. doi:
10.3390/molecules28176294. [PMID: 37687125] - Dong Xie, Chao Wu, Dan Wang, Bahaji Azami Nisma Lena, Ningning Liu, Guan Ye, Mingyu Sun. Wei-fu-chun tablet halted gastric intestinal metaplasia and dysplasia associated with inflammation by regulating the NF-κB pathway.
Journal of ethnopharmacology.
2023 Aug; ?(?):117020. doi:
10.1016/j.jep.2023.117020. [PMID: 37567428] - Caicai Xi, Kang Feng, Xuan Chen, Hao Wu, Hongshan Chen, Hui Huang, Zeming Ren, Guanhai Dai, Xiaomin Xue, Huifang Zhou, Zhenmei Lu, Renzhao Wu. Granule Dendrobii suppresses chronic atrophic gastritis induced by N-methyl-N'-nitro-N-nitrosoguanidine by modulating the gastrointestinal bacteria in rats.
Cellular and molecular biology (Noisy-le-Grand, France).
2023 Jul; 69(7):205-211. doi:
10.14715/cmb/2023.69.7.33. [PMID: 37715378] - Yanning Zhu, Ruyun Ma, Wen Cheng, Mengyao Qin, Weiheng Guo, Ying Qi, Jianye Dai. Sijunzi decoction ameliorates gastric precancerous lesions via regulating oxidative phosphorylation based on proteomics and metabolomics.
Journal of ethnopharmacology.
2023 Jul; 318(Pt A):116925. doi:
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Journal of ethnopharmacology.
2023 Jun; 310(?):116342. doi:
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2023 Feb; 302(Pt A):115885. doi:
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Nutrients.
2022 Dec; 14(24):. doi:
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2022 Dec; 60(1):87-95. doi:
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2022 Sep; 36(9):e5414. doi:
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2022 Aug; 28(32):4668-4680. doi:
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10.1016/j.biopha.2019.109427. [PMID: 31648165] - Yi Zhao, Bingtao Li, Gaoyu Wang, Shuchao Ge, Ximing Lan, Guoliang Xu, Hongning Liu. Dendrobium officinale Polysaccharides Inhibit 1-Methyl-2-Nitro-1-Nitrosoguanidine Induced Precancerous Lesions of Gastric Cancer in Rats through Regulating Wnt/β-Catenin Pathway and Altering Serum Endogenous Metabolites.
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Mutation research.
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Journal of clinical biochemistry and nutrition.
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Gut microbes.
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Anaerobe.
2011 Oct; 17(5):217-22. doi:
10.1016/j.anaerobe.2011.07.001. [PMID: 21777684] - L-P Chen, Y-D Lai, D-C Li, X-N Zhu, P Yang, W-X Li, W Zhu, J Zhao, X-D Li, Y-M Xiao, Y Zhang, X-M Xing, Q Wang, B Zhang, Y-C Lin, J-L Zeng, S-X Zhang, C-X Liu, Z-F Li, X-W Zeng, Z-N Lin, Z-X Zhuang, W Chen. α4 is highly expressed in carcinogen-transformed human cells and primary human cancers.
Oncogene.
2011 Jun; 30(26):2943-53. doi:
10.1038/onc.2011.20. [PMID: 21339737] - Myriam Arriaga-Alba, José Luis Blasco, Nancy Jannete Ruíz-Pérez, Jaime Sánchez-Navarrete, Roberto Rivera-Sánchez, Marisela González-Avila. Antimutagenicity mechanisms of the Rhoeo discolor ethanolic extract.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie.
2011 Mar; 63(3):243-8. doi:
10.1016/j.etp.2010.01.001. [PMID: 20116221] - F Xu, J Wang, S Chen, W Qin, Z Yu, H Zhao, X Xing, H Li. Strain improvement for enhanced production of cellulase in Trichoderma viride.
Prikladnaia biokhimiia i mikrobiologiia.
2011 Jan; 47(1):61-5. doi:
. [PMID: 21438472] - João Felipe Rito Cardoso, Célia Cohen, Alceu Afonso Jordão, Hélio Vannucchi, Sérgio Britto Garcia, Sérgio Zucoloto. Light and moderate doses of ethanol in chemical carcinogenesis of the colon in rats.
Nutrition and cancer.
2011; 63(7):1029-35. doi:
10.1080/01635581.2011.596647. [PMID: 21875326] - Baldo F Cordero, Irina Obraztsova, Inmaculada Couso, Rosa Leon, Maria Angeles Vargas, Herminia Rodriguez. Enhancement of lutein production in Chlorella sorokiniana (Chorophyta) by improvement of culture conditions and random mutagenesis.
Marine drugs.
2011; 9(9):1607-1624. doi:
10.3390/md9091607. [PMID: 22131961] - Hiromitsu Watanabe. Intestinal metaplasia -the effect of Acid on the gastric mucosa and gastric carcinogenesis-.
Journal of toxicologic pathology.
2010 Sep; 23(3):115-23. doi:
10.1293/tox.23.115. [PMID: 22272022] - Ludmila V Roze, Anindya Chanda, Maris Laivenieks, Randolph M Beaudry, Katherine A Artymovich, Anna V Koptina, Deena W Awad, Dina Valeeva, Arthur D Jones, John E Linz. Volatile profiling reveals intracellular metabolic changes in Aspergillus parasiticus: veA regulates branched chain amino acid and ethanol metabolism.
BMC biochemistry.
2010 Aug; 11(?):33. doi:
10.1186/1471-2091-11-33. [PMID: 20735852] - Medine Gulluce, Guleray Agar, Ozlem Baris, Mehmet Karadayi, Furkan Orhan, Fikrettin Sahin. Mutagenic and antimutagenic effects of hexane extract of some Astragalus species grown in the eastern Anatolia region of Turkey.
Phytotherapy research : PTR.
2010 Jul; 24(7):1014-8. doi:
10.1002/ptr.3059. [PMID: 19957249] - Bin Lu, Linfeng Yu, Lei Xu, Hanqing Chen, Lu Zhang, Yanjun Zeng. The effects of radix curcumae extract on expressions of VEGF, COX-2 and PCNA in gastric mucosa of rats fed with MNNG.
Current pharmaceutical biotechnology.
2010 Apr; 11(3):313-7. doi:
10.2174/138920110791111915. [PMID: 20210736] - M Khader, N Bresgen, P M Eckl. Antimutagenic effects of ethanolic extracts from selected Palestinian medicinal plants.
Journal of ethnopharmacology.
2010 Feb; 127(2):319-24. doi:
10.1016/j.jep.2009.11.001. [PMID: 19913082] - Xiao Yun Jiang, Li Ping Qian, Xiao Juan Zheng, Yu Ye Xia, Yi Bin Jiang, Da Yu Sun. Interventional effect of Ginkgo biloba extract on the progression of gastric precancerous lesions in rats.
Journal of digestive diseases.
2009 Nov; 10(4):293-9. doi:
10.1111/j.1751-2980.2009.00398.x. [PMID: 19906108] - Satoshi Tajima, Yoko Itoh, Takashi Sugimoto, Tatsuya Kato, Enoch Y Park. Increased riboflavin production from activated bleaching earth by a mutant strain of Ashbya gossypii.
Journal of bioscience and bioengineering.
2009 Oct; 108(4):325-9. doi:
10.1016/j.jbiosc.2009.04.021. [PMID: 19716523] - Sabry M Shaarawy, Amany A Tohamy, Saad M Elgendy, Zakaria Y Abd Elmageed, Abeer Bahnasy, Maha S Mohamed, Emad Kandil, Khalid Matrougui. Protective effects of garlic and silymarin on NDEA-induced rats hepatotoxicity.
International journal of biological sciences.
2009 Aug; 5(6):549-57. doi:
10.7150/ijbs.5.549. [PMID: 19742242] - Trevor J Daly, S Aisling Aherne, Tom P O'Connor, Nora M O'Brien. Lack of genoprotective effect of phytosterols and conjugated linoleic acids on Caco-2 cells.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2009 Aug; 47(8):1791-6. doi:
10.1016/j.fct.2009.04.031. [PMID: 19406198] - Midori Yoshida, Gen Watanabe, Tomo Suzuki, Kaoru Inoue, Miwa Takahashi, Akihiko Maekawa, Kazuyoshi Taya, Akiyoshi Nishikawa. Long-term treatment with bromocriptine inhibits endometrial adenocarcinoma development in rats.
The Journal of reproduction and development.
2009 Apr; 55(2):105-9. doi:
10.1262/jrd.20026. [PMID: 19106489] - Hyesun Min. Effects of dietary supplementation of high-dose folic acid on biomarkers of methylating reaction in vitamin B(12)-deficient rats.
Nutrition research and practice.
2009; 3(2):122-7. doi:
10.4162/nrp.2009.3.2.122. [PMID: 20016712] - Kumiko Hayashi, Kiyoshi Sasaki, Shin Asada, Toshiyuki Tsuchiya, Makoto Hayashi, Isao Yoshimura, Noriho Tanaka, Makoto Umeda. Technical modification of the Balb/c 3T3 cell transformation assay: the use of serum-reduced medium to optimise the practicability of the protocol.
Alternatives to laboratory animals : ATLA.
2008 Dec; 36(6):653-65. doi:
10.1177/026119290803600609. [PMID: 19154092] - Jin Lu Tong, Zhi Hua Ran, Jun Shen, Guo Quan Fan, Shu Dong Xiao. Association between fecal bile acids and colorectal cancer: a meta-analysis of observational studies.
Yonsei medical journal.
2008 Oct; 49(5):792-803. doi:
10.3349/ymj.2008.49.5.792. [PMID: 18972600] - P Manikandan, P Vidjaya Letchoumy, D Prathiba, S Nagini. Combinatorial chemopreventive effect of Azadirachta indica and Ocimum sanctum on oxidant-antioxidant status, cell proliferation, apoptosis and angiogenesis in a rat forestomach carcinogenesis model.
Singapore medical journal.
2008 Oct; 49(10):814-22. doi:
. [PMID: 18946617] - Ekambaram Ganapathy, Rajendran Peramaiyan, Devaraja Rajasekaran, Magesh Venkataraman, Sakthisekaran Dhanapal. Modulatory effect of naringenin on N-methyl-N'-nitro-N-nitrosoguanidine- and saturated sodium chloride-induced gastric carcinogenesis in male Wistar rats.
Clinical and experimental pharmacology & physiology.
2008 Oct; 35(10):1190-6. doi:
10.1111/j.1440-1681.2008.04987.x. [PMID: 18565195] - Ganapathy Ekambaram, Peramaiyan Rajendran, Rajasekaran Devaraja, Raju Muthuvel, Dhanapal Sakthisekaran. Impact of naringenin on glycoprotein levels in N-methyl-N'-nitro-N-nitrosoguanidine-induced gastric carcinogenesis in rats.
Anti-cancer drugs.
2008 Oct; 19(9):885-90. doi:
10.1097/cad.0b013e32830ea1bc. [PMID: 18766002] - Jun-xiang Li, Zhi-bin Wang, Ling-qun Zhu, Fu-ling Niu, Wei Cui. Effects of Radix notoginseng extracts drug-containing serum on expressions of bcl-2, Bax and p21WAF1 proteins in MNNG transformed GES-1 cells.
Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine.
2008 Aug; 6(8):817-20. doi:
10.3736/jcim20080809. [PMID: 18664350] - Cary A Rue, Patrick Ryan. Pseudorabies virus glycoprotein C attachment-proficient revertants isolated through a simple, targeted mutagenesis scheme.
Journal of virological methods.
2008 Jul; 151(1):101-6. doi:
10.1016/j.jviromet.2008.03.015. [PMID: 18462813] - Wenije Yang, Jing Chen, Weidong Li, Xiaobin Chen. [Preventive effects of 4 Se-enriched plants on rat stomach cancer induced by MNNG--3. Se accumulation and distribution in rats of different selenium resources for prevention of stomach cancer].
Wei sheng yan jiu = Journal of hygiene research.
2008 Jul; 37(4):435-7. doi:
NULL. [PMID: 18839527] - Pankaj Trivedi, Tongmin Sa. Pseudomonas corrugata (NRRL B-30409) Mutants Increased Phosphate Solubilization, Organic Acid Production, and Plant Growth at Lower Temperatures.
Current microbiology.
2008 Feb; 56(2):140-4. doi:
10.1007/s00284-007-9058-8. [PMID: 18026795] - Ganapathy Ekambaram, Peramaiyan Rajendran, Venkataraman Magesh, Dhanapal Sakthisekaran. Naringenin reduces tumor size and weight lost in N-methyl-N'-nitro-N-nitrosoguanidine-induced gastric carcinogenesis in rats.
Nutrition research (New York, N.Y.).
2008 Feb; 28(2):106-12. doi:
10.1016/j.nutres.2007.12.002. [PMID: 19083396] - Bin Lu, Lei Xu, Linfeng Yu, Lu Zhang. Extract of radix curcumae prevents gastric cancer in rats.
Digestion.
2008; 77(2):87-91. doi:
10.1159/000122228. [PMID: 18376129] - Wenjie Yang, Jing Chen, Weidong Li, Xiaobin Chen. [Preventive effects of 4 Se-enriched plants on rat stomach cancer induced by MNNG 2. Safety of different selenium resources for prevention of stomach cancer].
Wei sheng yan jiu = Journal of hygiene research.
2008 Jan; 37(1):90-2. doi:
. [PMID: 18421875] - Yoram Bouhnik, Lotfi Achour, Damien Paineau, Michel Riottot, Alain Attar, Francis Bornet. Four-week short chain fructo-oligosaccharides ingestion leads to increasing fecal bifidobacteria and cholesterol excretion in healthy elderly volunteers.
Nutrition journal.
2007 Dec; 6(?):42. doi:
10.1186/1475-2891-6-42. [PMID: 18053236] - V Skourou, T Keramitsoglou, D Koussoulakou, V Mitashov, S Koussoulakos. Immunostimulation exacerbates the biological effects of chemical carcinogens.
Izvestiia Akademii nauk. Seriia biologicheskaia.
2007 Jul; ?(4):406-12. doi:
NULL. [PMID: 17966902] - P Manikandan, P Vidjaya Letchoumy, D Prathiba, S Nagini. Proliferation, angiogenesis and apoptosis-associated proteins are molecular targets for chemoprevention of MNNG-induced gastric carcinogenesis by ethanolic Ocimum sanctum leaf extract.
Singapore medical journal.
2007 Jul; 48(7):645-51. doi:
. [PMID: 17609827] - M Khader, P M Eckl, N Bresgen. Effects of aqueous extracts of medicinal plants on MNNG-treated rat hepatocytes in primary cultures.
Journal of ethnopharmacology.
2007 May; 112(1):199-202. doi:
10.1016/j.jep.2007.01.027. [PMID: 17324542] - Ramalingam Senthil Murugan, Kurapathy Venkata Poorna Chandra Mohan, Koji Uchida, Yukihiko Hara, Duvuru Prathiba, Siddavaram Nagini. Modulatory effects of black tea polyphenols on oxidant-antioxidant profile and expression of proliferation, apoptosis, and angiogenesis-associated proteins in the rat forestomach carcinogenesis model.
Journal of gastroenterology.
2007 May; 42(5):352-61. doi:
10.1007/s00535-007-2018-z. [PMID: 17530359] - . 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] - R Senthil Murugan, K V P Chandra Mohan, S Nagini. Modulatory effects of black tea polyphenols on rat forestomach carcinogenesis.
Toxicology mechanisms and methods.
2007; 17(8):467-74. doi:
10.1080/15376510701190797. [PMID: 20020873] - Mihi Yang, Soo-Young Kim, Seong-Sil Chang, In-Seon Lee, Toshihiro Kawamoto. Urinary concentrations of bisphenol A in relation to biomarkers of sensitivity and effect and endocrine-related health effects.
Environmental and molecular mutagenesis.
2006 Oct; 47(8):571-8. doi:
10.1002/em.20230. [PMID: 16795089] - B Lakshmi, T A Ajith, Nayana Jose, K K Janardhanan. Antimutagenic activity of methanolic extract of Ganoderma lucidum and its effect on hepatic damage caused by benzo[a]pyrene.
Journal of ethnopharmacology.
2006 Sep; 107(2):297-303. doi:
10.1016/j.jep.2006.03.027. [PMID: 16713154] - Hui-Zhen Li, Hong Wang, Guan-Qun Wang, Jie Liu, Shuang-Mei Zhao, Jie Chen, Qing-Wu Song, Wang Gao, Xiang-Zheng Qi, Qiang Gao. Treatment of gastric precancerous lesions with Weiansan.
World journal of gastroenterology.
2006 Sep; 12(33):5389-92. doi:
10.3748/wjg.v12.i33.5389. [PMID: 16981274] - K Regi Raphael, Mc Sabu, Kb Hari Kumar, Ramadasan Kuttan. Inhibition of N-Methyl N'-nitro-N-nitrosoguanidine (MNNG) induced gastric carcinogenesis by Phyllanthus amarus extract.
Asian Pacific journal of cancer prevention : APJCP.
2006 Apr; 7(2):299-302. doi:
. [PMID: 16839226] - Masanori Mazaki, Keiko Kataoka, Takemi Kinouchi, Usanee Vinitketkumnuen, Masami Yamada, Takehiko Nohmi, Tomomi Kuwahara, Shigeru Akimoto, Yoshinari Ohnishi. Inhibitory effects of caraway (Carum carvi L. ) and its component on N-methyl-N'-nitro-N-nitrosoguanidine-induced mutagenicity.
The journal of medical investigation : JMI.
2006 Feb; 53(1-2):123-33. doi:
10.2152/jmi.53.123. [PMID: 16538005] - Marcel Schmitt, Petra Schwanewilm, Jost Ludwig, Hella Lichtenberg-Fraté. Use of PMA1 as a housekeeping biomarker for assessment of toxicant-induced stress in Saccharomyces cerevisiae.
Applied and environmental microbiology.
2006 Feb; 72(2):1515-22. doi:
10.1128/aem.72.2.1515-1522.2006. [PMID: 16461706] - Su Juan Fei, Shu Dong Xiao, Yan Shen Peng, Xiao Yu Chen, Yao Shi. Chemopreventive effects of rofecoxib and folic acid on gastric carcinogenesis induced by N-methyl-N'-nitro-N-nitrosoguanidine in rats.
Chinese journal of digestive diseases.
2006; 7(3):134-40. doi:
10.1111/j.1443-9573.2006.00258.x. [PMID: 16808793] - Sheng-Bing Wang, Feng Chen, Milton Sommerfeld, Qiang Hu. Isolation and proteomic analysis [corrected] of cell wall-deficient Haematococcus pluvialis mutants.
Proteomics.
2005 Dec; 5(18):4839-51. doi:
10.1002/pmic.200400092. [PMID: 16281177]
