2-Acetylaminofluorene (BioDeep_00000003144)
Secondary id: BioDeep_00001867944
human metabolite blood metabolite
代谢物信息卡片
N-(9H-fluoren-2-yl)ethanimidic acid
化学式: C15H13NO (223.0997088)
中文名称: 2-乙酰氨基氟
谱图信息:
最多检出来源 Homo sapiens(blood) 1.54%
分子结构信息
SMILES: CC(=O)NC1=CC2=C(C=C1)C3=CC=CC=C3C2
InChI: InChI=1S/C15H13NO/c1-10(17)16-13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,16,17)
描述信息
D009676 - Noxae > D002273 - Carcinogens
同义名列表
24 个代谢物同义名
N-(9H-fluoren-2-yl)ethanimidic acid; 2-ACETYLAMINOFLUORENE-3-yl; N-Acetyl-2-aminofluorene; N Acetyl 2 aminofluorene; N-Fluoren-2-ylacetamide; 2-(Acetylamino)fluorene; N 2 Fluorenylacetamide; N-2-Fluorenylacetamide; 2 Acetylaminofluorene; Fluoren-2-ylacetamide; Fluoren 2 ylacetamide; 2-Acetylaminofluorene; 2 Fluorenylacetamide; N-Fluorenylacetamide; 2-Fluorenylacetamide; 2-Acetoaminofluorene; 2-Acetamidofluorene; Acetylaminofluorene; 2-Acetaminofluorene; 2 Acetamidofluorene; AAF, aminofluorene; Aminofluorene aaf; 2-FAA; 2-AAF
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:17356
- KEGG: C02778
- KEGGdrug: D82114
- PubChem: 5897
- HMDB: HMDB0244967
- Metlin: METLIN516
- ChEMBL: CHEMBL311469
- Wikipedia: 2-Acetylaminofluorene
- MeSH: 2-Acetylaminofluorene
- chemspider: 5686
- CAS: 27215-65-2
- CAS: 53-96-3
- PMhub: MS000008259
- PubChem: 5729
- PDB-CCD: AFF
- NIKKAJI: J2.312D
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
- Jaime Sánchez-Meza, Marina Campos-Valdez, José Alfredo Domínguez-Rosales, Juliana Marisol Godínez-Rubí, Sarai Citlalic Rodríguez-Reyes, Erika Martínez-López, Guillermo M Zúñiga-González, Laura Verónica Sánchez-Orozco. Chronic Administration of Diethylnitrosamine and 2-Acetylaminofluorene Induces Hepatocellular Carcinoma in Wistar Rats.
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Carcinogenesis.
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10.1093/carcin/bgm303. [PMID: 18204080] - Tábata Rosales-Reyes, Mireya de la Garza, Carlos Arias-Castro, Martha Rodríguez-Mendiola, Samia Fattel-Fazenda, Evelia Arce-Popoca, Sergio Hernández-García, Saúl Villa-Treviño. Aqueous crude extract of Rhoeo discolor, a Mexican medicinal plant, decreases the formation of liver preneoplastic foci in rats.
Journal of ethnopharmacology.
2008 Feb; 115(3):381-6. doi:
10.1016/j.jep.2007.10.022. [PMID: 18063494] - Jeewon Kim, Sook-Hee Kim, Haymie Choi. Dehydroepiandrosterone supplement increases malate dehydrogenase activity and decreases NADPH-dependent antioxidant enzyme activity in rat hepatocellular carcinogenesis.
Nutrition research and practice.
2008; 2(2):80-4. doi:
10.4162/nrp.2008.2.2.80. [PMID: 20126370] - Can Sungur, Sarah Miller, Johann Bergholz, Rebecca C Hoye, Ronald G Brisbois, Paul Overvoorde. The small molecule 2-furylacrylic acid inhibits auxin-mediated responses in Arabidopsis thaliana.
Plant & cell physiology.
2007 Dec; 48(12):1693-701. doi:
10.1093/pcp/pcm141. [PMID: 17942448] - Danielle L Watt, Christopher D Utzat, Pablo Hilario, Ashis K Basu. Mutagenicity of the 1-nitropyrene-DNA adduct N-(deoxyguanosin-8-yl)-1-aminopyrene in mammalian cells.
Chemical research in toxicology.
2007 Nov; 20(11):1658-64. doi:
10.1021/tx700131e. [PMID: 17907783] - José Luis Mauriz, M Cristina Durán, Virginia Molpeceres, Juan Pablo Barrio, Javier Martín-Renedo, Jesús M Culebras, Javier González-Gallego, Paquita González. Changes in the antioxidant system by TNP-470 in an in vivo model of hepatocarcinoma.
Translational research : the journal of laboratory and clinical medicine.
2007 Sep; 150(3):189-96. doi:
10.1016/j.trsl.2007.04.006. [PMID: 17761372] - Xia Li, Zheng-Ming Shi, Ping Feng, Zhao-Yang Wen, Xue-Jiang Wang. Effect of Qi-protecting powder (Huqi San) on expression of c-jun, c-fos and c-myc in diethylnitrosamine-mediated hepatocarcinogenesis.
World journal of gastroenterology.
2007 Aug; 13(31):4192-8. doi:
10.3748/wjg.v13.i31.4192. [PMID: 17696247] - Juan Pablo Parody, María de Luján Alvarez, Ariel Quiroga, María Teresa Ronco, Daniel Francés, Cristina Carnovale, María Cristina Carrillo. Hepatocytes isolated from preneoplastic rat livers are resistant to ethacrynic acid cytotoxicity.
Archives of toxicology.
2007 Aug; 81(8):565-73. doi:
10.1007/s00204-007-0183-8. [PMID: 17340122] - Zhi-zhen Dong, Deng-fu Yao, Li Zou, Min Yao, Li-wei Qiu, Xin-hua Wu, Wei Wu. [An evaluation of transforming growth factor-beta 1 in diagnosing hepatocellular carcinoma and metastasis].
Zhonghua gan zang bing za zhi = Zhonghua ganzangbing zazhi = Chinese journal of hepatology.
2007 Jul; 15(7):503-8. doi:
. [PMID: 17669238] - Lucrecia Márquez-Rosado, Cristina Trejo-Solís, María del Pilar Cabrales-Romero, Evelia Arce-Popoca, Adolfo Sierra-Santoyo, Leticia Alemán-Lazarini, Samia Fatel-Fazenda, Claudia E Carrasco-Legleu, Saúl Villa-Treviño. Co-carcinogenic effect of cyclohexanol on the development of preneoplastic lesions in a rat hepatocarcinogenesis model.
Molecular carcinogenesis.
2007 Jul; 46(7):524-33. doi:
10.1002/mc.20295. [PMID: 17393424] - Shinji Takasu, Tetsuya Tsukamoto, Akihiro Hirata, Kazuaki Kawai, Takeshi Toyoda, Hisayo Ban, Hiroki Sakai, Tokuma Yanai, Toshiaki Masegi, Hiroshi Kasai, Masae Tatematsu. Lack of initiation activity of 4-oxo-2-hexenal, a peroxidation product generated from omega-3 polyunsaturated fatty acids, in an in vivo five-week liver assay.
Asian Pacific journal of cancer prevention : APJCP.
2007 Jul; 8(3):372-4. doi:
". [PMID: 18159970] - Chin-Chung Lin, Shung-Te Kao, Chin-Chin Ho, Heng-Chien Ho, Te-Chun Hsia, Mei-Due Yang, Chin-Chung Yeh, Po-Erh Liu, Jing-Gung Chung. Effects of oral administration of berberine on distribution and metabolism of 2-aminofluorene in Sprague-Dawley rats.
In vivo (Athens, Greece).
2007 Mar; 21(2):321-8. doi:
. [PMID: 17436583] - Warren W Ku, Anita Bigger, Giovanni Brambilla, Hansruedi Glatt, Elmar Gocke, Peggy J Guzzie, Atsushi Hakura, Masamitsu Honma, Hans-Joerg Martus, R Scott Obach, Stanley Roberts. Strategy for genotoxicity testing--metabolic considerations.
Mutation research.
2007 Feb; 627(1):59-77. doi:
10.1016/j.mrgentox.2006.10.004. [PMID: 17141553] - Ai-ling Zhou, Yu-juan Zhu, Ya-e Hu, Jia-hui Mao, Dao-rong Jiang. [Effect of acupoint-injection of oxymatrine on experimental hepatic carcinoma and study on the mechanism].
Zhongguo zhen jiu = Chinese acupuncture & moxibustion.
2007 Jan; 27(1):48-52. doi:
NULL. [PMID: 17378204] - Tridib Chakraborty, Amrita Chatterjee, Ajay Rana, Basabi Rana, Ashokumar Palanisamy, Rajkumar Madhappan, Malay Chatterjee. Suppression of early stages of neoplastic transformation in a two-stage chemical hepatocarcinogenesis model: supplementation of vanadium, a dietary micronutrient, limits cell proliferation and inhibits the formations of 8-hydroxy-2'-deoxyguanosines and DNA strand-breaks in the liver of sprague-dawley rats.
Nutrition and cancer.
2007; 59(2):228-47. doi:
10.1080/01635580701615405. [PMID: 18001218] - Sahar Rahman, Sarwat Sultana. Protective effects of Picorrhiza kurroa extract against 2-acetylaminofluorene-induced hepatotoxicity in Wistar rats.
Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer.
2007; 26(3):195-205. doi:
10.1615/jenvironpatholtoxicoloncol.v26.i3.40. [PMID: 18197835] - J D van der Merwe, E Joubert, E S Richards, M Manley, P W Snijman, J L Marnewick, W C A Gelderblom. A comparative study on the antimutagenic properties of aqueous extracts of Aspalathus linearis (rooibos), different Cyclopia spp. (honeybush) and Camellia sinensis teas.
Mutation research.
2006 Dec; 611(1-2):42-53. doi:
10.1016/j.mrgentox.2006.06.030. [PMID: 16949333] - Claudia-Esther Carrasco-Legleu, Yesennia Sánchez-Pérez, Lucrecia Márquez-Rosado, Samia Fattel-Fazenda, Evelia Arce-Popoca, Sergio Hernández-García, Saúl Villa-Treviño. A single dose of caffeic acid phenethyl ester prevents initiation in a medium-term rat hepatocarcinogenesis model.
World journal of gastroenterology.
2006 Nov; 12(42):6779-85. doi:
10.3748/wjg.v12.i42.6779. [PMID: 17106925] - Anuradha Sehrawat, Sarwat Sultana. Evaluation of possible mechanisms of protective role of Tamarix gallica against DEN initiated and 2-AAF promoted hepatocarcinogenesis in male Wistar rats.
Life sciences.
2006 Sep; 79(15):1456-65. doi:
10.1016/j.lfs.2006.04.009. [PMID: 16698044] - Deng-Fu Yao, Wei Wu, Min Yao, Li-Wei Qiu, Xin-Hua Wu, Xiao-Qin Su, Li Zou, Deng-Bing Yao, Xian-Yong Meng. Dynamic alteration of telomerase expression and its diagnostic significance in liver or peripheral blood for hepatocellular carcinoma.
World journal of gastroenterology.
2006 Aug; 12(31):4966-72. doi:
10.3748/wjg.v12.i31.4966. [PMID: 16937491] - Thomas Prates Ong, Renato Heidor, Aline de Conti, Maria Lúcia Zaidan Dagli, Fernando Salvador Moreno. Farnesol and geraniol chemopreventive activities during the initial phases of hepatocarcinogenesis involve similar actions on cell proliferation and DNA damage, but distinct actions on apoptosis, plasma cholesterol and HMGCoA reductase.
Carcinogenesis.
2006 Jun; 27(6):1194-203. doi:
10.1093/carcin/bgi291. [PMID: 16332721] - L M Barajas-Farias, J I Pérez-Carreón, E Arce-Popoca, S Fattel-Fazenda, L Alemán-Lazarini, S Hernández-García, M Salcido-Neyoy, F G Cruz-Jiménez, J Camacho, S Villa-Treviño. A dual and opposite effect of Calendula officinalis flower extract: chemoprotector and promoter in a rat hepatocarcinogenesis model.
Planta medica.
2006 Feb; 72(3):217-21. doi:
10.1055/s-2005-916196. [PMID: 16534725] - Anuradha Sehrawat, Sarwat Sultana. Chemoprevention by Butea monosperma of hepatic carcinogenesis and oxidative damage in male wistar rats.
Asian Pacific journal of cancer prevention : APJCP.
2006 Jan; 7(1):140-8. doi:
. [PMID: 16629533] - Anuradha Sehrawat, Sonia Sharma, Sarwat Sultana. Preventive effect of tannic acid on 2-acetylaminofluorene induced antioxidant level, tumor promotion and hepatotoxicity: a chemopreventive study.
Redox report : communications in free radical research.
2006; 11(2):85-95. doi:
10.1179/135100006x101066. [PMID: 16686999] - Bing Tan, Jie-Fei Huang, Qun Wei, Hong Zhang, Run-Zhou Ni. Anti-hepatoma effect of arsenic trioxide on experimental liver cancer induced by 2-acetamidofluorene in rats.
World journal of gastroenterology.
2005 Oct; 11(38):5938-43. doi:
10.3748/wjg.v11.i38.5938. [PMID: 16273603] - Ta Ajith, J P Subin, J Jacob, P S Sanjay, N V Babitha. Antimutagenic and anti-oxidant activities of the non-steroidal anti-inflammatory drug celecoxib.
Clinical and experimental pharmacology & physiology.
2005 Oct; 32(10):888-93. doi:
10.1111/j.1440-1681.2010.04280.x. [PMID: 16173952] - O A Odunola, A Adetutu, O S Olorunnisola, O Ola-Davis. Protection against 2- acetyl aminofluorene-induced toxicity in mice by garlic (Allium sativum), bitter kola (Garcina kola seed) and honey.
African journal of medicine and medical sciences.
2005 Jun; 34(2):167-72. doi:
NULL. [PMID: 16749342] - Lin-lin Liu, Li-kun Gong, Xin-ming Qi, Yan Cai, Hui Wang, Xiong-fei Wu, Ying Xiao, Jin Ren. Altered expression of cytochrome P450 and possible correlation with preneoplastic changes in early stage of rat hepatocarcinogenesis.
Acta pharmacologica Sinica.
2005 Jun; 26(6):737-44. doi:
10.1111/j.1745-7254.2005.00737.x. [PMID: 15916741] - Sarwat Sultana, Salahuddin Ahmed, Tamanna Jahangir, Sonia Sharma. Inhibitory effect of celery seeds extract on chemically induced hepatocarcinogenesis: modulation of cell proliferation, metabolism and altered hepatic foci development.
Cancer letters.
2005 Apr; 221(1):11-20. doi:
10.1016/j.canlet.2004.07.030. [PMID: 15797622] - M Reyes-López, S Villa-Treviño, M Arriaga-Alba, L Alemán-Lazarini, M Rodríguez-Mendiola, C Arias-Castro, S Fattel-Fazenda, M de la Garza. The amoebicidal aqueous extract from Castela texana possesses antigenotoxic and antimutagenic properties.
Toxicology in vitro : an international journal published in association with BIBRA.
2005 Feb; 19(1):91-7. doi:
10.1016/j.tiv.2004.06.005. [PMID: 15582360] - Chin-Chin Ho, Yi-Shyong Lai, Der-Yean Wang, Yi-Shuan Chen, Jau-Hong Lee, Nou-Ing Tang, Jing-Gung Chung. Effects of ellagic acid by oral administration on distribution and metabolism of 2-aminofluorene in Sprague-Dawley rats.
In vivo (Athens, Greece).
2005 Jan; 19(1):143-56. doi:
. [PMID: 15796167] - Monika Pietrowska, Piotr Widłak. Characterization of a novel protein that specifically binds to DNA modified by N-acetoxy-acetylaminofluorene and cis-diamminedichloroplatinum.
Acta biochimica Polonica.
2005; 52(4):867-74. doi:
10.18388/abp.2005_3400. [PMID: 15940347] - J Iqbal, M Minhajuddin, Z H Beg. Suppression of diethylnitrosamine and 2-acetylaminofluorene-induced hepatocarcinogenesis in rats by tocotrienol-rich fraction isolated from rice bran oil.
European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP).
2004 Dec; 13(6):515-20. doi:
10.1097/00008469-200412000-00009. [PMID: 15548946] - Manabu Yasui, Huan Dong, Radha R Bonala, Naomi Suzuki, Haruo Ohmori, Fumio Hanaoka, Francis Johnson, Arthur P Grollman, Shinya Shibutani. Mutagenic properties of 3-(deoxyguanosin-N2-yl)-2-acetylaminofluorene, a persistent acetylaminofluorene-derived DNA adduct in mammalian cells.
Biochemistry.
2004 Nov; 43(47):15005-13. doi:
10.1021/bi048279+. [PMID: 15554708] - Ana Lúcia Tozzi Spinardi-Barbisan, Lúis Fernando Barbisan, João Lauro Viana de Camargo, Maria Aparecida Marchesan Rodrigues. Infiltrating CD8+ T lymphocytes, natural killer cells, and expression of IL-10 and TGF-beta1 in chemically induced neoplasms in male Wistar rats.
Toxicologic pathology.
2004 Sep; 32(5):548-57. doi:
10.1080/01926230490505059. [PMID: 15603539] - Guido Steiner, Laura Suter, Franziska Boess, Rodolfo Gasser, Maria Cristina de Vera, Silvio Albertini, Stefan Ruepp. Discriminating different classes of toxicants by transcript profiling.
Environmental health perspectives.
2004 Aug; 112(12):1236-48. doi:
10.1289/txg.7036. [PMID: 15345370] - Morimichi Hayashi, Hideki Ohnota, Toru Tamura, Junji Kuroda, Nobuo Shibata, Masuo Akahane, Hisataka Moriwaki, Noboru Machida, Kunitoshi Mitsumori. Inhibitory effects of KAT-681, a liver-selective thyromimetic, on development of hepatocellular proliferative lesions in rats induced by 2-acetylaminofluorene and partial hepatectomy after diethylnitrosamine initiation.
Archives of toxicology.
2004 Aug; 78(8):460-6. doi:
10.1007/s00204-004-0561-4. [PMID: 15034639] - María de Luján Alvarez, María Teresa Ronco, J Elena Ochoa, Juan A Monti, Cristina E Carnovale, Gerardo B Pisani, María Cristina Lugano, María Cristina Carrillo. Interferon alpha-induced apoptosis on rat preneoplastic liver is mediated by hepatocytic transforming growth factor beta(1).
Hepatology (Baltimore, Md.).
2004 Aug; 40(2):394-402. doi:
10.1002/hep.20307. [PMID: 15368444] - R Kuttan, G Kuttan, S Joseph, T A Ajith, M Mohan, R C Srimal. Antimutagenicity of herbal detoxification formula Smoke Shield against environmental mutagens.
Journal of experimental & clinical cancer research : CR.
2004 Mar; 23(1):61-8. doi:
". [PMID: 15149152] - E González de Mejía, M V Ramírez-Mares, E Arce-Popoca, M Wallig, S Villa-Treviño. Inhibition of liver carcinogenesis in Wistar rats by consumption of an aqueous extract from leaves of Ardisia compressa.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2004 Mar; 42(3):509-16. doi:
10.1016/j.fct.2003.10.016. [PMID: 14871594] - Fragiska Sigala, Georgia Kostopanagiotou, Ioanna Andreadou, Nikolaos Kavatzas, Evangelos Felekouras, Panagiotis Sigalas, Elias Bastounis, Efstathios Papalambros. Histological and lipid peroxidation changes after administration of 2-acetylaminofluorene in a rat liver injury model following selective periportal and pericentral damage.
Toxicology.
2004 Mar; 196(1-2):155-63. doi:
10.1016/j.tox.2003.12.005. [PMID: 15036765] - Miyuki Nakaji, Yoshihiko Yano, Toshiaki Ninomiya, Yasushi Seo, Kenichi Hamano, Seitetsu Yoon, Masato Kasuga, Tadahisa Teramoto, Yoshitake Hayashi, Hiroshi Yokozaki. IFN-alpha prevents the growth of pre-neoplastic lesions and inhibits the development of hepatocellular carcinoma in the rat.
Carcinogenesis.
2004 Mar; 25(3):389-97. doi:
10.1093/carcin/bgh028. [PMID: 14633663] - Yogeshwer Shukla, Neetu Kalra, Sarika Katiyar, Imtiaz A Siddiqui, Annu Arora. Chemopreventive effect of indole-3-carbinol on induction of preneoplastic altered hepatic foci.
Nutrition and cancer.
2004; 50(2):214-20. doi:
10.1207/s15327914nc5002_12. [PMID: 15623469] - Huzaimah Abdullah Sani, Asmah Rahmat, Maznah Ismail, Rozita Rosli, Susi Endrini. Potential anticancer effect of red spinach (Amaranthus gangeticus) extract.
Asia Pacific journal of clinical nutrition.
2004; 13(4):396-400. doi:
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