Aristolochic (BioDeep_00000017221)

 

Secondary id: BioDeep_00000176209, BioDeep_00000278295

human metabolite PANOMIX_OTCML-2023 blood metabolite Toxin


代谢物信息卡片


10-Nitro-3,4-(epoxymethanoxy)phenanthrene-1-carboxylic acid

化学式: C16H9NO6 (311.0429854)
中文名称: 马兜铃酸 B, 马兜铃酸B
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1OC2=C(O1)C3=C(C(=C2)C(=O)O)C(=CC4=CC=CC=C43)[N+](=O)[O-]
InChI: InChI=1S/C16H9NO6/c18-16(19)10-6-12-15(23-7-22-12)14-9-4-2-1-3-8(9)5-11(13(10)14)17(20)21/h1-6H,7H2,(H,18,19)

描述信息

Aristolochic acid B is an aristolochic acid that is phenanthrene-1-carboxylic acid substituted by a methylenedioxy group at the 3,4 positions and by a nitro group at position 10. It has a role as a carcinogenic agent, a metabolite, a mutagen, a nephrotoxin and a toxin. It is a C-nitro compound, a member of aristolochic acids, an aromatic ether, a cyclic acetal, a monocarboxylic acid and an organic heterotetracyclic compound.
Aristolochic acid II is a natural product found in Aristolochia, Aristolochia macrophylla, and other organisms with data available.
See also: Aristolochia fangchi root (part of).
An aristolochic acid that is phenanthrene-1-carboxylic acid substituted by a methylenedioxy group at the 3,4 positions and by a nitro group at position 10.
Aristolochic acid B is one of the major components of Aristolochic acids (AA) which are natural products derived from taxa in the Aristolochiaceae. Aristolochic acid is known to be a potent mutagen and carcinogen. Aristolochic acid B showes more carcinogenic risk than Aristolochic acid A in vivo[1].
Aristolochic acid B is one of the major components of Aristolochic acids (AA) which are natural products derived from taxa in the Aristolochiaceae. Aristolochic acid is known to be a potent mutagen and carcinogen. Aristolochic acid B showes more carcinogenic risk than Aristolochic acid A in vivo[1].

同义名列表

19 个代谢物同义名

10-Nitro-3,4-(epoxymethanoxy)phenanthrene-1-carboxylic acid; 3,4-(Methylenedioxy)-10-nitrophenanthrene-1-carboxylic Acid; 6-nitro-2H-phenanthro[3,4-d][1,3]dioxole-5-carboxylic acid; Phenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid, 6-nitro-; 6-nitronaphtho[1,2-e][1,3]benzodioxole-5-carboxylic acid; 6-nitro-phenanthro-[3,4-d]-1,3-dioxole-5-carboxylic acid; 6-Nitrophenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid; 6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid; 6-nitrophenanthro(3,4-d)-3-dioxole-5-carboxylic acid; 5-19-07-00425 (Beilstein Handbook Reference); Aristolochic acid B, >=97\\% (HPLC); Aristolochic acid II , HPLC Grade; Aristolochic acid II; aristolochic acid B; AristolochicacidB; UNII-BB72D5PU2Y; Aristolochic; BB72D5PU2Y; GOR



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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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

  • František Bárta, Alena Dedíková, Michaela Bebová, Šárka Dušková, Jaroslav Mráz, Heinz H Schmeiser, Volker M Arlt, Petr Hodek, Marie Stiborová. Co-Exposure to Aristolochic Acids I and II Increases DNA Adduct Formation Responsible for Aristolochic Acid I-Mediated Carcinogenicity in Rats. International journal of molecular sciences. 2021 Sep; 22(19):. doi: 10.3390/ijms221910479. [PMID: 34638820]
  • Volker M Arlt, Walter Meinl, Simone Florian, Eszter Nagy, Frantisek Barta, Marlies Thomann, Iveta Mrizova, Annette M Krais, Maggie Liu, Meirion Richards, Amin Mirza, Klaus Kopka, David H Phillips, Hansruedi Glatt, Marie Stiborova, Heinz H Schmeiser. Impact of genetic modulation of SULT1A enzymes on DNA adduct formation by aristolochic acids and 3-nitrobenzanthrone. Archives of toxicology. 2017 Apr; 91(4):1957-1975. doi: 10.1007/s00204-016-1808-6. [PMID: 27557898]
  • Marie-Hélène Antoine, Frédéric Debelle, Julie Piccirilli, Fadoua El Kaddouri, Anne-Emilie Declèves, Eric De Prez, Cécile Husson, Frédérique Mies, Marie-Françoise Bourgeade, Joëlle L Nortier. Human bone morphogenetic protein-7 does not counteract aristolochic acid-induced renal toxicity. Journal of applied toxicology : JAT. 2015 Dec; 35(12):1520-30. doi: 10.1002/jat.3116. [PMID: 25663515]
  • T C Fuchs, A Mally, A Wool, M Beiman, P Hewitt. An exploratory evaluation of the utility of transcriptional and urinary kidney injury biomarkers for the prediction of aristolochic acid-induced renal injury in male rats. Veterinary pathology. 2014 May; 51(3):680-94. doi: 10.1177/0300985813498779. [PMID: 23912714]
  • Ying Liu, Shen Han, Qian Feng, Jinhua Wang. [Determination of aristolochic acids A and B in Chinese herbals and traditional Chinese patent medicines using ultra high performance liquid chromatography-triple quadrupole mass spectrometry]. Se pu = Chinese journal of chromatography. 2011 Nov; 29(11):1076-81. doi: ". [PMID: 22393694]
  • J Lautier, J L Chanal, J Guibert, J G Lagarrigue. Study of clofibric acid distribution, metabolism and model, in crab Pachygrapsus marmoratus (Decapoda, Brachyura). Comparative biochemistry and physiology. C: Comparative pharmacology. 1977; 58(2C):173-5. doi: 10.1016/0306-4492(77)90100-9. [PMID: 23930]
  • M Sano. Subcellular localizations of guanylate cyclase and 3',5'-cyclic nucleotide phosphodiesterase in sea urchin sperm. Biochimica et biophysica acta. 1976 Apr; 428(2):525-31. doi: 10.1016/0304-4165(76)90061-1. [PMID: 6049]