Aristolochic acid C (BioDeep_00000229965)
PANOMIX_OTCML-2023 Toxin natural product
代谢物信息卡片
化学式: C16H9NO7 (327.0379)
中文名称: 马兜铃酸 C, 马兜铃酸C
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 85.19%
分子结构信息
SMILES: c1(ccc2c(c1)c1c(c(c2)[N+](=O)[O-])c(cc2c1OCO2)C(=O)O)O
InChI: InChI=1S/C16H9NO7/c18-8-2-1-7-3-11(17(21)22)13-10(16(19)20)5-12-15(24-6-23-12)14(13)9(7)4-8/h1-5,18H,6H2,(H,19,20)
描述信息
Aristolochic acid C is an aristolochic acid that is phenanthrene-1-carboxylic acid substituted by a methylenedioxy group at the 3,4 positions, by an hydroxy group at position 6, 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 C is a natural product found in Aristolochia kaempferi, Aristolochia kankauensis, and other organisms with data available.
An aristolochic acid that is phenanthrene-1-carboxylic acid substituted by a methylenedioxy group at the 3,4 positions, by an hydroxy group at position 6, and by a nitro group at position 10.
Annotation level-1
Aristolochic acid C is a derivative of Aristolochic acid. Aristolochic acid is a phospholipase A2 (PLA2) inhibitor, which disrupts cortical microtubule arrays and root growth in Arabidopsis[1].
同义名列表
12 个代谢物同义名
10-HYDROXY-6-NITRO-2H-PHENANTHRO[3,4-D][1,3]DIOXOLE-5-CARBOXYLIC ACID; Phenanthro(3,4-d)-1,3-dioxole-5-carboxylic acid, 10-hydroxy-6-nitro-; Phenanthro(3,4-d)-1,3-dioxole-5-carboxylic aicd, 10-hydroxy-6-nitro-; Phenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid, 10-hydroxy-6-nitro-; 10-hydroxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid; Phenanthro[3,4-d]-1,3-dioxole-5-carboxylicacid, 10-hydroxy-6-nitro-; 10-hydroxy-6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid; Aristolochic acid-IIIa; Aristolochic Acid IIIa; aristolochiac acid C; Aristolochic acid C; ARISTOLOCHICACIDC
数据库引用编号
37 个数据库交叉引用编号
- ChEBI: CHEBI:194151
- PubChem: 165274
- ChEMBL: CHEMBL603494
- MeSH: aristolochic acid C
- ChemIDplus: 0004849905
- KNApSAcK: C00027519
- CAS: 4849-90-5
- MoNA: PR310432
- MoNA: PR308863
- MoNA: RIKENPlaSMA004746
- MoNA: RIKENPlaSMA004744
- MoNA: RIKENPlaSMA004742
- MoNA: RIKENPlaSMA004740
- MoNA: RIKENPlaSMA004738
- MoNA: RIKENPlaSMA004736
- MoNA: RIKENPlaSMA004734
- MoNA: RIKENPlaSMA004732
- MoNA: RIKENPlaSMA004730
- MoNA: RIKENPlaSMA004728
- MoNA: RIKENPlaSMA004726
- MoNA: RIKENPlaSMA004724
- MoNA: RIKENPlaSMA000439
- MoNA: RIKENPlaSMA000435
- MoNA: RIKENPlaSMA000430
- MoNA: RIKENPlaSMA000425
- MoNA: RIKENPlaSMA000420
- MoNA: RIKENPlaSMA000415
- MoNA: RIKENPlaSMA000410
- MoNA: RIKENPlaSMA000405
- MoNA: RIKENPlaSMA000400
- MoNA: RIKENPlaSMA000395
- MoNA: RIKENPlaSMA000390
- MoNA: RIKENPlaSMA000385
- medchemexpress: HY-N1450
- PMhub: MS000013974
- MetaboLights: MTBLC194151
- LOTUS: LTS0091047
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)
14 个相关的物种来源信息
- 12947 - Aristolochia: LTS0091047
- 158544 - Aristolochia foveolata: 10.1016/S0031-9422(98)00028-4
- 158544 - Aristolochia foveolata: LTS0091047
- 431268 - Aristolochia heterophylla: 10.1248/CPB.48.357
- 431268 - Aristolochia heterophylla: LTS0091047
- 158550 - Aristolochia kaempferi: 10.1016/S0031-9422(98)00223-4
- 158550 - Aristolochia kaempferi: 10.1248/CPB.48.357
- 158550 - Aristolochia kaempferi: LTS0091047
- 16727 - Aristolochiaceae: LTS0091047
- 2759 - Eukaryota: LTS0091047
- 3398 - Magnoliopsida: LTS0091047
- 35493 - Streptophyta: LTS0091047
- 58023 - Tracheophyta: LTS0091047
- 33090 - Viridiplantae: LTS0091047
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。
亚细胞结构定位 | 关联基因列表 |
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文献列表
- Min Yu, Yu-Lin Man, Meng-Hua Chen, Li-Hua Wu, Yi Zhou, Xiao-Ling Zhou, Na Chen, Rui Ma, Li-Na Sun. Hirsutella sinensis inhibits NLRP3 inflammasome activation to block aristolochic acid-induced renal tubular epithelial cell transdifferentiation.
Human cell.
2020 Jan; 33(1):79-87. doi:
10.1007/s13577-019-00306-9
. [PMID: 31776855] - Hyeyon Kim, Haein Kim, Jae Young Kwon, Jeong Taeg Seo, Dong Min Shin, Seok Jun Moon. Drosophila Gr64e mediates fatty acid sensing via the phospholipase C pathway.
PLoS genetics.
2018 02; 14(2):e1007229. doi:
10.1371/journal.pgen.1007229
. [PMID: 29420533] - Marie Stiborová, Eva Frei, Petr Hodek, Manfred Wiessler, Heinz H Schmeiser. Human hepatic and renal microsomes, cytochromes P450 1A1/2, NADPH:cytochrome P450 reductase and prostaglandin H synthase mediate the formation of aristolochic acid-DNA adducts found in patients with urothelial cancer.
International journal of cancer.
2005 Jan; 113(2):189-97. doi:
10.1002/ijc.20564
. [PMID: 15386410] - Marie Stiborová, Eva Frei, Bruno Sopko, Klára Sopková, Vladimira Marková, Martina Lanková, Tereza Kumstýrová, Manfred Wiessler, Heinz H Schmeiser. Human cytosolic enzymes involved in the metabolic activation of carcinogenic aristolochic acid: evidence for reductive activation by human NAD(P)H:quinone oxidoreductase.
Carcinogenesis.
2003 Oct; 24(10):1695-703. doi:
10.1093/carcin/bgg119
. [PMID: 12869422] - X W Dai, X R Rao, S Li. [Current status of injury caused by Chinese herbal medicine and its counter measure].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
2001 Jan; 21(1):58-61. doi:
"
. [PMID: 12577382] - H G Tan, Y Q Liu. [Chemical components of Aristolochia contorta Bge].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
1994 Nov; 19(11):677-8, 703. doi:
"
. [PMID: 7893387]