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Merck
CN

A5512

马兜铃酸I

≥90% (HPLC), powder, phospholipase A₂ inhibitor

别名:

TR 1736

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关于此项目

经验公式（希尔记法）:
C17H11NO7
化学文摘社编号:
313-67-7
分子量:
341.27
NACRES:
NA.77
PubChem Substance ID:
24890982
UNSPSC Code:
41106300
EC Number:
206-238-3
MDL number:
MFCD00004996

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产品名称

马兜铃酸I, powder

InChI

1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20)

InChI key

BBFQZRXNYIEMAW-UHFFFAOYSA-N

SMILES string

COc1cccc2c1cc([N+]([O-])=O)c3c(cc4OCOc4c23)C(O)=O

assay

≥90% (HPLC)

form

powder

color

yellow

mp

269-270 °C

solubility

DMSO: soluble, ethanol: soluble

storage temp.

2-8°C

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相关类别

General description

马兜铃酸是一种天然植物代谢物，存在于马兜铃属、Bragantia属或细辛属植物中。它包括硝基菲羧酸（如马兜铃酸I和II）的混合物。

Application

马兜铃酸I 已用于：

  • 作为标准品，通过高效液相色谱法分析云杉马兜铃粗提物
  • 研究对组蛋白去乙酰化酶3（HDAC3）畸变和肾纤维化的影响
  • 诱导急性马兜铃酸肾病，研究对小鼠miRNA和mRNA表达的影响

Biochem/physiol Actions

有效的磷脂酶A2 抑制剂，包括钙离子载体诱导的嗜中性粒细胞磷脂酶A2 活性。实验动物模型的肾肿瘤引发剂。
马兜铃酸是蛇毒中磷脂酶A2（PLA2）、透明质酸酶和乙酰胆碱酯酶血浆蛋白酶的有效抑制剂。马兜铃酸被认为是一种草药，对产科、蛇咬伤、痛风和风湿病有治疗作用。它具有抗炎和抗疟疾的特性。此外，它还被认为是一种基因毒性诱变原，可引起马兜铃酸肾病（AAN），特征为间质纤维化和尿路上皮癌。

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 1A - Muta. 1B

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
WXBF5925V
WXBD8084V
WXBD0992V
WXBD0062V
WXBC8652V

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Chung-Hsin Chen et al.
International journal of cancer, 133(1), 14-20 (2013-01-08)
Aristolochic acid (AA), a component of all Aristolochia-based herbal medicines, is a potent nephrotoxin and human carcinogen associated with upper urinary tract urothelial carcinoma (UUC). To investigate the clinical and pathological characteristics of AA-induced UUC, this study included 152 UUC
Isela I González Rodríguez et al.
Toxicon: X, 7, 100049-100049 (2020-07-03)
A bioactive compound isolated from the stem extract of Aristolochia sprucei through High Performance Liquid Chromatography (HPLC) was identified via Nuclear Magnetic Resonance (NMR) as the aristolochic acid (AA). This compound showed an inhibitory effect over the myotoxic activity of
Yongheng Bai et al.
Molecular medicine reports, 16(1), 737-745 (2017-06-01)
Sedum sarmentosum Bunge (SSBE) is a perennial plant widely distributed in Asian countries, and its extract is traditionally used for the treatment of certain inflammatory diseases. Our previous studies demonstrated that SSBE has marked renal anti‑fibrotic effects. However, the underlying molecular
Ziqiang Zhu et al.
Molecular medicine reports, 22(4), 3367-3377 (2020-09-19)
In acute aristolochic acid nephropathy (AAN), aristolochic acid (AA) induces renal injury and tubulointerstitial fibrosis. However, the roles of microRNAs (miRNAs/miRs) and mRNAs involved in AAN are not clearly understood. The aim of the present study was to examine AA‑induced
Ching-Chin Yang et al.
Toxicology, 312, 63-73 (2013-08-14)
Studies have found that ingestion of aristolochic acid (AA) causes nephropathy first by inducing renal tubular cell apoptosis acutely. It is currently unknown whether crosstalk between autophagy and apoptosis orchestrates the fate of tubular cells in acute AA nephropathy. We
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