A5512
Aristolochic acid I
≥90% (HPLC), powder, phospholipase A₂ inhibitor
Synonym(s):
TR 1736
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About This Item
Empirical Formula (Hill Notation):
C17H11NO7
CAS Number:
Molecular Weight:
341.27
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106300
EC Number:
206-238-3
MDL number:
Assay:
≥90% (HPLC)
Form:
powder
Product Name
Aristolochic acid I, powder
assay
≥90% (HPLC)
form
powder
color
yellow
mp
269-270 °C
solubility
DMSO: soluble, ethanol: soluble
storage temp.
2-8°C
SMILES string
COc1cccc2c1cc([N+]([O-])=O)c3c(cc4OCOc4c23)C(O)=O
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
General description
Aristolochic acid is a naturally occurring plant metabolite found in Aristolochia sp, Bragantia sp. or Asarum sp. plants. It comprises a mixture of nitrophenanthrene carboxylic acids such as aristolochic acid I and II.
Application
Aristolochic acid I have been used:
- as a standard for the analysis of Aristolochia sprucei crude extract by high-performance liquid chromatography
- to study its effects on histone deacetylase 3 (HDAC3) aberration and renal fibrosis
- to induce acute aristolochic acid nephropathy and to study its impact on miRNA and mRNA expression in mice
Biochem/physiol Actions
Aristolochic acid is a potent inhibitor of phospholipase A2 (PLA2), hyaluronidase, and acetylcholinesterase plasma proteases from snake venoms. Aristolochic acid is considered a herbal medicine and shows therapeutic effects against obstetrics, snake bites, gout, and rheumatism. It exhibits anti-inflammatory and anti-malarial properties. In addition, it is also considered a genotoxic mutagen and causes aristolochic acid nephropathy (AAN), characterized by interstitial fibrosis and urothelial cancer.
Potent phospholipase A2 inhibitor, including calcium ionophore-induced phospholipase A2 activity in neutrophils. Kidney tumor initiator in experimental animal model.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Carc. 1A - Muta. 1B
Storage Class
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
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A5512-100MG | 04061833258194 |
| A5512-25MG | 04061833375969 |