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Aristolochic acid I

SIGMA/A5512 - powder

Synonym: TR 1736

CAS Number: 313-67-7
Empirical Formula (Hill Notation): C17H11NO7
Molecular Weight: 341.27
EC Number: 206-238-3
MDL Number: MFCD00004996
Linear Formula: C17H11NO7
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-A5512-25MG 25 mg
 $98.00
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45-A5512-100MG 100 mg
 $324.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A5512-100MG

 

assay ≥90% (HPLC)
color yellow
form 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
mp 269-270 °C
SMILES string COc1cccc2c1cc([N+]([O-])=O)c3c(cc4OCOc4c23)C(O)=O
solubility DMSO: soluble
  ethanol: soluble
storage temp. 2-8°C
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.
Biochem/physiol Actions: Potent phospholipase A2 inhibitor, including calcium ionophore-induced phospholipase A2 activity in neutrophils. Kidney tumor initiator in experimental animal model.
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.
Packaging: 100 mg in glass bottle
Packaging: 25 mg in poly bottle
Purity ≥90% (HPLC)
mp 269-270 °C
Storage Temp. 2-8°C
UNSPSC 41106300

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