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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