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A5512

Sigma-Aldrich

Aristolochic acid I

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

Sinónimos:

TR 1736

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About This Item

Fórmula empírica (notación de Hill):
C17H11NO7
Número de CAS:
313-67-7
Peso molecular:
341.27
Número CE:
206-238-3
Número MDL:
MFCD00004996
Código UNSPSC:
41106300
ID de la sustancia en PubChem:
24890982
NACRES:
NA.77

product name

Aristolochic acid I, powder

Análisis

≥90% (HPLC)

formulario

powder

color

yellow

mp

269-270 °C

solubilidad

DMSO: soluble
ethanol: soluble

temp. de almacenamiento

2-8°C

cadena SMILES

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)

Clave InChI

BBFQZRXNYIEMAW-UHFFFAOYSA-N

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Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palabra de señalización

Danger

Frases de peligro

H301,H340,H350

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
Guang-Xing Shui et al.
Evidence-based complementary and alternative medicine : eCAM, 2017, 9536458-9536458 (2017-04-20)
Objectives. The effects of the traditional formula Dahuang Fuzi Decoction (DFD) on chronic aristolochic acid nephropathy (AAN) in mice and its underlying mechanisms were studied. Methods. Mice were randomly divided into the following six groups: the control group, the model
Xiao Y Dai et al.
Oncotarget, 7(10), 10841-10856 (2016-02-26)
Aristolochic acid nephropathy (AAN) is a progressive kidney disease caused by some Chinese herbal medicines, but treatment remains ineffective. Macrophage accumulation is an early feature in human and experimental AAN; however, the role of macrophages in chronic AAN is unknown.
Hong Lu et al.
Mediators of inflammation, 2016, 2174682-2174682 (2016-06-18)
Background. Macrophage migration inhibitory factor (MIF) is an important immunoregulatory cytokine involved in inflammation, which may be one important reason resulting in matrix deposition in renal tissues after injury. However, the underlying mechanisms have not yet been elucidated. Methods and
Jie Wei et al.
Journal of chromatography. A, 1246, 129-136 (2012-04-10)
A novel silica-based reversed-phase/strong anion-exchange mixed-mode stationary phase named C18SAX was synthesized based on the polar-copolymerized approach. C18SAX stationary phase showed excellent compatibility with 100% aqueous mobile phase and comparable performance with commercial SunFire™ C18 column in terms of column
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