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A5512

Sigma-Aldrich

Aristolochic acid I

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

Synonim(y):

TR 1736

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About This Item

Wzór empiryczny (zapis Hilla):
C17H11NO7
Numer CAS:
313-67-7
Masa cząsteczkowa:
341.27
Numer WE:
206-238-3
Numer MDL:
MFCD00004996
Kod UNSPSC:
41106300
Identyfikator substancji w PubChem:
24890982
NACRES:
NA.77

product name

Aristolochic acid I, powder

Próba

≥90% (HPLC)

Postać

powder

kolor

yellow

mp

269-270 °C

rozpuszczalność

DMSO: soluble
ethanol: soluble

temp. przechowywania

2-8°C

ciąg 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)

Klucz InChI

BBFQZRXNYIEMAW-UHFFFAOYSA-N

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Opis ogólny

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.

Zastosowanie

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

Działania biochem./fizjol.

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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Piktogramy

Skull and crossbonesHealth hazard
GHS06,GHS08

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

H301,H340,H350

Zwroty wskazujące środki ostrożności

P202 - P264 - P280 - P301 + P310 - P405 - P501

Klasyfikacja zagrożeń

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

Kod klasy składowania

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

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

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

Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

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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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