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A9451

Sigma-Aldrich

Aristolochic acid I sodium salt

powder, ≥97%

Synonym(s):

Aristolochic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):
C17H10NNaO7
CAS Number:
10190-99-5
Molecular Weight:
363.25
EC Number:
233-463-4
MDL number:
MFCD00210760
UNSPSC Code:
12352202
PubChem Substance ID:
24891454
NACRES:
NA.77

Assay

≥97%

form

powder

solubility

H2O: 50 mg/mL

SMILES string

[Na+].COc1cccc2c1cc([N+]([O-])=O)c3c(cc4OCOc4c23)C([O-])=O

InChI

1S/C17H11NO7.Na/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);/q;+1/p-1

InChI key

BQVOPWJSBBMGBR-UHFFFAOYSA-M

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Biochem/physiol Actions

Component of some Chinese herbal medicines, and responsible for their nephrotoxicity. Prodrug activated by reduction of the nitro group to an amine, which forms cytotoxic DNA adducts.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301 + H311 + H331,H351

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Khai Gene Leong et al.
Toxins, 13(10) (2021-10-23)
The plant-derived toxin, aristolochic acid (AA), is the cause of Chinese Herb Nephropathy and Balkan Nephropathy. Ingestion of high dose AA induces acute kidney injury, while chronic low dose ingestion leads to progressive kidney disease. Ingested AA is taken up
Xiaoyan Wang et al.
Cell death & disease, 11(8), 620-620 (2020-08-17)
Acute kidney injury (AKI) has a critical role in the development of chronic kidney disease (CKD). Building on our previous findings, we explored the role of miR-382 in facilitating the transition of AKI to CKD using the Aristolochic acid (AA)
Marika Manolopoulou et al.
American journal of physiology. Renal physiology, 316(5), F847-F855 (2019-02-14)
Flow cytometry studies on injured kidney tubules are complicated by the low yield of nucleated single cells. Furthermore, cell-specific responses such as cell cycle dynamics in vivo have conventionally relied on indirect immunohistochemistry and proximal tubule markers that may be
Huan Lu et al.
Theranostics, 10(10), 4323-4333 (2020-04-16)
Rationale: Dietary exposure to aristolochic acids and similar compounds (collectively, AA) is a significant risk factor for nephropathy and subsequent upper tract urothelial carcinoma (UTUC). East Asian populations, who have a high prevalence of UTUC, have an unusual genome-wide AA-induced
Sang Hoon Kim et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(18), 8440-8445 (2010-04-21)
Mammalian sweet, bitter, and umami taste is mediated by a single transduction pathway that includes a phospholipase C (PLC)beta and one cation channel, TRPM5. However, in insects such as the fruit fly, Drosophila melanogaster, it is unclear whether different tastants
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