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Y0001185

Aristolochic acid I

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

TR 1736

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About This Item

Empirical Formula (Hill Notation):
C17H11NO7
CAS Number:
313-67-7
Molecular Weight:
341.27
MDL number:
MFCD00004996
UNSPSC Code:
41116107
PubChem Substance ID:
329831298
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

aristolochia

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Aristolochic acid I EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Potent phospholipase A2 inhibitor, including calcium ionophore-induced phospholipase A2 activity in neutrophils. Kidney tumor initiator in experimental animal model.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

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Heinz H Schmeiser et al.
International journal of cancer, 135(2), 502-507 (2014-06-13)
Aristolochic acid (AA) causes aristolochic acid nephropathy (AAN), first described in women in Belgium accidently prescribed Aristolochia fangchi in a slimming treatment, and also Balkan endemic nephropathy (BEN), through probable dietary contamination with Aristolochia clematitis seeds. Both nephropathies have a
Guan Wang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 31(19), 1573-1575 (2006-12-15)
Aristolochic acid I (AA-I) was absorbed and distributed quickly in vivo, the plasma concentration-time curve were fit with the open two-compartment model and one-compartment model, respectively. The elimination of AA-I has relationship with the dosage, the low dose group eliminates
Michael Heinrich et al.
Journal of ethnopharmacology, 125(1), 108-144 (2009-06-10)
More than 100 cases of nephropathy over the last 10 years caused by the systemic and longer term application of Chinese snakeroot (Aristolochia fangchi) highlighted the risk of using preparations which contain aristolochic acids. On the other hand anecdotal evidence
A Balkan riddle's serendipitous solution.
Jon Cohen
Science (New York, N.Y.), 344(6180), 146-146 (2014-04-12)
Judit Megyesi et al.
American journal of physiology. Renal physiology, 308(2), F122-F130 (2014-11-28)
Tissue fibrosis is a major cause of death in developed countries. It commonly occurs after either acute or chronic injury and affects diverse organs, including the heart, liver, lung, and kidney. Using the renal ablation model of chronic kidney disease
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