A PLA2 inhibitor
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Aristolochic Acid

Item No. 21520

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-methoxy-6-nitro-phenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid
CAS Number
313-67-7
Synonyms
  • Aristolochic Acid A
  • Aristolochic Acid I
  • NSC 11926
  • NSC 50413
  • Tardolyt
Molecular Formula
C17H11NO7
Formula Weight
341.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 25 mg/mlEthanol: SolubleWater: Slightly soluble
λmax
224, 320, 388 nm
SMILES
COC1=C(C=C([N+]([O-])=O)C2=C3C4=C(OCO4)C=C2C(O)=O)C3=CC=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $36

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    50 mg

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    100 mg

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    Product Description

    Aristolochic acid is an alkaloid originally isolated from A. radix that inhibits inflammatory phospholipase A2 (PLA2) activity (IC50 = 40 µM in human neutrophils).1 It inhibits human synovial fluid PLA2-induced edema in a dose-dependent manner in vivo which positively correlates with in vitro inhibition of PLA2.2 Aristolochic acid inhibits hemolytic activity of PLA2s TFV PL-X, TFV PL-Ia, and TFV PL-Ib from T. flavoviridis venom (IC50s = 4.6, 4.0, and 3.9 µM, respectively) but enhances the edema-inducing activity of TFV PL-Ia and TFV PL-Ib.3 Aristolochic acid exposure is also associated with progressive interstitial fibrosing nephropathy and upper urinary tract urothelial carcinomas.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rosenthal, M.D., Vishwanath, B.S., and Franson, R.C. Effects of aristolochic acid on phospholipase A2 activity and arachidonate metabolism of human neutrophils. Biochim. Biophys. Acta 1001(1), 1-8 (1989).

    2. Vishwanath, B.S., Fawzy, A.A., and Franson, R.C. Edema-inducing activity of phospholipase A2 purified from human synovial fluid and inhibition by aristolochic acid. Inflammation 12(6), 549-561 (1988).

    3. Vishwanath, B.S., Kini, R.M., and Gowda, T.V. Characterization of three edema-inducing phospholipase A2 enzymes from habu (Trimeresurus Flavoviridis) venom and their interaction with the alkaloid aristolochic acid. Toxicon 25(5), 501-515 (1987).

    4. Aydin, S., Ambroise, J., Cosyns, J.-P., et al. TP53 mutations in p53-negative dysplastic urothelial cells from Belgian AAN patients: New evidence for aristolochic acid-induced molecular pathogenesis and carcinogenesis. Mutat. Res. 818, 17-26 (2017).