A naturally occurring pigment with anti-mutagenic effects
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Purpurin

Item No. 11752

Technical Information
Formal Name
1,2,4-trihydroxy-9,10-anthracenedione
CAS Number
81-54-9
Synonyms
  • Hydroxylizaric Acid
  • NSC 10447
  • Verantin
Molecular Formula
C14H8O5
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 0.5 mg/mlDMSO: 0.5 mg/ml
λmax
255, 484 nm
SMILES
O=C1C2=C(O)C=C(O)C(O)=C2C(C3=C1C=CC=C3)=O
InChi Code
InChI=1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H
InChi Key
BBNQQADTFFCFGB-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Purpurin is a naturally occurring reddish-yellow pigment found in madder root (R. tinctorum) that has been used both in herbal remedies and as food coloring. It can also be synthetically derived from 9,10-anthraquinone. Purpurin is protective against a number of food-derived heterocyclic amines in bacterial mutagenicity assays through its inhibition of CYP450-dependent N-hydroxylation and reduction of N-hydroxylamines.1 Purpurine can also inhibit (IC50 = 6.6 μM) spermidine-induced autoactivation of plasma hyaluronan-binding protein, a serine protease that can activate coagulation factor VII and prourokinase.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marczylo, T., Arimoto-Kobayashi, S., and Hayatsu, H. Protection against Trp-P-2 mutagenicity by purpurin: Mechanism of in vitro antimutagenesis. Mutagenesis 15(3), 223-228 (2000).

    2. Nishimura, N., Takai, M., Yamamoto, E., et alPurpurin as a specific inhibitor of spermidine-induced autoactivation of the protease plasma hyaluronan-binding protein. Biol. Pharm. Bull. 33(8), 1430-1433 (2010).