A fungal metabolite with antioxidant activity
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Pyranonigrin A

Item No. 27535

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7R)-6,7-dihydro-3,7-dihydroxy-2-(1E)-1-propen-1-yl-pyrano[2,3-c]pyrrole-4,5-dione
CAS Number
773855-65-5
Synonyms
  • 7-hydroxy Pyranonigrin S
Molecular Formula
C10H9NO5
Formula Weight
223.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Heated
SMILES
C/C=C/C1=C(O)C(C(C(N[C@@H]2O)=O)=C2O1)=O
InChi Code
InChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-8(16-4)10(15)11-9(5)14/h2-3,10,12,15H,1H3,(H,11,14)/b3-2+/t10-/m1/s1
InChi Key
OALBJWDVDNROSF-VMZHVLLKSA-N
Origin
Fungus/Aspergillus niger
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $134

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    1 mg

    $253

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    Product Description

    Pyranonigrin A is a fungal metabolite originally isolated from Aspergillus that has antioxidant activity.1 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) free radicals in a cell-free assay (IC50 = 132.9 μM). Pyranonigrin A (10 μM) suppresses TNF-α-induced expression of vascular cell adhesion molecule 1 (VCAM-1) in human umbilical vein endothelial cells (HUVECs).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miyake, Y., Mochizuki, M., Ito, C., et al. Antioxidative pyranonigrins in rice mold starters and their suppressive effect on the expression of blood adhesion molecules. Biosci. Biotech. Biochem. 72(6), 1580-1585 (2008).