A fungal metabolite with diverse biological activities
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Pyridoxatin

Item No. 27607

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(1R,2S,4R,6S)-2-ethenyl-4,6-dimethylcyclohexyl]-1,4-dihydroxy-2(1H)-pyridinone
CAS Number
135529-30-5
Molecular Formula
C15H21NO3
Formula Weight
263.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
C[C@H]1C[C@@H](C=C)[C@H](C2=C(O)C=CN(O)C2=O)[C@@H](C)C1
InChi Code
InChI=1S/C15H21NO3/c1-4-11-8-9(2)7-10(3)13(11)14-12(17)5-6-16(19)15(14)18/h4-6,9-11,13,17,19H,1,7-8H2,2-3H3/t9-,10+,11-,13-/m1/s1
InChi Key
OQJADHLOEAOIGC-LSCVPOLPSA-N
Origin
Fungus/Albophoma yamanashiensis
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

    $90

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    1 mg

    $146

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    Cayman Chemical
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    Product Description

    Pyridoxatin is a fungal metabolite originally isolated from Acremonium with diverse biological activities.1 It inhibits production of thiobarbituric acid reactive substance (TBARS) in vitro (IC50 = 0.55 μg/ml). Pyridoxatin inhibits hemolysis induced by the free radical generator AAPH in rat erythrocytes (IC50 = 1.95 μg/ml). It is active against C. albicans (MIC = 1.64 μg/ml). Pyridoxatin is cytotoxic in a panel of 21 cancer cell lines (EC50s = 0.10-7.04 μg/ml).2 It also inhibits gelatinase A (IC50 = 15.2 μM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Teshima, Y., Shin-ya, K., Shuimazu, A., et al. Isolation and structural elucidation of pyridoxatin, a free radical scavenger of microbial origin. J. Antibiot. (Tokyo) 44(6), 685-687 (1991).

    2. Lee, H.-J., Chung, M.-C., Lee, C.-H., et al. Pyridoxatin, an inhibitor of gelatinase A with cytotoxic activity. J. Microbiol. Biotechnol. 6(6), 445-450 (1996).