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Chemical Structure
Chemical Structure
Chemical Structure

(-)-Mitorubrinic acid [58958-07-9]

Research Use Only
AG-CN2-0505
AdipoGen Life Sciences
CAS Number58958-07-9
Product group Chemicals
Estimated Purity>90%
Molecular Weight412.4
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    (-)-Mitorubrinic acid
  • Delivery Days Customer
    10
  • CAS Number
    58958-07-9
  • Certification
    Research Use Only
  • Estimated Purity
    >90%
  • Molecular Formula
    C21H16O9
  • Molecular Weight
    412.4
  • Scientific Description
    Azaphilone fungal metabolite. Induces formation of chlamydospore-like cells in fungi. Trypsin inhibitor (IC50=16microg/ml). Mitorubrinic acid was shown to be a virulence factor of Penicillium marneffei by improving its intracellular survival in macrophages. P. marneffei is the most important thermal dimorphic fungus causing respiratory, skin and systemic mycosis in China and Southeast Asia. It is a common indicator disease of AIDS. Besides HIV positive patients, P. marneffei infections have been reported in other immunocompromised patients, such as transplant recipients, patients with systemic lupus erythematosus and on corticosteroid therapy. - Chemical. CAS: 58958-07-9. Formula: C21H16O9. MW: 412.4. Isolated from Penicillium sp. Azaphilone fungal metabolite. Induces formation of chlamydospore-like cells in fungi. Trypsin inhibitor (IC50=16microg/ml). Mitorubrinic acid was shown to be a virulence factor of Penicillium marneffei by improving its intracellular survival in macrophages. P. marneffei is the most important thermal dimorphic fungus causing respiratory, skin and systemic mycosis in China and Southeast Asia. It is a common indicator disease of AIDS. Besides HIV positive patients, P. marneffei infections have been reported in other immunocompromised patients, such as transplant recipients, patients with systemic lupus erythematosus and on corticosteroid therapy.
  • SMILES
    O=C1[C@@](C)(OC(C2=C(O)C=C(O)C=C2C)=O)C(C3=COC(/C=C/C(O)=O)=CC3=C1)=O
  • Storage Instruction
    -20°C,2°C to 8°C
  • UNSPSC
    12352200

References

  • (-)-Mitorubrinic acid, a morphogenic substance inducing chlamydospore-like cells, and its related new metabolite, (+)-mitorubrinic acid b, isolated from Penicillium funiculosum: M. Natsume, et al.; Agric. Biol. Chem. 49, 2517 (1985)
  • (-)-Mitorubrinic Acid, a New Metabolite of Penicillium vermiculatum DANG. F-852: B.Proksa, et al.; Chemical Papers 48, 429 (1994)
  • Production of (-)-mitorubrinic acid by Penicillium vermiculatum: B. Proksa, et al.; Folia Microbiol. 42, 133 (1997)
  • Factors affecting the production of (-)-mitorubrinic acid by Penicillium funiculosum: K. Lesova, et al.; J. Basic Microbiol. 40, 369 (2000)
  • First discovery of two polyketide synthase genes for mitorubrinic acid and mitorubrinol yellow pigment biosynthesis and implications in virulence of Penicillium marneffei: P.C. Woo, et al.; PLoS Negl. Trop. Dis. 6, e1871 (2012)