A xanthone with diverse biological activities
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Albofungin

Item No. 23142

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,4R,8aR)-13-amino-3,4,8a,13-tetrahydro-1,15,16-trihydroxy-4-methoxy-12-methyl-1H-xantheno[4',3',2':4,5][1,3]benzodioxino[7,6-g]isoquinoline-14,17(2H,9H)-dione
CAS Number
37895-35-5
Synonyms
  • Antibiotic P42-1
  • Antibiotic P42-C
Molecular Formula
C27H24N2O9
Formula Weight
520.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: soluble
SMILES
NN1C(C)=CC(C=C(C[C@]2([H])C(C3=C(O)C4=C5OC([C@H](OC)CC[C@@H]6O)=C6C4=O)=C5OCO2)C3=C7O)=C7C1=O
InChi Code
InChI=1S/C27H24N2O9/c1-9-5-10-6-11-7-14-18-19(15(11)21(31)16(10)27(34)29(9)28)23(33)20-22(32)17-12(30)3-4-13(35-2)24(17)38-26(20)25(18)37-8-36-14/h5-6,12-14,30-31,33H,3-4,7-8,28H2,1-2H3/t12-,13+,14+/m0/s1
InChi Key
PUQUSQASXBNKCW-BFHYXJOUSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Albofungin is a xanthone isolated from A. tumemacerans with diverse biological activities.1,2 It inhibits the growth of various Gram-positive bacteria (MICs = 0.005-7.5 μg/ml), fungi (MICs = 0.0075-1.0 μg/ml), and mycobacteria (MICs = 1.0-10.0 μg/ml) with minimal activity against Gram-negative bacteria (MICs = ≥ 50.0 μg/ml).2,3 At concentrations ranging from 0.005 to 0.01 μg/ml, albofungin is cytotoxic to HeLa cells.2 It also inhibits HIV reverse transcriptase with an IC50 value of 1 μM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gurevich, A.I., Karapetyan, M.G., Kiseleva, O.A., et al. The chemistry of albofungin. The antibiotics albofungin and chloralbofungin. Antibiotiki 17(9), 771-774 (1972).

    2. Fukushima, K., Ishiwata, K., Kuroda, S., et al. Identity of antibiotic P-42-1 elaborated by Actinomyces tumemacerans with kanchanomycin and albofungin. J. Antibiot. (Tokyo) 26(2), 65-69 (1973).

    3. Bunyapaiboonsri, T., Lapanun, S., Supothina, S., et al. Polycyclic tetrahydroxanthones from Streptomyces chrestomyceticus BCC 24770. Tetrahedron 72(5), 775-778 (2015).

    4. Trenin, A.S., and Dudnik, Y.V. Solid phase system of template RNA-directed DNA-polymerase in the screening of new antibiotics as potential HIV inhibitors. Antibiot. Khimioter. 50(10-11), 4-12 (2005).