A pre-anthraquinone
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Setomimycin

Item No. 27958

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,1'-diacetyl-2,3-dihydro-2,5,5',10,10'-pentahydroxy-2,2'-dimethyl-[9,9'-bianthracene]-4,4'(1H,1'H)-dione
CAS Number
69431-87-4
Synonyms
  • Antibiotic A 39183B
Molecular Formula
C34H28O9
Formula Weight
580.6
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: solubleDMSO: soluble
SMILES
CC(C(C(C)=O)C1=C(C2=C3C(C(CC(C)(O)C3C(C)=O)=O)=C(O)C4=C(O)C=CC=C24)C5=CC=CC(O)=C5C(O)=C16)=CC6=O
InChi Code
InChI=1S/C34H28O9/c1-13-11-20(39)27-29(22(13)14(2)35)25(16-7-5-9-18(37)23(16)32(27)41)26-17-8-6-10-19(38)24(17)33(42)28-21(40)12-34(4,43)31(15(3)36)30(26)28/h5-11,22,31,37-38,41-43H,12H2,1-4H3
InChi Key
BIEJOJJMQZEKED-UHFFFAOYSA-N
Origin
Bacterium/Streptomyces aurantiacus JA 4570
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $87

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    Product Description

    Setomimycin is a pre-anthraquinone originally isolated from S. pseudovenezuelae.1,2 It is active against a variety of Gram-positive bacteria, including S. aureus, B. subtilis, B. cereus, and M. smegmatis (MICs = 1.56-3.13 µg/ml).1 It also reduces tumor growth in a Sarcoma-180 mouse solid tumor model when administered at a dose of 200 mg/kg per day for seven days.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Omura, S., Tanaka, H., Iawai, Y., et al. A new antibiotic, setomimycin, produced by a strain of Streptomyces. J. Antibiot. (Tokyo) 31(11), 1091-1098 (1978).

    2. Präg, A., Grüning, B.A., Häckh, M., et al. Regio- and stereoselective intermolecular oxidative phenol coupling in Streptomyces. J. Am. Chem. Soc. 136(17), 6195-6198 (2014).