Seitomycin

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Category Antibiotics
Catalog number BBF-02895
CAS 630391-05-8
Molecular Weight 354.35
Molecular Formula C20H18O6

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Description

It is an anthraquinone antibiotic produced by the strain of Streptomyces sp. GW 19/1251. It has moderate activity against Gram-positive bacteria such as Staphylococcus aureus and Bacillus subtilis, Gram-negative bacteria such as Escherichia coli and green Streptomyces chlorophyllus.

Specification

Synonyms Benz[a]anthracene-7,12-dione, 1,2,3,4-tetrahydro-1,3,11-trihydroxy-8-methoxy-3-methyl-
IUPAC Name 1,3,11-trihydroxy-8-methoxy-3-methyl-2,4-dihydro-1H-benzo[a]anthracene-7,12-dione
Canonical SMILES CC1(CC(C2=C(C1)C=CC3=C2C(=O)C4=C(C=CC(=C4C3=O)OC)O)O)O
InChI InChI=1S/C20H18O6/c1-20(25)7-9-3-4-10-15(14(9)12(22)8-20)19(24)16-11(21)5-6-13(26-2)17(16)18(10)23/h3-6,12,21-22,25H,7-8H2,1-2H3
InChI Key GEGOZMWTAFXSGR-UHFFFAOYSA-N

Properties

Appearance Orange Solid
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Solubility Soluble in Methanol

Reference Reading

1. Seitomycin: isolation, structure elucidation and biological activity of a new angucycline antibiotic from a terrestrial Streptomycete
Mohamed Abdelfattah, Rajendra P Maskey, Ratnakar N Asolkar, Iris Grün-Wollny, Hartmut Laatsch J Antibiot (Tokyo). 2003 Jun;56(6):539-42. doi: 10.7164/antibiotics.56.539.
A new antibiotic, named seitomycin (1c), and the known microbial metabolite tetrangulol methyl ether (2) were found in the ethyl acetate extract of two terrestrial Streptomyces sp. isolates. The structure of the new antibiotic was elucidated by spectroscopic studies and by comparison of the NMR data with the structurally related hatomarubigin C (1a) and SM-196 B (1b). Seitomycin (1c) showed moderate antimicrobial and weak phytotoxic activity, similar to tetrangulol methyl ether (2).

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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