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Etamycin

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Etamycin
Names
Other names Viridogrisein I, Etamycin A, Neoviridogrisein IV, Antibiotic K-179, Antibiotic F-1370A
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C44H62N8O11/c1-23(2)19-30-42(60)52-21-29(53)20-31(52)43(61)49(8)22-33(55)50(9)36(25(5)24(3)4)40(58)46-26(6)41(59)51(10)37(28-15-12-11-13-16-28)44(62)63-27(7)34(38(56)47-30)48-39(57)35-32(54)17-14-18-45-35/h11-18,23-27,29-31,34,36-37,53-54H,19-22H2,1-10H3,(H,46,58)(H,47,56)(H,48,57)/t25?,26-,27-,29+,30+,31+,34-,36-,37-/m0/s1Key: SATIISJKSAELDC-QPFUEGANSA-N
  • InChI=1/C44H62N8O11/c1-23(2)19-30-42(60)52-21-29(53)20-31(52)43(61)49(8)22-33(55)50(9)36(25(5)24(3)4)40(58)46-26(6)41(59)51(10)37(28-15-12-11-13-16-28)44(62)63-27(7)34(38(56)47-30)48-39(57)35-32(54)17-14-18-45-35/h11-18,23-27,29-31,34,36-37,53-54H,19-22H2,1-10H3,(H,46,58)(H,47,56)(H,48,57)/t25?,26-,27-,29+,30+,31+,34-,36-,37-/m0/s1Key: SATIISJKSAELDC-QPFUEGANBR
SMILES
  • C1(C(=O)N(C(=O)N2C(C2C(=O)N(CC(=O)N(C(C(=O)N(C(=O)N((C(=O)O1)C3=CC=CC=C3)C)C)(C)C(C)C)C)C)O)CC(C)C)NC(=O)C4=C(C=CC=N4)O
Properties
Chemical formula C44H62N8O11
Molar mass 879.025 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Etamycin, also known as viridogrisein, is a cyclic peptide antibiotic isolate of marine actinomycete. Etamycin was first isolated from a Streptomyces species in 1957 by Lawson and co-workers.

Notes

  1. Carcia-Mendoza, C (1965). "Studies on the mode of action of etamycin (viridogrisein)". Biochimica et Biophysica Acta (BBA) - General Subjects. 97 (2): 394–396. doi:10.1016/0304-4165(65)90121-2. PMID 14292864.
  2. Haste, Nina M (2010). "Activity of the streptogramin antibiotic etamycin against methicillin-resistant Staphylococcus aureus". The Journal of Antibiotics. 63 (5): 219–224. doi:10.1038/ja.2010.22. PMC 2889693. PMID 20339399.
  3. Sheehan, John C (1957). "The Structure of Etamycin". J. Am. Chem. Soc. 80 (13): 3349–3355. doi:10.1021/ja01546a039.


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