Compound ID | 2633

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Mycelianamide

Class: Small molecule antibacterial agent

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus, Streptococcus pyogenes, and Streptococcus viridans
Description: Natural product from Penicillium griseofulvum Dierckx; a cyclic dipeptide (diketopiperazine)
Institute where first reported: Hoffmann-La Roche Inc., Nutley, N.J. 07110, USA
Year first mentioned: 1948
Development status: Experimental
Chemical structure(s):
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Molecular weight: 400.47
Iso. SMILES: C[C@H]1C(=O)N(/C(=C/C2=CC=C(C=C2)OC/C=C(\C)/CCC=C(C)C)/C(=O)N1O)O
InChI Key: JIGPABZIAJWQNM-MSODBRDKSA-N
Can. SMILES: CC(=CCC/C(=C/COC1=CC=C(C=C1)/C=C/2\C(=O)N([C@@H](C)C(=O)N2O)O)/C)C
InChI: InChI=1S/C22H28N2O5/c1-15(2)6-5-7-16(3)12-13-29-19-10-8-18(9-11-19)14-20-22(26)23(27)17(4)21(25)24(20)28/h6,8-12,14,17,27-28H,5,7,13H2,1-4H3/b16-12+,20-14+/t17-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6436206
Citations:
  • https://pubs.rsc.org/en/content/articlepdf/1980/c3/c39800001020
  • https://www.degruyter.com/document/doi/10.1351/pac197128040603/html
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1258716/pdf/biochemj00948-0011.pdf

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