Compound ID | 2532

Update compound information

Amicetin A

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: Unknown
Target Pathogen: Active against Mycobacterium tuberculosis and Staphylococcus aureus
Description: Natural product from Streptomyces sp.; effective in mice in vivo but not as effective as streptomycin; does not cause nerve damage as in streptomycin
Year first mentioned: 1953
Highest development stage: Preclinical
Development status: Experimental
Reason dropped: Toxic to guinea pigs when administered subcutaneously
Chemical structure(s):
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Molecular weight: 618.68
Iso. SMILES: CC1C(CCC(O1)N2C=CC(=NC2=O)NC(=O)C3=CC=C(C=C3)NC(=O)C(C)(CO)N)OC4C(C(C(C(O4)C)N(C)C)O)O
InChI Key: HDNVYHWHCVTDIV-UHFFFAOYSA-N
Can. SMILES: CC1C(CCC(N2C=CC(=NC2=O)NC(=O)C3=CC=C(C=C3)NC(=O)C(C)(CO)N)O1)OC4C(C(C(C(C)O4)N(C)C)O)O
InChI: InChI=1S/C29H42N6O9/c1-15-19(44-26-24(38)23(37)22(34(4)5)16(2)43-26)10-11-21(42-15)35-13-12-20(33-28(35)41)32-25(39)17-6-8-18(9-7-17)31-27(40)29(3,30)14-36/h6-9,12-13,15-16,19,21-24,26,36-38H,10-11,14,30H2,1-5H3,(H,31,40)(H,32,33,39,41)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/221187
Citations:
  • https://journals.asm.org/doi/10.1128/aem.07185-11
  • https://pubs.acs.org/doi/epdf/10.1021/ja01098a518

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