Compound ID | 2201

Update compound information

Pulvomycin

Synonym(s): Labilomycin

Class: Aminoglycoside

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Inhibits the of elongation factor Tu (EF-Tu) in protein synthesis and the futalosin pathway
Target Pathogen: Active against Gram-positives including Micrococcus luteus, Staphylococcus aureus, Staphylococcus saprophyticus, Staphylococcus epidermidis, Enterococcus faecium, Enterococcus faecalis and Bacillus subtilis
Description: Natural product from Streptomyces sp. K18-0194
Year first mentioned: 1957
Development status: Experimental
Chemical structure(s):
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Molecular weight: 839.02
Iso. SMILES: C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC(C)C(/C=C/C=C/C=C/C(=O)C(C)C(C(C)C2C/C=C/C=C/C=C/C(C(=O)/C(=C/C=C/C(=C/C(/C(=C\CC(=O)O2)/C)O)/C)/C)O)O)O)OC)O)OC
InChI Key: FXSFWUNCIOIMAC-YHQXOMPPSA-N
Can. SMILES: C/C/1=C\C(/C(=C\CC(=O)OC(C/C=C/C=C/C=C/C(C(=O)\C(=C\C=C1)\C)O)C(C)C(C(C)C(=O)/C=C/C=C/C=C/C(C(C)O[C@H]2[C@@H]([C@H]([C@H]([C@@H](C)O2)OC)O)OC)O)O)/C)O
InChI: InChI=1S/C47H66O13/c1-29-20-19-21-31(3)42(53)38(50)24-17-11-10-12-18-25-40(60-41(52)27-26-30(2)39(51)28-29)33(5)43(54)32(4)36(48)22-15-13-14-16-23-37(49)34(6)58-47-46(57-9)44(55)45(56-8)35(7)59-47/h10-24,26,28,32-35,37-40,43-47,49-51,54-55H,25,27H2,1-9H3/b11-10+,14-13+,18-12+,20-19+,22-15+,23-16+,24-17+,29-28+,30-26-,31-21+/t32?,33?,34?,35-,37?,38?,39?,40?,43?,44+,45+,46-,47-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5282056
Citations:
  • https://www.pnas.org/doi/abs/10.1073/pnas.75.11.5324
  • https://www.nature.com/articles/s41429-021-00465-8

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