Compound ID | 2315

Update compound information

Phocoenamicin

Class: Macrolide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Membrane-active agent. Dissipates membrane potential
Target Pathogen: Active against Bacillus subtilis, Enterococcocus faecium, methicillin-susceptible Staphlococcus aureus, methicillin-resistant Staphylococcus aureus, and Clostridium difficile
Description: Natural product from marine mammal microbiota Micromonospora auratinigra ; spirotetronate scaffold
Year first mentioned: 2018
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 1071.64
Iso. SMILES: C[C@H]1C[C@H]([C@@H]([C@@H]2[C@@H]1[C@]3([C@@H](C=C2)[C@@H](/C=C/C[C@@]4(C=C([C@@H](C[C@@]45C(=O)C(=C3O)C(=O)O5)C[C@@H]([C@](C)(C(=O)C)O)O)C)C)C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C)O)O[C@@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C)OC(=O)C8=C(C=CC(=C8C)Cl)O)O)O)O)C
InChI Key: FVWYWIXJEBEYJF-GIIASWOGSA-N
Can. SMILES: C[C@@H]1/C=C/C[C@]2(C)C=C(C)[C@H](C[C@@H]([C@](C)(C(=O)C)O)O)C[C@]32C(=O)C(=C([C@]4(C)[C@H]1C=C[C@H]5[C@H]4[C@@H](C)C[C@@H](C)[C@@H]5O[C@@H]6[C@@H]([C@H]([C@@H]([C@@H](C)O6)O)O[C@@H]7[C@@H]([C@H]([C@@H]([C@@H](C)O7)OC(=O)C8=C(C)C(=CC=C8O)Cl)O)O)O)O)C(=O)O3
InChI: InChI=1S/C56H75ClO18/c1-23-13-12-18-53(9)21-26(4)31(20-36(60)55(11,69)30(8)58)22-56(53)48(66)38(50(68)75-56)47(65)54(10)33(23)15-14-32-39(54)24(2)19-25(3)44(32)73-52-43(64)46(40(61)28(6)70-52)74-51-42(63)41(62)45(29(7)71-51)72-49(67)37-27(5)34(57)16-17-35(37)59/h12-17,21,23-25,28-29,31-33,36,39-46,51-52,59-65,69H,18-20,22H2,1-11H3/b13-12+,47-38?/t23-,24+,25-,28-,29-,31-,32+,33+,36+,39-,40-,41-,42-,43-,44+,45-,46+,51-,52-,53-,54-,55+,56-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/156581696
Citation: https://pubs.acs.org/doi/10.1021/acsinfecdis.7b00105

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