Compound ID | 2124

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Monazomycin

Synonym(s): Takacidin

Class: Natural product antibiotic

Spectrum of activity: Gram-positive
Details of activity: Induces membrane channel formation.
Description: Natural product produced by Streptomyces; a macrocyclic polyol lactone/ polyene-like antibiotic
Year first mentioned: 1963
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1364.82
Iso. SMILES: CC1CCC(CC(C(C(C(C(CC(CC(C(C(OC(=O)CCCCCC(C(C(CC/C=C/C(C(/C(=C/C(C(/C(=C/C(C(C(C(CC(/C=C\C(C1O)C)O)O)C)O)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)/C)O)C)/C)O)C)O)C)O)C(C)CCCCCCN)C)O)O)O)C)O)C)O)O
InChI Key: BTUZNIQVZBANAX-XGVCMRGVSA-N
Can. SMILES: CC1/C=C/CCC(C(C)C(CCCCCC(=O)OC(C(C)CCCCCCN)C(C)C(CC(CC(C(C)C(C(C)C(CC(CCC(C)C(C(C)/C=C\C(CC(C(C)C(C(/C=C(\C)/C(C(C)/C=C(\C)/C1O)O)O[C@@H]2[C@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O
InChI: InChI=1S/C72H133NO22/c1-39-22-19-20-25-55(79)46(8)54(78)24-17-15-18-26-62(84)95-71(42(4)23-16-13-14-21-31-73)50(12)59(83)37-53(77)36-58(82)48(10)66(88)47(9)56(80)34-51(75)29-27-40(2)63(85)41(3)28-30-52(76)35-57(81)49(11)67(89)60(33-45(7)65(87)44(6)32-43(5)64(39)86)93-72-70(92)69(91)68(90)61(38-74)94-72/h19,22,28,30,32-33,39-42,44,46-61,63-72,74-83,85-92H,13-18,20-21,23-27,29,31,34-38,73H2,1-12H3/b22-19+,30-28-,43-32+,45-33+/t39?,40?,41?,42?,44?,46?,47?,48?,49?,50?,51?,52?,53?,54?,55?,56?,57?,58?,59?,60?,61-,63?,64?,65?,66?,67?,68-,69+,70+,71?,72+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/Monazomycin
Citations:
  • https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=6cfd26046b36c2655fc560b2c5992c1c9182e80a
  • https://pdfs.semanticscholar.org/b2ef/18e5721259d8e348c901375a6e74b593cd9f.pdf
  • https://rupress.org/jgp/article/78/2/171/27117/The-kinetics-of-monazomycin-induced-voltage
  • https://www.sciencedirect.com/science/article/abs/pii/S0040403901924633

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