Compound ID | 3138

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Tolypomycin Y

Class: RNA synthesis inhibitor

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Streptococcus pyogenes, Streptococcus pneumoniae, Corynebacterium diphtheriae, and Neisseria gonorrhoeae (only Gram-negative it is active against); binds to DNA-dependent RNA polymerase
Propensity to select resistant mutants: Yes
Description: Natural product from Streptomyces tolypophorus; structure similar to rifamycin and streptovaricin; known to be unstable in acidic and alkaline media
Institute where first reported: Alfa Farmaceutici S.p.A. Research Laboratories
Year first mentioned: 1978
Development status: Experimental
Chemical structure(s):
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Molecular weight: 822.9
Iso. SMILES: CC1C(C=COC2(C(=O)C3=C(O2)C(=C(C4=C3C(=NC5CCC(OC5C)O)C=C(C4=O)NC(=O)C(=CC(=O)C6CC6C(C(C(C(C1OC(=O)C)C)O)C)O)C)O)C)C)OC
InChI Key: RYCBEGMWBUYSAD-UHFFFAOYSA-N
Can. SMILES: CC1=CC(=O)C2CC2C(C(C)C(C(C)C(C(C)C(C=COC3(C)C(=O)C4=C5C(=NC6CCC(O)OC6C)C=C(C(=O)C5=C(C(=C4O3)C)O)NC1=O)OC)OC(=O)C)O)O
InChI: InChI=1S/C43H54N2O14/c1-17-14-29(47)24-15-25(24)36(50)19(3)35(49)20(4)39(58-23(7)46)18(2)30(55-9)12-13-56-43(8)41(53)34-32-27(44-26-10-11-31(48)57-22(26)6)16-28(45-42(17)54)38(52)33(32)37(51)21(5)40(34)59-43/h12-14,16,18-20,22,24-26,30-31,35-36,39,48-51H,10-11,15H2,1-9H3,(H,45,54)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/135451598
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/31/11/31_11_1195/_article/-char/en

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