Compound ID | 2723

Update compound information

Rufomycin

Synonym(s): Rufomicin

Class: Antimicrobial peptide

Details of activity: Active against Mycobacterium tuberculosis (mono-resistant, MDR, and XDR) and Mycobacterium abscessus; ClpC1 inhibitor
Propensity to select resistant mutants: Yes, at 2.6 x 10^-9 mutation frequency
Description: Natural product from Streptomyces atratus; antimycobacterial activity within macrophages; cytotoxicity observed in some cancer cell lines
Institute where first reported: Institute for Tuberculosis Research, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois, USA; Research Lab., Takeda Chem. Ind., Ltd., Osaka Japan
Year first mentioned: 1962
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 1012.25
Iso. SMILES: C/C=C/C[C@H]1C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)NC(C(=O)N1)CC(C)C)CC(C)C)C)C)CC2=CC(=C(C=C2)O)[N+](=O)[O-])CC(C)C)C)CC3=CN(C4=CC=CC=C43)C(C)(C)C=C
InChI Key: HCKHGXRBMDZKJV-YOHGAQRXSA-N
Can. SMILES: C/C=C/C[C@H]1C(=O)N[C@@H](CC2=CN(C3=C2C=CC=C3)C(C)(C)C=C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](CC4=CC=C(C(=C4)[N+](=O)[O-])O)C(=O)N[C@@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)NC(CC(C)C)C(=O)N1
InChI: InChI=1S/C54H77N9O10/c1-14-16-20-38-47(65)59-41(29-36-30-62(54(10,11)15-2)42-21-18-17-19-37(36)42)53(71)61(13)45(26-33(7)8)51(69)58-40(27-35-22-23-46(64)43(28-35)63(72)73)48(66)55-34(9)52(70)60(12)44(25-32(5)6)50(68)57-39(24-31(3)4)49(67)56-38/h14-19,21-23,28,30-34,38-41,44-45,64H,2,20,24-27,29H2,1,3-13H3,(H,55,66)(H,56,67)(H,57,68)(H,58,69)(H,59,65)/b16-14+/t34-,38-,39?,40-,41-,44-,45-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/76871757
Citations:
  • https://pubs.acs.org/doi/10.1021/acs.jnatprod.1c00198
  • https://www.frontiersin.org/journals/microbiology/articles/10.3389/fmicb.2021.695024/full
  • https://www.jstage.jst.go.jp/article/bbb1961/26/4/26_4_234/_article
  • https://journals.asm.org/doi/10.1128/aac.02204-18

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.