Compound ID | 2776

Update compound information

Valinomycin

Class: Antimicrobial peptide

Spectrum of activity: Gram-positive
Details of activity: Active against Mycobacterium tuberculosis, Streptococcus pyogenes, Enterococcus faecalis, and Streptococcus pneumoniae; likely translocates potassium ions across cytoplasmic membrane into the cell
Description: Natural product from Streptomyces fulvissimus; also shows activity against fungi, yeast, tumour cells, insects, and parasites; a cyclododecadepsipeptide
Institute where first reported: Aus dem Organisch-Chemischen Institut der UniversitW Gattingen
Year first mentioned: 1955
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1111.32
Iso. SMILES: C[C@H]1C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C
InChI Key: FCFNRCROJUBPLU-DNDCDFAISA-N
Can. SMILES: CC(C)[C@@H]1C(=O)O[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)O[C@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)O[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)O[C@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)O[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)O[C@H](C(C)C)C(=O)N1
InChI: InChI=1S/C54H90N6O18/c1-22(2)34-49(67)73-31(19)43(61)55-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)75-33(21)45(63)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-35(23(3)4)50(68)74-32(20)44(62)56-37(25(7)8)52(70)76-40(28(13)14)46(64)58-34/h22-42H,1-21H3,(H,55,61)(H,56,62)(H,57,63)(H,58,64)(H,59,65)(H,60,66)/t31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3000706
Citations:
  • https://pubs.acs.org/doi/10.1021/acs.langmuir.9b03064#:~:text=Valinomycin%20is%20a%20cyclic%20peptide,through%20biological%20and%20synthetic%20membranes.
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8068249/

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