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CHEBI:28545 - valinomycin

ChEBI IDCHEBI:28545
ChEBI Namevalinomycin
Stars
DefinitionA twelve-membered cyclodepsipeptide composed of three repeating D-α-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl units joined in sequence. An antibiotic found in several Streptomyces strains.
Secondary ChEBI IDsCHEBI:9924, CHEBI:27269, CHEBI:66347
Last Modified15 October 2015
DownloadsMolfile
FormulaC54H90N6O18
Net Charge0
Average Mass1111.338
Monoisotopic Mass1110.63116
SMILESCC(C)[C@@H]1NC(=O)[C@H](C)OC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)OC(=O)[C@H](C(C)C)NC(=O)[C@H](C)OC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)OC(=O)[C@H](C(C)C)NC(=O)[C@H](C)OC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)OC1=O
InChIInChI=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
InChIKeyFCFNRCROJUBPLU-DNDCDFAISA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Streptomyces padanus (ncbitaxon:183408) - Article (NAT PROD SCI,2007,13,2,144) Strain: TH 04
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
potassium ionophore  Any ionophore capable of transportation of potassium ions across membranes.
antiviral agent  A substance that destroys or inhibits replication of viruses.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
valinomycin (CHEBI:28545) has role antimicrobial agent (CHEBI:33281)
valinomycin (CHEBI:28545) has role antiviral agent (CHEBI:22587)
valinomycin (CHEBI:28545) has role bacterial metabolite (CHEBI:76969)
valinomycin (CHEBI:28545) has role potassium ionophore (CHEBI:88227)
valinomycin (CHEBI:28545) is a cyclodepsipeptide (CHEBI:35213)
valinomycin (CHEBI:28545) is a macrocycle (CHEBI:51026)
IUPAC Name 
(3R,6R,9S,12S,15R,18R,21S,24S,27R,30R,33S,36S)-3,6,9,15,18,21,27,30,33-nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
Synonyms  Source
ValinomycinKEGG COMPOUND
Cyclic(D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl)ChemIDplus
cyclo[-D-O-Val-D-Val-L-O-Ala-L-Val]3ChEBI
Manual XrefsDatabases
C06684KEGG COMPOUND
ValinomycinWikipedia
Registry NumbersSources
Reaxys:78657Reaxys
CAS:2001-95-8KEGG COMPOUND
CAS:2001-95-8ChemIDplus
Citations