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valinomycin (CHEBI:28545)

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ChEBI Name valinomycin
ChEBI ID CHEBI:28545
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:66347, CHEBI:9924, CHEBI:27269
Supplier Information
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Formula Source
C54H90N6O18 ChEBI
Net Charge 0
Average Mass 1111.32180
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
InChIKey
FCFNRCROJUBPLU-DNDCDFAISA-N
SMILES
CC(C)[C@@H]1NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)[C@H](OC(=O)[C@@H](NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)[C@H](OC(=O)[C@@H](NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)[C@H](OC1=O)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C
Metabolite of Species Source
Isolated from Streptomyces padanus (NCBI:183408) of strain TH 04 Article : NAT PROD SCI,2007,13,2,144
Roles Classification
Biological Role(s): antiviral agent
A substance that destroys or inhibits replication of viruses.
antibiotic
A substance that is biostatic or biocidal at low concentrations towards bacteria, yeasts, moulds, or other form of life, especially pathogenic or noxious organisms. Although the term was originally restricted to substances produced by microorganisms, its use was later expanded to include derivatives of such substances and it is now commonly used to include entirely synthetic compounds.
ionophore
A compound which can carry specific ions through membranes of cells or organelles.
secondary metabolite
A metabolite that is not directly involved in the normal growth, development or reproduction of an organism.
Application(s): antiviral agent
A substance that destroys or inhibits replication of viruses.
antibiotic
A substance that is biostatic or biocidal at low concentrations towards bacteria, yeasts, moulds, or other form of life, especially pathogenic or noxious organisms. Although the term was originally restricted to substances produced by microorganisms, its use was later expanded to include derivatives of such substances and it is now commonly used to include entirely synthetic compounds.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing valinomycin (CHEBI:28545) has role antibiotic (CHEBI:22582)
valinomycin (CHEBI:28545) has role antiviral agent (CHEBI:22587)
valinomycin (CHEBI:28545) has role ionophore (CHEBI:24869)
valinomycin (CHEBI:28545) has role secondary metabolite (CHEBI:26619)
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 Sources
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]3 ChEBI
Valinomycin KEGG COMPOUND
Database Links Databases
C06684 KEGG COMPOUND
Valinomycin Wikipedia
View more database links
Registry Numbers Types Sources
2001-95-8 CAS Registry Number KEGG COMPOUND
2001-95-8 CAS Registry Number ChemIDplus
78657 Beilstein Registry Number ChemIDplus
78657 Beilstein Registry Number Beilstein
78657 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10603383 PubMed citation CiteXplore
18633285 PubMed citation CiteXplore
19347893 PubMed citation CiteXplore
22683555 PubMed citation CiteXplore
7590182 PubMed citation CiteXplore
General Comment
2012-07-27 NAT PROD SCI,2007,13,2,144
 
Last Modified
08 March 2013

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