valinomycin
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.
Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.
Classification
ionophore with antibiotic activityARO:3005163
-
CHEBI:35213 -
CHEBI:51026 - ionophore with antibiotic activity
ARO:3005163
Chemical structure
| Molecular formula | C54H90N6O18 |
|---|---|
| Charge | 0 |
| Average mass | 1111.338 Da |
| Monoisotopic mass | 1110.63116 Da |
| Source | ChEBI |
| InChIKey | FCFNRCROJUBPLU-DNDCDFAISA-N |
CC(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
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
Also called
- (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
- 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)
- Valinomycin
- cyclo[-D-O-Val-D-Val-L-O-Ala-L-Val]3
Cross-references
- valinomycin
ARO:3007772 - cas:2001-95-8
- kegg.compound:C06684
- reaxys:78657
- chembl:CHEMBL223643
- pubchem.compound:3000706
Patents and articles
Activity roles
- antiviral agent
CHEBI:22587 - antimicrobial agent
CHEBI:33281
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:3007772 |
valinomycin | antibioticmech:aro-7d23fb48f8 |
2026-08-30 |
| CHEBI | CHEBI:28545 |
valinomycin | antibioticmech:chebi-8248bd9470 |
2026-08-30 |
Curation history
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SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (ARO, CHEBI)
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
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RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories