GE2270A
GE2270A is the model molecule of cyclic thiazolyl peptide elfamycins. GE2270A is produced by Planobispora rosea. Biosynthesis of the molecule has been shown to originate as a ribosomally synthesized peptide that undergoes significant post-translational modification. Clinical use of cyclic thiazolyl peptides is hindered by their low water solubility and bioavailability.
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
elfamycin antibioticARO:3001219
- elfamycin antibiotic
ARO:3001219
Chemical structure
| Molecular formula | C56H55N15O10S6 |
|---|---|
| Charge | 0 |
| Average mass | 1290.553 Da |
| Monoisotopic mass | 1289.25806 Da |
| Source | ChEBI |
| InChIKey | JMDULECOHIXMNX-UHFFFAOYSA-N |
CNC(=O)CC1NC(=O)c2csc(n2)-c2ccc(-c3nc(C4=NC(C(=O)N5CCCC5C(N)=O)CO4)cs3)nc2-c2csc(n2)-c2csc(n2)C(C(O)c2ccccc2)NC(=O)CNC(=O)c2nc(sc2COC)C(C(C)C)NC(=O)c2nc1sc2C
InChI=1S/C56H55N15O10S6/c1-24(2)39-55-70-42(36(87-55)19-80-5)47(77)59-17-38(73)67-43(44(74)26-10-7-6-8-11-26)54-66-34(23-85-54)52-63-31(20-83-52)41-27(50-64-32(21-82-50)46(76)61-29(16-37(72)58-4)53-69-40(25(3)86-53)48(78)68-39)13-14-28(60-41)51-65-33(22-84-51)49-62-30(18-81-49)56(79)71-15-9-12-35(71)45(57)75/h6-8,10-11,13-14,20-24,29-30,35,39,43-44,74H,9,12,15-19H2,1-5H3,(H2,57,75)(H,58,72)(H,59,77)(H,61,76)(H,67,73)(H,68,78)
Cross-references
- GE2270A
ARO:3001237 - chembl:CHEMBL1766417
- pubchem.compound:16129640
Source concepts
| Source | Native ID | Label | Minted CURIE | Version |
|---|---|---|---|---|
| ARO | ARO:3001237 |
GE2270A | antibioticmech:aro-47e9e1ef33 |
2026-08-30 |
Molecular targets
elongation factor Tu PROTEIN DIRECT_BINDING_TARGET
Resistance mechanisms
ANTIBIOTIC_TARGET_ALTERATION 2
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|---|---|---|---|
| Enterococcus faecium EF-Tu mutants conferring resistance to GE2270A | ARO:3003438 | — | ||
| Planobispora rosea EF-Tu mutants conferring resistance to inhibitor GE2270A | ARO:3003361 | — |
Curation history
-
SEEDED_FROM_SOURCES
Seeded from data/raw/ inventories (ARO)
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
Re-seeded from updated data/raw/ inventories