teicoplanin
antibioticmech:aro-a71ef91d49
·ANTIBACTERIAL
·MINTED
SEEDED
Teicoplanin is a glycopeptide antibiotic used in the prophylaxis and treatment of serious infections caused by Gram-positive bacteria. Teicoplanin has a unique acyl-aliphatic chain, and binds to cell wall precursors to inhibit transglycosylation and transpeptidation. — PMID:16323116
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
glycopeptide antibioticARO:3000081
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C89H99Cl2N9O33 |
|---|
| Charge | 0 |
|---|
| Average mass | 1893.7 Da |
|---|
| Monoisotopic mass | 1891.572232 Da |
|---|
| Source | PubChem · retrieved 2026-08-29 |
|---|
| InChIKey | FHBQKTSCJKPYIO-OXIGXJDJSA-N |
|---|
SMILES
CC(C)CCCCCCCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=C3C=C4C=C2OC5=C(C=C(C=C5)[C@H]([C@H]6C(=O)N[C@H](C7=C(C(=CC(=C7)O)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C9=C(C=CC(=C9)[C@H](C(=O)N6)NC(=O)[C@@H]4NC(=O)[C@@H]1C2=CC(=CC(=C2)OC2=C(C=CC(=C2)[C@@H](C(=O)N[C@H](CC2=CC(=C(O3)C=C2)Cl)C(=O)N1)N)O)O)O)C(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)NC(=O)C)Cl)CO)O)O
InChI
InChI=1S/C89H99Cl2N9O33/c1-34(2)9-7-5-4-6-8-10-61(109)95-69-75(114)72(111)59(32-102)130-88(69)133-79-56-26-41-27-57(79)127-53-18-14-39(24-48(53)91)78(132-87-68(93-35(3)104)74(113)71(110)58(31-101)129-87)70-85(122)99-67(86(123)124)46-29-43(106)30-55(128-89-77(116)76(115)73(112)60(33-103)131-89)62(46)45-23-38(13-15-50(45)107)64(82(119)100-70)97-84(121)66(41)98-83(120)65-40-21-42(105)28-44(22-40)125-54-25-37(12-16-51(54)108)63(92)81(118)94-49(80(117)96-65)20-36-11-17-52(126-56)47(90)19-36/h11-19,21-30,34,49,58-60,63-78,87-89,101-103,105-108,110-116H,4-10,20,31-33,92H2,1-3H3,(H,93,104)(H,94,118)(H,95,109)(H,96,117)(H,97,121)(H,98,120)(H,99,122)(H,100,119)(H,123,124)/t49-,58-,59-,60-,63+,64-,65+,66-,67-,68-,69-,70+,71-,72-,73-,74-,75-,76+,77+,78-,87+,88+,89+/m1/s1
Also called
- targocid (EXACT_SYNONYM)— aro
- teichomycin (EXACT_SYNONYM)— aro
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
Source concepts
Every upstream concept that resolved to this record. The merge is
the product: this is what shows ChEBI and CARD are describing the same structure.
Upstream concepts merged into this record
| Source | Native ID | Label | Minted CURIE | Version |
|---|
| ARO |
ARO:0000029 |
teicoplanin |
antibioticmech:aro-a71ef91d49 |
2026-08-30 |
Molecular targets
The molecular entity or process this compound acts on. Each target
carries evidence — this is a mechanistic claim, not a classification.
acyl-D-alanyl-D-alanine CELL_WALL_COMPONENT ATTACKED_COMPONENT
ARO:3000720
CARD/ARO database assertion; target organism, strain, and assay are not specified. The D-Ala-D-Ala chemical group is bound as a cell-wall precursor component. Evidence status: DATABASE_ASSERTION_ONLY. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).
- ARO:3000720 (CARD/ARO asserts targeted_by_antibiotic ARO:0000029 (teicoplanin); database assertion, not a primary citation.)
Resistance mechanisms
7 known routes by which microbes
resist this compound, grounded in ARO where CARD models them. Grouped by mechanism
type — expand a group to see its determinants.
ANTIBIOTIC_TARGET_ALTERATION 7
ANTIBIOTIC_TARGET_ALTERATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| cfr(D) |
ARO:3005021 |
not organism-specific |
— |
- ARO:3005021 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000029 (teicoplanin); database assertion, not a primary citation.)
|
| glycopeptide resistance gene cluster VanA |
ARO:3000236 |
not organism-specific |
— |
- ARO:3000236 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000029 (teicoplanin); database assertion, not a primary citation.)
|
| glycopeptide resistance gene cluster VanD |
ARO:3000253 |
not organism-specific |
— |
- ARO:3000253 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000029 (teicoplanin); database assertion, not a primary citation.)
|
| glycopeptide resistance gene cluster VanI |
ARO:3003722 |
not organism-specific |
— |
- ARO:3003722 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000029 (teicoplanin); database assertion, not a primary citation.)
|
| glycopeptide resistance gene cluster VanM |
ARO:3000256 |
not organism-specific |
— |
- ARO:3000256 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000029 (teicoplanin); database assertion, not a primary citation.)
|
| glycopeptide resistance gene cluster vanP |
ARO:3007187 |
not organism-specific |
— |
- ARO:3007187 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000029 (teicoplanin); database assertion, not a primary citation.)
|
| vanJ |
ARO:3002914 |
not organism-specific |
— |
- ARO:3002914 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:0000029 (teicoplanin); database assertion, not a primary citation.)
|
Curation history
-
SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO)
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.