AntibioticMech

troleandomycin

CHEBI:45735 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A semi-synthetic macrolide antibiotic obtained by acetylation of the three free hydroxy groups of oleandomycin. Troleandomycin is only found in individuals that have taken the drug. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:25105 CHEBI:25105
• CHEBI:26188 CHEBI:26188
• CHEBI:32955 CHEBI:32955
• CHEBI:47622 CHEBI:47622
• CHEBI:63367 CHEBI:63367
• CHEBI:72588 CHEBI:72588

Chemical structure

Computed structure properties

Molecular formula	C41H67NO15
Charge	0
Average mass	813.979 Da
Monoisotopic mass	813.45107 Da
Source	ChEBI
InChIKey	LQCLVBQBTUVCEQ-QTFUVMRISA-N

SMILES

CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@H](N(C)C)[C@H]3OC(C)=O)[C@@H](C)C[C@@]3(CO3)C(=O)[C@H](C)[C@@H](OC(C)=O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1OC(C)=O

InChI

InChI=1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34-,35-,36-,37+,40-,41+/m0/s1

Also called

• Triocetin (BRAND_NAME)— chebi
• troleandomicina (INN)— chebi
• troleandomycine (INN)— chebi
• troleandomycinum (INN)— chebi
• (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-12-[(4-O-acetyl-2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-14-{[2-O-acetyl-3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadecan-6-yl acetate (EXACT_SYNONYM)— chebi
• Oleandocetine (EXACT_SYNONYM)— chebi
• Oleandomycin triacetate (EXACT_SYNONYM)— chebi
• Oleandomycin triacetyl ester (EXACT_SYNONYM)— chebi
• Triacetyloleandomycin (EXACT_SYNONYM)— chebi
• Triacetyloleandomycinum (EXACT_SYNONYM)— chebi
• Tribiocillina (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:2751-09-9
• drugbank:DB01361
• drugcentral:2769
• hmdb:HMDB0015448
• kegg.compound:C12753
• kegg.drug:D01322
• lincs.smallmolecule:LSM-5510
• lipidmaps:LMPK04000042
• pdb-ccd:TAO
• reaxys:77547
• wikipedia.en:Troleandomycin

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:33281 CHEBI:33281

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
CHEBI	CHEBI:45735	troleandomycin	antibioticmech:chebi-e2baed30be	2026-08-30

Mechanism summary

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. 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.