tylosin

CHEBI:17658 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A macrolide antibiotic that is tylonolide having mono- and diglycosyl moieties attached to two of its hydroxy groups. It is found naturally as a fermentation product of Streptomyces fradiae. — ChEBI

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

macrolide antibioticARO:0000000

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:17478 CHEBI:17478
CHEBI:25022 CHEBI:25022
CHEBI:25105 CHEBI:25105
CHEBI:51689 CHEBI:51689
CHEBI:63353 CHEBI:63353
CHEBI:63367 CHEBI:63367
ARO:0000000 ARO:0000000

Chemical structure

Computed structure properties
Molecular formula	C46H77NO17
Charge	0
Average mass	916.112 Da
Monoisotopic mass	915.51915 Da
Source	ChEBI
InChIKey	WBPYTXDJUQJLPQ-VMXQISHHSA-N

SMILES

CC[C@H]1OC(=O)C[C@@H](O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](O)[C@H](C)O3)[C@H](N(C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)C(=O)/C=C/C(C)=C/[C@@H]1CO[C@@H]1O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]1OC

InChI

InChI=1S/C46H77NO17/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35/h14-15,17-18,24-30,32-33,35-45,50,52-55H,13,16,19-22H2,1-12H3/b15-14+,23-18+/t24-,25+,26-,27-,28+,29+,30-,32-,33-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-/m1/s1

Also called

tilosina (INN)— chebi
tylosine (INN)— chebi
tylosinum (INN)— chebi
[(2R,3R,4E,6E,9R,11R,12S,13S,14R)-12-[3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-α-L-ribo-hexopyranosyl)-3-(dimethylamino)-β-D-glucopyranosyloxy]-2-ethyl-14-hydroxy-5,9,13-trimethyl-8,16-dioxo-11-(2-oxoethyl)oxacyclohexadeca-4,6-dien-3-yl]methyl 6-deoxy-2,3-di-O-methyl-β-D-allopyranoside (EXACT_SYNONYM)— chebi
Tylan (EXACT_SYNONYM)— chebi
Tylocine (EXACT_SYNONYM)— chebi
Tylosin (EXACT_SYNONYM)— chebi
Tylosin A (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3000145
cas:1401-69-0
hmdb:HMDB0034108
kegg.compound:C01457
kegg.drug:D02490
lipidmaps:LMPK04000004
metacyc.compound:TYLOSIN
patent:US2004082524
pdb-ccd:TYK
reaxys:4651020
wikipedia.en:Tylosin
chembl:CHEMBL42743
pubchem.compound:5280440

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
ARO	`ARO:3000145`	tylosin	`antibioticmech:aro-55417425d2`	2026-08-30
CHEBI	`CHEBI:17658`	tylosin	`antibioticmech:chebi-9e80d6723d`	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.

50S ribosomal subunit P-site RIBOSOMAL_SUBUNIT DIRECT_BINDING_TARGET

ARO:3000757

CARD/ARO database assertion; target organism, strain, and assay are not specified. The 50S P-site is asserted as the target site. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000757 (CARD/ARO asserts targeted_by_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)

Resistance mechanisms

40 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 30

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Brachyspira hyodysenteriae 23S rRNA with mutation conferring resistance to tylosin	ARO:3004133	not organism-specific	—	ARO:3004133 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(33)	ARO:3000599	not organism-specific	—	ARO:3000599 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(34)	ARO:3000600	not organism-specific	—	ARO:3000600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(35)	ARO:3000604	not organism-specific	—	ARO:3000604 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(36)	ARO:3000605	not organism-specific	—	ARO:3000605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(37)	ARO:3000392	not organism-specific	—	ARO:3000392 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(38)	ARO:3000601	not organism-specific	—	ARO:3000601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(39)	ARO:3000602	not organism-specific	—	ARO:3000602 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(41)	ARO:3000603	not organism-specific	—	ARO:3000603 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Erm(O)-lrm	ARO:3004652	not organism-specific	—	ARO:3004652 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmA	ARO:3000347	not organism-specific	—	ARO:3000347 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmB	ARO:3000375	not organism-specific	—	ARO:3000375 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmC	ARO:3000250	not organism-specific	—	ARO:3000250 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmD	ARO:3000495	not organism-specific	—	ARO:3000495 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmE	ARO:3000326	not organism-specific	—	ARO:3000326 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmF	ARO:3000498	not organism-specific	—	ARO:3000498 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmG	ARO:3000522	not organism-specific	—	ARO:3000522 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmN	ARO:3000592	not organism-specific	—	ARO:3000592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmQ	ARO:3000593	not organism-specific	—	ARO:3000593 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmR	ARO:3000594	not organism-specific	—	ARO:3000594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmS	ARO:3001304	not organism-specific	—	ARO:3001304 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmT	ARO:3000595	not organism-specific	—	ARO:3000595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmV	ARO:3002824	not organism-specific	—	ARO:3002824 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
ErmX	ARO:3000596	not organism-specific	—	ARO:3000596 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Mycoplasma hominis 23S rRNA with mutation conferring resistance to macrolide antibiotics	ARO:3004176	not organism-specific	—	ARO:3004176 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
RlmA(II)	ARO:3001301	not organism-specific	—	ARO:3001301 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
Streptococcus pneumoniae 23S rRNA mutation conferring resistance to macrolides and streptogramins antibiotics	ARO:3004181	not organism-specific	—	ARO:3004181 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
chrB	ARO:3001302	not organism-specific	—	ARO:3001302 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
myrA	ARO:3001300	not organism-specific	—	ARO:3001300 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
tlrB	ARO:3001299	not organism-specific	—	ARO:3001299 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)

ANTIBIOTIC_INACTIVATION 9

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
Mrx	ARO:3003839	not organism-specific	—	ARO:3003839 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
gimA	ARO:3000463	not organism-specific	—	ARO:3000463 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
mgtA	ARO:3000462	not organism-specific	—	ARO:3000462 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
mphB	ARO:3000318	not organism-specific	—	ARO:3000318 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
mphC	ARO:3000319	not organism-specific	—	ARO:3000319 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
mphF	ARO:3003071	not organism-specific	—	ARO:3003071 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
mphI	ARO:3003991	not organism-specific	—	ARO:3003991 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
mphJ	ARO:3004544	not organism-specific	—	ARO:3004544 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)
oleD	ARO:3000865	not organism-specific	—	ARO:3000865 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_PROTECTION 1

ANTIBIOTIC_TARGET_PROTECTION
Determinant	ARO ID	Organism	Gene families	Evidence
tlrC	ARO:3002827	not organism-specific	—	ARO:3002827 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000145 (tylosin); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
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.