AntibioticMech

josamycin

CHEBI:31739 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A macrolide antibiotic produced by certain strains of Streptomyces narbonensis var. josamyceticus. — ChEBI

Classification

macrolide antibioticARO:0000000

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:17478 CHEBI:17478
• CHEBI:24400 CHEBI:24400
• CHEBI:25105 CHEBI:25105
• CHEBI:26878 CHEBI:26878
• CHEBI:47622 CHEBI:47622
• CHEBI:50996 CHEBI:50996
• CHEBI:63353 CHEBI:63353
• ARO:0000000 ARO:0000000

Chemical structure

Computed structure properties

Molecular formula	C42H69NO15
Charge	0
Average mass	828.006 Da
Monoisotopic mass	827.46672 Da
Source	ChEBI
InChIKey	XJSFLOJWULLJQS-NGVXBBESSA-N

SMILES

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

InChI

InChI=1S/C42H69NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29-31,34-41,46,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29+,30+,31-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1

Also called

• josamicina (INN)— chebi
• josamycine (INN)— chebi
• josamycinum (INN)— chebi
• EN-141 (EXACT_SYNONYM)— chebi
• JM (EXACT_SYNONYM)— chebi
• Yl-704 A3 (EXACT_SYNONYM)— chebi
• antibiotic yl-704 A3 (EXACT_SYNONYM)— chebi
• kitasamycin A3 (EXACT_SYNONYM)— chebi
• leucomycin A3 (EXACT_SYNONYM)— chebi
• leucomycin V 3-acetate 4B-(3-methylbutanoate) (EXACT_SYNONYM)— chebi
• leucomycin V 3-acetate 4β-(3-methylbutanoate) (EXACT_SYNONYM)— chebi
• turimycin A5 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3001227
• ARO:3001221
• cas:16846-24-5
• drugbank:DB01321
• drugcentral:1518
• hmdb:HMDB0015418
• kegg.compound:C12662
• kegg.drug:D01235
• knapsack:C00018736
• pdb-ccd:JOS
• wikipedia.en:Josamycin
• chembl:CHEMBL224436
• pubchem.compound:5284579
• chembl:CHEMBL2106399
• pubchem.compound:5282189

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:36047 CHEBI:36047

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:3001221	josamycin	antibioticmech:aro-d08dacd0ee	2026-08-30
ARO	ARO:3001227	kitasamycin	antibioticmech:aro-0c5d9c9627	2026-08-30
CHEBI	CHEBI:31739	josamycin	antibioticmech:chebi-26637f6c9a	2026-08-30

Resistance mechanisms

6 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 4

ANTIBIOTIC_TARGET_ALTERATION

Determinant	ARO ID	Organism	Gene families	Evidence
Chlamydia trachomatis 23S rRNA with mutation conferring resistance to macrolide antibiotics	ARO:3004174	not organism-specific	—	ARO:3004174 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001221 (josamycin); database assertion, not a primary citation.)
ErmV	ARO:3002824	not organism-specific	—	ARO:3002824 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001227 (kitasamycin); database assertion, not a primary citation.)
ErmW	ARO:3001306	not organism-specific	—	ARO:3001306 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001221 (josamycin); 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:3001221 (josamycin); database assertion, not a primary citation.)

ANTIBIOTIC_EFFLUX 2

ANTIBIOTIC_EFFLUX

Determinant	ARO ID	Organism	Gene families	Evidence
MexPQ-OpmE	ARO:3003697	not organism-specific	—	ARO:3003697 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001227 (kitasamycin); database assertion, not a primary citation.)
MuxABC-OpmB	ARO:3004076	not organism-specific	—	ARO:3004076 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3001227 (kitasamycin); database assertion, not a primary citation.)

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (ARO, 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

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.