josamycin

CHEBI:31739 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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

Label unavailable CHEBI:17478
Label unavailable CHEBI:24400
macrolide antibiotic CHEBI:25105
Label unavailable CHEBI:26878
Label unavailable CHEBI:47622
Label unavailable CHEBI:50996
Label unavailable CHEBI:63353
macrolide antibiotic 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Josamycin

Activity roles

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

antimicrobial agent CHEBI:33281
antibacterial drug 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 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

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

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 2026-09-10 · 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 (YAML).

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