spiramycin I

CHEBI:85260 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A macrolide antibiotic produced by various Streptomyces species that is used to treat toxoplasmosis and various other infections of soft tissues. — 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:25106 CHEBI:25106
CHEBI:25698 CHEBI:25698
CHEBI:50996 CHEBI:50996
CHEBI:63353 CHEBI:63353
ARO:0000000 ARO:0000000

Chemical structure

Computed structure properties
Molecular formula	C43H74N2O14
Charge	0
Average mass	843.065 Da
Monoisotopic mass	842.51401 Da
Source	ChEBI
InChIKey	ACTOXUHEUCPTEW-KWBWCIJSSA-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](O)[C@H](C)O3)[C@H](N(C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)[C@@H](O[C@H]2CC[C@H](N(C)C)[C@H](C)O2)/C=C/C=C/C[C@@H](C)OC(=O)C[C@H]1O

InChI

InChI=1S/C43H74N2O14/c1-24-21-29(19-20-46)39(59-42-37(49)36(45(9)10)38(27(4)56-42)58-35-23-43(6,51)41(50)28(5)55-35)40(52-11)31(47)22-33(48)53-25(2)15-13-12-14-16-32(24)57-34-18-17-30(44(7)8)26(3)54-34/h12-14,16,20,24-32,34-42,47,49-51H,15,17-19,21-23H2,1-11H3/b13-12+,16-14+/t24-,25-,26+,27-,28+,29+,30+,31-,32+,34+,35+,36-,37-,38-,39+,40+,41+,42+,43-/m1/s1

Also called

[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-{[(2S,3R,4R,5S,6R)-5-{[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy}-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-10-{[(2R,5S,6S)-5-(dimethylamino)-6-methyloxan-2-yl]oxy}-4-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde (EXACT_SYNONYM)— chebi
Demycarosylturimycin H (EXACT_SYNONYM)— chebi
Foromacidine A (EXACT_SYNONYM)— chebi
Spiramycin (EXACT_SYNONYM)— chebi
Spiramycin 1 (EXACT_SYNONYM)— chebi
Spiramycin A (EXACT_SYNONYM)— chebi
foromacidin A (EXACT_SYNONYM)— chebi
rovamycin (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3000156
cas:24916-50-5
lipidmaps:LMPK04000005
metacyc.compound:CPD-13983
reaxys:21729639
chembl:CHEMBL453514
pubchem.compound:6419898

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:3000156`	spiramycin	`antibioticmech:aro-3d9053be94`	2026-08-30
CHEBI	`CHEBI:85260`	spiramycin I	`antibioticmech:chebi-5e4ca6c63a`	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:3000156 (spiramycin); database assertion, not a primary citation.)

Resistance mechanisms

32 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 27

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Erm(33)	ARO:3000599	not organism-specific	—	ARO:3000599 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Erm(34)	ARO:3000600	not organism-specific	—	ARO:3000600 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Erm(35)	ARO:3000604	not organism-specific	—	ARO:3000604 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Erm(36)	ARO:3000605	not organism-specific	—	ARO:3000605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Erm(37)	ARO:3000392	not organism-specific	—	ARO:3000392 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Erm(38)	ARO:3000601	not organism-specific	—	ARO:3000601 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Erm(39)	ARO:3000602	not organism-specific	—	ARO:3000602 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Erm(41)	ARO:3000603	not organism-specific	—	ARO:3000603 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Erm(47)	ARO:3003908	not organism-specific	—	ARO:3003908 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmA	ARO:3000347	not organism-specific	—	ARO:3000347 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmB	ARO:3000375	not organism-specific	—	ARO:3000375 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmC	ARO:3000250	not organism-specific	—	ARO:3000250 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmD	ARO:3000495	not organism-specific	—	ARO:3000495 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmE	ARO:3000326	not organism-specific	—	ARO:3000326 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmF	ARO:3000498	not organism-specific	—	ARO:3000498 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmG	ARO:3000522	not organism-specific	—	ARO:3000522 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmN	ARO:3000592	not organism-specific	—	ARO:3000592 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmO-srmA	ARO:3001303	not organism-specific	—	ARO:3001303 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmQ	ARO:3000593	not organism-specific	—	ARO:3000593 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmR	ARO:3000594	not organism-specific	—	ARO:3000594 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmT	ARO:3000595	not organism-specific	—	ARO:3000595 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ErmX	ARO:3000596	not organism-specific	—	ARO:3000596 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); 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:3000156 (spiramycin); database assertion, not a primary citation.)
Streptococcus pneumoniae 23S rRNA with mutation conferring resistance to macrolide antibiotics	ARO:3004170	not organism-specific	—	ARO:3004170 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
Streptomyces ambofaciens 23S rRNA with mutation conferring resistance to macrolide antibiotics	ARO:3004171	not organism-specific	—	ARO:3004171 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
erm(40)	ARO:3004606	not organism-specific	—	ARO:3004606 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
ermZ	ARO:3004605	not organism-specific	—	ARO:3004605 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)

ANTIBIOTIC_EFFLUX 2

ANTIBIOTIC_EFFLUX
Determinant	ARO ID	Organism	Gene families	Evidence
LpeAB	ARO:3004098	not organism-specific	—	ARO:3004098 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
mreA	ARO:3007050	not organism-specific	—	ARO:3007050 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)

ANTIBIOTIC_INACTIVATION 2

ANTIBIOTIC_INACTIVATION
Determinant	ARO ID	Organism	Gene families	Evidence
mphB	ARO:3000318	not organism-specific	—	ARO:3000318 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)
mphC	ARO:3000319	not organism-specific	—	ARO:3000319 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); database assertion, not a primary citation.)

ANTIBIOTIC_TARGET_PROTECTION 1

ANTIBIOTIC_TARGET_PROTECTION
Determinant	ARO ID	Organism	Gene families	Evidence
srmB	ARO:3002828	not organism-specific	—	ARO:3002828 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000156 (spiramycin); 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.