CHEBI:85260 - spiramycin I

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name spiramycin I
ChEBI ID CHEBI:85260
Definition A macrolide antibiotic produced by various Streptomyces species that is used to treat toxoplasmosis and various other infections of soft tissues.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9236, CHEBI:45589
Supplier Information
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Formula C43H74N2O14
Net Charge 0
Average Mass 843.05270
Monoisotopic Mass 842.514
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
InChIKey ACTOXUHEUCPTEW-KWBWCIJSSA-N
SMILES CO[C@H]1[C@H](O)CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O[C@H]2CC[C@@H]([C@H](C)O2)N(C)C)[C@H](C)C[C@H](CC=O)[C@@H]1O[C@@H]1O[C@H](C)[C@@H](O[C@H]2C[C@@](C)(O)[C@@H](O)[C@H](C)O2)[C@@H]([C@H]1O)N(C)C
Metabolite of Species Details
Streptomyces sp.ramyceticus (NCBI:txid299717) of strain F21 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing spiramycin I (CHEBI:85260) has role antibacterial drug (CHEBI:36047)
spiramycin I (CHEBI:85260) has role antimicrobial agent (CHEBI:33281)
spiramycin I (CHEBI:85260) has role bacterial metabolite (CHEBI:76969)
spiramycin I (CHEBI:85260) is a aldehyde (CHEBI:17478)
spiramycin I (CHEBI:85260) is a disaccharide derivative (CHEBI:63353)
spiramycin I (CHEBI:85260) is a ether (CHEBI:25698)
spiramycin I (CHEBI:85260) is a macrolide (CHEBI:25106)
spiramycin I (CHEBI:85260) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
[(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
Synonyms Sources
Demycarosylturimycin H ChemIDplus
foromacidin A ChEBI
Foromacidine A ChemIDplus
Spiramycin KEGG COMPOUND
Spiramycin 1 ChemIDplus
Spiramycin A ChemIDplus
Manual Xrefs Databases
CPD-13983 MetaCyc
LMPK04000005 LIPID MAPS
View more database links
Registry Numbers Types Sources
21729639 Reaxys Registry Number Reaxys
24916-50-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11913495 PubMed citation Europe PMC
15925222 PubMed citation Europe PMC
17849607 PubMed citation Europe PMC
19692628 PubMed citation Europe PMC
22271863 PubMed citation Europe PMC
22649946 PubMed citation Europe PMC
24345568 PubMed citation Europe PMC
Last Modified
22 February 2017