CHEBI:31168 - spiramycin II

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name spiramycin II
ChEBI ID CHEBI:31168
Definition A macrolide antibiotic produced by various Streptomyces species.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C45H76N2O15
Net Charge 0
Average Mass 885.08930
Monoisotopic Mass 884.52457
InChI InChI=1S/C45H76N2O15/c1-25-22-31(20-21-48)41(62-44-39(51)38(47(10)11)40(28(4)58-44)61-37-24-45(7,53)43(52)29(5)57-37)42(54-12)34(59-30(6)49)23-35(50)55-26(2)16-14-13-15-17-33(25)60-36-19-18-32(46(8)9)27(3)56-36/h13-15,17,21,25-29,31-34,36-44,51-53H,16,18-20,22-24H2,1-12H3/b14-13+,17-15+/t25-,26-,27+,28-,29+,31+,32+,33+,34-,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-/m1/s1
InChIKey ZPCCSZFPOXBNDL-RSMXASMKSA-N
SMILES CO[C@H]1[C@@H](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)OC(C)=O
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): 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.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing spiramycin II (CHEBI:31168) has role antibacterial drug (CHEBI:36047)
spiramycin II (CHEBI:31168) has role antimicrobial agent (CHEBI:33281)
spiramycin II (CHEBI:31168) has role bacterial metabolite (CHEBI:76969)
spiramycin II (CHEBI:31168) is a acetate ester (CHEBI:47622)
spiramycin II (CHEBI:31168) is a aldehyde (CHEBI:17478)
spiramycin II (CHEBI:31168) is a disaccharide derivative (CHEBI:63353)
spiramycin II (CHEBI:31168) is a ether (CHEBI:25698)
spiramycin II (CHEBI:31168) is a macrolide (CHEBI:25106)
spiramycin II (CHEBI:31168) 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}-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl acetate
Synonyms Sources
Acetylspiramycin KEGG COMPOUND
Acetylspiramycinum ChemIDplus
Foromacidin B ChemIDplus
Foromacidine B ChemIDplus
Spiramycin 2 ChemIDplus
Spiramycin B ChemIDplus
Manual Xrefs Databases
C12891 KEGG COMPOUND
D02420 KEGG DRUG
LMPK05000002 LIPID MAPS
WO2011147316 Patent
View more database links
Registry Numbers Types Sources
24916-51-6 CAS Registry Number ChemIDplus
25081792 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15127585 PubMed citation Europe PMC
16496680 PubMed citation Europe PMC
20843520 PubMed citation Europe PMC
2232146 PubMed citation Europe PMC
23866271 PubMed citation Europe PMC
24790408 PubMed citation Europe PMC
25081985 PubMed citation Europe PMC
25164320 PubMed citation Europe PMC
3793330 PubMed citation Europe PMC
4077347 PubMed citation Europe PMC
6655800 PubMed citation Europe PMC
7154255 PubMed citation Europe PMC
7321185 PubMed citation Europe PMC
7321187 PubMed citation Europe PMC
Last Modified
22 February 2017