spiramycin I (CHEBI:85260)

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CHEBI:85260 - spiramycin I

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ChEBI ID	CHEBI:85260
ChEBI Name	spiramycin I
Stars
Definition	A macrolide antibiotic produced by various Streptomyces species that is used to treat toxoplasmosis and various other infections of soft tissues.
Secondary ChEBI IDs	CHEBI:9236, CHEBI:45589
Last Modified	22 February 2017
Submitter	Steve
Downloads	Molfile

Formula	C43H74N2O14
Net Charge	0
Average Mass	843.065
Monoisotopic Mass	842.51401
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
InChIKey	ACTOXUHEUCPTEW-KWBWCIJSSA-N

Species of Metabolite	Component	Source	Comments
Streptomyces spiramyceticus (ncbitaxon:299717)	-	PubMed (17849607)	Strain: F21

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	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:	antibacterial drug A drug used to treat or prevent bacterial infections.

ChEBI Ontology

Outgoing Relation(s)
	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	Source
Spiramycin	KEGG COMPOUND
Spiramycin A	ChemIDplus
Foromacidine A	ChemIDplus
Spiramycin 1	ChemIDplus
Demycarosylturimycin H	ChemIDplus
foromacidin A	ChEBI

Manual Xrefs	Databases
CPD-13983	MetaCyc
LMPK04000005	LIPID MAPS

Registry Numbers	Sources
Reaxys:21729639	Reaxys
CAS:24916-50-5	ChemIDplus

Citations