CHEBI:42355 - erythromycin A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name erythromycin A
ChEBI ID CHEBI:42355
Definition An erythromycin that consists of erythronolide A having 2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl and 3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl residues attahced at positions 4 and 6 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:112506, CHEBI:42352, CHEBI:4841, CHEBI:4843, CHEBI:23950, CHEBI:28672
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C37H67NO13
Net Charge 0
Average Mass 733.92680
Monoisotopic Mass 733.461
InChI InChI=1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1
InChIKey ULGZDMOVFRHVEP-RWJQBGPGSA-N
SMILES CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
(via erythromycin )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via erythromycin )
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
(via erythromycin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing erythromycin A (CHEBI:42355) has functional parent erythronolide A (CHEBI:48848)
erythromycin A (CHEBI:42355) is a cyclic ketone (CHEBI:3992)
erythromycin A (CHEBI:42355) is a erythromycin (CHEBI:48923)
erythromycin A (CHEBI:42355) is conjugate base of erythromycin A(1+) (CHEBI:64268)
Incoming erythromycin A 2'-propanoate (CHEBI:48913) has functional parent erythromycin A (CHEBI:42355)
erythromycin E (CHEBI:28239) has functional parent erythromycin A (CHEBI:42355)
flurithromycin (CHEBI:131719) has functional parent erythromycin A (CHEBI:42355)
roxithromycin (CHEBI:48844) has functional parent erythromycin A (CHEBI:42355)
erythromycin A(1+) (CHEBI:64268) is conjugate acid of erythromycin A (CHEBI:42355)
IUPAC Names
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyloxy)-14-ethyl-7,12,13-trihydroxy-6-[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyloxy]-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione
erythromycin
INNs Sources
eritromicina ChemIDplus
erythromycin ChemIDplus
érythromycine ChemIDplus
erythromycinum ChemIDplus
Synonyms Sources
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione IUPAC
3''-O-demethylerythromycin ChemIDplus
Abomacetin KEGG COMPOUND
erthromycin
Note: (2015-04-15) A relatively common (>22,000 hits on Google, April 2015) misspelling of erythromycin (>9 million hits).
ChEBI
Erythromycin KEGG COMPOUND
Erythromycin ChEMBL
ERYTHROMYCIN ChEMBL
Erythromycin A KEGG COMPOUND
ERYTHROMYCIN A PDBeChem
Erythromycin A ChEMBL
Erythromycin C KEGG COMPOUND
Database Links Databases
1048 DrugCentral
C01912 KEGG COMPOUND
CPD-13804 MetaCyc
D00140 KEGG DRUG
DB00199 DrugBank
ERY PDBeChem
LMPK04000006 LIPID MAPS
LSM-3416 LINCS
US2823203 Patent
View more database links
Registry Numbers Types Sources
114-07-8 CAS Registry Number KEGG COMPOUND
114-07-8 CAS Registry Number ChemIDplus
1675-02-1 CAS Registry Number ChemIDplus
75000 Beilstein Registry Number Beilstein
75279 Reaxys Registry Number Reaxys
75279 Beilstein Registry Number Beilstein
Last Modified
22 February 2017