Erythromycin ethylsuccinateProduct ingredient for Erythromycin

Name
Erythromycin ethylsuccinate
Drug Entry
Erythromycin

Erythromycin is a bacteriostatic antibiotic drug produced by a strain of Saccharopolyspora erythraea (formerly Streptomyces erythraeus) and belongs to the macrolide group of antibiotics which consists of Azithromycin, Clarithromycin, Spiramycin and others. It was originally discovered in 1952.20 Erythromycin is widely used for treating a variety of infections, including those caused by gram-positive and gram-negative bacteria.20,21 It is available for administration in various forms, including intravenous, topical, and eye drop preparations.20

Accession Number
DBSALT001220
Structure
Thumb
Synonyms
Not Available
UNII
1014KSJ86F
CAS Number
1264-62-6
Weight
Average: 862.064
Monoisotopic: 861.508585339
Chemical Formula
C43H75NO16
InChI Key
NSYZCCDSJNWWJL-YXOIYICCSA-N
InChI
InChI=1S/C43H75NO16/c1-15-29-43(11,52)36(48)24(5)33(47)22(3)20-41(9,51)38(25(6)34(26(7)39(50)57-29)59-32-21-42(10,53-14)37(49)27(8)56-32)60-40-35(28(44(12)13)19-23(4)55-40)58-31(46)18-17-30(45)54-16-2/h22-29,32,34-38,40,48-49,51-52H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,32+,34+,35-,36-,37+,38-,40+,41-,42-,43-/m1/s1
IUPAC Name
(2S,3R,4S,6R)-4-(dimethylamino)-2-{[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,7,9,11,13-hexamethyl-2,10-dioxo-1-oxacyclotetradecan-6-yl]oxy}-6-methyloxan-3-yl 1-ethyl butanedioate
SMILES
[H][C@@]1(C)C[C@]([H])(N(C)C)[C@@]([H])(OC(=O)CCC(=O)OCC)[C@]([H])(O[C@]2([H])[C@@]([H])(C)[C@]([H])(O[C@@]3([H])C[C@@](C)(OC)[C@@]([H])(O)[C@]([H])(C)O3)[C@@]([H])(C)C(=O)O[C@]([H])(CC)[C@@](C)(O)[C@]([H])(O)[C@@]([H])(C)C(=O)[C@]([H])(C)C[C@@]2(C)O)O1
KEGG Compound
C12796
ChemSpider
392006
BindingDB
96262
ChEBI
31555
ChEMBL
CHEMBL1200688
ZINC
ZINC000169356230
Wikipedia
Erythromycin
Predicted Properties
PropertyValueSource
Water Solubility0.149 mg/mLALOGPS
logP2.94ALOGPS
logP3.37ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)12.66ChemAxon
pKa (Strongest Basic)7.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area226.28 Å2ChemAxon
Rotatable Bond Count14ChemAxon
Refractivity215.6 m3·mol-1ChemAxon
Polarizability92.62 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon