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

See full entry for Erythromycin

Accession Number

DBSALT001220

Structure

Similar Structures

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

External Links

KEGG Compound: C12796
ChemSpider: 392006
BindingDB: 96262
ChEBI: 31555
ChEMBL: CHEMBL1200688
ZINC: ZINC000169356230
Wikipedia: Erythromycin

Predicted Properties

Property	Value	Source
Water Solubility	0.149 mg/mL	ALOGPS
logP	2.94	ALOGPS
logP	3.37	Chemaxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.66	Chemaxon
pKa (Strongest Basic)	7.87	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	14	Chemaxon
Hydrogen Donor Count	4	Chemaxon
Polar Surface Area	226.28 Å²	Chemaxon
Rotatable Bond Count	14	Chemaxon
Refractivity	215.6 m³·mol^-1	Chemaxon
Polarizability	92.62 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Erythromycin ethylsuccinateProduct ingredient for Erythromycin

Structure for Erythromycin ethylsuccinate (DBSALT001220)