Erythromycin estolateProduct ingredient for Erythromycin

Name
Erythromycin estolate
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
DBSALT001358
Structure
Thumb
Synonyms
Not Available
UNII
XRJ2P631HP
CAS Number
3521-62-8
Weight
Average: 1056.4
Monoisotopic: 1055.642636461
Chemical Formula
C52H97NO18S
InChI Key
AWMFUEJKWXESNL-JZBHMOKNSA-N
InChI
InChI=1S/C40H71NO14.C12H26O4S/c1-15-27-40(11,48)33(44)22(5)30(43)20(3)18-38(9,47)35(55-37-32(53-28(42)16-2)26(41(12)13)17-21(4)50-37)23(6)31(24(7)36(46)52-27)54-29-19-39(10,49-14)34(45)25(8)51-29;1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15/h20-27,29,31-35,37,44-45,47-48H,15-19H2,1-14H3;2-12H2,1H3,(H,13,14,15)/t20-,21-,22+,23+,24-,25+,26+,27-,29+,31+,32-,33-,34+,35-,37+,38-,39-,40-;/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 propanoate; (dodecyloxy)sulfonic acid
SMILES
CCCCCCCCCCCCOS(O)(=O)=O.[H][C@@]1(C)C[C@]([H])(N(C)C)[C@@]([H])(OC(=O)CC)[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
C08031
ChemSpider
390114
BindingDB
31688
ChEBI
4846
ChEMBL
CHEMBL2218877
Wikipedia
Erythromycin
Predicted Properties
PropertyValueSource
Water Solubility0.187 mg/mLALOGPS
logP3.18ALOGPS
logP3.74ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.66ChemAxon
pKa (Strongest Basic)7.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area199.98 Å2ChemAxon
Rotatable Bond Count22ChemAxon
Refractivity199.82 m3·mol-1ChemAxon
Polarizability84.86 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon