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

See full entry for Erythromycin

Accession Number

DBSALT001358

Structure

Similar Structures

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

External Links

KEGG Compound: C08031
ChemSpider: 390114
BindingDB: 31688
ChEBI: 4846
ChEMBL: CHEMBL2218877
Wikipedia: Erythromycin

Predicted Properties

Property	Value	Source
Water Solubility	0.187 mg/mL	ALOGPS
logP	3.18	ALOGPS
logP	3.74	Chemaxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.66	Chemaxon
pKa (Strongest Basic)	7.87	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	13	Chemaxon
Hydrogen Donor Count	4	Chemaxon
Polar Surface Area	199.98 Å²	Chemaxon
Rotatable Bond Count	22	Chemaxon
Refractivity	199.82 m³·mol^-1	Chemaxon
Polarizability	84.86 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 estolateProduct ingredient for Erythromycin

Structure for Erythromycin estolate (DBSALT001358)