BERYTHROMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C37H67NO12
Molecular Weight	717.9274
Optical Activity	UNSPECIFIED
Defined Stereocenters	18 / 18
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

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]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@H]1C

InChI

InChIKey=IDRYSCOQVVUBIJ-PPGFLMPOSA-N

InChI=1S/C37H67NO12/c1-14-26-20(4)29(40)21(5)28(39)18(2)16-36(9,44)33(50-35-30(41)25(38(11)12)15-19(3)46-35)22(6)31(23(7)34(43)48-26)49-27-17-37(10,45-13)32(42)24(8)47-27/h18-27,29-33,35,40-42,44H,14-17H2,1-13H3/t18-,19-,20+,21+,22+,23-,24+,25+,26-,27+,29+,30-,31+,32+,33-,35+,36-,37-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10669574 | https://pubs.rsc.org/en/content/articlelanding/2011/md/c0md00251h#!divAbstract

Berythromycin or erythromycin B (also known as 12-deoxyerythromycin A), an acid-stable co-metabolite of the antibiotic erythromycin A, exhibits broad-spectrum antibiotic activity. The antibacterial activity of erythromycin B is similar to that of erythromycin A, but after acid-treatment, resembling exposure to the stomach, erythromycin B substantially retains antibacterial activity, whereas erythromycin A does not. Erythromycin B played an integral part of the structure activity relationship studies of semi-synthetic erythromycins.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
50S subunit of bacterial ribosome 1 Target ID: 50S subunit of bacterial ribosome Sources: DOI: 10.1039/C0MD00251H	Inhibitor 8504

PubMed

Title	Date	PubMed
A simple and rapid confirmatory assay for analyzing antibiotic residues of the macrolide class and lincomycin in bovine milk and yoghurt: hot water extraction followed by liquid chromatography/tandem mass spectrometry.	2007	17171776
Design, synthesis, and evaluation of stable and taste-free erythromycin proprodrugs.	2005-06-02	15916440
An abiotic strategy for the enantioselective synthesis of erythromycin B.	2003-07-21	12876743
An unexpected interaction between the modular polyketide synthases, erythromycin DEBS1 and pikromycin PikAIV, leads to efficient triketide lactone synthesis.	2002-09-03	12196022

Name

Type

Language

BERYTHROMYCIN

Official Name

English

ERYTHROMYCIN B

Preferred Name

English

berythromycin [INN]

Common Name

English

Berythromycin [WHO-DD]

Common Name

English

BERYTHROMYCIN [USAN]

Common Name

English

ABBOTT-24091

Code

English

ERYTHROMYCIN B [USP-RS]

Common Name

English

ERYTHROMYCIN, 12-DEOXY

Systematic Name

English

Code System Code Type Description

INN

3100