U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of BERYTHROMYCIN

SMILES

[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]2[C@H](C)[C@@H](O[C@]3([H])O[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](C)[C@@H](CC)OC(=O)[C@@H]2C

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
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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: 50S subunit of bacterial ribosome
Sources: DOI: 10.1039/C0MD00251H
PubMed

PubMed

TitleDatePubMed
Name Type Language
BERYTHROMYCIN
INN   USAN   WHO-DD  
INN   USAN  
Official 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
ERYTHROMYCIN B
USP-RS  
Common Name English
Code System Code Type Description
INN
3100
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
PRIMARY
RS_ITEM_NUM
1242010
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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PUBCHEM
9918244
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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NCI_THESAURUS
C171821
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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EVMPD
SUB05786MIG
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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CHEBI
28196
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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ChEMBL
CHEMBL2105797
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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FDA UNII
AN686JJ1YI
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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SMS_ID
100000086052
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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CHEBI
64279
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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MESH
C064662
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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EPA CompTox
DTXSID501023765
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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CAS
527-75-3
Created by admin on Fri Dec 15 15:03:09 GMT 2023 , Edited by admin on Fri Dec 15 15:03:09 GMT 2023
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