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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H20N3O4S.Na
Molecular Weight 373.402
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPICILLIN SODIUM

SMILES

[Na+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C3=CCC=CC3)C([O-])=O

InChI

InChIKey=WQSDWKIPNYFRPW-YWUHCJSESA-M
InChI=1S/C16H21N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-4,7,9-11,14H,5-6,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C16H20N3O4S
Molecular Weight 350.413
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Epicillin, a penicillin antibiotic, has never been approved in the USA, however, was studied for the treatment of childhood pneumonia, gonorrhea. Epicillin didn’t show any therapeutic advantages for parenteral treatment over ampicillin. By now, ampicillin remains the best-documented drug.

Approval Year

PubMed

PubMed

TitleDatePubMed
Identification of penicillin allergenic determinants that bind IgE antibodies in the sera of subjects with penicillin allergy.
1990 Nov
Where is the supporting evidence for treating mild to moderate chronic obstructive pulmonary disease exacerbations with antibiotics? A systematic review.
2008 Oct 10
Patents

Sample Use Guides

oral dose of epicillin in the treatment of gonorrhoea: (a) 2 g epicillin plus 1 g probenecid, (b) 2 g epicillin alone, (c) 1 g epicillin, 1 g cephradine plus 1 g probenecid, and (d) 1 g epicillin and 1 g cephradine. 11 patients with cholelithiasis and choledocholithiasis: were administered i.v.
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:32:54 GMT 2023
Edited
by admin
on Sat Dec 16 18:32:54 GMT 2023
Record UNII
5F26232JQ8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EPICILLIN SODIUM
WHO-DD  
Common Name English
SODIUM EPICILLIN
Common Name English
Epicillin monosodium [WHO-DD]
Common Name English
MONOSODIUM EPICILLIN
Common Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((AMINO-1,4-CYCLOHEXADIEN-1-YLACETYL)AMINO)-3,3-DIMETHYL-7-OXO-, MONOSODIUM SALT, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-
Systematic Name English
EPICILLIN MONOSODIUM
WHO-DD  
Common Name English
Code System Code Type Description
CAS
59446-81-0
Created by admin on Sat Dec 16 18:32:54 GMT 2023 , Edited by admin on Sat Dec 16 18:32:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID60208166
Created by admin on Sat Dec 16 18:32:54 GMT 2023 , Edited by admin on Sat Dec 16 18:32:54 GMT 2023
PRIMARY
PUBCHEM
23722594
Created by admin on Sat Dec 16 18:32:54 GMT 2023 , Edited by admin on Sat Dec 16 18:32:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
261-765-6
Created by admin on Sat Dec 16 18:32:54 GMT 2023 , Edited by admin on Sat Dec 16 18:32:54 GMT 2023
PRIMARY
FDA UNII
5F26232JQ8
Created by admin on Sat Dec 16 18:32:54 GMT 2023 , Edited by admin on Sat Dec 16 18:32:54 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY