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

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H21N3O4S
Molecular Weight 351.421
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPICILLIN

SMILES

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

InChI

InChIKey=RPBAFSBGYDKNRG-NJBDSQKTSA-N
InChI=1S/C16H21N3O4S/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)/t9-,10-,11+,14-/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H21N3O4S
Molecular Weight 351.421
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Sample Use Guides

In Vivo Use Guide
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
Record UNII
3LU1L73C8Y
Record Status Validated (UNII)
Record Version