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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H19N2O3S.Na
Molecular Weight 330.378
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM BENZYLPENILLOATE

SMILES

[Na+].CC1(C)S[C@H](CNC(=O)CC2=CC=CC=C2)N[C@H]1C([O-])=O

InChI

InChIKey=RCUFRLJZEVIUBP-KZCZEQIWSA-M
InChI=1S/C15H20N2O3S.Na/c1-15(2)13(14(19)20)17-12(21-15)9-16-11(18)8-10-6-4-3-5-7-10;/h3-7,12-13,17H,8-9H2,1-2H3,(H,16,18)(H,19,20);/q;+1/p-1/t12-,13+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C15H19N2O3S
Molecular Weight 307.388
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Benzylpenilloic acid is a metabolite of benzylpenicillin. It is produced by hydrolysis of when beta-lactam ring of benzylpenicillin. Along with some other metabolites of penicillin, benzylpenilloic acid is responsible for the allergic reaction to beta-lactam antibiotic. It is a component of a minor determinant mixture (MDM) reagent which is used to evaluate sensitivity to penicillin in the clinic.

Approval Year

PubMed

PubMed

TitleDatePubMed
Identification of Penicillin G Metabolites under Various Environmental Conditions Using UHPLC-MS/MS.
2016-08-10
A liquid chromatographic study of stability of the minor determinants of penicillin allergy: a stable minor determinant mixture skin test preparation.
1985-04
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:46:08 GMT 2025
Edited
by admin
on Mon Mar 31 17:46:08 GMT 2025
Record UNII
X75ZKL134L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-THIAZOLIDINECARBOXYLIC ACID, 5,5-DIMETHYL-2-(((PHENYLACETYL)AMINO)METHYL)-, MONOSODIUM SALT, (2R-TRANS)-
Preferred Name English
SODIUM BENZYLPENILLOATE
Common Name English
SODIUM 5,5-DIMETHYL-2-(((PHENYLACETYL)AMINO)METHYL)-4-THIAZOLIDINECARBOXYLATE
Systematic Name English
SODIUM BENZYL PENILLOATE
Common Name English
Code System Code Type Description
CAS
73482-00-5
Created by admin on Mon Mar 31 17:46:08 GMT 2025 , Edited by admin on Mon Mar 31 17:46:08 GMT 2025
PRIMARY
PUBCHEM
72710697
Created by admin on Mon Mar 31 17:46:08 GMT 2025 , Edited by admin on Mon Mar 31 17:46:08 GMT 2025
PRIMARY
FDA UNII
X75ZKL134L
Created by admin on Mon Mar 31 17:46:08 GMT 2025 , Edited by admin on Mon Mar 31 17:46:08 GMT 2025
PRIMARY