BENZYLPENILLOIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H20N2O3S
Molecular Weight	308.396
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=LRWFMQCGNBOTQP-OLZOCXBDSA-N

InChI=1S/C15H20N2O3S/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)/t12-,13+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C15H20N2O3S
Molecular Weight	308.396
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26906275 | https://www.ncbi.nlm.nih.gov/pubmed/3999008

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

Title	Date	PubMed
A liquid chromatographic study of stability of the minor determinants of penicillin allergy: a stable minor determinant mixture skin test preparation.	1985 Apr	3999008
Identification of Penicillin G Metabolites under Various Environmental Conditions Using UHPLC-MS/MS.	2016 Aug 10	26906275

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:21:27 GMT 2023` Edited by `admin` on `Sat Dec 16 10:21:27 GMT 2023`
Record UNII	F93JSF8762
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

BENZYLPENILLOIC ACID

Common Name

English

BENZYLPENICILLIN SODIUM IMPURITY F [EP IMPURITY]

Common Name

English

BENZYLPENICILLIN POTASSIUM IMPURITY F [EP IMPURITY]

Common Name

English

4-THIAZOLIDINECARBOXYLIC ACID, 5,5-DIMETHYL-2-(((PHENYLACETYL)AMINO)METHYL)-

Systematic Name

English

BENZYLPENICILLIN (BENZATHINE) TETRAHYDRATE IMPURITY F [EP IMPURITY]

Common Name

English

(2R,4S)-5,5-DIMETHYL-2-(((PHENYLACETYL)AMINO)METHYL)THIAZOLIDINE-4-CARBOXYLIC ACID

Systematic Name

English

(2R,4S)-5,5-DIMETHYL-2-(((2-PHENYLACETYL)AMINO)METHYL)-4-THIAZOLIDINECARBOXYLIC ACID

Systematic Name

English

5,5-DIMETHYL-2-(((2-PHENYLACETYL)AMINO)METHYL)-4-THIAZOLIDINECARBOXYLIC ACID

Systematic Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

18787