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

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 of BENZYLPENILLOIC ACID

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

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 Aug 10
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
Created by admin on Sat Dec 16 10:21:28 GMT 2023 , Edited by admin on Sat Dec 16 10:21:28 GMT 2023
Code System Code Type Description
CAS
73184-06-2
Created by admin on Sat Dec 16 10:21:28 GMT 2023 , Edited by admin on Sat Dec 16 10:21:28 GMT 2023
PRIMARY
PUBCHEM
2825766
Created by admin on Sat Dec 16 10:21:28 GMT 2023 , Edited by admin on Sat Dec 16 10:21:28 GMT 2023
PRIMARY
SMS_ID
100000124508
Created by admin on Sat Dec 16 10:21:28 GMT 2023 , Edited by admin on Sat Dec 16 10:21:28 GMT 2023
PRIMARY
EVMPD
SUB32231
Created by admin on Sat Dec 16 10:21:28 GMT 2023 , Edited by admin on Sat Dec 16 10:21:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID00964517
Created by admin on Sat Dec 16 10:21:28 GMT 2023 , Edited by admin on Sat Dec 16 10:21:28 GMT 2023
PRIMARY
CAS
501-34-8
Created by admin on Sat Dec 16 10:21:28 GMT 2023 , Edited by admin on Sat Dec 16 10:21:28 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
FDA UNII
F93JSF8762
Created by admin on Sat Dec 16 10:21:28 GMT 2023 , Edited by admin on Sat Dec 16 10:21:28 GMT 2023
PRIMARY
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