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
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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