Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2390)
Drug Name
Carbenicillin
Synonyms
Carbenicilina; Carbenicilina [INN-Spanish]; Carbenicillin (INN); Carbenicillin [INN:BAN]; Carbenicillina; Carbenicillina [DCIT]; Carbenicilline; Carbenicilline [INN-French]; Carbenicillinum; Carbenicillinum [INN-Latin]; Carboxybenzyl Penicillin; Carboxybenzylpenicillin; Carboxybenzylpenicillin acid; Alpha-Carboxybenzylpencillin; Pyopen; (2S,5R,6R)-6-[(3-hydroxy-3-oxo-2-phenylpropanoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 6-(alpha-Carboxyphenylacetamido)penicillanic acid; 6beta-(2-carboxy-2-phenylacetamido)-2,2-dimethylpenam-3alpha-carboxylic acid; Alpha-Carboxybenzylpenicillin solution; Alpha-Phenyl(carboxymethylpenicillin); CBPC; N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid;N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid
Indication Infectious cystitis [ICD11: GC00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 378.4 Topological Polar Surface Area 149
Heavy Atom Count 26 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
20824
PubChem SID
9086 ; 627894 ; 7978856 ; 8165376 ; 11335910 ; 11361149 ; 11362932 ; 11365494 ; 11368056 ; 11371251 ; 11373865 ; 11376218 ; 11462121 ; 11483876 ; 11487936 ; 11490142 ; 11492078 ; 11493912 ; 15473829 ; 24892425 ; 29288280 ; 46505653 ; 47291156 ; 47291157 ; 47365209 ; 49989747 ; 51091923 ; 57269586 ; 57330741 ; 80836758 ; 103367425 ; 104351630 ; 117541839 ; 124766269 ; 127881318 ; 134224920 ; 134337734 ; 134984809 ; 137188655 ; 137928221 ; 160963923 ; 162528665 ; 175442173 ; 179039521 ; 210279689 ; 210282012 ; 223671033 ; 226395569 ; 252347012 ; 252478098
ChEBI ID
ChEBI:3393
CAS Number
4697-36-3
TTD Drug ID
D02TBI
Formula
C17H18N2O6S
Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)O)C(=O)O)C
InChI
1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
InChIKey
FPPNZSSZRUTDAP-UWFZAAFLSA-N
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-lactamase (blaB) DME1643 Chromobacterium violaceum
A0A3S4HKA9_CHRVL
3.5.2.6
[2]
Beta-lactamase (blaB) DME1228 Plesiomonas shigelloides
A0A379CPC3_PLESH
3.5.2.6
[3] , [4]
N-acylhomoserine lactone acylase (lacA) DME1021 Acidovorax ebreus
A0A0A1VBK6_9BURK
3.5.1.97
[5]
PenA beta-lactamase (penA1) DME1559 Burkholderia cepacia
O08350_BURCE
3.5.2.6
[6]
References
1 Carbenicillin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Beta-lactamase activity in Chromobacterium violaceum. J Infect Dis. 1976 Sep;134(3):290-3.
3 Beta-lactamase expression in Plesiomonas shigelloides. J Antimicrob Chemother. 2000 Jun;45(6):877-80.
4 Identification and functional characterization of arylamine N-acetyltransferases in eubacteria: evidence for highly selective acetylation of 5-aminosalicylic acid. J Bacteriol. 2001 Jun;183(11):3417-27.
5 A novel quorum-quenching N-acylhomoserine lactone acylase from Acidovorax sp. strain MR-S7 mediates antibiotic resistance. Appl Environ Microbiol. 2017 Jun 16;83(13). pii: e00080-17.
6 Characterization of the penA and penR genes of Burkholderia cepacia 249 which encode the chromosomal class A penicillinase and its LysR-type transcriptional regulator. Antimicrob Agents Chemother. 1997 Nov;41(11):2399-405.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.