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

General Information of Drug (ID: DR2660)
Drug Name
Ceftiofur
Synonyms Excede (TN)
Indication Superficial thrombophlebitis [ICD11: BD70] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 523.6 Topological Polar Surface Area 256
Heavy Atom Count 34 Rotatable Bond Count 9
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 13
Cross-matching ID
PubChem CID
6328657
PubChem SID
14836459 ; 15036037 ; 23947607 ; 42975881 ; 50064092 ; 50962949 ; 51091961 ; 57366047 ; 103511745 ; 114452113 ; 118048698 ; 126665645 ; 126684261 ; 131326900 ; 135062361 ; 137103550 ; 137181443 ; 140016717 ; 144206093 ; 162258076 ; 163837743 ; 163913563 ; 164788198 ; 172858382 ; 175267152 ; 198993600 ; 223653451 ; 223682040 ; 226668549 ; 241159039
CAS Number
80370-57-6
TTD Drug ID
D0V7OH
Formula
C19H17N5O7S3
Canonical SMILES
CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)CSC(=O)C4=CC=CO4)C(=O)O
InChI
1S/C19H17N5O7S3/c1-30-23-11(9-7-34-19(20)21-9)14(25)22-12-15(26)24-13(17(27)28)8(5-32-16(12)24)6-33-18(29)10-3-2-4-31-10/h2-4,7,12,16H,5-6H2,1H3,(H2,20,21)(H,22,25)(H,27,28)/b23-11-/t12-,16-/m1/s1
InChIKey
ZBHXIWJRIFEVQY-IHMPYVIRSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
Ceftiofur M1 PDM007536 N. A. Hydrolysis - Hydrolysis of cyclic tertiary carboxamide 1 Human
Ceftiofur M2 PDM007537 N. A. Conjugation - Thioether S-methylation 1 Human
Ceftiofur M3 PDM007538 N. A. Conjugation - Glycine conjugation 1 Human
Ceftiofur M4 PDM007539 N. A. Conjugation - O-Glucuronidation of aliphatic acid 1 Human
Ceftiofur M5 PDM007540 N. A. Conjugation - Glucuronidation of primary aromatic amine 1 Human
Ceftiofur M6 PDM007541 N. A. Conjugation - Carnitine conjugation 1 Human
Ceftiofur M7 PDM007542 N. A. Reduction - Reduction of alpha,beta-unsaturated carbon-carbon double bond adjacent to electron withdrawing group 1 Gut microbial environment
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-lactamase (blaB) DME1323 Bacteroides xylanisolvens
A0A3C0E2M8_9BACE
3.5.2.6
[2]
Beta-lactamase (blaB) DME1214 Bacillus megaterium
BLA2_BAC17
3.5.2.6
[3] , [4]
Beta-lactamase (blaB) DME1313 Holdemanella biformis
B7C8I6_9FIRM
3.5.2.6
[2] , [5]
Beta-lactamase (blaB) DME1349 Bifidobacterium breve
A0A0L0LVQ7_BIFBR
3.5.2.6
[2] , [6]
Beta-lactamase (blaB) DME2072 Roseomonas gilardii
A0A1Q2YQ29_9PROT
3.5.2.6
[4] , [7]
Beta-lactamase (blaB) DME1336 Clostridium hiranonis
A0A1S8TSZ5_9CLOT
3.5.2.6
[2]
Beta-lactamase (blaB) DME2070 Azospirillum brasilense
A0A316SS50_9PROT
3.5.2.6
[4] , [8]
Beta-lactamase (blaB) DME2071 Bacillus pumilus
A0A498U5Y1_BACPU
3.5.2.6
[4] , [9]
⏷ Show the Full List of 8  DME(s)
References
1 The facts about ceftiofur: antibiotic stewardship and safety
2 Bovine intestinal bacteria inactivate and degrade ceftiofur and ceftriaxone with multiple beta-lactamases. Antimicrob Agents Chemother. 2011 Nov;55(11):4990-8.
3 The bacterial degradation of chloramphenico. Lancet. 1967 Jun 10;1(7502):1259-60.
4 Isolation of bacterial strains from bovine fecal microflora capable of degradation of ceftiofur. Vet Microbiol. 2009 Oct 20;139(1-2):89-96.
5 Daily HIV pre-exposure prophylaxis (PrEP) with tenofovir disoproxil fumarate-emtricitabine reduced Streptococcus and increased Erysipelotrichaceae in rectal microbiota. Sci Rep. 2018 Oct 12;8(1):15212.
6 Characterization and induction of prophages in human gut-associated Bifidobacterium hosts. Sci Rep. 2018 Aug 24;8(1):12772.
7 Skin microbiota is the main reservoir of Roseomonas mucosa, an emerging opportunistic pathogen so far assumed to be environmental. Clin Microbiol Infect. 2016 Aug;22(8):737.e1-7.
8 Granulomatous infection of the hand and wrist due to Azospirillum spp. Diagn Microbiol Infect Dis. 2013 Aug;76(4):513-5.
9 MALDI-TOF identification of the human Gut microbiome in people with and without diarrhea in Senegal. PLoS One. 2014 May 1;9(5):e87419.

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