Drug Information

Drug General Information
Drug ID
D01PLN
Former ID
DAP000155
Drug Name
Cefalotin
Synonyms
Cefalothin; Cefalotina; Cefalotine; Cefalotinum; Cemastin; Cephalothin; Cephalothinum; Cephalotin; Coaxin; Keflin; Seffin; Cefalotina fabra; Cephalothin Monosodium Salt; Averon-1; Cefalotin (BAN); Cefalotina [INN-Spanish]; Cefalotina fabra (TN); Cefalotine [INN-French]; Cefalotinum [INN-Latin]; Keflin (TN); (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 3-(Acetoxymethyl)-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid; 3-(Hydroxymethyl)-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid acetate; 3-ACETOXYMETHYL-8-OXO-7-(2-THIOPHEN-2-YL-ACETYLAMINO)-5-THIA-1-AZA-BICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID; 3-Acetoxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-(2-(2-thienyl)acetamido)-, acetate (ester); 6R-trans-3-((Acetyloxy)methyl)-8-oxo-7-((2-thienylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)-oct-2-ene-2-carboxylic acid; 7-(2-(2-Thienyl)acetylamido)cephalosporanic acid; 7-(2-Thienylacetamido)cephalosporanic acid; 7-(Thiophene-2-acetamido)cephalosporanic acid; 7-(Thiophene-2-acetamido)cephalosporin; 7beta-(thiophen-2-ylacetamido)-3-acetoxymethyl-3,4-didehydrocepham-4-carboxylic acid
Drug Type
Small molecular drug
Indication Bacterial infections [ICD9: 001-009, 010-018, 020-027, 030-041, 080-088, 090-099, 100-104; ICD10:A00-B99] Approved [549818]
Therapeutic Class
Antibiotics
Company
Eli Lilly
Structure
Download
2D MOL

3D MOL
Formula
C16H16N2O6S2
Canonical SMILES
CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O
InChI
1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
InChIKey
XIURVHNZVLADCM-IUODEOHRSA-N
CAS Number
CAS 153-61-7
PubChem Compound ID
6024
PubChem Substance ID
9963, 602881, 824703, 7886646, 7978894, 8153752, 11335272, 11360511, 11362964, 11365526, 11368088, 11371283, 11373877, 11376250, 11461483, 11466747, 11467867, 11483898, 11486594, 11487937, 11490148, 11492084, 11493924, 14781066, 16794138, 29215241, 29225038, 46509079, 47193756, 47588840, 47662113, 47736307, 47810601, 47885259, 48110301, 48334326, 48334327, 48415743, 50050997, 50716459, 51091939, 57323124, 81093187, 84981763, 85788476, 87322650, 103186843, 104097230, 104310899, 124766006
ChEBI ID
ChEBI:50895
SuperDrug ATC ID
J01DB03
SuperDrug CAS ID
cas=000153617
Target and Pathway
Target(s) D-alanyl-D-alanine carboxypeptidase Target Info Inhibitor [537844]
References
Ref 549818Cefalotin - FDA approved drug information (drug label) from DailyMed.
Ref 537844Binding of cephalothin and cefotaxime to D-ala-D-ala-peptidase reveals a functional basis of a natural mutation in a low-affinity penicillin-binding protein and in extended-spectrum beta-lactamases. Biochemistry. 1995 Jul 25;34(29):9532-40.

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