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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H17N5O7S2
Molecular Weight 455.465
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CEFOTAXIME

SMILES

[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C3=CSC(N)=N3)C(O)=O

InChI

InChIKey=GPRBEKHLDVQUJE-QSWIMTSFSA-N
InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1

HIDE SMILES / InChI
Molecular Formula C16H17N5O7S2
Molecular Weight 455.465
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:49:29 UTC 2023
Edited
by admin
on Sat Dec 16 17:49:29 UTC 2023
Record UNII
N2GI8B1GK7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEFOTAXIME
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
CEFOTAXIME [MI]
Common Name English
CEFOTAXIM HIKMA
Brand Name English
Cefotaxime [WHO-DD]
Common Name English
(6R,7R,Z)-3-(ACETOXYMETHYL)-7-(2-(2-AMINOTHIAZOL-4-YL)-2-(METHOXYIMINO)ACETAMIDO)-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID
Systematic Name English
cefotaxime [INN]
Common Name English
CEFOTAXIME [VANDF]
Common Name English
CEFOTAXIME [JAN]
Common Name English
Classification Tree Code System Code
WHO-ESSENTIAL MEDICINES LIST 6.2.1
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
WHO-VATC QJ01DD01
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
WHO-ATC J01DD01
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
LIVERTOX NBK548666
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NCI_THESAURUS C357
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
LIVERTOX NBK547862
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000175488
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
WHO-ATC J01DD51
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
NDF-RT N0000011161
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
Code System Code Type Description
RXCUI
2186
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY RxNorm
DAILYMED
N2GI8B1GK7
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
MERCK INDEX
m3204
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C354
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
INN
4504
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
WIKIPEDIA
CEFOTAXIME
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
CAS
63527-52-6
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
SMS_ID
100000092662
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
PUBCHEM
5742673
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
DRUG BANK
DB00493
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
CHEBI
3498
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
FDA UNII
N2GI8B1GK7
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
ECHA (EC/EINECS)
264-299-1
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
CHEBI
204928
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
EVMPD
SUB07405MIG
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
ChEMBL
CHEMBL1730
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
LACTMED
Cefotaxime
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
DRUG CENTRAL
546
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
EPA CompTox
DTXSID6022761
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
MESH
D002439
Created by admin on Sat Dec 16 17:49:30 UTC 2023 , Edited by admin on Sat Dec 16 17:49:30 UTC 2023
PRIMARY
Related Record Type Details
OAT-1
TRANSPORTER -> INHIBITOR
OAT-2
TRANSPORTER -> INHIBITOR
OAT-3
TRANSPORTER -> INHIBITOR
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
OAT-4
TRANSPORTER -> INHIBITOR
Structure of CEFOTAXIME
EXCRETED UNCHANGED
Structure of CEFOTAXIME SODIUM
SALT/SOLVATE -> PARENT
OXA-48 (Beta-lactamase)
ENZYME->SUBSTRATE
Leads to resistance to the antibiotic.
Related Record Type Details
Structure of DEACETYLCEFOTAXIME
METABOLITE ACTIVE -> PARENT
MAJOR
URINE
Structure of DEACETYLCEFOTAXIME LACTONE
METABOLITE -> PARENT
Structure of (2R)-2-(((2Z)-2-(2-AMINOTHIAZOL-4-YL)-2-METHOXYIMINO-ACETYL)AMINO)-2-((2R)-7-OXO-1,2,4,5-TETRAHYDROFURO(3,4-D)(1,3)THIAZIN-2-YL)ACETIC ACID
METABOLITE -> PARENT
URINE
Structure of (2R)-2-(((2Z)-2-(2-AMINOTHIAZOL-4-YL)-2-METHOXYIMINO-ACETYL)AMINO)-2-((2S)-7-OXO-1,2,4,5-TETRAHYDROFURO(3,4-D)(1,3)THIAZIN-2-YL)ACETIC ACID
METABOLITE -> PARENT
URINE
Related Record Type Details
Structure of CEFTIOFUR HYDROCHLORIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
Structure of CEFOTAXIME
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
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