Cefatrizine
CHEBI:CHEBI_131730
Definition
A cephalosporin compound having (1H-1,2,3-triazol-4-ylsulfanyl)methyl and [(2R)-2-amino-2-(4-hydroxyphenyl)]acetamido side-groups. An antibacterial drug first prepared in the 1970s, it has more recently been found to be an inhibitor of eukaryotic elongation factor-2 kinase (eEF2K), which is known to regulate apoptosis, autophagy and ER stress in many types of human cancers.
Chemical Information
- Molecular Formula
- C18H18N6O5S2
- Molecular Mass
- 462.506
- Charge
- 0
- SMILES
- N=1NC=C(N1)SCC2=C(N3[C@](SC2)([C@@](C3=O)(NC([C@H](N)C=4C=CC(=CC4)O)=O)[H])[H])C(=O)O
- InChI
- InChI=1S/C18H18N6O5S2/c19-12(8-1-3-10(25)4-2-8)15(26)21-13-16(27)24-14(18(28)29)9(7-31-17(13)24)6-30-11-5-20-23-22-11/h1-5,12-13,17,25H,6-7,19H2,(H,21,26)(H,28,29)(H,20,22,23)/t12-,13-,17-/m1/s1
- InChIKey
- UOCJDOLVGGIYIQ-PBFPGSCMSA-N
Alternative Names
- (6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-[(1H-1,2,3-triazol-4-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- (7R)-7-(alpha-D-4-hydroxyphenylglycylamino)-3-(1H-1,2,3-triazol-4-ylthiomethyl)-3-cephem-4-carboxylic acid
- antibiotic BL-S 640
- BL-S 640
- BL-S640
- BLS 640
- cefatrizina
- cefatrizine
- cefatrizinum
- SKF 60771
Drug Classification
-
cephalosporinView Class →
CHEBI:23066
-
carboxylic acidView Class →
CHEBI:33575
-
amino acid amideView Class →
CHEBI:22475
-
phenolsView Class →
CHEBI:33853
-
triazolesView Class →
CHEBI:35727
-
semisynthetic derivativeView Class →
CHEBI:72588
-
t96002
-
t96418
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- DRON_00010000
- 2179
- oboInOwl#hasDbXref
- Wikipedia:Cefatrizine
- core#notation
- CHEBI:131730
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- oboInOwl#hasOBONamespace
- chebi_ontology
- DRON_00010000
- 2179
- oboInOwl#hasDbXref
- Wikipedia:Cefatrizine
- oboInOwl#id
- CHEBI:131730
- core#notation
- CHEBI:131730
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_131734
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- owl#annotatedSource
- t96790
- owl#someValuesFrom
- t918663