Record Information |
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Version | 4.0 |
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Status | Detected but not Quantified |
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Creation Date | 2012-09-06 15:16:51 UTC |
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Update Date | 2020-11-09 23:29:29 UTC |
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HMDB ID | HMDB0015343 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Ceftriaxone |
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Description | Ceftriaxone is only found in individuals that have used or taken this drug. It is a broad-spectrum cephalosporin antibiotic with a very long half-life and high penetrability to meninges, eyes and inner ears. [PubChem]Ceftriaxone works by inhibiting the mucopeptide synthesis in the bacterial cell wall. The beta-lactam moiety of Ceftriaxone binds to carboxypeptidases, endopeptidases, and transpeptidases in the bacterial cytoplasmic membrane. These enzymes are involved in cell-wall synthesis and cell division. By binding to these enzymes, Ceftriaxone results in the formation of of defective cell walls and cell death. |
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Structure | |
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Synonyms | Value | Source |
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(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | ChEBI | Ceftriaxona | ChEBI | Ceftriaxonum | ChEBI | Rocephin | ChEBI | CTRX | Kegg | (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | Generator | (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | Generator | (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | Generator | Cefatriaxone | HMDB | Ceftriazone | HMDB | Benaxona | HMDB | Irex brand OF ceftriaxone | HMDB | Longacef | HMDB | Longaceph | HMDB | Pisa brand OF ceftriaxone sodium | HMDB | Terbac | HMDB | Ceftrex | HMDB | Ceftriaxon hexal | HMDB | Ceftriaxone sodium, anhydrous | HMDB | Ceftriaxone, disodium salt, hemiheptahydrate | HMDB | Columbia brand OF ceftriaxone | HMDB | Hexal brand OF ceftriaxone sodium | HMDB | Hoffman-la roche brand OF ceftriaxone sodium | HMDB | Rocefalin | HMDB | Syntex brand OF ceftriaxone sodium | HMDB | Ceftriaxon | HMDB | Ceftriaxon curamed | HMDB | Ceftriaxona LDP torlan | HMDB | Ceftriaxone sodium | HMDB | Ceftriaxone, disodium salt | HMDB | Anhydrous ceftriaxone sodium | HMDB | Boehringer mannheim brand OF ceftriaxone sodium | HMDB | Cefaxona | HMDB | Ceftriaxona andreu | HMDB | Ceftriaxone irex | HMDB | Curamed brand OF ceftriaxone sodium | HMDB | Fustery brand OF ceftriaxone sodium | HMDB | Galen brand OF ceftriaxone sodium | HMDB | Inibsa brand OF ceftriaxone sodium | HMDB | Lendacin | HMDB | Roche brand OF ceftriaxone sodium | HMDB | Hoffman la roche brand OF ceftriaxone sodium | HMDB | Rocefin | HMDB | Rocephine | HMDB | Sodium, ceftriaxone | HMDB | Tacex | HMDB |
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Chemical Formula | C18H18N8O7S3 |
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Average Molecular Weight | 554.58 |
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Monoisotopic Molecular Weight | 554.04605704 |
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IUPAC Name | (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
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Traditional Name | ceftriaxone |
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CAS Registry Number | 73384-59-5 |
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SMILES | [H][C@]12SCC(CSC3=NC(=O)C(=O)NN3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O |
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InChI Identifier | InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/b24-8-/t9-,15-/m1/s1 |
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InChI Key | VAAUVRVFOQPIGI-SPQHTLEESA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Lactams |
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Sub Class | Beta lactams |
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Direct Parent | Cephalosporins |
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Alternative Parents | |
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Substituents | - Cephalosporin
- N-acyl-alpha amino acid or derivatives
- Alpha-amino acid or derivatives
- Aryl thioether
- 2,4-disubstituted 1,3-thiazole
- Alkylarylthioether
- Meta-thiazine
- 1,2,4-triazine
- 1,3-thiazol-2-amine
- Triazine
- Azole
- Heteroaromatic compound
- Tertiary carboxylic acid amide
- Thiazole
- Amino acid or derivatives
- Azetidine
- Carboxamide group
- Amino acid
- Secondary carboxylic acid amide
- Sulfenyl compound
- Hemithioaminal
- Thioether
- Dialkylthioether
- Azacycle
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Organic nitrogen compound
- Amine
- Hydrocarbon derivative
- Organopnictogen compound
- Carbonyl group
- Organic oxide
- Organic oxygen compound
- Organonitrogen compound
- Organooxygen compound
- Organosulfur compound
- Primary amine
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Biological location: |
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Role | Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | > 155 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.1 g/L | Not Available | LogP | -1.7 | Not Available |
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Predicted Properties | |
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| Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4i-0924040000-11c1c4ec5dc051494298 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-05fr-9774123000-c094d2c5681b0477a4aa | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0apl-3069470000-ea9533b06f6d727b78d9 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-05mk-6139010000-862d2dcbf27819f7fdaa | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0002-9043100000-fbf004668a64dff18475 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0a4r-5691220000-22e1520a7886282ef024 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0a4l-4940000000-3a6002666fe076cf5ad8 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9100000000-160408d1a7b4d7ae1995 | Spectrum |
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