loading...| Preferred Name |
ampicillin |
| Synonyms |
ampicillin AP ampicilline ampicillin acid ampicillin anhydrous ampicilina (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid D-(-)-6-(alpha-aminophenylacetamido)penicillanic acid AMP 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid aminobenzylpenicillin Anhydrous ampicillin Ampicillin (2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID D-(-)-ampicillin ampicillinum ABPC 6-(D-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid |
| Definitions |
A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group. |
| ID |
http://purl.obolibrary.org/obo/CHEBI_28971 |
| charge |
0 |
| database_cross_reference |
PMID:23568176 PMID:12833570 PMID:6176550 PMID:23861268 LINCS:LSM-5761 VSDB:1849 PMID:18611716 PDB:1H8S PMID:24666465 CAS:69-53-4 PMID:10930630 PMID:29017833 DrugBank:DB00415 PMID:16033609 Patent:GB902703 PMID:24474427 KEGG:C06574 Patent:US3157640 PDBeChem:PN1 PMID:12569987 PMID:12562703 PMID:28543395 Patent:US2985648 HMDB:HMDB0014559 PMID:14139119 Reaxys:4300240 KEGG:D00204 PMID:19967069 Wikipedia:Ampicillin Beilstein:4300240 PMID:14455820 Drug_Central:198 PDBeChem:AIC PMID:25998949 PMID:2083978 PMID:9433938 PMID:8020088 PMID:15768449 |
| definition |
A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group. |
| formula |
C16H19N3O4S |
| has_alternative_id |
CHEBI:40648 CHEBI:45042 CHEBI:2683 CHEBI:22536 |
| has_exact_synonym |
6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid Ampicillin |
| has_obo_namespace |
chebi_ontology |
| has_related_synonym |
ampicillin AP ampicilline ampicillin acid ampicillin anhydrous ampicilina (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid D-(-)-6-(alpha-aminophenylacetamido)penicillanic acid AMP aminobenzylpenicillin Anhydrous ampicillin (2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-6-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID D-(-)-ampicillin ampicillinum ABPC 6-(D-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid |
| id |
CHEBI:28971 |
| in_subset | |
| inchi |
InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1 |
| inchikey |
AVKUERGKIZMTKX-NJBDSQKTSA-N |
| label |
ampicillin |
| mass |
349.40500 |
| monoisotopicmass |
349.10963 |
| notation |
CHEBI:28971 |
| prefLabel |
ampicillin |
| smiles |
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C(O)=O |
| subClassOf |