Preferred Name |
bacampicillin |
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Synonyms |
1-[(ethoxycarbonyl)oxy]ethyl (2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate bacampicillinum C21H27N3O7S bacampicillin 1-[(ethoxycarbonyl)oxy]ethyl 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate bacampicilina 1-[(ethoxycarbonyl)oxy]ethyl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 1'-ethoxycarbonyloxyethyl-(6-D-alpha-aminophenylacetamido)penicillanate bacampicilline |
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ID |
http://purl.obolibrary.org/obo/CHEBI_2968 |
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ATCCode |
J01CA06 |
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CASRN |
50972-17-3 |
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DBBrand |
penglobe spectrobid |
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DBname |
bacampicillin |
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DBSynonym |
bacampicillin hydrochloride |
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Definition |
A penicillanic acid ester that is the 1-ethoxycarbonyloxyethyl ester of ampicillin. It is a semi-synthetic, microbiologically inactive prodrug of ampicillin. |
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has pharmacological target | ||
has role | ||
InChI |
InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14-,15+,18-/m1/s1 |
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InChIKey |
InChIKey=PFOLLRNADZZWEX-FFGRCDKISA-N |
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inhibits | ||
label |
bacampicillin |
|
may interact with |
http://purl.obolibrary.org/obo/CHEBI_44185 http://purl.obolibrary.org/obo/CHEBI_50845 http://purl.obolibrary.org/obo/CHEBI_27902 http://purl.obolibrary.org/obo/dinto_DB00977 |
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prefixIRI |
obo2:CHEBI_2968 |
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prefLabel |
bacampicillin |
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SMILES |
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(=O)OC(C)OC(=O)OCC [H][C@]12SC(C)(C)[C@@]([H])(N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C(=O)OC(C)OC(=O)OCC |
|
Synonym |
1-[(ethoxycarbonyl)oxy]ethyl (2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate bacampicillinum C21H27N3O7S bacampicillin 1-[(ethoxycarbonyl)oxy]ethyl 6beta-[(2R)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate bacampicilina 1-[(ethoxycarbonyl)oxy]ethyl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 1'-ethoxycarbonyloxyethyl-(6-D-alpha-aminophenylacetamido)penicillanate bacampicilline |
|
xref |
ChEMBL:553719 KEGG COMPOUND:C08122 CiteXplore:464583 PubChem Compound:441397 Drugs.com:http://www.drugs.com/mtm/bacampicillin.html Patent:DE2144457 DrugBank:DB01602 Beilstein:5784318 Patent:US3873521 PubChem Substance:46507859 Wikipedia:Bacampicillin PharmGKB:PA164745461 CASRN:50972-17-3 CiteXplore:9131470 Patent:US3939270 ChEBI:2968 Reaxys:5784318 ChemSpider:390135 HMDB:HMDB15540 KEGG DRUG:D07487 |
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subClassOf |