CHEBI:2676 - amoxicillin

ChEBI IDCHEBI:2676
ChEBI Nameamoxicillin
Stars
DefinitionA penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-(4-hydroxyphenyl)acetamido group.
Secondary ChEBI IDCHEBI:133770
Last Modified14 March 2018
DownloadsMolfile
FormulaC16H19N3O5S
Net Charge0
Average Mass365.411
Monoisotopic Mass365.10454
SMILES[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1
InChIInChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
InChIKeyLSQZJLSUYDQPKJ-NJBDSQKTSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
amoxicillin (CHEBI:2676) has role antibacterial drug (CHEBI:36047)
amoxicillin (CHEBI:2676) is a penicillin (CHEBI:17334)
amoxicillin (CHEBI:2676) is a penicillin allergen (CHEBI:88187)
amoxicillin (CHEBI:2676) is conjugate acid of amoxicillin(1−) (CHEBI:51256)
Incoming Relation(s)
amoxicillin diketopiperazine (CHEBI:60639) has functional parent amoxicillin (CHEBI:2676)
amoxicilloyl polylysine (CHEBI:133951) has functional parent amoxicillin (CHEBI:2676)
amoxicilloyl-L-lysine (CHEBI:139366) has functional parent amoxicillin (CHEBI:2676)
amoxicilloyl-butylamine (CHEBI:55470) has functional parent amoxicillin (CHEBI:2676)
amoxicillin trihydrate (CHEBI:51254) has part amoxicillin (CHEBI:2676)
amoxicillin(1−) (CHEBI:51256) is conjugate base of amoxicillin (CHEBI:2676)
amoxicillanyl group (CHEBI:53712) is substituent group from amoxicillin (CHEBI:2676)
amoxicilloyl group (CHEBI:53705) is substituent group from amoxicillin (CHEBI:2676)
ampicillanyl group (CHEBI:53713) is substituent group from amoxicillin (CHEBI:2676)
IUPAC Name 
6β-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3α-carboxylic acid
INNs  Source
amoxicilinaChemIDplus
amoxicillinKEGG DRUG
amoxicillineChemIDplus
amoxicillinumChemIDplus
Synonyms  Source
(2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidIUPAC
6-(p-hydroxy-α-aminophenylacetamido)penicillanic acidChemIDplus
AmoxicillinKEGG COMPOUND
Amoxicillin anhydrousKEGG COMPOUND
amoxycilinChEBI
amoxycillinChemIDplus
Brand Names  Source
AmolinDrugBank
AmopenixinDrugBank
AMPCDrugBank
ClamoxylChemIDplus
MoxalDrugBank
Manual XrefsDatabases
1741VSDB
192DrugCentral
AmoxicillinWikipedia
C06827KEGG COMPOUND
D07452KEGG DRUG
DB01060DrugBank
DE1942693Patent
GB1241844Patent
GB978178Patent
HMDB0015193HMDB
LSM-5654LINCS
US3192198Patent
Registry NumbersSources
Reaxys:4274654Reaxys
CAS:26787-78-0ChemIDplus
CAS:26787-78-0KEGG COMPOUND
Citations