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:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
anti-obesity agent  Any substance which is used to reduce or control weight.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antiviral agent  A substance that destroys or inhibits replication of viruses.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
amoxicillin (CHEBI:2676) has role analgesic (CHEBI:35480)
amoxicillin (CHEBI:2676) has role anti-asthmatic agent (CHEBI:65023)
amoxicillin (CHEBI:2676) has role anti-inflammatory agent (CHEBI:67079)
amoxicillin (CHEBI:2676) has role anti-obesity agent (CHEBI:74518)
amoxicillin (CHEBI:2676) has role anti-ulcer drug (CHEBI:49201)
amoxicillin (CHEBI:2676) has role antibacterial agent (CHEBI:33282)
amoxicillin (CHEBI:2676) has role antibacterial drug (CHEBI:36047)
amoxicillin (CHEBI:2676) has role antiinfective agent (CHEBI:35441)
amoxicillin (CHEBI:2676) has role antimalarial (CHEBI:38068)
amoxicillin (CHEBI:2676) has role antimicrobial agent (CHEBI:33281)
amoxicillin (CHEBI:2676) has role antineoplastic agent (CHEBI:35610)
amoxicillin (CHEBI:2676) has role antitubercular agent (CHEBI:33231)
amoxicillin (CHEBI:2676) has role antiviral agent (CHEBI:22587)
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 (anhydrous)ChEMBL
Amoxicillin anhydrousKEGG COMPOUND
Amoxicillin (as trihydrate)ChEMBL
Brand Names  Source
Amix 125ChEMBL
Amix 250ChEMBL
Amix 500ChEMBL
AmolinDrugBank
AmopenChEMBL
AmopenixinDrugBank
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