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Showing Compound Amoxycillin (FDB002369)

Record Information
Version1.0
Creation date2010-04-08 22:05:21 UTC
Update date2019-11-26 02:57:22 UTC
Primary IDFDB002369
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAmoxycillin
DescriptionPotential contaminant in cow's milk arising from its veterinary use Amoxicillin (INN), formerly amoxycillin (BAN), is a moderate-spectrum, bacteriolytic, ?-lactam antibiotic used to treat bacterial infections caused by susceptible microorganisms. It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other ?-lactam antibiotics.; Amoxicillin in trihydrate form is available as capsules, chewable and dispersable tablets plus syrup and pediatric suspension for oral use, and as the sodium salt for intravenous administration. It is one of the most common antibiotics prescribed for children, and the liquid forms are helpful where the patient might find it difficult to take tablets or capsules. It has three ionizable groups. A once daily dosing form (Moxatag) was approved by the American FDA in January 2008.; Amoxicillin is a moderate-spectrum antibiotic active against a wide range of Gram-positive, and a limited range of Gram-negative organisms. It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other beta-lactam antibiotics. Amoxicillin is susceptible to degradation by β-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptability. The incidence of β-lactamase-producing resistant organisms, including E. coli, appears to be increasing. Amoxicillin is sometimes combined with clavulanic acid, a β-lactamase inhibitor, to increase the spectrum of action against Gram-negative organisms, and to overcome bacterial antibiotic resistance mediated through β-lactamase production.; Amoxicillin is one of the semi-synthetic penicillins discovered by Beecham scientists. The patent for amoxicillin has expired, thus amoxicillin is marketed under many trade names including: Actimoxi, Alphamox, AMK, Amoksibos, Amoxiclav Sandoz, Amoxidal, Amoxil, Amoxin, Amoksiklav, Amoxibiotic, Amoxicilina, Apo-Amoxi, Augmentin, Bactox, Betalaktam, Cilamox, Curam, Dedoxil, Dispermox, Duomox, E-Mox (250mg and 500 mg), Enhancin, Gimalxina, Geramox, Hiconcil, Isimoxin, Klavox, Lamoxy, Moxatag, Moxilen, Moxypen, Moxyvit, Nobactam, Novamoxin, Ospamox, Panklav, Pamoxicillin, Panamox, Polymox, Samthongcillin, Clamoxyl, Senox, Sinacilin, Trimox, Tolodina, Wymox, Yucla, Zerrsox and Zimox. Amoxycillin is found in milk and milk products.
CAS Number26787-78-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
α-amino-p-hydroxybenzylpenicillinbiospider
6-(a-Amino-4-hydroxyphenylacetamido)penicillanic aciddb_source
6-(D-(-)-p-Hydroxy-alpha-aminobenzyl)penicillinbiospider
6-(p-hydroxy-alpha-aminophenylacetamido)penicillanic acidbiospider
6-[[Amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9CIdb_source
Almodandb_source
Alpha-amino-p-hydroxybenzylpenicillinbiospider
Amixdb_source
Amoclenbiospider
Amolinbiospider
Amopendb_source
Amopenixinbiospider
Amoramdb_source
Amox 250 Cap 250mgbiospider
Amox 500 Cap 500mgbiospider
Amox S 125 Sus 125mg/5mlbiospider
Amox S 250 Sus 250mg/5mlbiospider
Amoxibiospider
Amoxi-mastbiospider
Amoxicapsbiospider
Amoxicilinabiospider
AmoxicillinHMDB
Amoxicillin (anhydrous)biospider
Amoxicillin (inn)biospider
Amoxicillin (TN)biospider
Amoxicillin and clavulanate potassiumbiospider
Amoxicillin anhydrousbiospider
Amoxicillin pediatricbiospider
Amoxicillin trihydratebiospider
Amoxicillin(usan)biospider
Amoxicillinebiospider
Amoxicilline [inn]biospider
Amoxicillinumbiospider
Amoxiddb_source
Amoxidenbiospider
Amoxildb_source
Amoxivetbiospider
Amoxycillinbiospider
Amoxycillin trihydratebiospider
Amoxycillin, BANdb_source
Amoxymeddb_source
AMPCbiospider
Amritdb_source
Anemolinbiospider
Apo-amoxibiospider
Apo-Amoxi Cap 250mgbiospider
Apo-Amoxi Cap 500mgbiospider
Apo-Amoxi Pwr for Susp 125mg/5mlbiospider
Apo-Amoxi Pwr for Susp 250mg/5mlbiospider
Apo-amoxi sugar freebiospider
Aspenilbiospider
AUGMENTIN '125'biospider
AUGMENTIN '200'biospider
AUGMENTIN '250'biospider
AUGMENTIN '400'biospider
AUGMENTIN '500'biospider
AUGMENTIN '875'biospider
AUGMENTIN ES-600biospider
Biomoxdb_source
Bristamoxbiospider
BRL 2333db_source
Cemoxindb_source
Clamoxylbiospider
Clamoxyl (SKB)db_source
D-(-)-α-amino-p-hydroxybenzyl penicillinbiospider
D-(-)-α-amino-p-hydroxybenzylpenicillinbiospider
D-(-)-alpha-amino-P-Hydroxybenzyl penicillinHMDB
D-(-)-alpha-amino-p-hydroxybenzylpenicillinbiospider
D-(α-amino-p-hydroxybenzyl)penicillinbiospider
D-(alpha-amino-P-Hydroxybenzyl)penicillinHMDB
D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acidbiospider
D-amoxicillinbiospider
Delacillinbiospider
Dispermoxbiospider
Efpenixbiospider
Flemoxindb_source
Galenamoxdb_source
Gen-Amoxicillin 250mgbiospider
Gen-Amoxicillin 500mgbiospider
Hiconcilbiospider
Histocillinbiospider
Hydroxyampicillinbiospider
Ibiamoxbiospider
Imacillindb_source
Larotidbiospider
Metafarma capsulesbiospider
Metifarma capsulesbiospider
Moxacinbiospider
Moxalbiospider
Moxatagbiospider
Novamoxin Cap 250mgbiospider
Novamoxin Cap 500mgbiospider
Novamoxin Sus 125mg/5mlbiospider
Novamoxin Sus 250mg/5mlbiospider
Nu-Amoxi Cap 250mgbiospider
Nu-Amoxi Cap 500mgbiospider
Nu-Amoxi Sus 125/5mlbiospider
Nu-Amoxi Sus 250mg/5mlbiospider
Ospamoxbiospider
P-hydroxyampicillinbiospider
PHL-amoxicillinbiospider
Piramoxbiospider
PMS-amoxicillinbiospider
Polymoxdb_source
Prevpacbiospider
Pro Amox Pwr for Oral Susp 125mg/5mlbiospider
Pro Amox-250 Cap 250mgbiospider
Pro Amox-500 Cap 500mgbiospider
Pro-Amox-250 Orl Sus 250mg/5mlbiospider
r-Hydroxyampicillindb_source
Rimoxallindb_source
Robamoxbiospider
Sauracillindb_source
Sawamox PMbiospider
Sumoxbiospider
Trimoxdb_source
Unicillinbiospider
Utimoxbiospider
Vetramoxbiospider
Wymoxdb_source
Predicted PropertiesNot Available
Chemical FormulaC16H19N3O5S
IUPAC name
InChI IdentifierInChI=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)
InChI KeyLSQZJLSUYDQPKJ-UHFFFAOYSA-N
Isomeric SMILESCC1(C)SC2C(NC(=O)C(N)C3=CC=C(O)C=C3)C(=O)N2C1C(O)=O
Average Molecular Weight365.404
Monoisotopic Molecular Weight365.104541423
Classification
ClassificationNot classified
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 52.59%; H 5.24%; N 11.50%; O 21.89%; S 8.78%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP0.87SANGSTER (1994)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D +246 (c, 0.1 in H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSAmoxycillin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-1900000000-44b45136a61943a5e0bcSpectrum
Predicted GC-MSAmoxycillin, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-1900000000-777d301a2b18fa62778eSpectrum
Predicted GC-MSAmoxycillin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAmoxycillin, TBDMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-07or-0933000000-9af2dae1c5cfc14943542017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-074i-1910000000-051f75154192e44a11702017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-6900000000-4c7f062558feb0f635902017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0091000000-3e424bc98e953e5d676e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1291000000-114c3c45e8a14ae9cd452017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-9530000000-acd4df5a50a561a0e0292017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dj-0904000000-cc66823c49c2eb56d0672021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03k9-0901000000-17f3473a562b61aac4792021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08mi-3900000000-02eeb34bd5613939a30c2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0079-0090000000-cab4a7b69a27f76726fa2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-3369000000-ff827401f965b208ded42021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9710000000-3bfdc4b6a54c60a47c5b2021-10-12View Spectrum
NMRNot Available
ChemSpider ID2086
ChEMBL IDNot Available
KEGG Compound IDC06827
Pubchem Compound ID2171
Pubchem Substance IDNot Available
ChEBI ID2676
Phenol-Explorer IDNot Available
DrugBank IDDB01060
HMDB IDHMDB30500
CRC / DFC (Dictionary of Food Compounds) IDCKX85-Z:CKX85-Z
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDAmoxicillin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference