Ampicillin (CED0000700)

Record Information
Version1.0
Creation Date2016-05-20 16:10:43 UTC
Update Date2026-08-19 16:17:18 UTC
Accession NumberCHEM016014
Identification
Common NameAmpicillin
ClassSmall Molecule
Description
Ampicillin (C16H19N3O4S) is an organic compound with an average molecular weight of 349.40 g/mol. Ampicillin belongs to the beta lactams, a subclass of lactams within the organic compounds. It is classified as an organoheterocyclic compound. Biologically, it serves as a drug (PMC11097710) and an antibacterial agent (PMC11627110, PMC7938474). In terms of health effects, ampicillin is used as a treatment for listeriosis (PMC9137566), though it is associated with rash (PMC1492602). The compound targets seven recorded proteins, acting as an inhibitor or unknown of penicillin-binding protein 2a (pbp2a), penicillin-binding protein 1b (pbp1b), serine-type D-Ala-D-Ala carboxypeptidase (pbp3), penicillin-binding protein 1A (pbpA), and three other proteins. Recorded exposure routes include oral, intravenous, intramuscular, and inhalation. Ampicillin is found in or released from 16 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is found in antibiotics, antiinfectives, and penicillins. In food, food processing, and cookware, it is associated with food preservation, fermentation processes for beer, and the preparation of vinegar. It is also found in drinking water and water supply. Other sources include household cleaning and consumer products, specifically perfumes within detergents and soaps, as well as building and construction materials such as tents or canopies. Additionally, it is found in electrical and electronic equipment, including electrodes, electric switches, antennas, conductors or conductive bodies characterised by the conductive materials, and electrically stimulated smoking devices.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
(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 acidChEBI
(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 ACIDChEBI
(2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidChEBI
6-(D-(2-Amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acidChEBI
ABPCChEBI
AminobenzylpenicillinChEBI
AMPChEBI
AmpicilinaChEBI
Ampicillin acidChEBI
Ampicillin anhydrousChEBI
AmpicillineChEBI
AmpicillinumChEBI
Anhydrous ampicillinChEBI
APChEBI
D-(-)-6-(alpha-Aminophenylacetamido)penicillanic acidChEBI
D-(-)-AmpicillinChEBI
OmnipenKegg
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
(2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
6-(D-(2-Amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylateGenerator
D-(-)-6-(a-Aminophenylacetamido)penicillanateGenerator
D-(-)-6-(a-Aminophenylacetamido)penicillanic acidGenerator
D-(-)-6-(alpha-Aminophenylacetamido)penicillanateGenerator
D-(-)-6-(Α-aminophenylacetamido)penicillanateGenerator
D-(-)-6-(Α-aminophenylacetamido)penicillanic acidGenerator
(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 acidHMDB
6-(a-Aminophenylacetamido)penicillanic acidHMDB
6-(D(-)-alpha-Aminophenylacetamido)penicillanic acidHMDB
6-D(-)-alpha-Aminophenylacetamido-penicillanic acidHMDB
6-[(Aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9ciHMDB
AcillinHMDB
AdobacillinHMDB
AlpenHMDB
alpha-AminobenzylpenicillinHMDB
AmblosinHMDB
AmcillHMDB
AmfipenHMDB
Amfipen VHMDB
Amipenix SHMDB
AmpenHMDB
AMPIHMDB
Ampi-bolHMDB
Ampi-coHMDB
Ampi-tabHMDB
AmpichelHMDB
AmpicilHMDB
Ampicillin anhydrateHMDB
Ampicillin baseHMDB
Ampicillin sodiumHMDB
Ampicillin trihydrateHMDB
AmpicillinaHMDB
AmpifarmHMDB
AmpikelHMDB
AmpimedHMDB
AmpipeninHMDB
AmpiscelHMDB
AmpisynHMDB
AmpivaxHMDB
AmpivetHMDB
AmplacilinaHMDB
AmplinHMDB
AmplipenylHMDB
AmplisomHMDB
AmplitalHMDB
AustrapenHMDB
AY 6108HMDB
Bayer 5427HMDB
BinotalHMDB
BonapicillinHMDB
BritacilHMDB
BRL 1341HMDB
CampicillinHMDB
CimexHMDB
CopharcilinHMDB
D-(-)-alpha-AminobenzylpenicillinHMDB
D-(-)-alpha-AminopenicillinHMDB
D-a-AminobenzylpenicillinHMDB
D-AmpicillinHMDB
D-CillinHMDB
DelcillinHMDB
DeripenHMDB
DivercillinHMDB
DoktacillinHMDB
DuphacillinHMDB
GeocillinHMDB
GrampenilHMDB
GuicitrinaHMDB
GuicitrineHMDB
KS-R1HMDB
LifeampilHMDB
MagnapenHMDB
MarcillinHMDB
MorepenHMDB
NorobrittinHMDB
Novo-ampicillinHMDB
NSC 528986HMDB
NuvapenHMDB
Olin kidHMDB
OrbicilinaHMDB
Pen aHMDB
Pen ampilHMDB
PenbristolHMDB
PenbritinHMDB
PenbrockHMDB
PeniclineHMDB
PenimicHMDB
PensynHMDB
PentrexHMDB
PentrexlHMDB
PentrexylHMDB
PentritinHMDB
Pfizerpen aHMDB
PolycillinHMDB
PonecilHMDB
PrincillinHMDB
PrincipenHMDB
QidampHMDB
RacenacillinHMDB
Ro-ampenHMDB
RosamplineHMDB
RoscillinHMDB
SemicillinHMDB
ServicillinHMDB
SK-AmpicillinHMDB
SumipantoHMDB
SupenHMDB
SynpeninHMDB
TexcillinHMDB
TokiocillinHMDB
TolomolHMDB
TotacillinHMDB
TotalciclinaHMDB
TotapenHMDB
TrifacilinaHMDB
UkapenHMDB
UltrabionHMDB
UltrabronHMDB
VampenHMDB
ViccillinHMDB
VidocillinHMDB
VidopenHMDB
WypicilHMDB
Aminobenzyl penicillinHMDB
Antibiotic KS R1HMDB
KS-R1, AntibioticHMDB
Sodium, ampicillinHMDB
Antibiotic KS-R1HMDB
Penicillin, aminobenzylHMDB
Trihydrate, ampicillinHMDB
Chemical FormulaC16H19N3O4S
Average Molecular Mass349.405 g/mol
Monoisotopic Mass349.110 g/mol
CAS Registry Number69-53-4
IUPAC Name(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional Nameampicillin
SMILES[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O
InChI IdentifierInChI=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
InChI KeyAVKUERGKIZMTKX-NJBDSQKTSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactams
Sub ClassBeta lactams
Direct ParentPenicillins
Alternative Parents
Substituents
  • Penicillin
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Phenylacetamide
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Thiazolidine
  • Tertiary carboxylic acid amide
  • Amino acid or derivatives
  • Azetidine
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Dialkylthioether
  • Hemithioaminal
  • Thioether
  • Primary aliphatic amine
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Primary amine
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.6 g/LALOGPS
logP0.88ALOGPS
logP-2ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)7.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.73 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity87.52 m³·mol⁻¹ChemAxon
Polarizability34.54 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4i-1900000000-328e5756b2a2047f3401Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4i-1900000000-49339d5b1f688b0249b7Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-1349000000-51be76a1d965184221c8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9810000000-75530784e97a116633e5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-9600000000-0f235a2c675944bd7f8aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-006x-9300000000-766d3a6fea596a3f18a8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9100000000-147bdc3aaa0be3d0b419Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-1900000000-b00e3e20b6b67bd66c27Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-2900000000-7b6c3a7162ec9326a246Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-9000000000-f6004cc4fde6cc54c545Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0090000000-3446c37197fd7dc36a63Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-2900000000-3160040d30aba5827731Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0901000000-9e9e3230339584136a97Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0900000000-b7dcea08c5f689065c5cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4i-0901000000-c9400241d2ecd802485eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0ab9-6090000000-e84a46f7b56ca97f6265Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0bt9-1912000000-75f97354ed9ba956615bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0bt9-2910000000-96d30028da61376db9b3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-7900000000-eff889c1fe387a213319Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0291000000-98a4e819f450d352aea4Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-1591000000-eaed25e7ad3d86ca1564Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05di-9520000000-3b6aedcd44ff9d287dc0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0009000000-07647be2cf284515b366Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052n-6924000000-83d903205df987b0b699Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9300000000-d97c7cfdd5c84d70b493Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f89-0219000000-39936cb3e2a60642fccdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01x0-0914000000-4ad13ad2ef6dba0dd8f7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-2900000000-6f1ab91cada384c0e28eNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
5747.0Log mg/kg[3200:10000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
rashassociated_withNot AvailablePMC1492602
listeriosisis_treatment_forNot AvailablePMC9137566
meningitisis_treatment_forNot AvailablePMC9987340
mastitisis_treatment_forNot AvailablePMC12453394
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
340PenicillinsHealthcare, pharmaceuticals & veterinary productsNot Available
395AntiinfectivesHealthcare, pharmaceuticals & veterinary productsNot Available
503Tents Or CanopiesBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
583Anchoring EquipmentMarine, shipping & aquacultureNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureStreptokinase AP10520Streptococcus pyogenes serotype M1Predicted (SEA)31.5289
Click to view 3D structureBeta-lactamase ACC-4A4ZYU9Escherichia coliPredicted (SEA)0.0778492
Click to view 3D structureEfflux transporterQ3S5C3Salmonella newportPredicted (SEA)0.233548
Click to view 3D structureClass C beta-lactamase CMY-36Q48435Klebsiella pneumoniaePredicted (SEA)0.233548
Beta-lactamase structureClick to view 3D structureBeta-lactamaseP00811Escherichia coli (strain K12)Predicted (SEA)3.65891
Bile salt export pump structureClick to view 3D structureBile salt export pumpO95342HumansPredicted (SEA)59.7882
Baculoviral IAP repeat-containing protein 8 structureClick to view 3D structureBaculoviral IAP repeat-containing protein 8Q96P09HumansPredicted (SEA)9.03051
Click to view 3D structureSolute carrier family 22 member 6Q4U2R8HumansPredicted (SEA)5.29375
Baculoviral IAP repeat-containing protein 2 structureClick to view 3D structureBaculoviral IAP repeat-containing protein 2Q13490HumansPredicted (SEA)17.1268
Click to view 3D structureOrganic anion transporter 3Q8TCC7HumansPredicted (SEA)4.12601
Click to view 3D structurePER-2 beta-lactamaseA2RP81Citrobacter freundiiPredicted (SEA)0.233548
E3 ubiquitin-protein ligase XIAP structureClick to view 3D structureE3 ubiquitin-protein ligase XIAPP98170HumansPredicted (SEA)59.7104
Click to view 3D structureSolute carrier family 15 member 2Q63424Rattus norvegicusPredicted (SEA)9.34191
Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1 structureClick to view 3D structureCarboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1Q9GZU7HumansPredicted (SEA)256.28
Click to view 3D structureMu-type opioid receptorP97266Cavia porcellusPredicted (SEA)493.642
Click to view 3D structureDelta-type opioid receptorP32300Mus musculusPredicted (SEA)457.208
Click to view 3D structureDelta-type opioid receptorP33533Rattus norvegicusPredicted (SEA)523.225
Delta-type opioid receptor structureClick to view 3D structureDelta-type opioid receptorP41143HumansPredicted (SEA)1106.47
Click to view 3D structureExtended-spectrum beta-lactamase PER-6D5HSX5Aeromonas allosaccharophilaPredicted (SEA)0.856341
Click to view 3D structureADC-14 proteinQ0VTR6Acinetobacter genomosp. 3Predicted (SEA)0.856341
Click to view 3D structureBeta-lactamase SHV-11Q7X575Escherichia coliPredicted (SEA)0.856341
Click to view 3D structureADC-16 proteinQ0VTR8Acinetobacter genomosp. 3Predicted (SEA)0.856341
Solute carrier family 15 member 2 structureClick to view 3D structureSolute carrier family 15 member 2Q16348HumansPredicted (SEA)61.3452
Beta-lactamase TEM structureClick to view 3D structureBeta-lactamase TEMP62593Escherichia coliPredicted (SEA)1.94623
Neurogenic locus notch homolog protein 2 structureClick to view 3D structureNeurogenic locus notch homolog protein 2Q04721HumansPredicted (SEA)9.18621
Concentrations
Not Available
External Links
DrugBank IDDB00415
HMDB IDHMDB0014559
FooDB IDFDB020748
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDAIC
Wikipedia LinkAmpicillin
Chemspider ID6013
ChEBI ID28971
PubChem Compound ID6249
Kegg Compound IDC06574
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Mo BH: [Clinical analysis of 410 cases of drug eruption]. Di Yi Jun Yi Da Xue Xue Bao. 2003 Feb;23(2):183, 186.
2. Rodevand E, Sletvold O, Kvande KT: [Side effects off allopurinol]. Tidsskr Nor Laegeforen. 2004 Oct 21;124(20):2618-9.
3. Kadurugamuwa JL, Hengstler B, Zak O: Cerebrospinal fluid protein profile in experimental pneumococcal meningitis and its alteration by ampicillin and anti-inflammatory agents. J Infect Dis. 1989 Jan;159(1):26-34.
4. Crivaro V, Bagattini M, Salza MF, Raimondi F, Rossano F, Triassi M, Zarrilli R: Risk factors for extended-spectrum beta-lactamase-producing Serratia marcescens and Klebsiella pneumoniae acquisition in a neonatal intensive care unit. J Hosp Infect. 2007 Oct;67(2):135-41. Epub 2007 Sep 19.
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=10930630
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=12562703
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=12569987
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=12833570
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=14139119
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=14455820
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=15768449
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=16033609
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=18611716
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=19967069
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=2083978
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=23568176
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=23861268
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=24474427
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=24666465
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=25998949
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=28543395
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=29017833
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=6176550
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=8020088
26. https://www.ncbi.nlm.nih.gov/pubmed/?term=9433938