Piperacillin

Identification

Summary

Piperacillin is a penicillin antibiotic combined with tazobactam to treat piperacillin-resistant, piperacillin/tazobactam­ susceptible, β-lactamase generating strains of several bacteria.

Brand Names
Pipracil, Zosyn
Generic Name
Piperacillin
DrugBank Accession Number
DB00319
Background

Semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections. It is also used in combination with other antibiotics.

Type
Small Molecule
Groups
Approved
Structure
Thumb
Weight
Average: 517.555
Monoisotopic: 517.163118933
Chemical Formula
C23H27N5O7S
Synonyms
  • (2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • Piperacilina
  • Piperacillin
  • Piperacillin anhydrous
  • Piperacillina
  • Pipéracilline
  • Piperacillinum
External IDs
  • BL-P 1908
  • CI 867
  • CL 227193
  • T 1220

Pharmacology

Indication

For the treatment of polymicrobial infections.

Pharmacology
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Associated Conditions
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Contraindications
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Pharmacodynamics

Piperacillin is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Piperacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Piperacillin results from the inhibition of cell wall synthesis and is mediated through Piperacillin binding to penicillin binding proteins (PBPs). Piperacillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.

Mechanism of action

By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Piperacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Piperacillin interferes with an autolysin inhibitor.

TargetActionsOrganism
APenicillin-binding protein 3
inhibitor
Streptococcus pneumoniae
APenicillin-binding protein 2B
inhibitor
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
APenicillin-binding protein 2a
inhibitor
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
APenicillin-binding protein 1b
inhibitor
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Absorption

Not absorbed following oral administration.

Volume of distribution
  • 101 mL/kg [intravenous administration of 50 mg/kg (5-minute infusion) in neonates]
Protein binding

Not Available

Metabolism

Largely not metabolized.

Route of elimination

As with other penicillins, PIPRACIL is eliminated primarily by glomerular filtration and tubular secretion; it is excreted rapidly as unchanged drug in high concentrations in the urine. Because PIPRACIL is excreted by the biliary route as well as by the renal route, it can be used safely in appropriate dosage in patients with severely restricted kidney function.

Half-life

36-72 minutes

Clearance
  • 32 - 41 mL/min/1.73 m2
  • 124 - 160 mL/min/1.73 m2 [older pediatric patients]
Adverse Effects
Adverseeffects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AbacavirPiperacillin may decrease the excretion rate of Abacavir which could result in a higher serum level.
AceclofenacAceclofenac may decrease the excretion rate of Piperacillin which could result in a higher serum level.
AcemetacinAcemetacin may decrease the excretion rate of Piperacillin which could result in a higher serum level.
AcenocoumarolPiperacillin may increase the anticoagulant activities of Acenocoumarol.
AcetaminophenAcetaminophen may decrease the excretion rate of Piperacillin which could result in a higher serum level.
AcetazolamideAcetazolamide may increase the excretion rate of Piperacillin which could result in a lower serum level and potentially a reduction in efficacy.
Acetylsalicylic acidThe excretion of Piperacillin can be decreased when combined with Acetylsalicylic acid.
AclidiniumPiperacillin may decrease the excretion rate of Aclidinium which could result in a higher serum level.
AcrivastinePiperacillin may decrease the excretion rate of Acrivastine which could result in a higher serum level.
AcyclovirThe excretion of Piperacillin can be decreased when combined with Acyclovir.
Interactions
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Food Interactions
No interactions found.

Products

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Product Ingredients
IngredientUNIICASInChI Key
Piperacillin sodiumM98T69Q7HP59703-84-3WCMIIGXFCMNQDS-IDYPWDAWSA-M
International/Other Brands
Ecosette (Farmaceutici T.S.) / Farecillin (SF Group) / Penmalin (Sawai Seiyaku) / Pentcillin (Toyama Kagaku) / Peracin (Pharmadica) / Piciliant (Shiono Kemikaru) / Picillin (CT) / Picillina (CCPC) / Piperac (Klonal) / Stepten (Aversi) / Tronazam (Richmond)
Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Piperacillin for InjectionPowder, for solution3 g / vialIntramuscular; IntravenousFresenius Kabi2004-08-05Not applicableCanada flag
Piperacillin for InjectionPowder, for solution4 g / vialIntramuscular; IntravenousHospira Healthcare Ulc2003-01-232017-07-17Canada flag
Piperacillin for InjectionPowder, for solution2 g / vialIntramuscular; IntravenousFresenius Kabi2004-07-29Not applicableCanada flag
Piperacillin for InjectionPowder, for solution2 g / vialIntramuscular; IntravenousHospira Healthcare Ulc2003-01-232017-07-17Canada flag
Piperacillin for InjectionPowder, for solution4 g / vialIntramuscular; IntravenousFresenius Kabi2004-08-05Not applicableCanada flag
Piperacillin for InjectionPowder, for solution3 g / vialIntramuscular; IntravenousHospira Healthcare Ulc2003-01-232019-04-01Canada flag
PipracilInjection, powder, lyophilized, for solution3 g/1Intramuscular; IntravenousWyeth Pharmaceuticals, Inc.2007-04-24Not applicableUS flag
PipracilInjection, powder, lyophilized, for solution2 g/1Intramuscular; IntravenousWyeth Pharmaceuticals, Inc.2007-04-24Not applicableUS flag
PipracilInjection, powder, lyophilized, for solution4 g/1Intramuscular; IntravenousWyeth Pharmaceuticals, Inc.2007-04-24Not applicableUS flag
Pipracil Inj 2gm/vialPowder, for solution2 g / vialIntramuscular; IntravenousLederle Cyanamid Canada Inc.1982-12-312000-08-02Canada flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
ALBACTAMPiperacillin (2 G/1VIAL) + Tazobactam (250 MG/1VIAL)Injection, powder, for solutionบริษัท อาร์เอ็กซ์ จำกัด2017-02-16Not applicableThailand flag
AUROTAZ-P 4.5 GPiperacillin (4 g) + Tazobactam (0.5 g)Injection, powder, for solutionIntravenousAUROBINDO PHARMA COLOMBIA S.A.S.2015-07-10Not applicableColombia flag
AVITAZ 2.25 G I.V. ENJEKSIYONLUK LIYOFILIZE TOZ IÇEREN FLAKON ,FLAKON, 1 ADETPiperacillin (2 g) + Tazobactam (250 mg)Injection, powder, lyophilized, for solutionIntravenousAVİS İLAÇ SAN. VE TİC. A.Ş.2020-08-14Not applicableTurkey flag
AVITAZ 4.5 G I.V. ENJEKSIYONLUK LIYOFILIZE TOZ IÇEREN FLAKON ,FLAKON, 1 ADETPiperacillin (4 g) + Tazobactam (500 mg)Injection, powder, lyophilized, for solutionIntravenousAVİS İLAÇ SAN. VE TİC. A.Ş.2020-08-14Not applicableTurkey flag
DBL PIPERACILLIN AND TAZOBACTAM FOR INJECTION 4.5 GPiperacillin (4 G/1VIAL) + Tazobactam (500 MG/1VIAL)Injection, powder, for solutionบริษัท ไฟเซอร์ พาร์ค เดวิส (ประเทศไทย) จำกัด2017-05-232020-09-29Thailand flag
DELBACTAM®Piperacillin sodium (4 g) + Tazobactam sodium (0.5 g)Injection, powder, for solutionIntravenousLABORATORIOS DELTA S.A.S.2010-11-242017-02-17Colombia flag
Jamp-pip/tazPiperacillin (4 g / vial) + Tazobactam (0.5 g / vial)Powder, for solutionIntravenousJamp Pharma Corporation2014-03-12Not applicableCanada flag
KABICTAM®Piperacillin sodium (4 g) + Tazobactam sodium (500 mg)Injection, powder, lyophilized, for solutionIntravenousFRESENIUS KABI ANTI-INFECTIVES S.R.L. (PRODUCTO INTERMEDIO)2015-03-31Not applicableColombia flag
Mylan-piperacillin and Tazobactam for InjectionPiperacillin (3 g / vial) + Tazobactam (0.375 g / vial)Powder, for solutionIntravenousMylan PharmaceuticalsNot applicableNot applicableCanada flag
Mylan-piperacillin and Tazobactam for InjectionPiperacillin (2 g / vial) + Tazobactam (0.25 g / vial)Powder, for solutionIntravenousMylan PharmaceuticalsNot applicableNot applicableCanada flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Piperacillin, TazobactamPiperacillin sodium (3 g/20mL) + Tazobactam sodium (0.375 g/20mL)Injection, powder, lyophilized, for solutionIntravenousX-GEN Pharmaceuticals, Inc.2017-02-142017-11-30US flag
Piperacillin, TazobactamPiperacillin sodium (36 g/200mL) + Tazobactam sodium (4.5 g/200mL)Injection, powder, lyophilized, for solutionIntravenousX-GEN Pharmaceuticals, Inc.2017-02-142017-10-31US flag
Piperacillin, TazobactamPiperacillin sodium (4 g/50mL) + Tazobactam sodium (0.5 g/50mL)Injection, powder, lyophilized, for solutionIntravenousX-GEN Pharmaceuticals, Inc.2017-02-142017-11-30US flag

Categories

ATC Codes
J01CA12 — PiperacillinJ01CR50 — Combinations of penicillins
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Peptides
Alternative Parents
Penicillins / N-acyl-alpha amino acids and derivatives / N-carbamoyl-alpha amino acids and derivatives / Alpha amino acid amides / Phenylacetamides / Piperazine carboxamides / Dioxopiperazines / N-acyl ureas / N-alkylpiperazines / Tertiary carboxylic acid amides
show 14 more
Substituents
1,4-diazinane / Alpha peptide / Alpha-amino acid amide / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Azetidine / Benzenoid / Beta-lactam / Carbonic acid derivative
show 34 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
penicillin (CHEBI:8232)
Affected organisms
  • Enteric bacteria and other eubacteria

Chemical Identifiers

UNII
9I628532GX
CAS number
66258-76-2
InChI Key
IVBHGBMCVLDMKU-GXNBUGAJSA-N
InChI
InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1
IUPAC Name
(2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=CC=C1)C(O)=O

References

Synthesis Reference

Bruce E. Haeger, "Composition of matter comprising a low bulk density lyophilized preparation of Sodium Piperacillin." U.S. Patent US4534977, issued October, 1984.

US4534977
General References
  1. Lau WK, Mercer D, Itani KM, Nicolau DP, Kuti JL, Mansfield D, Dana A: Randomized, open-label, comparative study of piperacillin-tazobactam administered by continuous infusion versus intermittent infusion for treatment of hospitalized patients with complicated intra-abdominal infection. Antimicrob Agents Chemother. 2006 Nov;50(11):3556-61. Epub 2006 Aug 28. [Article]
  2. FDA Approved Drug Products: PIPRACIL (piperacillin) injection [Link]
  3. FDA Approved Drug Products: ZOSYN (piperacillin and tazobactam) injection [Link]
Human Metabolome Database
HMDB0014464
KEGG Drug
D00466
KEGG Compound
C14034
PubChem Compound
43672
PubChem Substance
46504757
ChemSpider
39798
BindingDB
50240426
RxNav
1546000
ChEBI
8232
ChEMBL
CHEMBL702
ZINC
ZINC000003913937
Therapeutic Targets Database
DAP001164
PharmGKB
PA450975
PDBe Ligand
WPP
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Piperacillin
PDB Entries
3q07
MSDS
Download (50.5 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4Active Not RecruitingTreatmentBloodstream Infections (BSI)1
4CompletedHealth Services ResearchBacterial Infections1
4CompletedPreventionBacterial Infections1
4CompletedTreatmentBacterial Infections1
4CompletedTreatmentBody Clearance / Diffusive and Convective Clearance / Piperacillin Tazocilline Concentrations (Cmin)1
4CompletedTreatmentDiabetes Mellitus / Diabetic Foot1
4CompletedTreatmentEarly Phase of Severe Sepsis and Septic Shock1
4CompletedTreatmentGram-Negative Bacterial Infections1
4CompletedTreatmentInfection / Pneumonia1
4CompletedTreatmentInfectious Diseases1

Pharmacoeconomics

Manufacturers
  • Istituto biochimico italiano giovanni lorenzini
  • Wyeth pharmaceuticals inc
Packagers
  • APP Pharmaceuticals
  • Ibi Istituto Biochimico Italiano Giovanni Lorenzini SPA
Dosage Forms
FormRouteStrength
Powder, for solutionIntravenous
Injection, powder, for solutionIntramuscular
Injection, powder, for solution
Injection, powder, for solutionIntramuscular
Powder, for solutionIntravenous
Injection, powder, for solutionIntravenous
Injection, powder, lyophilized, for solutionIntravenous
Injection, powder, lyophilized, for solutionIntravenous; Parenteral
PowderNot applicable
Injection, powder, for solutionParenteral
Injection, powder, for solutionParenteral
Injection, powder, for solutionParenteral1 G
Injection, powder, for solutionParenteral2 G
Injection, powder, for solution1 G
Injection, powder, for solutionIntramuscular; Intravenous2 G/4ML
Injection, powder, for solutionParenteral1 G/2ML
Injection, powder, for solutionParenteral2 G/4ML
Injection, powder, for solutionIntramuscular; Parenteral1 G
Injection, powder, for solutionIntramuscular; Parenteral2 G
Injection, powder, for solutionIntravenous
Injection, powder, for solution2 G
Injection, powder, for solutionIntramuscular1 G/2ML
Injection, powder, for solutionIntramuscular2 G/4ML
Powder, for solutionParenteral4 G
Injection, powder, for solutionParenteral4 G
Injection, powder, lyophilized, for solutionIntramuscular; Intravenous2 g/1
Injection, powder, lyophilized, for solutionIntramuscular; Intravenous3 g/1
Injection, powder, lyophilized, for solutionIntramuscular; Intravenous4 g/1
Powder, for solutionIntravenous40 g / vial
Powder, for solutionIntramuscular; Intravenous4 g / vial
Powder, for solutionIntramuscular; Intravenous2 g / vial
Powder, for solutionIntramuscular; Intravenous3 g / vial
Injection, powder, for solutionIntravenous0 -
Injection, powder, for solution
Injection, powder, lyophilized, for solutionIntravenous
Injection, powder, lyophilized, for solution
Powder
InjectionIntravenous
Injection, solutionIntravenous
Prices
Unit descriptionCostUnit
Piperacillin 40 gm bulk vial154.8USD vial
Piperacillin 4 gm vial16.7USD vial
Piperacillin 3 gm vial12.53USD vial
Piperacillin 2 gm vial8.35USD vial
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)Region
US6900184No2005-05-312023-04-14US flag
US8133883No2012-03-132023-04-14US flag
US7915229No2011-03-292023-04-14US flag
US6207661No2001-03-272019-02-22US flag

Properties

State
Solid
Experimental Properties
PropertyValueSource
logP0.3Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.119 mg/mLALOGPS
logP0.67ALOGPS
logP-0.26ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)3.49ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area156.43 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity126.3 m3·mol-1ChemAxon
Polarizability51.77 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.8753
Blood Brain Barrier-0.9958
Caco-2 permeable-0.7121
P-glycoprotein substrateSubstrate0.9442
P-glycoprotein inhibitor INon-inhibitor0.6043
P-glycoprotein inhibitor IINon-inhibitor0.991
Renal organic cation transporterNon-inhibitor0.8791
CYP450 2C9 substrateNon-substrate0.7392
CYP450 2D6 substrateNon-substrate0.8002
CYP450 3A4 substrateSubstrate0.5889
CYP450 1A2 substrateNon-inhibitor0.8597
CYP450 2C9 inhibitorNon-inhibitor0.7568
CYP450 2D6 inhibitorNon-inhibitor0.9002
CYP450 2C19 inhibitorNon-inhibitor0.7289
CYP450 3A4 inhibitorNon-inhibitor0.8856
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.948
Ames testNon AMES toxic0.9133
CarcinogenicityNon-carcinogens0.9021
BiodegradationNot ready biodegradable0.8093
Rat acute toxicity2.3925 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9902
hERG inhibition (predictor II)Inhibitor0.6173
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-0013090000-813104cd60a9ea3a3859
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-0096000000-b0dafe2b22b2f860c497
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-0191000000-59dd52b81e08a7665c9f
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-001i-1590000000-b8040d8994155855d7d1
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00ec-7940000000-d2ff9e1e0c9df03f7bd7
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-001i-0094000000-2b4357e65d4f2c23da13
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0udl-0890000000-1d19bc9caab1a3f5b623
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000f-0910000000-0c815f0f7a25577e636c
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000i-0900000000-70932882f6df40d54777
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0006-0900000000-2bb7a0e3a556eadb090d

Targets

Drugtargets2
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Kind
Protein
Organism
Streptococcus pneumoniae
Pharmacological action
Yes
Actions
Inhibitor
General Function
Serine-type d-ala-d-ala carboxypeptidase activity
Specific Function
Not Available
Gene Name
pbp3
Uniprot ID
Q75Y35
Uniprot Name
Penicillin-binding protein 3
Molecular Weight
45209.84 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [Article]
Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Not Available
Specific Function
Penicillin binding
Gene Name
penA
Uniprot ID
P0A3M6
Uniprot Name
Penicillin-binding protein 2B
Molecular Weight
73872.305 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [Article]
Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Transferase activity, transferring acyl groups
Specific Function
Not Available
Gene Name
pbp2a
Uniprot ID
Q8DNB6
Uniprot Name
Penicillin-binding protein 2a
Molecular Weight
80797.94 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [Article]
Kind
Protein
Organism
Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Transferase activity, transferring acyl groups
Specific Function
Not Available
Gene Name
pbp1b
Uniprot ID
Q7CRA4
Uniprot Name
Penicillin-binding protein 1b
Molecular Weight
89479.92 Da
References
  1. Williamson R, Hakenbeck R, Tomasz A: In vivo interaction of beta-lactam antibiotics with the penicillin-binding proteins of Streptococcus pneumoniae. Antimicrob Agents Chemother. 1980 Oct;18(4):629-37. [Article]

Transporters

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one ...
Gene Name
SLC22A6
Uniprot ID
Q4U2R8
Uniprot Name
Solute carrier family 22 member 6
Molecular Weight
61815.78 Da
References
  1. Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [Article]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Substrate
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Plays an important role in the excretion/detoxification of endogenous and exogenous organic anions, especially from the brain and kidney. Involved in the transport basolateral of steviol, fexofenad...
Gene Name
SLC22A8
Uniprot ID
Q8TCC7
Uniprot Name
Solute carrier family 22 member 8
Molecular Weight
59855.585 Da
References
  1. Wen S, Wang C, Duan Y, Huo X, Meng Q, Liu Z, Yang S, Zhu Y, Sun H, Ma X, Yang S, Liu K: OAT1 and OAT3 also mediate the drug-drug interaction between piperacillin and tazobactam. Int J Pharm. 2018 Feb 15;537(1-2):172-182. doi: 10.1016/j.ijpharm.2017.12.037. Epub 2017 Dec 23. [Article]

Drug created on June 13, 2005 13:24 / Updated on September 19, 2021 19:53