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Piperacillin Sodium - 10mM in DMSO, high purity , CAS No.59703-84-3, Bacterial penicillin-binding protein inhibitor

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
P424968
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Availability
Price Qty
P424968-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$69.90

Extended spectrum beta-lactam antibiotic

Basic Description

Synonyms PIPERACILLIN SODIUM | 59703-84-3 | PIPERACILLIN SODIUM SALT | Pipracil | Sodium piperacillin | Penmalin | Pentcillin | Piperacillin (sodium) | Piperacillin (as sodium) | UNII-M98T69Q7HP | CCRIS 2591 | CHEBI:8233 | M98T69Q7HP | EINECS 261-868-6 | T-1220 | Cl-227193 | NSC-757277 | MLS000069
Specifications & Purity 10mM in DMSO
Biochemical and Physiological Mechanisms Piperacillin is anantibiotic. It is an extended-spectrum beta-lactam of the ureidopenicillin class.The chemical structure of Piperacillin and other ureidopenicillins incorporates a polar side chain that enhances penetration into Gram-(-) bacteria and redu
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type INHIBITOR
Mechanism of action Bacterial penicillin-binding protein inhibitor
Product Description

Piperacillin is a semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections.
An antibiotic related to penicillin

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic acids and derivatives
Class Carboxylic acids and derivatives
Subclass Amino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives - Alpha amino acids and derivatives
Direct Parent N-acyl-alpha amino acids and derivatives
Alternative Parents Penams  Dioxopiperazines  N-acyl ureas  N-alkylpiperazines  Benzene and substituted derivatives  Thiazolidines  Tertiary carboxylic acid amides  Azetidines  Isoureas  Azacyclic compounds  Thiohemiaminal derivatives  Propargyl-type 1,3-dipolar organic compounds  Carboximidamides  Carboxylic acids  Dialkylthioethers  Monocarboxylic acids and derivatives  Organopnictogen compounds  Hydrocarbon derivatives  Organic zwitterions  Carbonyl compounds  Organic sodium salts  Organic oxides  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents N-acyl-alpha amino acid or derivatives - Dioxopiperazine - Penam - N-acyl urea - Ureide - N-alkylpiperazine - Monocyclic benzene moiety - 1,4-diazinane - Piperazine - Benzenoid - Beta-lactam - Tertiary carboxylic acid amide - Thiazolidine - Lactam - Isourea - Carboxamide group - Azetidine - Propargyl-type 1,3-dipolar organic compound - Hemithioaminal - Thioether - Carboximidic acid - Carboxylic acid - Organic alkali metal salt - Azacycle - Carboximidic acid derivative - Monocarboxylic acid or derivatives - Carboximidamide - Organoheterocyclic compound - Organic 1,3-dipolar compound - Dialkylthioether - Organic salt - Organic oxide - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Carbonyl group - Organic sodium salt - Organic zwitterion - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
External Descriptors organic sodium salt

Associated Targets(Human)

HEK293 (82097 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ABCB11 Tchem Bile salt export pump (2311 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cruzipain (33337 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Streptococcus (3973 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus epidermidis (22802 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Enterococcus faecalis (29875 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Candida albicans (78123 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Streptococcus sp. 'group A' (3417 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ska Streptokinase A (5805 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name sodium;(2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
INCHI InChI=1S/C23H27N5O7S.Na/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);/q;+1/p-1/t13-,14-,15+,20-;/m1./s1
InChIKey WCMIIGXFCMNQDS-IDYPWDAWSA-M
Smiles CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=CC=C2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].[Na+]
Isomeric SMILES CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].[Na+]
Molecular Weight 539.54
Beilstein 5373920
Reaxy-Rn 5714109
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5714109&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity heat & moisture sensitive
Specific Rotation[α] 180° (C=0.8,H2O)
Boil Point(°C) 793°C
Melt Point(°C) 183-185°C
Molecular Weight 539.500 g/mol
XLogP3
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 8
Rotatable Bond Count 6
Exact Mass 539.145 Da
Monoisotopic Mass 539.145 Da
Topological Polar Surface Area 185.000 Ų
Heavy Atom Count 37
Formal Charge 0
Complexity 989.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 4
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 2

Citations of This Product

1. Lan Sugui, Li Zhirong, Su Aiqiu, Peng Yanhong, Liao Yanke, Liu Xuemei, Tan Qiang.  (2021)  Study on the mechanisms of the cross-resistance to TET, PIP, and GEN in Staphylococcus aureus mediated by the Rhizoma Coptidis extracts.  JOURNAL OF ANTIBIOTICS,  74  (5): (330-336). 

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