Doripenem Hydrate - ≥99% , CAS No.364622-82-2

CAS: 364622-82-2 Cat. No.: D129953 Molecular Weight: 438.52 Beilstein Registry Number: 15340136 EC Number: 680-392-3 PubChem CID: 636377

GRADE & PURITY ≥99%

Synonyms

CCG-269113 | (4R,5S,6S)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-3-(((3S,5S)-5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid hydrate | Doripenem (monohydrate) | MFCD09749887 | Doripenem, Antibiotic for Culture

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Doripenem is a broad spectrum antibiotic belonging to the class of antibiotics called carbapenems. It Inhibits bacterial cell wall synthesis and causes cell death by binding to and inactivating penicillin-binding proteins (PBPs).
A broad spectrum antibiotic belonging to the class of antibiotics called carbapenems

Specifications

Synonyms

CCG-269113 | (4R, 5S, 6S)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-3-(((3S, 5S)-5-((sulfamoylamino)methyl)pyrrolidin-3-yl)thio)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid hydrate | Doripenem (monohydrate) | MFCD09749887 | Doripenem, Antibiotic for Culture

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Ultra-broad spectrum carbapenem antibiotic. Inhibits bacterial cell wall synthesis. Shows activity against a wide range of Gram-positive and -negative bacteria (including MDR and β-lactamase-producing strains) as well as anaerobes.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488190837
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488190837
• Canonical Smiles: CC1C2C(C(=O)N2C(=C1SC3CC(NC3)CNS(=O)(=O)N)C(=O)O)C(C)O.O
• IUPAC Name: (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid;hydrate
• InChIKey: NTUBEBXBDGKBTJ-WGLOMNHJSA-N
• INCHI: 1S/C15H24N4O6S2.H2O/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25;/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25);1H2/t6-,7-,8+,9+,10-,11-;/m1./s1
• Isomeric SMILES: C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)CNS(=O)(=O)N)C(=O)O)[C@@H](C)O.O
• PubChem CID: 636377
• Molecular Weight: 438.52
• Beilstein: 15340136

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Lactams
      • Subclass Beta lactams
        • Level5 Carbapenems
          • Level6 Thienamycins

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Lactams
• Subclass: Beta lactams
• Intermediate Tree Nodes: Carbapenems
• Direct Parent: Thienamycins
• Alternative Parents: Alpha amino acids and derivatives Pyrroline carboxylic acids Azepines Vinylogous thioesters Sulfuric acid diamides Tertiary carboxylic acid amides Pyrrolidines Thioenol ethers Secondary alcohols Amino acids Azetidines Sulfenyl compounds Monocarboxylic acids and derivatives Azacyclic compounds Dialkylamines Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Thienamycin - Alpha-amino acid or derivatives - Pyrroline carboxylic acid - Pyrroline carboxylic acid or derivatives - Azepine - Vinylogous thioester - Sulfuric acid diamide - Pyrroline - Pyrrolidine - Tertiary carboxylic acid amide - Organic sulfuric acid or derivatives - Amino acid or derivatives - Azetidine - Thioenolether - Amino acid - Secondary alcohol - Carboxamide group - Carboxylic acid derivative - Carboxylic acid - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Azacycle - Sulfenyl compound - Secondary amine - Organic nitrogen compound - Alcohol - Hydrocarbon derivative - Carbonyl group - Amine - Organic oxygen compound - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxide - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO 36 mg/mL Water 26 mg/mL Ethanol <1 mg/mL
• Sensitivity: Heat Sensitive
• Specific Rotation[α]: 34° (C=1,H2O)
• Melt Point(°C): 173 °C(dec.)
• Molecular Weight: 438.500 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 438.124 Da
• Monoisotopic Mass: 438.124 Da
• Topological Polar Surface Area: 197.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 780.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• 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

XLogP3