7-Aminodesacetoxycephalosporanic Acid(7-ADCA) - ≥98%(HPLC) , CAS No.22252-43-3

CAS: 22252-43-3 Cat. No.: A133280 Peso molecular: 214.24 Número EC: 244-870-1

GRADE & PURITY ≥98%(HPLC)

Synonyms

7-ADCA | (6R,7R)-7-Amino-3-Methylceph-3-em-4-Carboxylic Acid | 7-aminodeacetoxycephalosporanic acid | W-107490 | 3-methyl-7-amino-Delta(3)-cephem-4-carboxylic acid | (6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 3-

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

7-Aminodesacetoxycephalosporanic acid is used in the synthesis of cephalosporins and for bioconversion studies and cephalosporins.

Specifications

Sinónimos

7-ADCA | (6R, 7R)-7-Amino-3-Methylceph-3-em-4-Carboxylic Acid | 7-aminodeacetoxycephalosporanic acid | W-107490 | 3-methyl-7-amino-Delta(3)-cephem-4-carboxylic acid | (6R, 7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 3-

Especificaciones y pureza

≥98%(HPLC)

Mecanismos bioquímicos y fisiológicos

7-ADCA is produced from penicillin G made by Penicillium chrysogenum involving several polluting chemical steps followed by enzymatic deacylation using penicillin acylase.

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%(HPLC)

Nombres e identificadores

• Pubchem Sid: 488183226
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183226
• Sonrisas canónicas: CC1=C(N2C(C(C2=O)N)SC1)C(=O)O
• IUPAC Name: (6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• InChIKey: NVIAYEIXYQCDAN-CLZZGJSISA-N
• INCHI: 1S/C8H10N2O3S/c1-3-2-14-7-4(9)6(11)10(7)5(3)8(12)13/h4,7H,2,9H2,1H3,(H,12,13)/t4-,7-/m1/s1
• Isómeros SMILES: CC1=C(N2[C@@H]([C@@H](C2=O)N)SC1)C(=O)O
• CAS alternativo: 26395-99-3
• Peso molecular: 214.24
• Reaxy-Rn: 615092
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=615092&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Cephems 1,3-thiazines Tertiary carboxylic acid amides Azetidines Amino acids Thiohemiaminal derivatives Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Cephem - Meta-thiazine - Beta-lactam - Tertiary carboxylic acid amide - Azetidine - Amino acid - Carboxamide group - Lactam - Carboxylic acid - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Dialkylthioether - Thioether - Hemithioaminal - Primary aliphatic amine - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Amine - Organonitrogen compound - Organooxygen compound - Primary amine - Organopnictogen compound - Organic oxide - Carbonyl group - Aliphatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: cephalosporin - monocarboxylic acid

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

Propiedades químicas y físicas

• Solubilidad: Soluble in water (partly), 1M ammonium hydroxide (50 mg/ml), and DMSO (Sparingly).
• Rotación específica [α]: 104° (C=1,1mol/L HCl)
• Punto de fusión (°C): 242°C(dec.)(lit.)
• Peso molecular: 214.240 g/mol
• XLogP3: -3.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 214.041 Da
• Monoisotopic Mass: 214.041 Da
• Topological Polar Surface Area: 109.000 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 352.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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: 1