Tentoxin - ≥98%(HPLC) , CAS No.28540-82-1

CAS: 28540-82-1 Cat. No.: T139594 Summenformel: C₂₂H₃₀N₄O₄ Molekulargewicht: 414.5 EG-Nummer: 811-256-5 PubChem CID: 5281143

GRADE & PURITY ≥98%(HPLC)

Synonyms

FW4EQ02E0Z | Cyclo(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl), (Z)- | (3S,6S,12Z)-12-Benzyliden-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetrazacyclododecan-2,5,8,11-tetrone | Tentoxin, analytischer Standard | Q7700913

Storage

Vor Licht geschützt, bei -20°C lagern

Shipped In

Eistruhe + Eispads

Übersicht

Zyklisches Peptid aus dem Pilz Alternaria
Zyklisches Peptid aus dem Pilz Alternaria
Tentoxin wurde zur Eliminierung der Polyphenoloxidase (PPO)-Aktivität von Keimlingen höherer Pflanzen verwendet

Tentoxin ist ein häufig vorkommendes zyklisches Tetrapeptid-Mykotoxin, das von den Alternaria-Pilzarten wie Alternaria alternata und Alternaria tenuis ausgeschieden wird

Specifications

Synonyme

FW4EQ02E0Z | Cyclo(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl), (Z)- | (3S,6S,12Z)-12-Benzyliden-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetrazacyclododecan-2,5,8,11-tetrone | Tentoxin, analytischer Standard | Q7700913

Spezifikationen & Reinheit

≥98%(HPLC)

Biochemische und physiologische Mechanismen

Biochem/physiol Wirkungen：Es induziert Chlorose in keimenden Keimlingen vieler zweikeimblättriger Pflanzen. Es wird angenommen, dass Tentoxin die zyklische Photophosphorylierung hemmt, indem es als Energietransfer-Inhibitor an den Endschritten der ATP-Syn

Storage

Vor Licht geschützt, bei -20°C lagern

Verschickt in

Eistruhe + Eispads

Reinheit

≥98%(HPLC)

Namen und Kennungen

• Pubchem Sid: 528775068
• Kanonisches Lächeln: CC1C(=O)NC(C(=O)N(C(=CC2=CC=CC=C2)C(=O)NCC(=O)N1C)C)CC(C)C
• IUPAC Name: (3S,6S,12Z)-12-benzylidene-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone
• InChIKey: SIIRBDOFKDACOK-LFXZBHHUSA-N
• INCHI: 1S/C22H30N4O4/c1-14(2)11-17-22(30)26(5)18(12-16-9-7-6-8-10-16)21(29)23-13-19(27)25(4)15(3)20(28)24-17/h6-10,12,14-15,17H,11,13H2,1-5H3,(H,23,29)(H,24,28)/b18-12-/t15-,17-/m0/s1
• Isomere SMILES: C[C@H]1C(=O)N[C@H](C(=O)N(/C(=C\C2=CC=CC=C2)/C(=O)NCC(=O)N1C)C)CC(C)C
• WGK Deutschland: 3
• PubChem CID: 5281143
• Molekulargewicht: 414.5

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Klasse Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Ebene5 Peptides
          • Ebene6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Klasse: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Macrolactams Alpha amino acids and derivatives Benzene and substituted derivatives Tertiary carboxylic acid amides Secondary carboxylic acid amides Lactams Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-oligopeptide - Macrolactam - Alpha-amino acid or derivatives - Monocyclic benzene moiety - Benzenoid - Tertiary carboxylic acid amide - Carboxamide group - Lactam - Secondary carboxylic acid amide - Organoheterocyclic compound - Azacycle - Organic oxide - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• 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

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in methanol, DMSO, water (6 mg/ml, sonification) at 60 °C, DMSO/methanol (10 mg/ml) producing clear colorless solution, and ethanol (10 mg/ml) with heat as needed, yielding a clear, colorless solution.
• Empfindlichkeit: light sensitive & Moisture sensitive
• Brechungsindex: 1.53
• Siedepunkt (°C): 750.84 °C at 760 mmHg
• Molekulargewicht: 414.500 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 414.227 Da
• Monoisotopic Mass: 414.227 Da
• Topological Polar Surface Area: 98.800 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 697.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1