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tentoxin

Structure via PubChem · Public domain (PubChem)

EntityQ7700913· pop 8· linked from 5 articles

Tentoxin is a natural cyclic tetrapeptide produced by phytopathogenic fungus Alternaria alternata. It selectively induces chlorosis in several germinating seedling plants. Therefore, tentoxin may be used as a potential natural herbicide, and is a lactam.

Chemical data

Formula
C22H30N4O4
Molecular weight
414.5 g/mol
IUPAC name
trans-(3S,6S,12Z)-12-benzylidene-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone
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
InChIKey
SIIRBDOFKDACOK-LFXZBHHUSA-N
XLogP
2
Polar surface area
98.8 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Wikidata facts

Mass
414.227
Show 3 more facts
chemical formula
C₂₂H₃₀N₄O₄
canonical SMILES
CC1C(=O)NC(C(=O)N(C(=CC2=CC=CC=C2)C(=O)NCC(=O)N1C)C)CC(C)C
isomeric 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
Sources (1)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

Tentoxin is a natural cyclic tetrapeptide produced by phytopathogenic fungus Alternaria alternata. It selectively induces chlorosis in several germinating seedling plants. Therefore, tentoxin may be used as a potential natural herbicide, and is a lactam.

Tentoxin was first isolated from Alternaria alternata (syn. tenuis) and characterized by George Templeton et al. in 1967.

Excerpted from Wikipedia’s “tentoxin” article, available under the CC BY-SA 4.0 licence.

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