Tentoxin

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.^[1]

Quick facts Names, Identifiers ...

Tentoxin

Names
IUPAC name Cyclo(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl)
Identifiers
CAS Number	28540-82-1 Y
3D model (JSmol)	Interactive image
ChemSpider	4444584 Y
PubChem CID	5281143
UNII	FW4EQ02E0Z Y
CompTox Dashboard (EPA)	DTXSID70893264
InChI 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 Y Key: SIIRBDOFKDACOK-LFXZBHHUSA-N Y InChI=1/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 Key: SIIRBDOFKDACOK-LFXZBHHUBW
SMILES O=C1N[C@H](C(=O)N(/C(C(=O)NCC(=O)N(C)[C@H]1C)=C\c2ccccc2)C)CC(C)C
Properties
Chemical formula	C22H30N4O4
Molar mass	414.498 g/mol
Melting point	172 to 175 °C (342 to 347 °F; 445 to 448 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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Tentoxin was first isolated from Alternaria alternata (syn. tenuis) and characterized by George Templeton et al. in 1967.^[2]

Tentoxin has also been used in recent research to eliminate the polyphenol oxidase (PPO) activity from seedlings of higher plants.^[3]