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28540-82-1

Tentoxin, a highly effective phytotoxin from Alternaria alternata f. sp. tenuis, is a natural cyclic tetrapeptide that induces chlorosis in plants. It is selectively phytotoxic and inhibits chloroplast development, resulting in chlorotic tissue. However, it is too expensive to be used as a commercial herbicide, and efforts to discover a cheaper, synthetic analogue with similar herbicidal properties have failed.

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  • 28540-82-1 Structure

  • Basic information

    1. Product Name: TENTOXIN
    2. Synonyms: TENTOXIN;tentoxin from alternaria tenuis;(2Z)-3-Phenyl-N-methylcyclo(Dha-Gly-N-methyl-L-Ala-L-Leu-);Ccris 8423;Cyclo(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl), (Z)-;Cycloleucyl-N-methylalanylglycyl-N-methyl dehydrophenylalanine;(Z)-Cyclic(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl);Tentoxin (Z)-Cyclic(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl)
    3. CAS NO:28540-82-1
    4. Molecular Formula: C22H30N4O4
    5. Molecular Weight: 414.5
    6. EINECS: N/A
    7. Product Categories: Cell Signaling and Neuroscience;Mold;Toxins and Venoms;antibiotic
    8. Mol File: 28540-82-1.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 750.8°Cat760mmHg
    3. Flash Point: 407.9°C
    4. Appearance: /
    5. Density: 1.114g/cm3
    6. Vapor Pressure: 2E-22mmHg at 25°C
    7. Refractive Index: 1.528
    8. Storage Temp.: 2-8°C
    9. Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
    10. CAS DataBase Reference: TENTOXIN(CAS DataBase Reference)
    11. NIST Chemistry Reference: TENTOXIN(28540-82-1)
    12. EPA Substance Registry System: TENTOXIN(28540-82-1)

  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 28540-82-1(Hazardous Substances Data)

28540-82-1 Usage

Uses

Used in Agriculture:
Tentoxin is used as a potential natural herbicide for [application reason] as it selectively targets and kills a number of important weeds at concentrations that have no effects on several important crops.
Used in Research and Development:
Tentoxin is used as a research tool for [application reason] to study its herbicidal properties and to explore the possibility of developing a cheaper, synthetic analogue with similar effects.

Check Digit Verification of cas no

The CAS Registry Mumber 28540-82-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,5,4 and 0 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 28540-82:
(7*2)+(6*8)+(5*5)+(4*4)+(3*0)+(2*8)+(1*2)=121
121 % 10 = 1
So 28540-82-1 is a valid CAS Registry Number.
InChI: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

28540-82-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (3S,6S,12Z)-12-benzylidene-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone

1.2 Other means of identification

Product number -
Other names 12-benzylidene-3-isobutyl-1,6,7-trimethyl-1,4,7,10-tetraaza-cyclododecane-2,5,8,11-tetraone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:28540-82-1 SDS

28540-82-1Downstream Products

28540-82-1Relevant articles and documents

Tentoxin as a scaffold for drug discovery. Total solid-phase synthesis of tentoxin and a library of analogues

Jimenez, Jose C.,Chavarria, Bibiana,Lopez-Macia, Angel,Royo, Miriam,Giralt, Ernest,Albericio, Fernando

, p. 2115 - 2118 (2007/10/03)

(Matrix presented) A solid-phase method for the synthesis of tentoxin has been developed. Two key steps - dehydration and N-alkylation - are carried out while the peptide is anchored to the resin. The method, which has been validated by the preparation of

New synthesis of the cyclic tetrapeptide tentoxin employing an azlactone as key intermediate

Cavelier, Florine,Verducci, Jean

, p. 4425 - 4428 (2007/10/02)

An improved preparation of the cyclic tetrapeptide Tentoxin is reported employing an azlactone as key intermediate. This new synthetic route offers the advantage over existing methodologies that the dehydro amino acid would easily be varied, thus allowing

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