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Nijmegen-1

the SL analogues (Nijmegen-1 MP3, MP16) are applied in the field as suicidal germination agent for parasitic weed (Orobanche) control

General

Type : Cotylimide,Strigolactone receptors ligand,Isoindole,Indole,Butenolide,Phthalimido

Chemical_Nomenclature : methyl (Z)-2-(1,3-dioxoisoindol-2-yl)-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxy]prop-2-enoate

Canonical SMILES : CC1=CC(OC1=O)OC=C(C(=O)OC)N2C(=O)C3=CC=CC=C3C2=O

InChI : InChI=1S\/C17H13NO7\/c1-9-7-13(25-16(9)21)24-8-12(17(22)23-2)18-14(19)10-5-3-4-6-11(10)15(18)20\/h3-8,13H,1-2H3\/b12-8-\/t13-\/m1\/s1

InChIKey : UBVNIMAEIBGUEL-LLBKUYECSA-N

Other name(s) : CHEMBL2270924,ZINC39007800,(2Z)-2-Phthalimidyl-3-[[(2R)-4-methyl-5-oxo-2,5-dihydrofuran]-2-yloxy]acrylic acid methyl ester

MW : 343.29

Formula : C17H13NO7

CAS_number :

PubChem : 10545295

UniChem : UBVNIMAEIBGUEL-LLBKUYECSA-N

Target

Families : Nijmegen-1 ligand of proteins in family
RsbQ-like

References (8)

Title : Striga hermonthica Suicidal Germination Activity of Potent Strigolactone Analogs: Evaluation from Laboratory Bioassays to Field Trials - Jamil_2022_Plants.(Basel)_11__
Author(s) : Jamil M , Wang JY , Yonli D , Ota T , Berqdar L , Traore H , Margueritte O , Zwanenburg B , Asami T , Al-Babili S
Ref : Plants (Basel) , 11 : , 2022
Abstract : Jamil_2022_Plants.(Basel)_11__
ESTHER : Jamil_2022_Plants.(Basel)_11__
PubMedSearch : Jamil_2022_Plants.(Basel)_11__
PubMedID: 35448773

Title : Suicidal germination for parasitic weed control - Zwanenburg_2016_Pest.Manag.Sci_72_2016
Author(s) : Zwanenburg B , Mwakaboko AS , Kannan C
Ref : Pest Manag Sci , 72 :2016 , 2016
Abstract : Zwanenburg_2016_Pest.Manag.Sci_72_2016
ESTHER : Zwanenburg_2016_Pest.Manag.Sci_72_2016
PubMedSearch : Zwanenburg_2016_Pest.Manag.Sci_72_2016
PubMedID: 26733056

Title : Strigolactone Analogues with a D-Ring Modified at C-2 - Mwakaboko_2016_European.J.Org.Chem_2016_3495
Author(s) : Mwakaboko AS , Zwanenburg B
Ref : European J Org Chem , 2016 :3495 , 2016
Abstract : Mwakaboko_2016_European.J.Org.Chem_2016_3495
ESTHER : Mwakaboko_2016_European.J.Org.Chem_2016_3495
PubMedSearch : Mwakaboko_2016_European.J.Org.Chem_2016_3495
PubMedID: 27840586

Title : Structure and activity of strigolactones: new plant hormones with a rich future - Zwanenburg_2013_Mol.Plant_6_38
Author(s) : Zwanenburg B , Pospisil T
Ref : Mol Plant , 6 :38 , 2013
Abstract : Zwanenburg_2013_Mol.Plant_6_38
ESTHER : Zwanenburg_2013_Mol.Plant_6_38
PubMedSearch : Zwanenburg_2013_Mol.Plant_6_38
PubMedID: 23204499

Title : Strigolactone analogues and mimics derived from phthalimide, saccharine, p-tolylmalondialdehyde, benzoic and salicylic acid as scaffolds - Zwanenburg_2011_Bioorg.Med.Chem_19_7394
Author(s) : Zwanenburg B , Mwakaboko AS
Ref : Bioorganic & Medicinal Chemistry , 19 :7394 , 2011
Abstract : Zwanenburg_2011_Bioorg.Med.Chem_19_7394
ESTHER : Zwanenburg_2011_Bioorg.Med.Chem_19_7394
PubMedSearch : Zwanenburg_2011_Bioorg.Med.Chem_19_7394
PubMedID: 22082666

Title : A small-molecule screen identifies new functions for the plant hormone strigolactone - Tsuchiya_2010_Nat.Chem.Biol_6_741
Author(s) : Tsuchiya Y , Vidaurre D , Toh S , Hanada A , Nambara E , Kamiya Y , Yamaguchi S , McCourt P
Ref : Nat Chemical Biology , 6 :741 , 2010
Abstract : Tsuchiya_2010_Nat.Chem.Biol_6_741
ESTHER : Tsuchiya_2010_Nat.Chem.Biol_6_741
PubMedSearch : Tsuchiya_2010_Nat.Chem.Biol_6_741
PubMedID: 20818397

Title : SAR studies of sesquiterpene lactones as Orobanche cumana seed germination stimulants - Galindo_2002_J.Agric.Food.Chem_50_1911
Author(s) : Galindo JC , de Luque AP , Jorrin J , Macias FA
Ref : Journal of Agricultural and Food Chemistry , 50 :1911 , 2002
Abstract : Galindo_2002_J.Agric.Food.Chem_50_1911
ESTHER : Galindo_2002_J.Agric.Food.Chem_50_1911
PubMedSearch : Galindo_2002_J.Agric.Food.Chem_50_1911
PubMedID: 11902932

Title : Dose-response of seeds of the parasitic weeds Striga and Orobanche toward the synthetic germination stimulants GR 24 and Nijmegen 1 - Wigchert_1999_J.Agric.Food.Chem_47_1705
Author(s) : Wigchert SC , Kuiper E , Boelhouwer GJ , Nefkens GH , Verkleij JA , Zwanenburg B
Ref : Journal of Agricultural and Food Chemistry , 47 :1705 , 1999
Abstract : Wigchert_1999_J.Agric.Food.Chem_47_1705
ESTHER : Wigchert_1999_J.Agric.Food.Chem_47_1705
PubMedSearch : Wigchert_1999_J.Agric.Food.Chem_47_1705
PubMedID: 10564042 
Array
(
    [id] => 3756
    [inhibitor] => Nijmegen-1
    [type] => Array
        (
            [0] => Cotylimide
            [1] => Strigolactone receptors ligand
            [2] => Isoindole
            [3] => Indole
            [4] => Butenolide
            [5] => Phthalimido
        )

    [other_name] => Array
        (
            [0] => CHEMBL2270924
            [1] => ZINC39007800
            [2] => (2Z)-2-Phthalimidyl-3-[[(2R)-4-methyl-5-oxo-2,5-dihydrofuran]-2-yloxy]acrylic acid methyl ester
        )

    [chemical_nomenclature] => methyl (Z)-2-(1,3-dioxoisoindol-2-yl)-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxy]prop-2-enoate
    [formula] => C17H13NO7
    [cas_number] => 
    [mw] => 343.29
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Tsuchiya_2010_Nat.Chem.Biol_6_741 || Galindo_2002_J.Agric.Food.Chem_50_1911 || Zwanenburg_2013_Mol.Plant_6_38 || Zwanenburg_2016_Pest.Manag.Sci_72_2016 || Wigchert_1999_J.Agric.Food.Chem_47_1705 || Zwanenburg_2011_Bioorg.Med.Chem_19_7394 || Mwakaboko_2016_European.J.Org.Chem_2016_3495 || Jamil_2022_Plants.(Basel)_11__
    [comment] => the SL analogues (Nijmegen-1 MP3, MP16) are applied in the field as suicidal germination agent for parasitic weed (Orobanche) control
    [gene_locus] => 
    [kin_inhibitor] => 
    [cid] => 10545295
    [family] => RsbQ-like
    [inchikey] => UBVNIMAEIBGUEL-LLBKUYECSA-N
    [canonicalsmiles] => CC1=CC(OC1=O)OC=C(C(=O)OC)N2C(=O)C3=CC=CC=C3C2=O
    [inchi] => InChI=1S\/C17H13NO7\/c1-9-7-13(25-16(9)21)24-8-12(17(22)23-2)18-14(19)10-5-3-4-6-11(10)15(18)20\/h3-8,13H,1-2H3\/b12-8-\/t13-\/m1\/s1
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)