MeCLA

MeCLA is considered to be a probable bioactive SL in Arabidopsis and is extremely unstable under in vitro condition

General

Type : Strigolactone receptors ligand,Non-canonical strigolactone

Chemical_Nomenclature : methyl 2-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylidene]-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-enoate

Canonical SMILES : CC1=C(C(CCC1)(C)C)C=CC(=COC2C=C(C(=O)O2)C)C(=O)OC

InChI : InChI=1S\/C20H26O5\/c1-13-7-6-10-20(3,4)16(13)9-8-15(19(22)23-5)12-24-17-11-14(2)18(21)25-17\/h8-9,11-12,17H,6-7,10H2,1-5H3

InChIKey : CKPATFHQOSFGEL-UHFFFAOYSA-N

Other name(s) : (+)-Methyl carlactonoate,Methyl carlactonoate


MW : 346.4

Formula : C20H26O5

CAS_number :

PubChem : 162937729

UniChem : CKPATFHQOSFGEL-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : MeCLA ligand of proteins in family: RsbQ-like

Stucture :

Protein :

References (8)

Title : Conversion of methyl carlactonoate to heliolactone in sunflower - Wakabayashi_2022_Nat.Prod.Res_36_2215
Author(s) : Wakabayashi T , Shinde H , Shiotani N , Yamamoto S , Mizutani M , Takikawa H , Sugimoto Y
Ref : Nat Prod Res , 36 :2215 , 2022
Abstract : Wakabayashi_2022_Nat.Prod.Res_36_2215
ESTHER : Wakabayashi_2022_Nat.Prod.Res_36_2215
PubMedSearch : Wakabayashi_2022_Nat.Prod.Res_36_2215
PubMedID: 33034235

Title : Chemical identification of 18-hydroxycarlactonoic acid as an LjMAX1 product and in planta conversion of its methyl ester to canonical and non-canonical strigolactones in Lotus japonicus - Mori_2020_Phytochemistry_174_112349
Author(s) : Mori N , Sado A , Xie X , Yoneyama K , Asami K , Seto Y , Nomura T , Yamaguchi S , Akiyama K
Ref : Phytochemistry , 174 :112349 , 2020
Abstract : Mori_2020_Phytochemistry_174_112349
ESTHER : Mori_2020_Phytochemistry_174_112349
PubMedSearch : Mori_2020_Phytochemistry_174_112349
PubMedID: 32213359

Title : Lotuslactone, a non-canonical strigolactone from Lotus japonicus - Xie_2019_Phytochemistry_157_200
Author(s) : Xie X , Mori N , Yoneyama K , Nomura T , Uchida K , Akiyama K
Ref : Phytochemistry , 157 :200 , 2019
Abstract : Xie_2019_Phytochemistry_157_200
ESTHER : Xie_2019_Phytochemistry_157_200
PubMedSearch : Xie_2019_Phytochemistry_157_200
PubMedID: 30439621

Title : Growth- and stress-related defects associated with wall hypoacetylation are strigolactone-dependent - Ramirez_2018_Plant.Direct_2_e00062
Author(s) : Ramirez V , Xiong G , Mashiguchi K , Yamaguchi S , Pauly M
Ref : Plant Direct , 2 :e00062 , 2018
Abstract : Ramirez_2018_Plant.Direct_2_e00062
ESTHER : Ramirez_2018_Plant.Direct_2_e00062
PubMedSearch : Ramirez_2018_Plant.Direct_2_e00062
PubMedID: 31245725

Title : Synthetic Access to Noncanonical Strigolactones: Syntheses of Carlactonic Acid and Methyl Carlactonoate - Dieckmann_2018_J.Org.Chem_83_125
Author(s) : Dieckmann MC , Dakas PY , De Mesmaeker A
Ref : J Org Chem , 83 :125 , 2018
Abstract : Dieckmann_2018_J.Org.Chem_83_125
ESTHER : Dieckmann_2018_J.Org.Chem_83_125
PubMedSearch : Dieckmann_2018_J.Org.Chem_83_125
PubMedID: 29179551

Title : Zealactones. Novel natural strigolactones from maize - Charnikhova_2017_Phytochemistry_137_123
Author(s) : Charnikhova TV , Gaus K , Lumbroso A , Sanders M , Vincken JP , De Mesmaeker A , Ruyter-Spira CP , Screpanti C , Bouwmeester HJ
Ref : Phytochemistry , 137 :123 , 2017
Abstract : Charnikhova_2017_Phytochemistry_137_123
ESTHER : Charnikhova_2017_Phytochemistry_137_123
PubMedSearch : Charnikhova_2017_Phytochemistry_137_123
PubMedID: 28215609

Title : LATERAL BRANCHING OXIDOREDUCTASE acts in the final stages of strigolactone biosynthesis in Arabidopsis - Brewer_2016_Proc.Natl.Acad.Sci.U.S.A_113_6301
Author(s) : Brewer PB , Yoneyama K , Filardo F , Meyers E , Scaffidi A , Frickey T , Akiyama K , Seto Y , Dun EA , Cremer JE , Kerr SC , Waters MT , Flematti GR , Mason MG , Weiller G , Yamaguchi S , Nomura T , Smith SM , Beveridge CA
Ref : Proc Natl Acad Sci U S A , 113 :6301 , 2016
Abstract : Brewer_2016_Proc.Natl.Acad.Sci.U.S.A_113_6301
ESTHER : Brewer_2016_Proc.Natl.Acad.Sci.U.S.A_113_6301
PubMedSearch : Brewer_2016_Proc.Natl.Acad.Sci.U.S.A_113_6301
PubMedID: 27194725

Title : Carlactone is converted to carlactonoic acid by MAX1 in Arabidopsis and its methyl ester can directly interact with AtD14 in vitro - Abe_2014_Proc.Natl.Acad.Sci.U.S.A_111_18084
Author(s) : Abe S , Sado A , Tanaka K , Kisugi T , Asami K , Ota S , Kim HI , Yoneyama K , Xie X , Ohnishi T , Seto Y , Yamaguchi S , Akiyama K , Nomura T
Ref : Proc Natl Acad Sci U S A , 111 :18084 , 2014
Abstract : Abe_2014_Proc.Natl.Acad.Sci.U.S.A_111_18084
ESTHER : Abe_2014_Proc.Natl.Acad.Sci.U.S.A_111_18084
PubMedSearch : Abe_2014_Proc.Natl.Acad.Sci.U.S.A_111_18084
PubMedID: 25425668
Gene_locus related to this paper: arath-AtD14