Carlactonoic-acid

General

Type : Strigolactone receptors ligand, Non-canonical strigolactone

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

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

InChI : InChI=1S\/C19H24O5\/c1-12-6-5-9-19(3,4)15(12)8-7-14(17(20)21)11-23-16-10-13(2)18(22)24-16\/h7-8,10-11,16H,5-6,9H2,1-4H3,(H,20,21)\/b8-7+,14-11+

InChIKey : WUBRWXCVIPHXLX-DQBULIGTSA-N

Other name(s) : CLA, Carlactonoic acid, Carlactonoate, J3.622.201H


MW : 332.4

Formula : C19H24O5

CAS_number :

PubChem : 90658468

UniChem : WUBRWXCVIPHXLX-DQBULIGTSA-N

Target

Families : Carlactonoic-acid ligand of proteins in family
RsbQ-like

References (13)

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
PubMedID: 33034235

Title : Hydroxyl carlactone derivatives are predominant strigolactones in Arabidopsis - Yoneyama_2020_Plant.Direct_4_e00219
Author(s) : Yoneyama K , Akiyama K , Brewer PB , Mori N , Kawano-Kawada M , Haruta S , Nishiwaki H , Yamauchi S , Xie X , Umehara M , Beveridge CA , Nomura T
Ref : Plant Direct , 4 :e00219 , 2020
PubMedID: 32399509

Title : An improved strategy to analyse strigolactones in complex sample matrices using UHPLC-MS\/MS - Flokova_2020_Plant.Methods_16_125
Author(s) : Flokova K , Shimels M , Andreo Jimenez B , Bardaro N , Strnad M , Novak O , Bouwmeester HJ
Ref : Plant Methods , 16 :125 , 2020
PubMedID: 32963580

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
PubMedID: 32213359

Title : Direct conversion of carlactonoic acid to orobanchol by cytochrome P450 CYP722C in strigolactone biosynthesis - Wakabayashi_2019_Sci.Adv_5_eaax9067
Author(s) : Wakabayashi T , Hamana M , Mori A , Akiyama R , Ueno K , Osakabe K , Osakabe Y , Suzuki H , Takikawa H , Mizutani M , Sugimoto Y
Ref : Sci Adv , 5 :eaax9067 , 2019
PubMedID: 32064317

Title : The tomato MAX1 homolog, SlMAX1, is involved in the biosynthesis of tomato strigolactones from carlactone - Zhang_2018_New.Phytol_219_297
Author(s) : Zhang Y , Cheng X , Wang Y , Diez-Simon C , Flokova K , Bimbo A , Bouwmeester HJ , Ruyter-Spira C
Ref : New Phytol , 219 :297 , 2018
PubMedID: 29655242

Title : Evidence for species-dependent biosynthetic pathways for converting carlactone to strigolactones in plants - Iseki_2018_J.Exp.Bot_69_2305
Author(s) : Iseki M , Shida K , Kuwabara K , Wakabayashi T , Mizutani M , Takikawa H , Sugimoto Y
Ref : J Exp Bot , 69 :2305 , 2018
PubMedID: 29294064

Title : Conversion of carlactone to carlactonoic acid is a conserved function of MAX1 homologs in strigolactone biosynthesis - Yoneyama_2018_New.Phytol_218_1522
Author(s) : Yoneyama K , Mori N , Sato T , Yoda A , Xie X , Okamoto M , Iwanaga M , Ohnishi T , Nishiwaki H , Asami T , Yokota T , Akiyama K , Nomura T
Ref : New Phytol , 218 :1522 , 2018
PubMedID: 29479714

Title : Which are the major players, canonical or non-canonical strigolactones? - Yoneyama_2018_J.Exp.Bot_69_2231
Author(s) : Yoneyama K , Xie X , Kisugi T , Nomura T , Nakatani Y , Akiyama K , McErlean CSP
Ref : J Exp Bot , 69 :2231 , 2018
PubMedID: 29522151

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
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
PubMedID: 28215609

Title : Carlactone-type strigolactones and their synthetic analogues as inducers of hyphal branching in arbuscular mycorrhizal fungi - Mori_2016_Phytochemistry_130_90
Author(s) : Mori N , Nishiuma K , Sugiyama T , Hayashi H , Akiyama K
Ref : Phytochemistry , 130 :90 , 2016
PubMedID: 27264641

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
PubMedID: 25425668
Gene_locus related to this paper: arath-AtD14