Orobanchyl-acetate

General

Type : Butenolide, Strigolactone receptors ligand

Chemical_Nomenclature : [(3E,3aR,4R,8bR)-8,8-dimethyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-2-oxo-3a,4,5,6,7,8b-hexahydroindeno[1,2-b]furan-4-yl] acetate

Canonical SMILES : CC1=CC(OC1=O)OC=C2C3C(C4=C(C3OC(=O)C)CCCC4(C)C)OC2=O

InChI : InChI=1S\/C21H24O7\/c1-10-8-14(27-19(10)23)25-9-13-15-17(26-11(2)22)12-6-5-7-21(3,4)16(12)18(15)28-20(13)24\/h8-9,14-15,17-18H,5-7H2,1-4H3\/b13-9+\/t14-,15-,17+,18-\/m1\/s1

InChIKey : DLRIUVHQJRZTMZ-PLPBJLQDSA-N

Other name(s) : Orobanchyl acetate  ||  KDR5EQ1GKY  ||  UNII-KDR5EQ1GKY  ||  C09059  ||  SCHEMBL13857722


MW : 388.4

Formula : C21H24O7

CAS_number :

PubChem : 54754035

UniChem : DLRIUVHQJRZTMZ-PLPBJLQDSA-N

Target

Structures : No structure

Families : RsbQ-like

References (12)

Title : Characterization of a Chickpea Mutant Resistant to Phelipanche aegyptiaca Pers. and Orobanche crenata Forsk - Galili_2021_Plants.(Basel)_10_
Author(s) : Galili S , Hershenhorn J , Smirnov E , Yoneyama K , Xie X , Amir-Segev O , Bellalou A , Dor E
Ref : Plants (Basel) , 10 : , 2021
Abstract :
PubMedSearch : Galili_2021_Plants.(Basel)_10_
PubMedID: 34961023

Title : A new UHPLC-MS\/MS method for the direct determination of strigolactones in root exudates and extracts - Rial_2019_Phytochem.Anal_30_110
Author(s) : Rial C , Varela RM , Molinillo JMG , Lopez-Raez JA , Macias FA
Ref : Phytochem Anal , 30 :110 , 2019
Abstract :
PubMedSearch : Rial_2019_Phytochem.Anal_30_110
PubMedID: 30280444

Title : Validated Method for Strigolactone Quantification by Ultra High-Performance Liquid Chromatography - Electrospray Ionisation Tandem Mass Spectrometry Using Novel Deuterium Labelled Standards - Boutet-Mercey_2018_Phytochem.Anal_29_59
Author(s) : Boutet-Mercey S , Perreau F , Roux A , Clave G , Pillot JP , Schmitz-Afonso I , Touboul D , Mouille G , Rameau C , Boyer FD
Ref : Phytochem Anal , 29 :59 , 2018
Abstract :
PubMedSearch : Boutet-Mercey_2018_Phytochem.Anal_29_59
PubMedID: 28851101

Title : Photomodulation of strigolactone biosynthesis and accumulation during sunflower seedling growth - Bharti_2015_Plant.Signal.Behav_10_e1049792
Author(s) : Bharti N , Tripathi S , Bhatla SC
Ref : Plant Signal Behav , 10 :e1049792 , 2015
Abstract :
PubMedSearch : Bharti_2015_Plant.Signal.Behav_10_e1049792
PubMedID: 26252191

Title : Low strigolactone root exudation: a novel mechanism of broomrape (Orobanche and Phelipanche spp.) resistance available for faba bean breeding - Fernandez-Aparicio_2014_J.Agric.Food.Chem_62_7063
Author(s) : Fernandez-Aparicio M , Kisugi T , Xie X , Rubiales D , Yoneyama K
Ref : Journal of Agricultural and Food Chemistry , 62 :7063 , 2014
Abstract :
PubMedSearch : Fernandez-Aparicio_2014_J.Agric.Food.Chem_62_7063
PubMedID: 24974726

Title : Confirming stereochemical structures of strigolactones produced by rice and tobacco - Xie_2013_Mol.Plant_6_153
Author(s) : Xie X , Yoneyama K , Kisugi T , Uchida K , Ito S , Akiyama K , Hayashi H , Yokota T , Nomura T
Ref : Mol Plant , 6 :153 , 2013
Abstract :
PubMedSearch : Xie_2013_Mol.Plant_6_153
PubMedID: 23204500

Title : Tomato strigolactones: a more detailed look - Kohlen_2013_Plant.Signal.Behav_8_e22785
Author(s) : Kohlen W , Charnikhova T , Bours R , Lopez-Raez JA , Bouwmeester H
Ref : Plant Signal Behav , 8 :e22785 , 2013
Abstract :
PubMedSearch : Kohlen_2013_Plant.Signal.Behav_8_e22785
PubMedID: 23221743

Title : Ent-2'-epi-Orobanchol and its acetate, as germination stimulants for Striga gesnerioides seeds isolated from cowpea and red clover - Ueno_2011_J.Agric.Food.Chem_59_10485
Author(s) : Ueno K , Nomura S , Muranaka S , Mizutani M , Takikawa H , Sugimoto Y
Ref : Journal of Agricultural and Food Chemistry , 59 :10485 , 2011
Abstract :
PubMedSearch : Ueno_2011_J.Agric.Food.Chem_59_10485
PubMedID: 21899364

Title : Strigolactones are transported through the xylem and play a key role in shoot architectural response to phosphate deficiency in nonarbuscular mycorrhizal host Arabidopsis - Kohlen_2011_Plant.Physiol_155_974
Author(s) : Kohlen W , Charnikhova T , Liu Q , Bours R , Domagalska MA , Beguerie S , Verstappen F , Leyser O , Bouwmeester H , Ruyter-Spira C
Ref : Plant Physiol , 155 :974 , 2011
Abstract :
PubMedSearch : Kohlen_2011_Plant.Physiol_155_974
PubMedID: 21119045

Title : Lupin pyranoisoflavones inhibiting hyphal development in arbuscular mycorrhizal fungi - Akiyama_2010_Phytochemistry_71_1865
Author(s) : Akiyama K , Tanigawa F , Kashihara T , Hayashi H
Ref : Phytochemistry , 71 :1865 , 2010
Abstract :
PubMedSearch : Akiyama_2010_Phytochemistry_71_1865
PubMedID: 20813384

Title : 7-Oxoorobanchyl acetate and 7-Oxoorobanchol as germination stimulants for root parasitic plants from flax (Linum usitatissimum) - Xie_2009_Biosci.Biotechnol.Biochem_73_1367
Author(s) : Xie X , Yoneyama K , Kurita JY , Harada Y , Yamada Y , Takeuchi Y
Ref : Biosci Biotechnol Biochem , 73 :1367 , 2009
Abstract :
PubMedSearch : Xie_2009_Biosci.Biotechnol.Biochem_73_1367
PubMedID: 19502732

Title : Strigolactones, host recognition signals for root parasitic plants and arbuscular mycorrhizal fungi, from Fabaceae plants - Yoneyama_2008_New.Phytol_179_484
Author(s) : Yoneyama K , Xie X , Sekimoto H , Takeuchi Y , Ogasawara S , Akiyama K , Hayashi H
Ref : New Phytol , 179 :484 , 2008
Abstract :
PubMedSearch : Yoneyama_2008_New.Phytol_179_484
PubMedID: 19086293