Orobanchol

General

Type : Plant hormone || Strigolactone || Strigolactone receptors ligand || Natural

Chemical_Nomenclature : (3E,3aS,4S,8bS)-4-hydroxy-8,8-dimethyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-3a,4,5,6,7,8b-hexahydroindeno[1,2-b]furan-2-one

Canonical SMILES : CC1=CC(OC1=O)OC=C2C3C(C4=C(C3OC2=O)C(CCC4)(C)C)O

InChI : InChI=1S\/C19H22O6\/c1-9-7-12(24-17(9)21)23-8-11-13-15(20)10-5-4-6-19(2,3)14(10)16(13)25-18(11)22\/h7-8,12-13,15-16,20H,4-6H2,1-3H3\/b11-8+\/t12-,13+,15-,16+\/m1\/s1

InChIKey : CDBBMEYPRMUMTR-RZXXLYMMSA-N

Other name(s) : (+)-orobanchol,     CHEMBL2270919,     SCHEMBL13857704


MW : 346.4

Formula : C19H22O6

CAS_number : 220493-65-2

PubChem :

UniChem :

Iuphar :

Target

References (13)

Title : Structure Elucidation and Biosynthesis of Orobanchol - Wakabayashi_2022_Front.Plant.Sci_13_835160
Author(s) : Wakabayashi T , Ueno K , Sugimoto Y
Ref : Front Plant Sci , 13 :835160 , 2022
Abstract : Wakabayashi_2022_Front.Plant.Sci_13_835160
ESTHER : Wakabayashi_2022_Front.Plant.Sci_13_835160
PubMedSearch : Wakabayashi_2022_Front.Plant.Sci_13_835160
PubMedID: 35222492

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 : Galili_2021_Plants.(Basel)_10_
ESTHER : Galili_2021_Plants.(Basel)_10_
PubMedSearch : Galili_2021_Plants.(Basel)_10_
PubMedID: 34961023

Title : Catabolism of strigolactones by a carboxylesterase - Xu_2021_Nat.Plants_7_1495
Author(s) : Xu E , Chai L , Zhang S , Yu R , Zhang X , Xu C , Hu Y
Ref : Nat Plants , 7 :1495 , 2021
Abstract : Xu_2021_Nat.Plants_7_1495
ESTHER : Xu_2021_Nat.Plants_7_1495
PubMedSearch : Xu_2021_Nat.Plants_7_1495
PubMedID: 34764442
Gene_locus related to this paper: arath-CXE15

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 : Rial_2019_Phytochem.Anal_30_110
ESTHER : Rial_2019_Phytochem.Anal_30_110
PubMedSearch : Rial_2019_Phytochem.Anal_30_110
PubMedID: 30280444

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
Abstract : Wakabayashi_2019_Sci.Adv_5_eaax9067
ESTHER : Wakabayashi_2019_Sci.Adv_5_eaax9067
PubMedSearch : Wakabayashi_2019_Sci.Adv_5_eaax9067
PubMedID: 32064317

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 : Fernandez-Aparicio_2014_J.Agric.Food.Chem_62_7063
ESTHER : Fernandez-Aparicio_2014_J.Agric.Food.Chem_62_7063
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 : Xie_2013_Mol.Plant_6_153
ESTHER : Xie_2013_Mol.Plant_6_153
PubMedSearch : Xie_2013_Mol.Plant_6_153
PubMedID: 23204500

Title : A petunia ABC protein controls strigolactone-dependent symbiotic signalling and branching - Kretzschmar_2012_Nature_483_341
Author(s) : Kretzschmar T , Kohlen W , Sasse J , Borghi L , Schlegel M , Bachelier JB , Reinhardt D , Bours R , Bouwmeester HJ , Martinoia E
Ref : Nature , 483 :341 , 2012
Abstract : Kretzschmar_2012_Nature_483_341
ESTHER : Kretzschmar_2012_Nature_483_341
PubMedSearch : Kretzschmar_2012_Nature_483_341
PubMedID: 22398443

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 : Ueno_2011_J.Agric.Food.Chem_59_10485
ESTHER : Ueno_2011_J.Agric.Food.Chem_59_10485
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 : Kohlen_2011_Plant.Physiol_155_974
ESTHER : Kohlen_2011_Plant.Physiol_155_974
PubMedSearch : Kohlen_2011_Plant.Physiol_155_974
PubMedID: 21119045

Title : Aromatic A-ring analogues of orobanchol, new germination stimulants for seeds of parasitic weeds - Malik_2011_Org.Biomol.Chem_9_2286
Author(s) : Malik H , Kohlen W , Jamil M , Rutjes FP , Zwanenburg B
Ref : Org Biomol Chem , 9 :2286 , 2011
Abstract : Malik_2011_Org.Biomol.Chem_9_2286
ESTHER : Malik_2011_Org.Biomol.Chem_9_2286
PubMedSearch : Malik_2011_Org.Biomol.Chem_9_2286
PubMedID: 21321762

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 : 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 : Yoneyama_2008_New.Phytol_179_484
ESTHER : Yoneyama_2008_New.Phytol_179_484
PubMedSearch : Yoneyama_2008_New.Phytol_179_484
PubMedID: 19086293