5-Deoxystrigol

Strigolactones (SL) are butenolide plant hormones with tricyclic lactone, that influence root branching leaf shape and senescence. Karrikins (KAR) are different butenolide molecules produced during wildfires in smoke and deposited on soil surface. They are absorbed by seeds and activate germination. KAI2 and D14 are paralogous alpha/beta hydrolase receptors respectively for KARs and SLs they belong to the RsbQ-like family. KAI2 (KARRIKIN-INSENSITVE-2) and D14 (DWARF14) are both receptors and enzymes. 5-Deoxystrigol is the most potent commercially available germination stimulant for Striga. 2'-epi-5-Deoxystrigol, ent-2'-epi-5-Deoxystrigol, ent-5-Deoxystrigol, are natural isomers of 5-Deoxystrigol found in root exudates from rice root (Xie et al. 2013)

General

Type : Plant hormone, Strigolactone, Strigolactone receptors ligand, Natural, Inden

Chemical_Nomenclature : (3E,3aR,8bS)-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=C2C3CC4=C(C3OC2=O)C(CCC4)(C)C

InChI : InChI=1S\/C19H22O5\/c1-10-7-14(23-17(10)20)22-9-13-12-8-11-5-4-6-19(2,3)15(11)16(12)24-18(13)21\/h7,9,12,14,16H,4-6,8H2,1-3H3\/b13-9+\/t12-,14-,16+\/m1\/s1

InChIKey : QXTUQXRFEBHUBA-DYLOANJQSA-N

Other name(s) : (+)-5-deoxystrigol, SCHEMBL13857721, 5-deoxy-strigol, CHEBI:81466, C18037, 5DS, 5-DS


MW : 330.37

Formula : C19H22O5

CAS_number :

PubChem : 15102684

UniChem : QXTUQXRFEBHUBA-DYLOANJQSA-N

Wikipedia : Strigolactone

Target

Families : 5-Deoxystrigol ligand of proteins in family
RsbQ-like

Protein :
arath-AT5G62180

References (7)

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
PubMedID: 30280444

Title : A femtomolar-range suicide germination stimulant for the parasitic plant Striga hermonthica - Uraguchi_2018_Science_362_1301
Author(s) : Uraguchi D , Kuwata K , Hijikata Y , Yamaguchi R , Imaizumi H , Am S , Rakers C , Mori N , Akiyama K , Irle S , McCourt P , Kinoshita T , Ooi T , Tsuchiya Y
Ref : Science , 362 :1301 , 2018
PubMedID: 30545887

Title : Strigolactone Hormones and Their Stereoisomers Signal through Two Related Receptor Proteins to Induce Different Physiological Responses in Arabidopsis - Scaffidi_2014_Plant.Physiol_165_1221
Author(s) : Scaffidi A , Waters MT , Sun YK , Skelton BW , Dixon KW , Ghisalberti EL , Flematti GR , Smith SM
Ref : Plant Physiol , 165 :1221 , 2014
PubMedID: 24808100

Title : d14, a strigolactone-insensitive mutant of rice, shows an accelerated outgrowth of tillers - Arite_2009_Plant.Cell.Physiol_50_1416
Author(s) : Arite T , Umehara M , Ishikawa S , Hanada A , Maekawa M , Yamaguchi S , Kyozuka J
Ref : Plant Cell Physiol , 50 :1416 , 2009
PubMedID: 19542179
Gene_locus related to this paper: orysj-Q10QA5

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
PubMedID: 19086293

Title : Inhibition of shoot branching by new terpenoid plant hormones - Umehara_2008_Nature_455_195
Author(s) : Umehara M , Hanada A , Yoshida S , Akiyama K , Arite T , Takeda-Kamiya N , Magome H , Kamiya Y , Shirasu K , Yoneyama K , Kyozuka J , Yamaguchi S
Ref : Nature , 455 :195 , 2008
PubMedID: 18690207

Title : Plant sesquiterpenes induce hyphal branching in arbuscular mycorrhizal fungi - Akiyama_2005_Nature_435_824
Author(s) : Akiyama K , Matsuzaki K , Hayashi H
Ref : Nature , 435 :824 , 2005
PubMedID: 15944706