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 (27)
| 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 : 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 : 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 : 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 |
| Abstract : |
| PubMedSearch : Iseki_2018_J.Exp.Bot_69_2305 |
| PubMedID: 29294064 |
| 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 |
| Abstract : |
| PubMedSearch : Uraguchi_2018_Science_362_1301 |
| PubMedID: 30545887 |
| 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 |
| Abstract : |
| PubMedSearch : Iseki_2018_J.Exp.Bot_69_2305 |
| PubMedID: 29294064 |
| 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 |
| Abstract : |
| PubMedSearch : Uraguchi_2018_Science_362_1301 |
| PubMedID: 30545887 |
| 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 |
| Abstract : |
| PubMedSearch : Uraguchi_2018_Science_362_1301 |
| PubMedID: 30545887 |
| 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 |
| Abstract : |
| PubMedSearch : Iseki_2018_J.Exp.Bot_69_2305 |
| PubMedID: 29294064 |
| 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 : 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 : 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 : 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 |
| Abstract : |
| PubMedSearch : Scaffidi_2014_Plant.Physiol_165_1221 |
| PubMedID: 24808100 |
| 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 |
| Abstract : |
| PubMedSearch : Scaffidi_2014_Plant.Physiol_165_1221 |
| PubMedID: 24808100 |
| 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 |
| Abstract : |
| PubMedSearch : Scaffidi_2014_Plant.Physiol_165_1221 |
| 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 |
| Abstract : |
| PubMedSearch : Arite_2009_Plant.Cell.Physiol_50_1416 |
| PubMedID: 19542179 |
| Gene_locus related to this paper: orysj-Q10QA5 |
| 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 |
| Abstract : |
| PubMedSearch : Arite_2009_Plant.Cell.Physiol_50_1416 |
| PubMedID: 19542179 |
| Gene_locus related to this paper: orysj-Q10QA5 |
| 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 |
| Abstract : |
| PubMedSearch : Arite_2009_Plant.Cell.Physiol_50_1416 |
| 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 |
| Abstract : |
| PubMedSearch : Yoneyama_2008_New.Phytol_179_484 |
| PubMedID: 19086293 |
| 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 |
| 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 |
| Abstract : |
| PubMedSearch : Umehara_2008_Nature_455_195 |
| PubMedID: 18690207 |
| 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 |
| 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 |
| Abstract : |
| PubMedSearch : Umehara_2008_Nature_455_195 |
| PubMedID: 18690207 |
| 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 |
| Abstract : |
| PubMedSearch : Umehara_2008_Nature_455_195 |
| 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 |
| Abstract : |
| PubMedSearch : Akiyama_2005_Nature_435_824 |
| PubMedID: 15944706 |
| 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 |
| Abstract : |
| PubMedSearch : Akiyama_2005_Nature_435_824 |
| PubMedID: 15944706 |
| 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 |
| Abstract : |
| PubMedSearch : Akiyama_2005_Nature_435_824 |
| PubMedID: 15944706 |