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

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  ||  CHEBI:81466  ||  C18037  ||  5DS  ||  5-DS


MW : 330.37

Formula : C19H22O5

CAS_number :

PubChem : 15102684

UniChem : QXTUQXRFEBHUBA-DYLOANJQSA-N

Wikipedia : Strigolactone

Target

Structures : No structure

Families : RsbQ-like, Plant_carboxylesterase

References (6)

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 :
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 :
PubMedSearch : Rial_2019_Phytochem.Anal_30_110
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
Abstract :
PubMedSearch : Uraguchi_2018_Science_362_1301
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
Abstract :
PubMedSearch : Scaffidi_2014_Plant.Physiol_165_1221
PubMedID: 24808100

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 : 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