Strigol

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. Strigol induces germination of the facultative parasitic plant Phtheirospermum japonicum in the absence of nitrate ions

General

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

Chemical_Nomenclature : (3E,3aR,5S,8bS)-5-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=C2C3CC4=C(C3OC2=O)C(CCC4O)(C)C

InChI : InChI=1S\/C19H22O6\/c1-9-6-14(24-17(9)21)23-8-12-10-7-11-13(20)4-5-19(2,3)15(11)16(10)25-18(12)22\/h6,8,10,13-14,16,20H,4-5,7H2,1-3H3\/b12-8+\/t10-,13+,14-,16+\/m1\/s1

InChIKey : VOFXXOPWCBSPAA-KCNJUGRMSA-N

Other name(s) : (+)-strigol  ||  CHEBI:9290  ||  (3E,3aR,5S,8bS)-5-hydroxy-8,8-dimethyl-3-({[(2R)-4-methyl-5-oxo-2,5-dihydrofuran-2-yl]oxy}methylene)-3,3a,4,5,6,7,8,8b-octahydro-2H-indeno[1,2-b]furan-2-one  ||  AC1NQYET


MW : 346.37

Formula : C19H22O6

CAS_number : 11017-56-4

PubChem : 5281396

UniChem : VOFXXOPWCBSPAA-KCNJUGRMSA-N

Wikipedia : Strigolactone

Target

Structures : No structure

Families : RsbQ-like

References (21)

Title : Strigol induces germination of the facultative parasitic plant Phtheirospermum japonicum in the absence of nitrate ions - Ogawa_2022_Plant.Signal.Behav_17_2114647
Author(s) : Ogawa S , Shirasu K
Ref : Plant Signal Behav , 17 :2114647 , 2022
Abstract :
PubMedSearch : Ogawa_2022_Plant.Signal.Behav_17_2114647
PubMedID: 35993137

Title : Strigolactones are chemoattractants for host tropism in Orobanchaceae parasitic plants - Ogawa_2022_Nat.Commun_13_4653
Author(s) : Ogawa S , Cui S , White ARF , Nelson DC , Yoshida S , Shirasu K
Ref : Nat Commun , 13 :4653 , 2022
Abstract :
PubMedSearch : Ogawa_2022_Nat.Commun_13_4653
PubMedID: 35970835

Title : Strigol induces germination of the facultative parasitic plant Phtheirospermum japonicum in the absence of nitrate ions - Ogawa_2022_Plant.Signal.Behav_17_2114647
Author(s) : Ogawa S , Shirasu K
Ref : Plant Signal Behav , 17 :2114647 , 2022
Abstract :
PubMedSearch : Ogawa_2022_Plant.Signal.Behav_17_2114647
PubMedID: 35993137

Title : Strigolactones are chemoattractants for host tropism in Orobanchaceae parasitic plants - Ogawa_2022_Nat.Commun_13_4653
Author(s) : Ogawa S , Cui S , White ARF , Nelson DC , Yoshida S , Shirasu K
Ref : Nat Commun , 13 :4653 , 2022
Abstract :
PubMedSearch : Ogawa_2022_Nat.Commun_13_4653
PubMedID: 35970835

Title : Strigol induces germination of the facultative parasitic plant Phtheirospermum japonicum in the absence of nitrate ions - Ogawa_2022_Plant.Signal.Behav_17_2114647
Author(s) : Ogawa S , Shirasu K
Ref : Plant Signal Behav , 17 :2114647 , 2022
Abstract :
PubMedSearch : Ogawa_2022_Plant.Signal.Behav_17_2114647
PubMedID: 35993137

Title : Strigolactones are chemoattractants for host tropism in Orobanchaceae parasitic plants - Ogawa_2022_Nat.Commun_13_4653
Author(s) : Ogawa S , Cui S , White ARF , Nelson DC , Yoshida S , Shirasu K
Ref : Nat Commun , 13 :4653 , 2022
Abstract :
PubMedSearch : Ogawa_2022_Nat.Commun_13_4653
PubMedID: 35970835

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 : Bioconversion of 5-deoxystrigol stereoisomers to monohydroxylated strigolactones by plants - Ueno_2018_J.Pestic.Sci_43_198
Author(s) : Ueno K , Nakashima H , Mizutani M , Takikawa H , Sugimoto Y
Ref : J Pestic Sci , 43 :198 , 2018
Abstract :
PubMedSearch : Ueno_2018_J.Pestic.Sci_43_198
PubMedID: 30363087

Title : Bioconversion of 5-deoxystrigol stereoisomers to monohydroxylated strigolactones by plants - Ueno_2018_J.Pestic.Sci_43_198
Author(s) : Ueno K , Nakashima H , Mizutani M , Takikawa H , Sugimoto Y
Ref : J Pestic Sci , 43 :198 , 2018
Abstract :
PubMedSearch : Ueno_2018_J.Pestic.Sci_43_198
PubMedID: 30363087

Title : Bioconversion of 5-deoxystrigol stereoisomers to monohydroxylated strigolactones by plants - Ueno_2018_J.Pestic.Sci_43_198
Author(s) : Ueno K , Nakashima H , Mizutani M , Takikawa H , Sugimoto Y
Ref : J Pestic Sci , 43 :198 , 2018
Abstract :
PubMedSearch : Ueno_2018_J.Pestic.Sci_43_198
PubMedID: 30363087

Title : The preparation of synthetic analogues of strigol - Johnson_1981_J.Chem.Soc.Perkin.1__1734
Author(s) : Johnson AW , Gowda G , Wassanali A , Knox J , Monaco S , Razawi Z , Roseberry G
Ref : J Chem Soc Perkin 1 :1734 , 1981
Abstract :
PubMedSearch : Johnson_1981_J.Chem.Soc.Perkin.1__1734
PubMedID:

Title : The preparation of synthetic analogues of strigol - Johnson_1981_J.Chem.Soc.Perkin.1__1734
Author(s) : Johnson AW , Gowda G , Wassanali A , Knox J , Monaco S , Razawi Z , Roseberry G
Ref : J Chem Soc Perkin 1 :1734 , 1981
Abstract :
PubMedSearch : Johnson_1981_J.Chem.Soc.Perkin.1__1734
PubMedID:

Title : The preparation of synthetic analogues of strigol - Johnson_1981_J.Chem.Soc.Perkin.1__1734
Author(s) : Johnson AW , Gowda G , Wassanali A , Knox J , Monaco S , Razawi Z , Roseberry G
Ref : J Chem Soc Perkin 1 :1734 , 1981
Abstract :
PubMedSearch : Johnson_1981_J.Chem.Soc.Perkin.1__1734
PubMedID:

Title : Germination stimulants .2. Structure of strigol - potent seed-germination stimulant for witchweed (Striga-Lutea lour) - Cook_1972_J.Am.Chem.Soc_94_6198
Author(s) : Cook CE , Coggon P , Mcphail AT , Wall ME , Whichard LP , Egley GH , Luhan PA
Ref : Journal of the American Chemical Society , 94 :6198 , 1972
Abstract :
PubMedSearch : Cook_1972_J.Am.Chem.Soc_94_6198
PubMedID:

Title : Germination stimulants .2. Structure of strigol - potent seed-germination stimulant for witchweed (Striga-Lutea lour) - Cook_1972_J.Am.Chem.Soc_94_6198
Author(s) : Cook CE , Coggon P , Mcphail AT , Wall ME , Whichard LP , Egley GH , Luhan PA
Ref : Journal of the American Chemical Society , 94 :6198 , 1972
Abstract :
PubMedSearch : Cook_1972_J.Am.Chem.Soc_94_6198
PubMedID:

Title : Germination stimulants .2. Structure of strigol - potent seed-germination stimulant for witchweed (Striga-Lutea lour) - Cook_1972_J.Am.Chem.Soc_94_6198
Author(s) : Cook CE , Coggon P , Mcphail AT , Wall ME , Whichard LP , Egley GH , Luhan PA
Ref : Journal of the American Chemical Society , 94 :6198 , 1972
Abstract :
PubMedSearch : Cook_1972_J.Am.Chem.Soc_94_6198
PubMedID:

Title : Germination of Witchweed (Striga lutea Lour.): Isolation and Properties of a Potent Stimulant - Cook_1966_Science_154_1189
Author(s) : Cook CE , Whichard LP , Turner B , Wall ME , Egley GH
Ref : Science , 154 :1189 , 1966
Abstract :
PubMedSearch : Cook_1966_Science_154_1189
PubMedID: 17780042

Title : Germination of Witchweed (Striga lutea Lour.): Isolation and Properties of a Potent Stimulant - Cook_1966_Science_154_1189
Author(s) : Cook CE , Whichard LP , Turner B , Wall ME , Egley GH
Ref : Science , 154 :1189 , 1966
Abstract :
PubMedSearch : Cook_1966_Science_154_1189
PubMedID: 17780042

Title : Germination of Witchweed (Striga lutea Lour.): Isolation and Properties of a Potent Stimulant - Cook_1966_Science_154_1189
Author(s) : Cook CE , Whichard LP , Turner B , Wall ME , Egley GH
Ref : Science , 154 :1189 , 1966
Abstract :
PubMedSearch : Cook_1966_Science_154_1189
PubMedID: 17780042