Solanacol

General

Type : Strigolactone receptors ligand,Canonical strigolactone

Chemical_Nomenclature : (3E,3aR,4R,8bR)-4-hydroxy-7,8-dimethyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-4,8b-dihydro-3aH-indeno[1,2-b]furan-2-one

Canonical SMILES : CC1=C(C2=C(C=C1)C(C3C2OC(=O)C3=COC4C=C(C(=O)O4)C)O)C

InChI : InChI=1S\/C19H18O6\/c1-8-4-5-11-14(10(8)3)17-15(16(11)20)12(19(22)25-17)7-23-13-6-9(2)18(21)24-13\/h4-7,13,15-17,20H,1-3H3\/b12-7+\/t13-,15-,16+,17+\/m1\/s1

InChIKey : LFVSQVHIKFDYFI-ISGZTCCGSA-N

Other name(s) : UNII-8870D88Y8M,8870D88Y8M,(-)-Solanacol,SCHEMBL16203012


MW : 342.3

Formula : C19H18O6

CAS_number : 953389-72-5

PubChem : 102417064, 117672396, 131841610, 51041887

UniChem : LFVSQVHIKFDYFI-ISGZTCCGSA-N

IUPHAR :

Wikipedia :

Target

Families : Solanacol ligand of proteins in family: RsbQ-like

Stucture :

Protein :

References (18)

Title : The tomato cytochrome P450 CYP712G1 catalyses the double oxidation of orobanchol en route to the rhizosphere signalling strigolactone, solanacol - Wang_2022_New.Phytol__
Author(s) : Wang Y , Durairaj J , Suarez Duran HG , van Velzen R , Flokova K , Liao CY , Chojnacka A , MacFarlane S , Schranz ME , Medema MH , van Dijk ADJ , Dong L , Bouwmeester HJ
Ref : New Phytol , : , 2022
Abstract : Wang_2022_New.Phytol__
ESTHER : Wang_2022_New.Phytol__
PubMedSearch : Wang_2022_New.Phytol__
PubMedID: 35612785

Title : Noncanonical Strigolactone Analogues Highlight Selectivity for Stimulating Germination in Two Phelipanche ramosa Populations - Fornier_2022_J.Nat.Prod__
Author(s) : Fornier SD , de Saint Germain A , Retailleau P , Pillot JP , Taulera Q , Andna L , Miesch L , Rochange S , Pouvreau JB , Boyer FD
Ref : Journal of Natural Products , : , 2022
Abstract : Fornier_2022_J.Nat.Prod__
ESTHER : Fornier_2022_J.Nat.Prod__
PubMedSearch : Fornier_2022_J.Nat.Prod__
PubMedID: 35776904

Title : Phytochemical Study of Safflower Roots (Carthamus tinctorius) on the Induction of Parasitic Plant Germination and Weed Control - Rial_2020_J.Chem.Ecol_46_871
Author(s) : Rial C , Tome S , Varela RM , Molinillo JMG , Macias FA
Ref : J Chem Ecol , 46 :871 , 2020
Abstract : Rial_2020_J.Chem.Ecol_46_871
ESTHER : Rial_2020_J.Chem.Ecol_46_871
PubMedSearch : Rial_2020_J.Chem.Ecol_46_871
PubMedID: 32691372

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 : The tomato MAX1 homolog, SlMAX1, is involved in the biosynthesis of tomato strigolactones from carlactone - Zhang_2018_New.Phytol_219_297
Author(s) : Zhang Y , Cheng X , Wang Y , Diez-Simon C , Flokova K , Bimbo A , Bouwmeester HJ , Ruyter-Spira C
Ref : New Phytol , 219 :297 , 2018
Abstract : Zhang_2018_New.Phytol_219_297
ESTHER : Zhang_2018_New.Phytol_219_297
PubMedSearch : Zhang_2018_New.Phytol_219_297
PubMedID: 29655242

Title : Enantioselective total synthesis and biological evaluation of (-)-solanacol - Bromhead_2018_Org.Biomol.Chem_16_5500
Author(s) : Bromhead LJ , Norman AR , Snowden KC , Janssen BJ , McErlean CSP
Ref : Org Biomol Chem , 16 :5500 , 2018
Abstract : Bromhead_2018_Org.Biomol.Chem_16_5500
ESTHER : Bromhead_2018_Org.Biomol.Chem_16_5500
PubMedSearch : Bromhead_2018_Org.Biomol.Chem_16_5500
PubMedID: 30027185

Title : Low Infection of Phelipanche aegyptiaca in Micro-Tom Mutants Deficient in CAROTENOIDCLEAVAGE DIOXYGENASE 8 - Hasegawa_2018_Int.J.Mol.Sci_19_
Author(s) : Hasegawa S , Tsutsumi T , Fukushima S , Okabe Y , Saito J , Katayama M , Shindo M , Yamada Y , Shimomura K , Yoneyama K , Akiyama K , Aoki K , Ariizumi T , Ezura H , Yamaguchi S , Umehara M
Ref : Int J Mol Sci , 19 : , 2018
Abstract : Hasegawa_2018_Int.J.Mol.Sci_19_
ESTHER : Hasegawa_2018_Int.J.Mol.Sci_19_
PubMedSearch : Hasegawa_2018_Int.J.Mol.Sci_19_
PubMedID: 30200620

Title : A concise synthesis of optically active solanacol, the germination stimulant for seeds of root parasitic weeds - Kumagai_2015_Biosci.Biotechnol.Biochem_79_1240
Author(s) : Kumagai H , Fujiwara M , Kuse M , Takikawa H
Ref : Biosci Biotechnol Biochem , 79 :1240 , 2015
Abstract : Kumagai_2015_Biosci.Biotechnol.Biochem_79_1240
ESTHER : Kumagai_2015_Biosci.Biotechnol.Biochem_79_1240
PubMedSearch : Kumagai_2015_Biosci.Biotechnol.Biochem_79_1240
PubMedID: 25798895

Title : Palladium(II)-catalyzed intramolecular carboxypalladation-olefin insertion cascade: direct access to indeno[1,2-b]furan-2-ones - Vinoth_2015_Org.Biomol.Chem_13_5175
Author(s) : Vinoth P , Vivekanand T , Suryavanshi PA , Menendez JC , Sasai H , Sridharan V
Ref : Org Biomol Chem , 13 :5175 , 2015
Abstract : Vinoth_2015_Org.Biomol.Chem_13_5175
ESTHER : Vinoth_2015_Org.Biomol.Chem_13_5175
PubMedSearch : Vinoth_2015_Org.Biomol.Chem_13_5175
PubMedID: 25849414

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 : Structure and activity of strigolactones: new plant hormones with a rich future - Zwanenburg_2013_Mol.Plant_6_38
Author(s) : Zwanenburg B , Pospisil T
Ref : Mol Plant , 6 :38 , 2013
Abstract : Zwanenburg_2013_Mol.Plant_6_38
ESTHER : Zwanenburg_2013_Mol.Plant_6_38
PubMedSearch : Zwanenburg_2013_Mol.Plant_6_38
PubMedID: 23204499

Title : Tomato strigolactones: a more detailed look - Kohlen_2013_Plant.Signal.Behav_8_e22785
Author(s) : Kohlen W , Charnikhova T , Bours R , Lopez-Raez JA , Bouwmeester H
Ref : Plant Signal Behav , 8 :e22785 , 2013
Abstract : Kohlen_2013_Plant.Signal.Behav_8_e22785
ESTHER : Kohlen_2013_Plant.Signal.Behav_8_e22785
PubMedSearch : Kohlen_2013_Plant.Signal.Behav_8_e22785
PubMedID: 23221743

Title : Synthetic studies on the solanacol ABC ring system by cation-initiated cascade cyclization: implications for strigolactone biosynthesis - Chojnacka_2011_Org.Biomol.Chem_9_5350
Author(s) : Chojnacka K , Santoro S , Awartani R , Richards NG , Himo F , Aponick A
Ref : Org Biomol Chem , 9 :5350 , 2011
Abstract : Chojnacka_2011_Org.Biomol.Chem_9_5350
ESTHER : Chojnacka_2011_Org.Biomol.Chem_9_5350
PubMedSearch : Chojnacka_2011_Org.Biomol.Chem_9_5350
PubMedID: 21706088

Title : Strigolactone deficiency confers resistance in tomato line SL-ORT1 to the parasitic weeds Phelipanche and Orobanche spp - Dor_2011_Phytopathology_101_213
Author(s) : Dor E , Yoneyama K , Wininger S , Kapulnik Y , Koltai H , Xie X , Hershenhorn J
Ref : Phytopathology , 101 :213 , 2011
Abstract : Dor_2011_Phytopathology_101_213
ESTHER : Dor_2011_Phytopathology_101_213
PubMedSearch : Dor_2011_Phytopathology_101_213
PubMedID: 20942651

Title : Stereochemistry, total synthesis, and biological evaluation of the new plant hormone solanacol -
Author(s) : Chen VX , Boyer FD , Rameau C , Retailleau P , Vors JP , Beau JM
Ref : Chemistry , 16 :13941 , 2010
PubMedID: 21108265

Title : A tomato strigolactone-impaired mutant displays aberrant shoot morphology and plant interactions - Koltai_2010_J.Exp.Bot_61_1739
Author(s) : Koltai H , LekKala SP , Bhattacharya C , Mayzlish-Gati E , Resnick N , Wininger S , Dor E , Yoneyama K , Hershenhorn J , Joel DM , Kapulnik Y
Ref : J Exp Bot , 61 :1739 , 2010
Abstract : Koltai_2010_J.Exp.Bot_61_1739
ESTHER : Koltai_2010_J.Exp.Bot_61_1739
PubMedSearch : Koltai_2010_J.Exp.Bot_61_1739
PubMedID: 20194924

Title : Tomato strigolactones are derived from carotenoids and their biosynthesis is promoted by phosphate starvation - Lopez-Raez_2008_New.Phytol_178_863
Author(s) : Lopez-Raez JA , Charnikhova T , Gomez-Roldan V , Matusova R , Kohlen W , De Vos R , Verstappen F , Puech-Pages V , Becard G , Mulder P , Bouwmeester H
Ref : New Phytol , 178 :863 , 2008
Abstract : Lopez-Raez_2008_New.Phytol_178_863
ESTHER : Lopez-Raez_2008_New.Phytol_178_863
PubMedSearch : Lopez-Raez_2008_New.Phytol_178_863
PubMedID: 18346111

Title : 2'-epi-orobanchol and solanacol, two unique strigolactones, germination stimulants for root parasitic weeds, produced by tobacco - Xie_2007_J.Agric.Food.Chem_55_8067
Author(s) : Xie X , Kusumoto D , Takeuchi Y , Yoneyama K , Yamada Y
Ref : Journal of Agricultural and Food Chemistry , 55 :8067 , 2007
Abstract : Xie_2007_J.Agric.Food.Chem_55_8067
ESTHER : Xie_2007_J.Agric.Food.Chem_55_8067
PubMedSearch : Xie_2007_J.Agric.Food.Chem_55_8067
PubMedID: 17803261