Hydroxy-D-ring

a reaction product of strigolactones (SL), D-ring is trapped in the catalytic cavity of D14. Strigolactones (SL) are butenolide (D-ring) plant hormones with tricyclic lactone, that influence root branching leaf shape and senescence. Also product of hydrolysis of synthetic GR24

General

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

Chemical_Nomenclature : (5R)-5-hydroxy-3-methyloxolan-2-one || (2S)-2-hydroxy-4-methyl-2H-furan-5-one

Canonical SMILES : CC1CC(OC1=O)O || CC1=CC(OC1=O)O

InChI : InChI=1S\/C5H8O3\/c1-3-2-4(6)8-5(3)7\/h3-4,6H,2H2,1H3\/t3?,4-\/m1\/s1 || InChI=1S\/C5H6O3\/c1-3-2-4(6)8-5(3)7\/h2,4,6H,1H3\/t4-\/m0\/s1

InChIKey : ATFSUVUJMKALFI-SRBOSORUSA-N || HQIZYPQNJWENRT-BYPYZUCNSA-N

Other name(s) : (5r)-5-Hydroxy-3-Methylfuran-2(5h)-One  ||  5-hydroxy-3-methylbutenolide  ||  D-OH  ||  hydroxy D-ring  ||  H3M  ||  (5S)-5-hydroxy-3-methylfuran-2(5H)-one  ||  SCHEMBL14731971  ||  (S)-5-Hydroxy-3-methylfuran-2(5H)-one  ||  VTY


MW : 116.11

Formula : C5H8O3

CAS_number : 1932127-71-3

PubChem : 71741429,    89419060

UniChem : ATFSUVUJMKALFI-SRBOSORUSA-N,    HQIZYPQNJWENRT-BYPYZUCNSA-N

Target

Families : Hydroxy-D-ring ligand of proteins in family
RsbQ-like Plant_carboxylesterase

Structure :
8VCD 7K38 3WIO

Protein :
orysj-Q10QA5 pea-RMS3 arath-AT5G62180 arath-CXE15

References (4)

Title : Structural insights into strigolactone catabolism by carboxylesterases reveal a conserved conformational regulation - Palayam_2024_Nat.Commun_15_6500
Author(s) : Palayam M , Yan L , Nagalakshmi U , Gilio AK , Cornu D , Boyer FD , Dinesh-Kumar SP , Shabek N
Ref : Nat Commun , 15 :6500 , 2024
Abstract :
PubMedSearch : Palayam_2024_Nat.Commun_15_6500
PubMedID: 39090154

Title : Structural and functional analyses explain Pea KAI2 receptor diversity and reveal stereoselective catalysis during signal perception - Guercio_2022_Commun.Biol_5_126
Author(s) : Guercio AM , Torabi S , Cornu D , Dalmais M , Bendahmane A , Le Signor C , Pillot JP , Le Bris P , Boyer FD , Rameau C , Gutjahr C , de Saint Germain A , Shabek N
Ref : Commun Biol , 5 :126 , 2022
Abstract :
PubMedSearch : Guercio_2022_Commun.Biol_5_126
PubMedID: 35149763
Gene_locus related to this paper: pea-KAI2A , pea-KAI2B

Title : An histidine covalent receptor and butenolide complex mediates strigolactone perception - de Saint Germain_2016_Nat.Chem.Biol_12_787
Author(s) : de Saint Germain A , Clave G , Badet-Denisot MA , Pillot JP , Cornu D , Le Caer JP , Burger M , Pelissier F , Retailleau P , Turnbull C , Bonhomme S , Chory J , Rameau C , Boyer FD
Ref : Nat Chemical Biology , 12 :787 , 2016
Abstract :
PubMedSearch : de Saint Germain_2016_Nat.Chem.Biol_12_787
PubMedID: 27479744
Gene_locus related to this paper: pea-RMS3

Title : Molecular mechanism of strigolactone perception by DWARF14 - Nakamura_2013_Nat.Commun_4_2613
Author(s) : Nakamura H , Xue YL , Miyakawa T , Hou F , Qin HM , Fukui K , Shi X , Ito E , Ito S , Park SH , Miyauchi Y , Asano A , Totsuka N , Ueda T , Tanokura M , Asami T
Ref : Nat Commun , 4 :2613 , 2013
Abstract :
PubMedSearch : Nakamura_2013_Nat.Commun_4_2613
PubMedID: 24131983
Gene_locus related to this paper: orysj-Q10QA5