Rocaglate-Derived-beta-Lactone-5
Flavaglines, specifically rocaglate derivatives, are cyclopenta[b]benzofuran natural products isolated from the genus Aglaia. Here methyl rocaglate is modified to form a beta-lactone
General
Type : Lactone,Benzofuran
Chemical_Nomenclature : (1S,9R,10S,11R,14R)-1-hydroxy-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-8,13-dioxatetracyclo[7.5.0.02,7.011,14]tetradeca-2(7),3,5-trien-12-one
Canonical SMILES : COC1=CC=C(C=C1)C23C(C4C(C2(C5=C(C=C(C=C5O3)OC)OC)O)OC4=O)C6=CC=CC=C6
InChI : InChI=1S\/C27H24O7\/c1-30-17-11-9-16(10-12-17)27-22(15-7-5-4-6-8-15)21-24(33-25(21)28)26(27,29)23-19(32-3)13-18(31-2)14-20(23)34-27\/h4-14,21-22,24,29H,1-3H3\/t21-,22-,24-,26+,27+\/m1\/s1
InChIKey : OFFBQQGXZVASRE-PXIJUOARSA-N
Other name(s) : CCG-223434,2,3,3a,8b-Tetrahydro-1alpha,8bbeta-dihydroxy-3beta-phenyl-3abeta-(4-methoxyphenyl)-6,8-dimethoxy-1H-cyclopenta[b]benzofuran-2alpha-carboxylic acid 2,1-lactone
MW : 460.48
Formula : C27H24O7
CAS_number :
PubChem : 73441240
UniChem : OFFBQQGXZVASRE-PXIJUOARSA-N
IUPHAR :
Wikipedia :
Target
Families : Rocaglate-Derived-beta-Lactone-5 ligand of proteins in family: ABHD10 || Carboxypeptidase_S10 || Acyl-CoA_Thioesterase
Stucture :
Protein : human-ABHD10 || human-SCPEP1 || human-ACOT1 || human-ACOT2 || human-CTSA
References (1)
| Title : Remodeling natural products: chemistry and serine hydrolase activity of a rocaglate-derived beta-lactone - Lajkiewicz_2014_J.Am.Chem.Soc_136_2659 |
| Author(s) : Lajkiewicz NJ , Cognetta AB, 3rd , Niphakis MJ , Cravatt BF , Porco JA, Jr. |
| Ref : Journal of the American Chemical Society , 136 :2659 , 2014 |
| Abstract : Lajkiewicz_2014_J.Am.Chem.Soc_136_2659 |
| ESTHER : Lajkiewicz_2014_J.Am.Chem.Soc_136_2659 |
| PubMedSearch : Lajkiewicz_2014_J.Am.Chem.Soc_136_2659 |
| PubMedID: 24447064 |
| Gene_locus related to this paper: human-ABHD10 , human-ACOT1 , human-ACOT2 , human-CTSA , human-SCPEP1 , mouse-abhda |