Lasonolide-A

lasonolide A (LSA) is a potential anticancer molecule isolated from the marine sponge Forcepia sp., with nanomolar growth inhibitory activity. A Gram-negative bacterium belonging to the phylum Verrucomicrobia as the candidate producer of LSA

General

Type : Natural, Polyketide

Chemical_Nomenclature : (5-methyl-2-methylidenehexyl) (Z,2R)-2-hydroxy-6-[(1R,4E,6E,9S,11S,12R,13R,14Z,16E,19E,21S,23S,24S)-11-hydroxy-24-(hydroxymethyl)-12,15,24-trimethyl-3-oxo-2,22,26-trioxatricyclo[19.3.1.19,13]hexacosa-4,6,14,16,19-pentaen-23-yl]hex-4-enoate

Canonical SMILES : C[C@@H]1[C@H](C[C@@H]2C\/C=C\/C=C\/C(=O)O[C@@H]3C[C@@H](\/C=C\/C\/C=C\/C(=C[C@H]1O2)\/C)O[C@H]([C@]3(C)CO)C\/C=CC[C@H](C(=O)OCC(=C)CCC(C)C)O)O

InChI : InChI=1S\/C41H60O9\/c1-28(2)21-22-30(4)26-47-40(46)34(43)18-13-14-19-37-41(6,27-42)38-25-33(49-37)17-10-7-9-15-29(3)23-36-31(5)35(44)24-32(48-36)16-11-8-12-20-39(45)50-38\/h8-15,17,20,23,28,31-38,42-44H,4,7,16,18-19,21-22,24-27H2,1-3,5-6H3\/b11-8+,14-13-,15-9+,17-10+,20-12+,29-23-\/t31-,32+,33-,34-,35+,36-,37+,38-,41+\/m1\/s1

InChIKey : XYYABYHBQHRGAT-ZUFIHRSYSA-N

Other name(s) : lasonolide A  ||  LasA  ||  DTXSID901043969  ||  (5-methyl-2-methylidenehexyl) (Z,2R)-2-hydroxy-6-((1R,4E,6E,9S,11S,12R,13R,14Z,16E,19E,21S,23S,24S)-11-hydroxy-24-(hydroxymethyl)-12,15,24-trimethyl-3-oxo-2,22,26-trioxatricyclo(19.3.1.19,13)hexacosa-4,6,14,16,19-pentaen-23-yl)hex-4-enoate  ||  \;(5-methyl-2-methylidenehexyl) (Z,2R)-2-hydroxy-6-[(1R,4E,6E,9S,11S,12R,13R,14Z,16E,19E,21S,23S,24S)-11-hydroxy-24-(hydroxymethyl)-12,15,24-trimethyl-3-oxo-2,22,26-trioxatricyclo[19.3.1.19,13]hexacosa-4,6,14,16,19-pentaen-23-yl]hex-4-enoate  ||  RefChem:924542  ||  CHEMBL56091  ||  SCHEMBL1231082


MW : 696.9

Formula : C41H60O9

CAS_number :

PubChem : 11342965

UniChem : XYYABYHBQHRGAT-ZUFIHRSYSA-N

Target

Structures : No structure

Families : LIDHydrolase

References (2)

Title : Lipid droplet-associated hydrolase (LDAH) knockdown enhances TAG hydrolysis and promotes ovarian cancer progression and chemoresistance - Deswal_2025_Oncogenesis_14_22
Author(s) : Deswal B , Nallanthighal S , Nikpayam E , Minhas Z , Paul A , Goo YH , Cheon DJ
Ref : Oncogenesis , 14 :22 , 2025
Abstract :
PubMedSearch : Deswal_2025_Oncogenesis_14_22
PubMedID: 40603832

Title : Lipid droplets can promote drug accumulation and activation - Dubey_2020_Nat.Chem.Biol_16_206
Author(s) : Dubey R , Stivala CE , Nguyen HQ , Goo YH , Paul A , Carette JE , Trost BM , Rohatgi R
Ref : Nat Chemical Biology , 16 :206 , 2020
Abstract :
PubMedSearch : Dubey_2020_Nat.Chem.Biol_16_206
PubMedID: 31932720