Emetine

Emetine Hydrochloride is the chloride salt of a white crystalline bitter alkaloid isolated from the root of the plant Psychotria Ipecacuanha (ipecac root)Uragoga (or Cephaelis) ipecacuanha or U. acuminata, of the Rubiaceae with antiemetic and anthelminthic properties. Emetine inhibits protein synthesis in eukaryotic (but not prokaryotic) cells. It inhibits SARS-CoV2, Zika and Ebola virus replication. Agents that cause vomiting isolated ein 1817 par Pelletier and Magendie. The structure elucidated in 1948. Emetine hydrochloride CAS-14198-59-5 (CID 6603320) ML081 represents the first non-covalent, selective RBBP9 inhibitor but moderate IC50 8 microM

General

Type : Natural, Alkaloid, Drug, Isoquinoline, Quinoline

Chemical_Nomenclature : (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine

Canonical SMILES : CCC1CN2CCC3=CC(=C(C=C3C2CC1CC4C5=CC(=C(C=C5CCN4)OC)OC)OC)OC

InChI : InChI=1S\/C29H40N2O4\/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24\/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3\/t18-,21-,24+,25-\/m0\/s1

InChIKey : AUVVAXYIELKVAI-CKBKHPSWSA-N

Other name(s) : Emetin  ||  Cephaeline methyl ether  ||  ML081  ||  Emetine hydrochloride  ||  Methyl cephaeline  ||  SCHEMBL56277  ||  ZINC3830747  ||  DB13393  ||  CHEMBL50588  ||  CHEBI:4781


MW : 480.6

Formula : C29H40N2O4

CAS_number : 483-18-1,    14198-59-5

PubChem : 10219,    6603320

UniChem : AUVVAXYIELKVAI-CKBKHPSWSA-N

Target

Families : Emetine ligand of proteins in family
Hydrolase_RBBP9_YdeN

Protein :
human-RBBP9

References (3)

Title : Genome-wide siRNA screens identify RBBP9 function as a potential target in Fanconi anaemia-deficient head-and-neck squamous cell carcinoma - Pai_2023_Commun.Biol_6_37
Author(s) : Pai G , Roohollahi K , Rockx D , de Jong Y , Stoepker C , Pennings C , Rooimans M , Vriend L , Piersma S , Jimenez CR , De Menezes RX , van Beusechem VW , Brakenhoff RH , Te Riele H , Wolthuis RMF , Dorsman JC
Ref : Commun Biol , 6 :37 , 2023
Abstract :
PubMedSearch : Pai_2023_Commun.Biol_6_37
PubMedID: 36639418
Gene_locus related to this paper: human-RBBP9

Title : Probe Report for RBBP9 Inhibitors - Probe 2 - Bachovchin_2010_Probe.Report.1__
Author(s) : Bachovchin DA , Speers AE , Brown SJ , Cravatt BF , Spicer T , Mercer BA , Ferguson J , Hodder P , Rosen HR
Ref : Probe Report , : , 2010
Abstract :
PubMedSearch : Bachovchin_2010_Probe.Report.1__
PubMedID: 21433382
Gene_locus related to this paper: human-RBBP9

Title : Probe Report for RBBP9 Inhibitors - Probe 1 - Brown_2010_Probe.Report__
Author(s) : Brown SJ , Bachovchin DA , Cravatt BF , Fernandez-Vega V , Spicer T , Mercer BA , Hodder P , Rosen HR
Ref : Probe Report , : , 2010
Abstract :
PubMedSearch : Brown_2010_Probe.Report__
PubMedID: 21433353
Gene_locus related to this paper: human-RBBP9