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Details

Stereochemistry ACHIRAL
Molecular Formula C24H32O3
Molecular Weight 368.5091
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MENOCTONE

SMILES

OC1=C(CCCCCCCCC2CCCCC2)C(=O)C3=C(C=CC=C3)C1=O

InChI

InChIKey=MGDIRAXSDLCQGC-UHFFFAOYSA-N
InChI=1S/C24H32O3/c25-22-19-15-10-11-16-20(19)23(26)24(27)21(22)17-9-4-2-1-3-6-12-18-13-7-5-8-14-18/h10-11,15-16,18,27H,1-9,12-14,17H2

HIDE SMILES / InChI

Molecular Formula C24H32O3
Molecular Weight 368.5091
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Menoctone is a potent liver-stage antimalarial with corresponding erythrocytic stage efficacy. This drug is an effective treatment against Theileria parva, a parasitic protozoan that causes East Coast fever in cattle. Menoctone most likely targets the mitochondrial respiration chain of Plasmodium.

Originator

Curator's Comment: reference retrieved from https://www.ncbi.nlm.nih.gov/pubmed/28584157

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

Menoctone proved to be highly potent against liver stages of Plasmodium berghei (50 percent inhibitory concentration [IC50] = 0.41 nM) and erythrocytic stages of Plasmodium falciparum (113 nM).
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:24:31 GMT 2023
Edited
by admin
on Fri Dec 15 15:24:31 GMT 2023
Record UNII
QP1A5BD6K9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MENOCTONE
INN   USAN  
INN   USAN  
Official Name English
WIN-11530
Code English
WIN 11,530
Code English
NSC-103336
Code English
1,4-NAPHTHALENEDIONE, 2-(8-CYCLOHEXYLOCTYL)-3-HYDROXY-
Systematic Name English
menoctone [INN]
Common Name English
2-(8-Cyclohexyloctyl)-3-hydroxy-1,4-naphthoquinone
Systematic Name English
MENOCTONE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C271
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID60932651
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
FDA UNII
QP1A5BD6K9
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
NSC
103336
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
SMS_ID
100000081474
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
INN
2457
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
CAS
14561-42-3
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
PUBCHEM
26738
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
NCI_THESAURUS
C81543
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
EVMPD
SUB08741MIG
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
ChEMBL
CHEMBL1999063
Created by admin on Fri Dec 15 15:24:31 GMT 2023 , Edited by admin on Fri Dec 15 15:24:31 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY