MENOCTONE

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 Search

SMILES

OC1=C(CCCCCCCCC2CCCCC2)C(=O)C3=CC=CC=C3C1=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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28584157 | https://www.ncbi.nlm.nih.gov/pubmed/6806956 | https://www.ncbi.nlm.nih.gov/pubmed/553970 | https://www.ncbi.nlm.nih.gov/pubmed/5670801/

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

Approval Year

PubMed

Title	Date	PubMed
Menoctone Resistance in Malaria Parasites Is Conferred by M133I Mutations in Cytochrome b That Are Transmissible through Mosquitoes.	2017-08	28584157
Treatment of stabilate-induced East Coast fever with menoctone.	1981-11	6806956
Experimental therapy of theileriosis.	1979-12	553970
In vitro studies on the action of menoctone and other compounds on Theileria parva and T. annulata.	1978-12	104669

Sample Use Guides

In Vitro Use Guide

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 `Mon Mar 31 17:56:41 GMT 2025` Edited by `admin` on `Mon Mar 31 17:56:41 GMT 2025`
Record UNII	QP1A5BD6K9
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-103336

Preferred Name

English

MENOCTONE

Official Name

English

WIN-11530

Code

English

WIN 11,530

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