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=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

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
In vitro studies on the action of menoctone and other compounds on Theileria parva and T. annulata.	1978 Dec	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 `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

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Name

Type

Language

MENOCTONE

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