MENBUTONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H14O4
Molecular Weight	258.2693
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C(=O)CCC(O)=O)C2=CC=CC=C12

InChI

InChIKey=FHGJSJFIQNQBCK-UHFFFAOYSA-N

InChI=1S/C15H14O4/c1-19-14-8-6-11(13(16)7-9-15(17)18)10-4-2-3-5-12(10)14/h2-6,8H,7,9H2,1H3,(H,17,18)

HIDE SMILES / InChI

Molecular Formula	C15H14O4
Molecular Weight	258.2693
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500015023.pdf

Menbutone is a choleretic compound which is used in veterinary medicine at a dose rate up to 10 mg/kg bw by parenteral (intravenous or intramuscular) route in bovine, ovine, caprine, porcine, and equine species. Menbutone stimulates the digestive tract by increasing excretion of bile, gastric acid, and pancreatic juices by two to five times baseline. It is marketed for veterinary use in Europe under several brand names.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cholestasis 10 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500015023.pdf https://www.drugs.com/international/menbutone.html	Primary		Approved 8583	Genabil Approved Use Menbutone is only to be administered to a small number of animals or individual animals which are not intended for immediate slaughter. The total daily intake should be at most 3.6 mg per person of 60 kg bw per day, resulting from the ADI of 0.06 mg/kg bw/day. Launch Date 1996

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inducer 1087			inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP19A1 429	P-gp 2052

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
CYP19A1 430	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/71818#section=Biological-Test-Results Page: 36.0	no
CYP3A4 2633	inducer 1966 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/71818#section=Biological-Test-Results Page: 37.0	no

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
P-gp 2052	substrate 4014 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/71818#section=Biological-Test-Results Page: 38 \| 39	no

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/71818#section=Biological-Test-Results Page: 21.0

PubMed

Title	Date	PubMed
The choleretic effect of menbutone and clanobutin sodium in steers.	1982-05-01	7090158
Elimination and distribution of menbutone (Genabil) in rats.	1969	5395732

Patents

Sample Use Guides

In Vivo Use Guide

Menbutone is used in veterinary medicine at doses up to 10 mg/kg bw delivered by intravenous and intramuscular injection to bovine, ovine, caprine, porcine and equine species.

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Apr 02 06:51:55 GMT 2025` Edited by `admin` on `Wed Apr 02 06:51:55 GMT 2025`
Record UNII	341YM32546
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

GENABILINE

Preferred Name

English

MENBUTONE

Official Name

English

PROPIONIC ACID, 3-(4-METHOXY-1-NAPHTHOYL)-

Common Name

English

SC 1749 FREE ACID

Code

English

SC-1749 FREE ACID

Code

English

menbutone [INN]

Common Name

English

NSC-53969

Code

English

MENBUTONE [MI]

Common Name

English

METHONAPHTHONE

Common Name

English

MENBUTONE [MART.]

Common Name

English

1-NAPHTHALENEBUTANOIC ACID, 4-METHOXY-.GAMMA.-OXO-

Common Name

English

GENABILIN

Common Name

English

GENABILIC ACID

Common Name

English

3-(4-METHOXY-1-NAPHTHOYL)PROPIONIC ACID

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1937