DESMENINOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C5H10O3S
Molecular Weight	150.196
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CSCCC(O)C(O)=O

InChI

InChIKey=ONFOSYPQQXJWGS-UHFFFAOYSA-N

InChI=1S/C5H10O3S/c1-9-3-2-4(6)5(7)8/h4,6H,2-3H2,1H3,(H,7,8)

HIDE SMILES / InChI

Molecular Formula	C5H10O3S
Molecular Weight	150.196
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.novusint.com/Products/alimet | Milne, G.W.A. (2005) Gardner's Commercially Important Chemicals, page 182, retrieved from: https://books.google.ru/books?id=oWdc2qcb3QsC | Advice Concerning the Addition of Certain Pharmaceutical Products and Chemical Intermediates to the Pharmaceutical Appendix to the Harmonized Tariff Schedule of the United States, Inv. 332-476, page C-19, retrieved from: https://books.google.ru/books?id=ZbUM36IWbSIC

Desmeninol is a methionine hydroxyl analog. It is used as a feed additive for livestock, especially poultry to provide an essential amino acid necessary for the nutritional well being of farm raised animals. Desmeninol (ALIMET) has 88% methionine activity and is 100 percent absorbed by the animal. The benefits of ALIMET go beyond it being a methionine source, including: Antioxidant effect in the feed; Maintained performance during heat stress; Energy savings in the feed mill; Increased feed intake.

Approval Year

PubMed

Title	Date	PubMed
Effects of dietary supplementation of methionine and lysine on milk production and nitrogen utilization in dairy cows.	2010-08	20655436
Effects of adding liquid DL-methionine hydroxy analogue-free acid to drinking water on growth performance and small intestinal morphology of nursery pigs.	2010-06	19663980
Effects of dl-2-hydroxy-4-methylthiobutyrate on the first-pass intestinal metabolism of dietary methionine and its extra-intestinal availability.	2010-03	20064283
Short communication: transport of 2-hydroxy-4-methyl-thio-butanoic isopropyl ester by rumen epithelium in vitro.	2010-01	20059924
Apparent absorption of methionine and 2-hydroxy-4-methylthiobutanoic acid from gastrointestinal tract of conventional and gnotobiotic pigs.	2009-10	22444932
Effects of providing two forms of supplemental methionine to periparturient Holstein dairy cows on feed intake and lactational performance.	2009-10	19762834
Molecular analysis of microbial community structure in the chicken ileum following organic acid supplementation.	2009-06-12	19269115
Effects of 2-hydroxy-4-methylthiobutyrate on portal plasma flow and net portal appearance of amino acids in piglets.	2009-03	18528747
Effects of 2-hydroxy-4-(methylthio)-butanoic acid on performance and carcass characteristics of finishing beef cattle and on fermentation in continuous culture.	2008-08	18407983
Partial Na+ dependence of DL-2-hydroxy-4-(methylthio)butanoic acid uptake in the chicken small intestine.	2008-07	18577621
Effects of liquid DL-2-hydroxy-4-methylthio butanoic acid on growth performance and immune responses in broiler chickens.	2008-07	18577618
The effect of several organic acids on phytate phosphorus hydrolysis in broiler chicks.	2008-04	18339989
Effects of rumen-undegradable protein sources and supplemental 2-hydroxy-4-(methylthio)-butanoic acid and lysine-HCl on lactation performance in dairy cows.	2007-11	17954758
Effect of different dietary methionine sources on intestinal microbial populations in broiler chickens.	2007-11	17954586
Effect of excess methionine and methionine hydroxy analogue on growth performance and plasma homocysteine of growing Pekin ducks.	2007-09	17704389
Short communication: Absorption of 2-hydroxy-4-methylthiobutanoate in dairy cows.	2007-06	17517734
Determining the methionine activity of Mintrex organic trace minerals in broiler chicks by using radiolabel tracing or growth assay.	2007-05	17435021
Impact of feeding 2-hydroxy-4-(methylthio)butanoic acid and DL-methionine supplemented maize-soybean-rapeseed meal diets on growth performance and carcase quality of broilers.	2007-04	17453811
Evidence of a different dose response in turkeys when fed 2-hydroxy-4(methylthio) butanoic acid versus DL-methionine.	2007-03	17297164
Assessment of ruminal bacterial populations and protozoal generation time in cows fed different methionine sources.	2007-02	17235157
Multidimensional chromatographic approach applied to the identification of novel aroma compounds in wine. Identification of ethyl cyclohexanoate, ethyl 2-hydroxy-3-methylbutyrate and ethyl 2-hydroxy-4-methylpentanoate.	2006-12-29	17069823
No evidence for different dose responses of commercial methionine sources in broilers.	2006-12	17135657
Effect of different forms of methionine on lactational performance of dairy cows.	2006-11	17033026
Conversion of the methionine hydroxy analogue DL-2-hydroxy-(4-methylthio) butanoic acid to sulfur-containing amino acids in the chicken small intestine.	2006-11	17032826
Homocysteine remethylation in broilers fed surfeit choline or betaine and varying levels and sources of methionine from eight to twenty-two days of age.	2006-10	17012162
Absorption and digestive tract metabolism of 2-hydroxy-4-methylthiobutanoic acid in lambs.	2006-09	16899687
Effects of dietary supplementation of DL-methionine or 2-hydroxy-4-(methylthio)-butanoic acid on food intake, nutrient digestibility, nitrogen balance, and urinary and blood metabolites in healthy, growing dogs.	2006-08	16921927
Evidence for 2-hydroxy-4(methylthio) butanoic acid and DL-methionine having different dose responses in growing broilers.	2006-08	16903471
Concentrations of putrescine, spermidine, and spermine in duodenum and pancreas as affected by the ratio of arginine to lysine and source of methionine in broilers under heat stress.	2006-08	16903470
Estimation of the true ileal digestible lysine and sulfur amino acid requirement and comparison of the bioefficacy of 2-hydroxy-4-(methylthio)butanoic acid and DL-methionine in eleven- to twenty-six-kilogram nursery pigs.	2006-07	16775054
Appropriate statistical methods to compare dose responses of methionine sources.	2006-05	16673777
A multiple regression model approach to contrast the performance of 2-hydroxy-4-methylthio butanoic acid and DL-methionine supplementation tested in broiler experiments and reported in the literature.	2006-04	16615353
Absorption of 2-hydroxy-4-methylthiobutyrate and conversion to methionine in lambs.	2006-03	16507704
Hepatic metabolism of 2-hydroxy-4-methylthiobutyrate in growing lambs.	2006-03	16507703
Oligomers are not the limiting factor in the absorption of DL-2-hydroxy-4-(methylthio)butanoic acid in the chicken small intestine.	2006-01	16493946
Estimation of the ideal ratio of true ileal digestible sulfur amino acids:lysine in 8- to 26-kg nursery pigs.	2005-11	16230649
Methionine availability in plasma of dairy cows supplemented with methionine hydroxy analog isopropyl ester.	2005-10	16162538
Comparative in vitro and in vivo absorption of 2-hydroxy-4(methylthio) butanoic acid and methionine in the broiler chicken.	2005-09	16206561
The effects of various organic acids on phytate phosphorus utilization in chicks.	2005-09	16206555
Effects of 2-hydroxy-4-(methylthio) butanoic acid (HMB) and its isopropyl ester on milk production and composition by Holstein cows.	2005-07	15956311
The influence of dietary sodium chloride, arginine:lysine ratio, and methionine source on apparent ileal digestibility of arginine and lysine in acutely heat-stressed broilers.	2005-02	15742966
Metal chelates of 2-hydroxy-4-methylthiobutanoic acid in animal feeding. Part 2: Further characterizations, in vitro and in vivo investigations.	2005-02	15621297
Determination of rumen degradability and ruminal effects of three sources of methionine in lactating cows.	2005-01	15591385
Estimation of bioavailability of DL-methionine hydroxy analogue relative to DL-methionine in layers with exponential and slope-ratio models.	2004-09	15384910
Effects of zinc and sodium monensin on ruminal degradation of lysine-HCl and liquid 2-hydroxy-4-methylthiobutanoic acid.	2004-08	15328281
Feeding 2-hydroxy-4-(methylthio)-butanoic acid to periparturient dairy cows improves milk production but not hepatic metabolism.	2004-04	15259243
Catabolism of volatile sulfur compounds precursors by Brevibacterium linens and Geotrichum candidum, two microorganisms of the cheese ecosystem.	2003-11-06	14580796
Adaptations in body muscle and fat in transition dairy cattle fed differing amounts of protein and methionine hydroxy analog.	2003-11	14672194
Effects of 2-hydroxy-4-(methylthio) butanoic acid (HMB) on microbial growth in continuous culture.	2003-08	12939087
Absorption of methionine and 2-hydroxy-4-methylthiobutoanic acid in conventional and germ-free chickens.	2003-07	12872972

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:05:10 GMT 2025` Edited by `admin` on `Wed Apr 02 07:05:10 GMT 2025`
Record UNII	Z94465H1Y7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-HYDROXY-4-METHYLTHIO-BUTANOIC ACID, (±)-

Preferred Name

English

DESMENINOL

Official Name

English

2-HYDROXY-4-(METHYLTHIO)BUTANOIC ACID

Systematic Name

English

DL-2-HYDROXY-4-METHYLTHIO-BUTANOIC ACID

Common Name

English

desmeninol [INN]

Common Name

English

2-HYDROXY-4-(METHYLTHIO)BUTYRIC ACID

Systematic Name

English

METHIONINE HYDROXY ANALOG [MI]

Common Name

English

BUTANOIC ACID, 2-HYDROXY-4-(METHYLTHIO)-

Common Name

English

(±)-2-HYDROXY-4-(METHYLTHIO)BUTYRIC ACID

Systematic Name

English

Desmeninol [WHO-DD]

Common Name

English

BUTYRIC ACID, 2-HYDROXY-4-(METHYLTHIO)-

Common Name

English

DESMENINOL [HSDB]

Common Name

English

Alimet

Brand Name

English

Code System Code Type Description

NCI_THESAURUS

C1505