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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 of DESMENINOL

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 ( + / - )

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

PubMed

TitleDatePubMed
Lactobacillus casei and Lactobacillus plantarum initiate catabolism of methionine by transamination.
2001 Jun
Uptake of DL-2-hydroxy-4-methylthio-butanoic acid (DL-HMB) in the broiler liver in vivo.
2001 Nov
Rumen degradation and availability of various amounts of liquid methionine hydroxy analog in lactating dairy cows.
2002 Apr
Effects of zinc and sodium monensin on ruminal degradation of lysine-HCl and liquid 2-hydroxy-4-methylthiobutanoic acid.
2004 Aug
Estimation of bioavailability of DL-methionine hydroxy analogue relative to DL-methionine in layers with exponential and slope-ratio models.
2004 Sep
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 Feb
Metal chelates of 2-hydroxy-4-methylthiobutanoic acid in animal feeding. Part 2: Further characterizations, in vitro and in vivo investigations.
2005 Feb
Estimation of the ideal ratio of true ileal digestible sulfur amino acids:lysine in 8- to 26-kg nursery pigs.
2005 Nov
Comparative in vitro and in vivo absorption of 2-hydroxy-4(methylthio) butanoic acid and methionine in the broiler chicken.
2005 Sep
No evidence for different dose responses of commercial methionine sources in broilers.
2006 Dec
Oligomers are not the limiting factor in the absorption of DL-2-hydroxy-4-(methylthio)butanoic acid in the chicken small intestine.
2006 Jan
Hepatic metabolism of 2-hydroxy-4-methylthiobutyrate in growing lambs.
2006 Mar
Conversion of the methionine hydroxy analogue DL-2-hydroxy-(4-methylthio) butanoic acid to sulfur-containing amino acids in the chicken small intestine.
2006 Nov
Effect of different dietary methionine sources on intestinal microbial populations in broiler chickens.
2007 Nov
Effect of excess methionine and methionine hydroxy analogue on growth performance and plasma homocysteine of growing Pekin ducks.
2007 Sep
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:04:49 GMT 2023
Edited
by admin
on Sat Dec 16 16:04:49 GMT 2023
Record UNII
Z94465H1Y7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DESMENINOL
HSDB   INN   WHO-DD  
INN  
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
2-HYDROXY-4-METHYLTHIO-BUTANOIC ACID, (±)-
Common Name English
DESMENINOL [HSDB]
Common Name English
Code System Code Type Description
NCI_THESAURUS
C1505
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
CONCEPT Dietary Supplement
ECHA (EC/EINECS)
209-523-0
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
PUBCHEM
11427
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
FDA UNII
Z94465H1Y7
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
EVMPD
SUB06999MIG
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
RXCUI
1738095
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
EPA CompTox
DTXSID50862236
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
CAS
583-91-5
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
HSDB
5700
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
SMS_ID
100000083170
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104213
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
NCI_THESAURUS
C77373
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
MERCK INDEX
m7318
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY Merck Index
INN
7132
Created by admin on Sat Dec 16 16:04:50 GMT 2023 , Edited by admin on Sat Dec 16 16:04:50 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY