U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C4H9NO2
Molecular Weight 103.1198
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BAIBA, (R)-

SMILES

C[C@H](CN)C(O)=O

InChI

InChIKey=QCHPKSFMDHPSNR-GSVOUGTGSA-N
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1

HIDE SMILES / InChI

Molecular Formula C4H9NO2
Molecular Weight 103.1198
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 15:41:47 UTC 2023
Edited
by admin
on Sat Dec 16 15:41:47 UTC 2023
Record UNII
EE05FIB1LR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BAIBA, (R)-
Common Name English
(R)-3-AMINO-2-METHYL-PROPIONIC ACID
Systematic Name English
(2R)-3-AMINO-2-METHYLPROPANOIC ACID
Systematic Name English
3-AMINOISOBUTYRIC ACID, 2R
Common Name English
(-)-.ALPHA.-METHYL-.BETA.-ALANINE
Common Name English
(R)-.BETA.-AMINOISOBUTYRIC ACID
Common Name English
D-BAIBA
Common Name English
R-BETA-AMINOISOBUTYRIC ACID
Common Name English
Code System Code Type Description
CAS
2140-95-6
Created by admin on Sat Dec 16 15:41:48 UTC 2023 , Edited by admin on Sat Dec 16 15:41:48 UTC 2023
PRIMARY
CHEBI
16320
Created by admin on Sat Dec 16 15:41:48 UTC 2023 , Edited by admin on Sat Dec 16 15:41:48 UTC 2023
PRIMARY
EPA CompTox
DTXSID70420079
Created by admin on Sat Dec 16 15:41:48 UTC 2023 , Edited by admin on Sat Dec 16 15:41:48 UTC 2023
PRIMARY
PUBCHEM
5459822
Created by admin on Sat Dec 16 15:41:48 UTC 2023 , Edited by admin on Sat Dec 16 15:41:48 UTC 2023
PRIMARY
FDA UNII
EE05FIB1LR
Created by admin on Sat Dec 16 15:41:48 UTC 2023 , Edited by admin on Sat Dec 16 15:41:48 UTC 2023
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
BOTH ISOMERS MAY BE ACTIVE
Related Record Type Details
PARENT -> METABOLITE
BAIBA induces energy expenditure in adipocytes and distal fat tissues, and β-oxidation of hepatic fatty acids in part via activation of peroxisome proliferators-activated receptor α (PPARα) [33]. Notably, in humans, plasma BAIBA concentrations increase with exercise and are inversely associated with metabolic risk factors.