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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, (S)-

SMILES

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

InChI

InChIKey=QCHPKSFMDHPSNR-VKHMYHEASA-N
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/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 15:21:04 GMT 2023
Edited
by admin
on Sat Dec 16 15:21:04 GMT 2023
Record UNII
H1WR898GX7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BAIBA, (S)-
Common Name English
3-AMINOISOBUTYRIC ACID, 2S-
Common Name English
(S)-.BETA.-AMINOISOBUTYRIC ACID
Common Name English
(2S)-3-AMINO-2-METHYLPROPANOIC ACID
Systematic Name English
(+)-.ALPHA.-METHYL-.BETA.-ALANINE
Common Name English
L-BAIBA
Common Name English
(S)-3-AMINO-2-METHYL-PROPIONIC ACID
Systematic Name English
S-BETA-AMINOISOBUTYRIC ACID
Common Name English
Code System Code Type Description
CHEBI
33094
Created by admin on Sat Dec 16 15:21:04 GMT 2023 , Edited by admin on Sat Dec 16 15:21:04 GMT 2023
PRIMARY
FDA UNII
H1WR898GX7
Created by admin on Sat Dec 16 15:21:04 GMT 2023 , Edited by admin on Sat Dec 16 15:21:04 GMT 2023
PRIMARY
PUBCHEM
439434
Created by admin on Sat Dec 16 15:21:04 GMT 2023 , Edited by admin on Sat Dec 16 15:21:04 GMT 2023
PRIMARY
CAS
4249-19-8
Created by admin on Sat Dec 16 15:21:04 GMT 2023 , Edited by admin on Sat Dec 16 15:21:04 GMT 2023
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
BOTH ISOMERS MAY BE ACTIVE
TARGET -> AGONIST
L-BAIBA, but not its D-isoform binds to Mas-related G protein-coupled receptor type D (MRGPRD) on osteocytes. L-BAIBA diminishes reactive oxygen species (ROS) production in osteocytes. May prevent bone loss.
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.