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Showing metabocard for (R)-beta-Aminoisobutyric acid (HMDB0002299)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:47 UTC
Update Date2021-09-14 15:00:09 UTC
HMDB IDHMDB0002299
Secondary Accession Numbers
  • HMDB02299
Metabolite Identification
Common Name(R)-beta-Aminoisobutyric acid
Description(R)-beta-Aminoisobutyric acid, also known as (R)-b-aminoisobutyrate or D-3-amino-isobutanoate, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom (R)-beta-Aminoisobutyric acid exists in all living organisms, ranging from bacteria to humans (R)-beta-Aminoisobutyric acid has been detected, but not quantified in, several different foods, such as mountain yams (Dioscorea pentaphylla), chia (Salvia hispanica), passion fruits (Passiflora edulis), mammee apples (Mammea americana), and peanuts (Arachis hypogaea). This could make (R)-beta-aminoisobutyric acid a potential biomarker for the consumption of these foods (R)-beta-Aminoisobutyric acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on (R)-beta-Aminoisobutyric acid.
Structure
Data?1600369554
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002299 ((R)-beta-Aminoisobutyric acid)

      
  Mrv1652303071919452D          

  7  6  0  0  1  0            999 V2000
   21.3917  -14.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1061  -13.4073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2496  -14.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8207  -14.6450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.5351  -14.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8207  -15.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1061  -14.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  1  0  0  0
  4  7  1  0  0  0  0
M  END
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3D MOL for HMDB0002299 ((R)-beta-Aminoisobutyric acid)

HMDB0002299
     RDKit          3D
(R)-beta-Aminoisobutyric acid
 16 15  0  0  0  0  0  0  0  0999 V2000
    0.1220    1.2040    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2164    0.4632   -0.3452 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1333   -0.0413   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7343   -0.9392    0.1849 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563   -0.5921   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377   -1.8040   -0.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5687   -0.2053   -0.1010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139    1.7872    0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    1.9491    1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1685    0.5303    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    1.2104   -1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -0.5471   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.8327   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4027   -1.5517   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875   -1.5546    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -0.7416    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  6
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
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3D SDF for HMDB0002299 ((R)-beta-Aminoisobutyric acid)

      
  Mrv1652303071919452D          

  7  6  0  0  1  0            999 V2000
   21.3917  -14.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1061  -13.4073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2496  -14.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8207  -14.6450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.5351  -14.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8207  -15.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1061  -14.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  7  2  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  1  0  0  0
  4  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002299

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](CN)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1

> <INCHI_KEY>
QCHPKSFMDHPSNR-GSVOUGTGSA-N

> <FORMULA>
C4H9NO2

> <MOLECULAR_WEIGHT>
103.1198

> <EXACT_MASS>
103.063328537

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.435269853677193

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-3-amino-2-methylpropanoic acid

> <ALOGPS_LOGP>
-2.97

> <JCHEM_LOGP>
-2.6306785728873137

> <ALOGPS_LOGS>
0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.17495406481514

> <JCHEM_PKA_STRONGEST_BASIC>
10.324199994995906

> <JCHEM_POLAR_SURFACE_AREA>
63.31999999999999

> <JCHEM_REFRACTIVITY>
25.277300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.67e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-β-aminoisobutyric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002299 ((R)-beta-Aminoisobutyric acid)

HMDB0002299
     RDKit          3D
(R)-beta-Aminoisobutyric acid
 16 15  0  0  0  0  0  0  0  0999 V2000
    0.1220    1.2040    0.9623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2164    0.4632   -0.3452 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1333   -0.0413   -0.7478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7343   -0.9392    0.1849 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563   -0.5921   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377   -1.8040   -0.5280 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5687   -0.2053   -0.1010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139    1.7872    0.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    1.9491    1.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1685    0.5303    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    1.2104   -1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -0.5471   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.8327   -0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4027   -1.5517   -0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875   -1.5546    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -0.7416    0.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  6
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  7 16  1  0
M  END
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PDB for HMDB0002299 ((R)-beta-Aminoisobutyric acid)

HEADER    PROTEIN                                 07-MAR-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-MAR-19         0                                  
HETATM    1  O   UNK     0      39.931 -27.337   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      41.265 -25.027   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      45.266 -27.337   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      42.599 -27.337   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      43.932 -26.567   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      42.599 -28.877   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      41.265 -26.567   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    5                                                            
CONECT    4    5    6    7                                                  
CONECT    5    3    4                                                       
CONECT    6    4                                                            
CONECT    7    1    2    4                                                  
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0002299 ((R)-beta-Aminoisobutyric acid)

COMPND    HMDB0002299
HETATM    1  C1  UNL     1       0.122   1.204   0.962  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.216   0.463  -0.345  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.133  -0.041  -0.748  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.734  -0.939   0.185  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.256  -0.592  -0.337  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.038  -1.804  -0.528  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.569  -0.205  -0.101  1.00  0.00           O  
HETATM    8  H1  UNL     1      -0.814   1.787   0.965  1.00  0.00           H  
HETATM    9  H2  UNL     1       0.953   1.949   1.017  1.00  0.00           H  
HETATM   10  H3  UNL     1       0.168   0.530   1.838  1.00  0.00           H  
HETATM   11  H4  UNL     1       0.532   1.210  -1.112  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.088  -0.547  -1.740  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.800   0.833  -0.886  1.00  0.00           H  
HETATM   14  H7  UNL     1      -2.403  -1.552  -0.334  1.00  0.00           H  
HETATM   15  H8  UNL     1      -1.087  -1.555   0.694  1.00  0.00           H  
HETATM   16  H9  UNL     1       3.205  -0.742   0.469  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    5   11
CONECT    3    4   12   13
CONECT    4   14   15
CONECT    5    6    6    7
CONECT    7   16
END
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SMILES for HMDB0002299 ((R)-beta-Aminoisobutyric acid)

C[C@H](CN)C(O)=O
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INCHI for HMDB0002299 ((R)-beta-Aminoisobutyric acid)

InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(R)-3-Amino-2-methylpropanoateChEBI
D-3-Amino-isobutanoateChEBI
(R)-3-AminoisobutyrateKegg
D-3-AminoisobutanoateKegg
(R)-beta-AminoisobutyrateKegg
(R)-3-Amino-2-methylpropanoic acidGenerator
D-3-Amino-isobutanoic acidGenerator
(R)-3-Aminoisobutyric acidGenerator
D-3-Aminoisobutanoic acidGenerator
(R)-b-AminoisobutyrateGenerator
(R)-b-Aminoisobutyric acidGenerator
(R)-Β-aminoisobutyrateGenerator
(R)-Β-aminoisobutyric acidGenerator
(2R)-3-amino-2-Methylpropanoic acidChEBI, HMDB
(R)-beta-Aminoisobutyric acidChEBI
(2R)-3-amino-2-MethylpropanoateGenerator, HMDB
(-)-b-AminoisobutyrateHMDB
(-)-b-Aminoisobutyric acidHMDB
(-)-beta-AminoisobutyrateHMDB
(-)-beta-Aminoisobutyric acidHMDB
(2R)-3-amino-2-Methyl-propanoateHMDB
(2R)-3-amino-2-Methyl-propanoic acidHMDB
(R)-3-amino-2-Methyl-propanoateHMDB
(R)-3-amino-2-Methyl-propanoic acidHMDB
D-2-Methyl-b-alanineHMDB
D-3-amino-2-MethylpropanoateHMDB
D-3-amino-2-Methylpropanoic acidHMDB
D-3-amino-2-MethylpropionateHMDB
D-3-amino-2-Methylpropionic acidHMDB
D-b-AminoisobutyrateHMDB
D-b-Aminoisobutyric acidHMDB
delta-2-Methyl-beta-alanineHMDB
delta-3-amino-2-MethylpropanoateHMDB
delta-3-amino-2-Methylpropanoic acidHMDB
delta-3-amino-2-MethylpropionateHMDB
delta-3-amino-2-Methylpropionic acidHMDB
delta-beta-AminoisobutyrateHMDB
delta-beta-Aminoisobutyric acidHMDB
R-b-AminoisobutyrateHMDB
R-beta-AminoisobutyrateHMDB
(R)-b-Amino-isobutyrateGenerator, HMDB
Chemical FormulaC4H9NO2
Average Molecular Weight103.1198
Monoisotopic Molecular Weight103.063328537
IUPAC Name(2R)-3-amino-2-methylpropanoic acid
Traditional Name(R)-β-aminoisobutyric acid
CAS Registry Number2140-95-6
SMILES
C[C@H](CN)C(O)=O
InChI Identifier
InChI=1S/C4H9NO2/c1-3(2-5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
InChI KeyQCHPKSFMDHPSNR-GSVOUGTGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentBeta amino acids and derivatives
Alternative Parents
Substituents
  • Beta amino acid or derivatives
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility367 g/LALOGPS
logP-3ALOGPS
logP-2.6ChemAxon
logS0.55ALOGPS
pKa (Strongest Acidic)4.17ChemAxon
pKa (Strongest Basic)10.32ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.28 m³·mol⁻¹ChemAxon
Polarizability10.44 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+120.94631661259
DarkChem[M-H]-117.28631661259
DeepCCS[M+H]+120.10830932474
DeepCCS[M-H]-117.26730932474
DeepCCS[M-2H]-153.79530932474
DeepCCS[M+Na]+128.57130932474
AllCCS[M+H]+126.732859911
AllCCS[M+H-H2O]+122.532859911
AllCCS[M+NH4]+130.732859911
AllCCS[M+Na]+131.932859911
AllCCS[M-H]-124.732859911
AllCCS[M+Na-2H]-128.732859911
AllCCS[M+HCOO]-133.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(R)-beta-Aminoisobutyric acidC[C@H](CN)C(O)=O1840.6Standard polar33892256
(R)-beta-Aminoisobutyric acidC[C@H](CN)C(O)=O1015.3Standard non polar33892256
(R)-beta-Aminoisobutyric acidC[C@H](CN)C(O)=O1032.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(R)-beta-Aminoisobutyric acid,1TMS,isomer #1C[C@H](CN)C(=O)O[Si](C)(C)C1051.8Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,1TMS,isomer #2C[C@H](CN[Si](C)(C)C)C(=O)O1206.4Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TMS,isomer #1C[C@H](CN[Si](C)(C)C)C(=O)O[Si](C)(C)C1230.4Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TMS,isomer #1C[C@H](CN[Si](C)(C)C)C(=O)O[Si](C)(C)C1249.7Standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TMS,isomer #1C[C@H](CN[Si](C)(C)C)C(=O)O[Si](C)(C)C1331.9Standard polar33892256
(R)-beta-Aminoisobutyric acid,2TMS,isomer #2C[C@H](CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O1412.2Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TMS,isomer #2C[C@H](CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O1357.2Standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TMS,isomer #2C[C@H](CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O1608.9Standard polar33892256
(R)-beta-Aminoisobutyric acid,3TMS,isomer #1C[C@H](CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1464.4Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,3TMS,isomer #1C[C@H](CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1414.9Standard non polar33892256
(R)-beta-Aminoisobutyric acid,3TMS,isomer #1C[C@H](CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1339.4Standard polar33892256
(R)-beta-Aminoisobutyric acid,1TBDMS,isomer #1C[C@H](CN)C(=O)O[Si](C)(C)C(C)(C)C1282.3Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,1TBDMS,isomer #2C[C@H](CN[Si](C)(C)C(C)(C)C)C(=O)O1450.9Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TBDMS,isomer #1C[C@H](CN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1668.6Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TBDMS,isomer #1C[C@H](CN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1679.3Standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TBDMS,isomer #1C[C@H](CN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1627.1Standard polar33892256
(R)-beta-Aminoisobutyric acid,2TBDMS,isomer #2C[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O1828.1Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TBDMS,isomer #2C[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O1761.4Standard non polar33892256
(R)-beta-Aminoisobutyric acid,2TBDMS,isomer #2C[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O1785.6Standard polar33892256
(R)-beta-Aminoisobutyric acid,3TBDMS,isomer #1C[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2095.5Semi standard non polar33892256
(R)-beta-Aminoisobutyric acid,3TBDMS,isomer #1C[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2054.2Standard non polar33892256
(R)-beta-Aminoisobutyric acid,3TBDMS,isomer #1C[C@H](CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1764.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (R)-beta-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-59e52601f90d8e636d612017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-beta-Aminoisobutyric acid GC-MS (1 TMS) - 70eV, Positivesplash10-0fk9-9600000000-cc7feca41328ecce51822017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-beta-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-beta-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 10V, Positive-QTOFsplash10-0f79-9300000000-30669ed04aadf3d3f0402015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 20V, Positive-QTOFsplash10-000l-9000000000-ca65637476e64152c44e2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 40V, Positive-QTOFsplash10-0006-9000000000-04d1648391d3f90db2262015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 10V, Negative-QTOFsplash10-0udi-3900000000-ec54fcce079024a623442015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 20V, Negative-QTOFsplash10-0zfr-9500000000-0394f399cdf5df93c5df2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 40V, Negative-QTOFsplash10-0a4l-9000000000-d0c495c908ed905558a22015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 10V, Positive-QTOFsplash10-000i-9100000000-73f528c6a325150832f82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 20V, Positive-QTOFsplash10-0a4i-9000000000-4d21706fbeb6fb3bcdf92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 40V, Positive-QTOFsplash10-052f-9000000000-56dadc563410f528ed7a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 10V, Negative-QTOFsplash10-0udi-1900000000-3fb811fcffbd6b2d2e4c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 20V, Negative-QTOFsplash10-0udi-9800000000-6408ed0365461b1d2f8a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-beta-Aminoisobutyric acid 40V, Negative-QTOFsplash10-0006-9000000000-82524943b0495ba8c3cf2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified2.71-57.80 umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal details
UrineDetected and Quantified1.24-32.35 umol/mmol creatinineAdolescent (13-18 years old)Not SpecifiedNormal details
UrineDetected and Quantified<34.048 umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal details
UrineDetected and Quantified2.04-354.79 umol/mmol creatinineInfant (0-1 year old)Not SpecifiedNormal details
UrineDetected and Quantified<110.86 umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal details
UrineDetected and Quantified1.70-117.53 umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022955
KNApSAcK IDNot Available
Chemspider ID4573585
KEGG Compound IDC01205
BioCyc IDCPD-471
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6599
PubChem Compound5459822
PDB IDNot Available
ChEBI ID16320
Food Biomarker OntologyNot Available
VMH ID3AIB_D
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferencePollock, Glenn. Preparation of R(-)-b-aminoisobutyric acid using Saccharomyces cerevisiae. Unexpected result. Analytical Biochemistry (1974), 57(1), 82-8.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Podebrad F, Heil M, Beck T, Mosandl A, Sewell AC, Bohles H: Stereodifferentiation of 3-hydroxyisobutyric- and 3-aminoisobutyric acid in human urine by enantioselective multidimensional capillary gas chromatography-mass spectrometry. Clin Chim Acta. 2000 Feb 25;292(1-2):93-105. [PubMed:10686279 ]
  2. Van Kuilenburg AB, Stroomer AE, Van Lenthe H, Abeling NG, Van Gennip AH: New insights in dihydropyrimidine dehydrogenase deficiency: a pivotal role for beta-aminoisobutyric acid? Biochem J. 2004 Apr 1;379(Pt 1):119-24. [PubMed:14705962 ]

Enzymes

Enzyme Details
1. Alanine--glyoxylate aminotransferase 2, mitochondrial
General function:
Involved in transaminase activity
Specific function:
Can metabolize asymmetric dimethylarginine (ADMA) via transamination to alpha-keto-delta-(NN-dimethylguanidino) valeric acid (DMGV). ADMA is a potent inhibitor of nitric-oxide (NO) synthase, and this activity provides mechanism through which the kidney regulates blood pressure.
Gene Name:
AGXT2
Uniprot ID:
Q9BYV1
Molecular weight:
57155.905
Reactions
(R)-beta-Aminoisobutyric acid + Pyruvic acid → 2-Methyl-3-oxopropanoic acid + L-Alaninedetails