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Showing metabocard for 2-Aminoisobutyric acid (HMDB0001906)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-03-29 12:26:15 UTC
Update Date2023-02-21 17:15:57 UTC
HMDB IDHMDB0001906
Secondary Accession Numbers
  • HMDB01906
Metabolite Identification
Common Name2-Aminoisobutyric acid
Description2-Aminoisobutyric acid, also known as alpha-methylalanine or a-aminoisobutanoate, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-Aminoisobutyric acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2-Aminoisobutyric acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 2-Aminoisobutyric acid has been detected, but not quantified in cow milk. Aminoisobutyric acid is a nonprotein amino acid (is an end product of pyrimidine metabolism) excreted in the urine of about 5% of healthy individuals (PMID 14806475 ), and high excretion is an autosomal recessive phenotype (PMID 13058271 ).
Structure
Data?1676999757
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001906 (2-Aminoisobutyric acid)


  Mrv1652305261923532D          

  7  6  0  0  0  0            999 V2000
    1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
M  END
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3D MOL for HMDB0001906 (2-Aminoisobutyric acid)

HMDB0001906
     RDKit          3D
2-Aminoisobutyric acid
 16 15  0  0  0  0  0  0  0  0999 V2000
    0.0111   -0.4917    1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.0068   -0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0544    1.1387   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -1.1054   -0.9206 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3028    0.4723   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890    1.4312    0.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -0.0914   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2915   -1.5423    1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320   -0.4136    1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601    0.0902    2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7307    1.8598    0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1469    1.6121   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0179    0.7105    0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995   -1.7761   -0.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293   -0.8251   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -1.0760   -1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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
  3 11  1  0
  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 HMDB0001906 (2-Aminoisobutyric acid)


  Mrv1652305261923532D          

  7  6  0  0  0  0            999 V2000
    1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001906

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)

> <INCHI_KEY>
FUOOLUPWFVMBKG-UHFFFAOYSA-N

> <FORMULA>
C4H9NO2

> <MOLECULAR_WEIGHT>
103.1198

> <EXACT_MASS>
103.063328537

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.328292451659166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-2-methylpropanoic acid

> <ALOGPS_LOGP>
-2.45

> <JCHEM_LOGP>
-2.4082153213259456

> <ALOGPS_LOGS>
0.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.577008004271203

> <JCHEM_PKA_STRONGEST_BASIC>
9.71978792993218

> <JCHEM_POLAR_SURFACE_AREA>
63.32

> <JCHEM_REFRACTIVITY>
25.210600000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.37e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-aminoisobutyric acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001906 (2-Aminoisobutyric acid)

HMDB0001906
     RDKit          3D
2-Aminoisobutyric acid
 16 15  0  0  0  0  0  0  0  0999 V2000
    0.0111   -0.4917    1.3472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    0.0068   -0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0544    1.1387   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647   -1.1054   -0.9206 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3028    0.4723   -0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890    1.4312    0.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -0.0914   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2915   -1.5423    1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320   -0.4136    1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601    0.0902    2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7307    1.8598    0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1469    1.6121   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0179    0.7105    0.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995   -1.7761   -0.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0293   -0.8251   -1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2598   -1.0760   -1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  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
  3 11  1  0
  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 HMDB0001906 (2-Aminoisobutyric acid)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       3.644   0.564   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0001906 (2-Aminoisobutyric acid)

COMPND    HMDB0001906
HETATM    1  C1  UNL     1       0.011  -0.492   1.347  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.053   0.007  -0.082  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.054   1.139  -0.119  1.00  0.00           C  
HETATM    4  N1  UNL     1      -0.465  -1.105  -0.921  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.303   0.472  -0.449  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.789   1.431   0.194  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.053  -0.091  -1.456  1.00  0.00           O  
HETATM    8  H1  UNL     1      -0.291  -1.542   1.441  1.00  0.00           H  
HETATM    9  H2  UNL     1       1.032  -0.414   1.777  1.00  0.00           H  
HETATM   10  H3  UNL     1      -0.660   0.090   2.026  1.00  0.00           H  
HETATM   11  H4  UNL     1      -0.731   1.860   0.681  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.147   1.612  -1.097  1.00  0.00           H  
HETATM   13  H6  UNL     1      -2.018   0.710   0.263  1.00  0.00           H  
HETATM   14  H7  UNL     1      -0.999  -1.776  -0.338  1.00  0.00           H  
HETATM   15  H8  UNL     1      -1.029  -0.825  -1.730  1.00  0.00           H  
HETATM   16  H9  UNL     1       2.260  -1.076  -1.539  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    4    5
CONECT    3   11   12   13
CONECT    4   14   15
CONECT    5    6    6    7
CONECT    7   16
END
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SMILES for HMDB0001906 (2-Aminoisobutyric acid)

CC(C)(N)C(O)=O
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INCHI for HMDB0001906 (2-Aminoisobutyric acid)

InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2,2-DimethylglycineChEBI
2-Amino-2-methylpropanoateChEBI
2-Amino-2-methylpropionic acidChEBI
2-MethylalanineChEBI
2MAChEBI
AIBChEBI
alpha,alpha-DimethylglycineChEBI
alpha-Aminoisobutanoic acidChEBI
alpha-Aminoisobutyric acidChEBI
alpha-MethylalanineChEBI
2-Amino-2-methylpropanoic acidGenerator
2-Amino-2-methylpropionateGenerator
a,a-DimethylglycineGenerator
Α,α-dimethylglycineGenerator
a-AminoisobutanoateGenerator
a-Aminoisobutanoic acidGenerator
alpha-AminoisobutanoateGenerator
Α-aminoisobutanoateGenerator
Α-aminoisobutanoic acidGenerator
a-AminoisobutyrateGenerator
a-Aminoisobutyric acidGenerator
alpha-AminoisobutyrateGenerator
Α-aminoisobutyrateGenerator
Α-aminoisobutyric acidGenerator
a-MethylalanineGenerator
Α-methylalanineGenerator
2-AminoisobutyrateGenerator
2-Aminoisobutyric acid, 11C-labeledMeSH, HMDB
2-Aminoisobutyric acid, 14C-labeledMeSH, HMDB
2-Aminoisobutyric acidKEGG
2-Amino-isobutyrateGenerator, HMDB
Chemical FormulaC4H9NO2
Average Molecular Weight103.1198
Monoisotopic Molecular Weight103.063328537
IUPAC Name2-amino-2-methylpropanoic acid
Traditional Nameα-aminoisobutyric acid
CAS Registry Number62-57-7
SMILES
CC(C)(N)C(O)=O
InChI Identifier
InChI=1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)
InChI KeyFUOOLUPWFVMBKG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point335 °CNot Available
Boiling Point204.35 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility181 mg/mL at 25 °CNot Available
LogP-0.163 (est)The Good Scents Company Information System
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available129.44http://allccs.zhulab.cn/database/detail?ID=AllCCS00001778
[M+H]+Not Available123.9http://allccs.zhulab.cn/database/detail?ID=AllCCS00001778
Predicted Molecular Properties
PropertyValueSource
Water Solubility337 g/LALOGPS
logP-2.4ALOGPS
logP-2.4ChemAxon
logS0.51ALOGPS
pKa (Strongest Acidic)2.58ChemAxon
pKa (Strongest Basic)9.72ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity25.21 m³·mol⁻¹ChemAxon
Polarizability10.33 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]+120.73131661259
DarkChem[M-H]-114.49131661259
AllCCS[M+H]+126.31732859911
AllCCS[M-H]-123.88932859911
DeepCCS[M+H]+124.60730932474
DeepCCS[M-H]-121.80830932474
DeepCCS[M-2H]-158.25330932474
DeepCCS[M+Na]+132.90530932474
AllCCS[M+H]+126.332859911
AllCCS[M+H-H2O]+122.132859911
AllCCS[M+NH4]+130.332859911
AllCCS[M+Na]+131.432859911
AllCCS[M-H]-123.932859911
AllCCS[M+Na-2H]-127.932859911
AllCCS[M+HCOO]-132.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.0.7 minutes32390414
Predicted by Siyang on May 30, 20228.7344 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20227.16 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid326.3 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid524.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid328.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid59.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid209.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid52.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid276.8 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid231.2 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)660.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid576.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid35.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid623.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid195.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid260.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate545.1 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA473.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water308.6 seconds40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Aminoisobutyric acid,1TMS,isomer #1CC(C)(N)C(=O)O[Si](C)(C)C949.9Semi standard non polar33892256
2-Aminoisobutyric acid,1TMS,isomer #1CC(C)(N)C(=O)O[Si](C)(C)C1088.6Standard non polar33892256
2-Aminoisobutyric acid,1TMS,isomer #1CC(C)(N)C(=O)O[Si](C)(C)C1434.5Standard polar33892256
2-Aminoisobutyric acid,1TMS,isomer #2CC(C)(N[Si](C)(C)C)C(=O)O1104.2Semi standard non polar33892256
2-Aminoisobutyric acid,1TMS,isomer #2CC(C)(N[Si](C)(C)C)C(=O)O1000.0Standard non polar33892256
2-Aminoisobutyric acid,1TMS,isomer #2CC(C)(N[Si](C)(C)C)C(=O)O1458.1Standard polar33892256
2-Aminoisobutyric acid,2TMS,isomer #1CC(C)(N[Si](C)(C)C)C(=O)O[Si](C)(C)C1118.4Semi standard non polar33892256
2-Aminoisobutyric acid,2TMS,isomer #1CC(C)(N[Si](C)(C)C)C(=O)O[Si](C)(C)C1144.6Standard non polar33892256
2-Aminoisobutyric acid,2TMS,isomer #1CC(C)(N[Si](C)(C)C)C(=O)O[Si](C)(C)C1179.4Standard polar33892256
2-Aminoisobutyric acid,2TMS,isomer #2CC(C)(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1293.3Semi standard non polar33892256
2-Aminoisobutyric acid,2TMS,isomer #2CC(C)(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1199.5Standard non polar33892256
2-Aminoisobutyric acid,2TMS,isomer #2CC(C)(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1482.1Standard polar33892256
2-Aminoisobutyric acid,3TMS,isomer #1CC(C)(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1360.9Semi standard non polar33892256
2-Aminoisobutyric acid,3TMS,isomer #1CC(C)(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1306.8Standard non polar33892256
2-Aminoisobutyric acid,3TMS,isomer #1CC(C)(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1280.7Standard polar33892256
2-Aminoisobutyric acid,1TBDMS,isomer #1CC(C)(N)C(=O)O[Si](C)(C)C(C)(C)C1183.2Semi standard non polar33892256
2-Aminoisobutyric acid,1TBDMS,isomer #1CC(C)(N)C(=O)O[Si](C)(C)C(C)(C)C1287.8Standard non polar33892256
2-Aminoisobutyric acid,1TBDMS,isomer #1CC(C)(N)C(=O)O[Si](C)(C)C(C)(C)C1595.9Standard polar33892256
2-Aminoisobutyric acid,1TBDMS,isomer #2CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O1367.9Semi standard non polar33892256
2-Aminoisobutyric acid,1TBDMS,isomer #2CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O1222.4Standard non polar33892256
2-Aminoisobutyric acid,1TBDMS,isomer #2CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O1569.8Standard polar33892256
2-Aminoisobutyric acid,2TBDMS,isomer #1CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1570.3Semi standard non polar33892256
2-Aminoisobutyric acid,2TBDMS,isomer #1CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1599.3Standard non polar33892256
2-Aminoisobutyric acid,2TBDMS,isomer #1CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1491.7Standard polar33892256
2-Aminoisobutyric acid,2TBDMS,isomer #2CC(C)(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1743.8Semi standard non polar33892256
2-Aminoisobutyric acid,2TBDMS,isomer #2CC(C)(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1667.5Standard non polar33892256
2-Aminoisobutyric acid,2TBDMS,isomer #2CC(C)(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1661.4Standard polar33892256
2-Aminoisobutyric acid,3TBDMS,isomer #1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1981.8Semi standard non polar33892256
2-Aminoisobutyric acid,3TBDMS,isomer #1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1995.6Standard non polar33892256
2-Aminoisobutyric acid,3TBDMS,isomer #1CC(C)(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1660.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Aminoisobutyric acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-001i-0900000000-e469c31fdb361c68d7c12014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (2 TMS)splash10-001i-0900000000-a36ad39a36ae444e46ae2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Aminoisobutyric acid GC-EI-TOF (Non-derivatized)splash10-001i-0900000000-e469c31fdb361c68d7c12017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (Non-derivatized)splash10-001i-0900000000-a36ad39a36ae444e46ae2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9000000000-6b7bf93c06f2aeefce392017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9600000000-a300b153080dc92a72f62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-000i-9200000000-da2827369e92adba7cd82012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0udi-7900000000-6079ac9d44cf4a3111522012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0udi-4900000000-cf4a983a808aa8a187292012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-0udi-0900000000-b09f9465bfd507f59a9d2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-0udi-0900000000-4eeda03ca057f971ad212012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-0udi-4900000000-8b7badd6f8457356fe622012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-0a4i-9000000000-7e17058c19f5affb357a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-0a4i-9000000000-b986c9a42c2c739c6fd02012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-0a4i-9000000000-bf285168a5a5d41ab0492012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-0a4l-9000000000-b7fd609f2bf6e6145d542012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOFsplash10-0pb9-9500000000-2f9ed721c06843a9df2b2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-0udi-0900000000-02624b93137883b214ad2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , negative-QTOFsplash10-0udi-0900000000-b09f9465bfd507f59a9d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , negative-QTOFsplash10-0udi-0900000000-4eeda03ca057f971ad212017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QTOF , negative-QTOFsplash10-0udi-0900000000-02624b93137883b214ad2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid , negative-QTOFsplash10-0udi-0900000000-aac342be2df7745c885d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , positive-QTOFsplash10-0udi-4900000000-8b7badd6f8457356fe622017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , positive-QTOFsplash10-0a4i-9000000000-23a671f383f99bc465c82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , positive-QTOFsplash10-0a4i-9000000000-b986c9a42c2c739c6fd02017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 10V, Positive-QTOFsplash10-0a4i-9200000000-4849dde814173ad8e73f2017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 20V, Positive-QTOFsplash10-0a4i-9000000000-5ae41491e22202d700f32017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 40V, Positive-QTOFsplash10-052f-9000000000-6dff5b04f9cf69c4d6862017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 10V, Negative-QTOFsplash10-0udi-0900000000-278a45a568ba95d65cab2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 20V, Negative-QTOFsplash10-0udi-1900000000-82d99c3456fa9229a2242017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 40V, Negative-QTOFsplash10-0k9i-9200000000-a1add3dee96321589e432017-07-26Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Experimental 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 400 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified1.03 +/- 0.34 uMAdult (>18 years old)MaleNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
 details
BloodDetected and Quantified0.75 +/- 0.33 uMAdult (>18 years old)FemaleNormal
    • Geigy Scientific ...
    • West Cadwell, N.J...
    • Basel, Switzerlan...
 details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)FemaleNormal details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedBoth
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedCrohns disease details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUlcerative colitis details
FecesDetected but not QuantifiedNot QuantifiedChildren (6 - 18 years old)Not SpecifiedUnclassified IBD details
Associated Disorders and Diseases
Disease References
Crohn's disease
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Ulcerative colitis
  1. Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
Associated OMIM IDs
DrugBank IDDB02952
Phenol Explorer Compound IDNot Available
FooDB IDFDB022732
KNApSAcK IDNot Available
Chemspider ID5891
KEGG Compound IDC03665
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Aminoisobutyric acid
METLIN ID37
PubChem Compound6119
PDB IDNot Available
ChEBI ID27971
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1171101
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Lucarelli C, Betto P, Ricciarello G, Grossi G: High-performance liquid chromatographic determination of L-3-(3,4-dihydroxyphenyl)-2-methylalanine (alpha-methyldopa) in human urine and plasma. J Chromatogr. 1991 Mar 22;541(1-2):285-96. [PubMed:2037651 ]
  3. HARRIS H: Family studies on the urinary excretion of beta-aminoisobutyric acid. Ann Eugen. 1953 Jun;18(1):43-9. [PubMed:13058271 ]
  4. CRUMPLER HR, DENT CE, HARRIS H, WESTALL RG: beta-Aminoisobutyric acid (alpha-methyl-beta-alanine); a new amino-acid obtained from human urine. Nature. 1951 Feb 24;167(4243):307-8. [PubMed:14806475 ]