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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-03-29 12:26:15 UTC

Update Date

2023-02-21 17:15:57 UTC

HMDB ID

HMDB0001906

Secondary Accession Numbers

HMDB01906

Metabolite Identification

Common Name

2-Aminoisobutyric acid

Description

2-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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,2-Dimethylglycine	ChEBI
2-Amino-2-methylpropanoate	ChEBI
2-Amino-2-methylpropionic acid	ChEBI
2-Methylalanine	ChEBI
2MA	ChEBI
AIB	ChEBI
alpha,alpha-Dimethylglycine	ChEBI
alpha-Aminoisobutanoic acid	ChEBI
alpha-Aminoisobutyric acid	ChEBI
alpha-Methylalanine	ChEBI
2-Amino-2-methylpropanoic acid	Generator
2-Amino-2-methylpropionate	Generator
a,a-Dimethylglycine	Generator
Α,α-dimethylglycine	Generator
a-Aminoisobutanoate	Generator
a-Aminoisobutanoic acid	Generator
alpha-Aminoisobutanoate	Generator
Α-aminoisobutanoate	Generator
Α-aminoisobutanoic acid	Generator
a-Aminoisobutyrate	Generator
a-Aminoisobutyric acid	Generator
alpha-Aminoisobutyrate	Generator
Α-aminoisobutyrate	Generator
Α-aminoisobutyric acid	Generator
a-Methylalanine	Generator
Α-methylalanine	Generator
2-Aminoisobutyrate	Generator
2-Aminoisobutyric acid, 11C-labeled	MeSH, HMDB
2-Aminoisobutyric acid, 14C-labeled	MeSH, HMDB
2-Aminoisobutyric acid	KEGG
2-Amino-isobutyrate	Generator, HMDB

Chemical Formula

C₄H₉NO₂

Average Molecular Weight

103.1198

Monoisotopic Molecular Weight

103.063328537

IUPAC Name

2-amino-2-methylpropanoic acid

Traditional Name

α-aminoisobutyric acid

CAS Registry Number

62-57-7

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 Key

FUOOLUPWFVMBKG-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).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha 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 Framework

Aliphatic acyclic compounds

External Descriptors

2,2-dialkylglycine (CHEBI:27971 )
Amino fatty acids (LMFA01100053 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0001906)

Organ

Prostate (HMDB: HMDB0001906)

Excreta

Biofluid or Excreta

Urine (PMID: 21543078)
Feces (PMID: 19573517)

Cellular substructure

Cytoplasm (HMDB: HMDB0001906)

Source

Exogenous

Exogenous (HMDB: HMDB0001906)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Endogenous

Endogenous (HMDB: HMDB0001906)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0001906)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	335 °C	Not Available
Boiling Point	204.35 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	181 mg/mL at 25 °C	Not Available
LogP	-0.163 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	129.44	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001778
[M+H]+	Not Available	123.9	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001778

Predicted Molecular Properties

Property	Value	Source
Water Solubility	337 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-2.4	ChemAxon
logS	0.51	ALOGPS
pKa (Strongest Acidic)	2.58	ChemAxon
pKa (Strongest Basic)	9.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	25.21 m³·mol⁻¹	ChemAxon
Polarizability	10.33 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	120.731	31661259
DarkChem	[M-H]-	114.491	31661259
AllCCS	[M+H]+	126.317	32859911
AllCCS	[M-H]-	123.889	32859911
DeepCCS	[M+H]+	124.607	30932474
DeepCCS	[M-H]-	121.808	30932474
DeepCCS	[M-2H]-	158.253	30932474
DeepCCS	[M+Na]+	132.905	30932474
AllCCS	[M+H]+	126.3	32859911
AllCCS	[M+H-H2O]+	122.1	32859911
AllCCS	[M+NH4]+	130.3	32859911
AllCCS	[M+Na]+	131.4	32859911
AllCCS	[M-H]-	123.9	32859911
AllCCS	[M+Na-2H]-	127.9	32859911
AllCCS	[M+HCOO]-	132.3	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Aminoisobutyric acid,1TMS,isomer #1	CC(C)(N)C(=O)O[Si](C)(C)C	949.9	Semi standard non polar	33892256
2-Aminoisobutyric acid,1TMS,isomer #1	CC(C)(N)C(=O)O[Si](C)(C)C	1088.6	Standard non polar	33892256
2-Aminoisobutyric acid,1TMS,isomer #1	CC(C)(N)C(=O)O[Si](C)(C)C	1434.5	Standard polar	33892256
2-Aminoisobutyric acid,1TMS,isomer #2	CC(C)(N[Si](C)(C)C)C(=O)O	1104.2	Semi standard non polar	33892256
2-Aminoisobutyric acid,1TMS,isomer #2	CC(C)(N[Si](C)(C)C)C(=O)O	1000.0	Standard non polar	33892256
2-Aminoisobutyric acid,1TMS,isomer #2	CC(C)(N[Si](C)(C)C)C(=O)O	1458.1	Standard polar	33892256
2-Aminoisobutyric acid,2TMS,isomer #1	CC(C)(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1118.4	Semi standard non polar	33892256
2-Aminoisobutyric acid,2TMS,isomer #1	CC(C)(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1144.6	Standard non polar	33892256
2-Aminoisobutyric acid,2TMS,isomer #1	CC(C)(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1179.4	Standard polar	33892256
2-Aminoisobutyric acid,2TMS,isomer #2	CC(C)(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1293.3	Semi standard non polar	33892256
2-Aminoisobutyric acid,2TMS,isomer #2	CC(C)(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1199.5	Standard non polar	33892256
2-Aminoisobutyric acid,2TMS,isomer #2	CC(C)(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1482.1	Standard polar	33892256
2-Aminoisobutyric acid,3TMS,isomer #1	CC(C)(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1360.9	Semi standard non polar	33892256
2-Aminoisobutyric acid,3TMS,isomer #1	CC(C)(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1306.8	Standard non polar	33892256
2-Aminoisobutyric acid,3TMS,isomer #1	CC(C)(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1280.7	Standard polar	33892256
2-Aminoisobutyric acid,1TBDMS,isomer #1	CC(C)(N)C(=O)O[Si](C)(C)C(C)(C)C	1183.2	Semi standard non polar	33892256
2-Aminoisobutyric acid,1TBDMS,isomer #1	CC(C)(N)C(=O)O[Si](C)(C)C(C)(C)C	1287.8	Standard non polar	33892256
2-Aminoisobutyric acid,1TBDMS,isomer #1	CC(C)(N)C(=O)O[Si](C)(C)C(C)(C)C	1595.9	Standard polar	33892256
2-Aminoisobutyric acid,1TBDMS,isomer #2	CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O	1367.9	Semi standard non polar	33892256
2-Aminoisobutyric acid,1TBDMS,isomer #2	CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O	1222.4	Standard non polar	33892256
2-Aminoisobutyric acid,1TBDMS,isomer #2	CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O	1569.8	Standard polar	33892256
2-Aminoisobutyric acid,2TBDMS,isomer #1	CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1570.3	Semi standard non polar	33892256
2-Aminoisobutyric acid,2TBDMS,isomer #1	CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1599.3	Standard non polar	33892256
2-Aminoisobutyric acid,2TBDMS,isomer #1	CC(C)(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	1491.7	Standard polar	33892256
2-Aminoisobutyric acid,2TBDMS,isomer #2	CC(C)(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1743.8	Semi standard non polar	33892256
2-Aminoisobutyric acid,2TBDMS,isomer #2	CC(C)(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1667.5	Standard non polar	33892256
2-Aminoisobutyric acid,2TBDMS,isomer #2	CC(C)(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1661.4	Standard polar	33892256
2-Aminoisobutyric acid,3TBDMS,isomer #1	CC(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)C	1981.8	Semi standard non polar	33892256
2-Aminoisobutyric acid,3TBDMS,isomer #1	CC(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)C	1995.6	Standard non polar	33892256
2-Aminoisobutyric acid,3TBDMS,isomer #1	CC(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)C	1660.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Aminoisobutyric acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-001i-0900000000-e469c31fdb361c68d7c1	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (2 TMS)	splash10-001i-0900000000-a36ad39a36ae444e46ae	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Aminoisobutyric acid GC-EI-TOF (Non-derivatized)	splash10-001i-0900000000-e469c31fdb361c68d7c1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (Non-derivatized)	splash10-001i-0900000000-a36ad39a36ae444e46ae	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000000000-6b7bf93c06f2aeefce39	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9600000000-a300b153080dc92a72f6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminoisobutyric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-000i-9200000000-da2827369e92adba7cd8	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0udi-7900000000-6079ac9d44cf4a311152	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0udi-4900000000-cf4a983a808aa8a18729	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-0udi-0900000000-b09f9465bfd507f59a9d	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-0udi-0900000000-4eeda03ca057f971ad21	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOF	splash10-0udi-4900000000-8b7badd6f8457356fe62	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOF	splash10-0a4i-9000000000-7e17058c19f5affb357a	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOF	splash10-0a4i-9000000000-b986c9a42c2c739c6fd0	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOF	splash10-0a4i-9000000000-bf285168a5a5d41ab049	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOF	splash10-0a4l-9000000000-b7fd609f2bf6e6145d54	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive-QTOF	splash10-0pb9-9500000000-2f9ed721c06843a9df2b	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-0udi-0900000000-02624b93137883b214ad	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , negative-QTOF	splash10-0udi-0900000000-b09f9465bfd507f59a9d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , negative-QTOF	splash10-0udi-0900000000-4eeda03ca057f971ad21	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QTOF , negative-QTOF	splash10-0udi-0900000000-02624b93137883b214ad	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid , negative-QTOF	splash10-0udi-0900000000-aac342be2df7745c885d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , positive-QTOF	splash10-0udi-4900000000-8b7badd6f8457356fe62	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , positive-QTOF	splash10-0a4i-9000000000-23a671f383f99bc465c8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2-Aminoisobutyric acid LC-ESI-QQ , positive-QTOF	splash10-0a4i-9000000000-b986c9a42c2c739c6fd0	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 10V, Positive-QTOF	splash10-0a4i-9200000000-4849dde814173ad8e73f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 20V, Positive-QTOF	splash10-0a4i-9000000000-5ae41491e22202d700f3	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 40V, Positive-QTOF	splash10-052f-9000000000-6dff5b04f9cf69c4d686	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 10V, Negative-QTOF	splash10-0udi-0900000000-278a45a568ba95d65cab	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 20V, Negative-QTOF	splash10-0udi-1900000000-82d99c3456fa9229a224	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminoisobutyric acid 40V, Negative-QTOF	splash10-0k9i-9200000000-a1add3dee96321589e43	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 400 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Prostate

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	1.03 +/- 0.34 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ... West Cadwell, N.J... Basel, Switzerlan...	details
Blood	Detected and Quantified	0.75 +/- 0.33 uM	Adult (>18 years old)	Female	Normal	Geigy Scientific ... West Cadwell, N.J... Basel, Switzerlan...	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Both	Normal	25486321	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	19573517	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	26709303	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Normal	27609529	details
Urine	Detected but not Quantified	Not Quantified	Not Available	Not Available	Normal	21543078	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Crohns disease	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Ulcerative colitis	27609529	details
Feces	Detected but not Quantified	Not Quantified	Children (6 - 18 years old)	Not Specified	Unclassified IBD	27609529	details

Associated Disorders and Diseases

Disease References

Crohn's disease
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
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

266600 (Crohn's disease)

External Links

DrugBank ID

DB02952

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022732

KNApSAcK ID

Not Available

Chemspider ID

5891

KEGG Compound ID

C03665

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Aminoisobutyric acid

METLIN ID

PubChem Compound

6119

PDB ID

Not Available

ChEBI ID

27971

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1171101

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

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 ]
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 ]
HARRIS H: Family studies on the urinary excretion of beta-aminoisobutyric acid. Ann Eugen. 1953 Jun;18(1):43-9. [PubMed:13058271 ]
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 ]

Showing metabocard for 2-Aminoisobutyric acid (HMDB0001906)

MOL for HMDB0001906 (2-Aminoisobutyric acid)

3D MOL for HMDB0001906 (2-Aminoisobutyric acid)

3D SDF for HMDB0001906 (2-Aminoisobutyric acid)

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

PDB for HMDB0001906 (2-Aminoisobutyric acid)

3D PDB for HMDB0001906 (2-Aminoisobutyric acid)

SMILES for HMDB0001906 (2-Aminoisobutyric acid)

INCHI for HMDB0001906 (2-Aminoisobutyric acid)

Structure for HMDB0001906 (2-Aminoisobutyric acid)

3D Structure for HMDB0001906 (2-Aminoisobutyric acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra