Showing Compound D-2-Aminobutanoic acid (FDB012680)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:18 UTC

Update date

2019-11-26 03:07:22 UTC

Primary ID

FDB012680

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

D-2-Aminobutanoic acid

Description

Constituent of seedlings of Glycine max (soybean), Dolichos lablab (hyacinth bean), Canavalia gladiata (swordbean), Arachis hypogaea (peanut), Pisum sativum (pea), Phaseolus vulgaris (kidney bean) and Vigna sesquipedalis (asparagus bean) after hydrolysis alpha-Aminobutyric acid (AABA) is an isomer of the amino acid aminobutyric acid. It is a key intermediate in the biosynthesis of ophthalmic acid or ophthalmate. D-2-Aminobutanoic acid is found in many foods, some of which are nuts, common pea, yellow wax bean, and pulses.

CAS Number

2623-91-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2R)-2-Aminobutyric acid	ChEBI
(R)-2-Aminobutanoic acid	ChEBI
(R)-2-Aminobutyric acid	ChEBI
alpha-Aminobutyric acid	ChEBI
D-(-)-2-Aminobutyric acid	ChEBI
D-2-Aminobutanoic acid	ChEBI
D-2-Aminobuttersaeure	ChEBI
D-2-Aminobutyrate	ChEBI
D-2-Aminobutyric acid	ChEBI
(2R)-2-Aminobutyrate	Generator
(R)-2-Aminobutanoate	Generator
(R)-2-Aminobutyrate	Generator
a-Aminobutyrate	Generator
a-Aminobutyric acid	Generator
alpha-Aminobutyrate	Generator
Α-aminobutyrate	Generator
Α-aminobutyric acid	Generator
D-(-)-2-Aminobutyrate	Generator
D-2-Aminobutanoate	Generator
D-a-Aminobutyrate	Generator
D-a-Aminobutyric acid	Generator
D-alpha-Aminobutyrate	Generator
D-Α-aminobutyrate	Generator
D-Α-aminobutyric acid	Generator
(2R)-2-Aminobutanoate	HMDB
(2R)-2-Aminobutanoic acid	HMDB
(R)-2-Amino-butanoate	HMDB
(R)-2-Amino-butanoic acid	HMDB
delta-(-)-2-Aminobutyric acid	HMDB
delta-2-Aminobutanoate	HMDB
delta-2-Aminobutanoic acid	HMDB
delta-2-Aminobuttersaeure	HMDB
delta-2-Aminobutyrate	HMDB
delta-2-Aminobutyric acid	HMDB
delta-alpha-Aminobutyric acid	HMDB
2R-Amino-butanoate	HMDB
(2S)-2-Aminobutanoic acid	HMDB
alpha-Aminobutyric acid, (S)-isomer	HMDB
Butyrine, (S)-isomer	HMDB
L-2-Aminobutyric acid	HMDB
Homoalanine	HMDB
2-Aminobutyric acid	HMDB
2-Aminobutanoic acid	HMDB
alpha-Aminobutyric acid, (+-)-isomer	HMDB
Butyrine, (R)-isomer	HMDB
Butyrine	HMDB
Butyrine, (+-)-isomer	HMDB
L-Homoalanine	HMDB
alpha-Aminobutyric acid, (R)-isomer	HMDB
(R)-(-)-2-Aminobutyric acid	biospider
(R)-2-amino-Butanoate	HMDB
(R)-2-amino-Butanoic acid	HMDB
2-Aminobutanoic acid, 9CI; D-form	db_source
D-AABA	manual
D-alpha-aminobutyric acid	manual
α-aminobutyrate	Generator
α-aminobutyric acid	Generator

Predicted Properties

Property	Value	Source
Water Solubility	358 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-2.3	ChemAxon
logS	0.54	ALOGPS
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	9.53	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	2	ChemAxon
Refractivity	25.02 m³·mol⁻¹	ChemAxon
Polarizability	10.38 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

Chemical Formula

C4H9NO2

IUPAC name

(2R)-2-aminobutanoic acid

InChI Identifier

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

InChI Key

QWCKQJZIFLGMSD-GSVOUGTGSA-N

Isomeric SMILES

CC[C@@H](N)C(O)=O

Average Molecular Weight

103.1198

Monoisotopic Molecular Weight

103.063328537

Classification

Description

Belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

D-alpha-amino acids

Alternative Parents

Substituents

D-alpha-amino acid
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

D-alpha-amino acid (CHEBI:28797 )
alpha-aminobutyric acid (CHEBI:28797 )
Amino fatty acids (C02261 )
Amino fatty acids (LMFA01100043 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Fabaceae

Microbe

Biological location:

Organ and components:

Subcellular:

Cytoplasm

Biofluid and excreta:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Biological role:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 46.59%; H 8.80%; N 13.58%; O 31.03%	DFC
Melting Point	Mp 292° dec.	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]20D -7.86 (H2O) (5M HCl)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	D-2-Aminobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9000000000-231d9b85dacdfc8cfa1a	Spectrum
Predicted GC-MS	D-2-Aminobutanoic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9100000000-33d5541d982bdb08b1cc	Spectrum
Predicted GC-MS	D-2-Aminobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	D-2-Aminobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	D-2-Aminobutanoic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	D-2-Aminobutanoic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	D-2-Aminobutanoic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-9100000000-0daee71ea831f7bbc7d9	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0a4l-9000000000-bfbde6993a601589833a	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-052f-9000000000-2758c754fa3d1a866313	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0udi-0900000000-80692ccd320ae9397188	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-9000000000-0c48c0d7bd360678818d	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0a4i-9000000000-3f73f991c6b16f4243de	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0udi-0900000000-30bd7a490cb370274562	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0uk9-0900000000-4643b2987ca1e5d6835d	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0a4i-9000000000-b00f3c9d8e1430fd47d9	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0udi-4900000000-4f8fca780d8148405257	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-9000000000-0e57b77365acd0b22fb6	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0udi-0900000000-aa6a0c5e4a3ee00a68ad	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0udi-0900000000-fade3973755c5e8311cf	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0udi-0900000000-4b7a0e5c50e7e0b22d32	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0udi-4900000000-8ff7d03a0770e04e7c91	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0a4i-9100000000-ba75c4a0743928ae4796	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a4i-9000000000-ce841184a0d4a39e10cb	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0a4l-9000000000-da87cbb3df36c3786e14	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-0006-9000000000-915c65b6ad120179d86e	2012-08-31	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-9300000000-bf6d819e5329e5129707	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-75c44b202b0cf165ca64	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-48f42fa88ffd58848a44	2017-07-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2900000000-19ddd8258055e0c777c7	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-9800000000-e086424e89a725ee4f8e	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-b493c61a56938d3b47d5	2017-07-26	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum