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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:50 UTC

Update Date

2023-02-21 17:16:22 UTC

HMDB ID

HMDB0002362

Secondary Accession Numbers

HMDB02362

Metabolite Identification

Common Name

2,4-Diaminobutyric acid

Description

2,4-Diaminobutyric acid, also known as 2,4-diaminobutanoate or Dbu, 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). 2,4-Diaminobutyric acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2,4-Diaminobutyric acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 2,4-Diaminobutyric acid has been detected, but not quantified in cow milk. This could make 2,4-diaminobutyric acid a potential biomarker for the consumption of these foods. 2,4-Diaminobutyric acid is a non-physiological, cationic amino acid analogue that is transported into cells by System A with potent antitumoral activity in vitro against human glioma cells, the result of the pronounced concentrated uptake of DAB in glioma cells to the extent that a cellular lysis could occur due to osmotic reasons.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,4-Diaminobutanoic acid	ChEBI
alpha,gamma-Diaminobutanoic acid	ChEBI
alpha,gamma-Diaminobutyric acid	ChEBI
Dbu	ChEBI
2,4-Diaminobutanoate	Generator
a,g-Diaminobutanoate	Generator
a,g-Diaminobutanoic acid	Generator
alpha,gamma-Diaminobutanoate	Generator
Α,γ-diaminobutanoate	Generator
Α,γ-diaminobutanoic acid	Generator
a,g-Diaminobutyrate	Generator
a,g-Diaminobutyric acid	Generator
alpha,gamma-Diaminobutyrate	Generator
Α,γ-diaminobutyrate	Generator
Α,γ-diaminobutyric acid	Generator
2,4-Diaminobutyrate	Generator
(RS)-2,4-Diaminobutyric acid	HMDB
2,4-diamino-Butanoate	HMDB
2,4-diamino-Butanoic acid	HMDB
2,4-diamino-Butyric acid	HMDB
2,4-diamino-N-Butyric acid	HMDB
DL-2,4-diamino-N-Butyric acid	HMDB
DL-2,4-Diaminobutanoate	HMDB
DL-2,4-Diaminobutanoic acid	HMDB
DL-2,4-Diaminobutyric acid	HMDB
DL-alpha,gamma-Diaminobutyric acid	HMDB
2,4-Diaminobutyric acid dihydrochloride, (+-)-isomer	MeSH, HMDB
2,4-Diaminobutyric acid monohydrochloride, (S)-isomer	MeSH, HMDB
2,4-Diaminobutyric acid, (+)-isomer	MeSH, HMDB
2,4-Diaminobutyric acid, (+-)-isomer	MeSH, HMDB
2,4-Diaminobutyric acid, (R)-isomer	MeSH, HMDB
2,4-Diaminobutyric acid, (S)-isomer	MeSH, HMDB
L-2,4-Diaminobutyric acid	MeSH, HMDB
2,4-Diaminobutyric acid dihydrochloride, (S)-isomer	MeSH, HMDB
2,4-Diaminobutyric acid monohydrochloride, (+-)-isomer	MeSH, HMDB
2,4-Diamino-butyrate	Generator, HMDB
2,4-Diaminobutyric acid	MeSH

Chemical Formula

C₄H₁₀N₂O₂

Average Molecular Weight

118.1344

Monoisotopic Molecular Weight

118.074227574

IUPAC Name

2,4-diaminobutanoic acid

Traditional Name

2,4-diaminobutanoic acid

CAS Registry Number

305-62-4

SMILES

NCCC(N)C(O)=O

InChI Identifier

InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:64307 )
diamino acid (CHEBI:64307 )
gamma-amino acid (CHEBI:64307 )
Amino fatty acids (LMFA01100052 )

Ontology

Not Available

Not Available

Industrial application

Drug (HMDB: HMDB0002362)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-4.64	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	270 g/L	ALOGPS
logP	-3.7	ALOGPS
logP	-4	ChemAxon
logS	0.36	ALOGPS
pKa (Strongest Acidic)	2.55	ChemAxon
pKa (Strongest Basic)	9.95	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	89.34 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	28.56 m³·mol⁻¹	ChemAxon
Polarizability	11.79 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]+	123.982	31661259
DarkChem	[M-H]-	117.968	31661259
DeepCCS	[M+H]+	131.157	30932474
DeepCCS	[M-H]-	128.358	30932474
DeepCCS	[M-2H]-	164.749	30932474
DeepCCS	[M+Na]+	139.306	30932474
AllCCS	[M+H]+	128.7	32859911
AllCCS	[M+H-H2O]+	124.5	32859911
AllCCS	[M+NH4]+	132.6	32859911
AllCCS	[M+Na]+	133.7	32859911
AllCCS	[M-H]-	121.8	32859911
AllCCS	[M+Na-2H]-	124.9	32859911
AllCCS	[M+HCOO]-	128.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Diaminobutyric acid	NCCC(N)C(O)=O	1907.2	Standard polar	33892256
2,4-Diaminobutyric acid	NCCC(N)C(O)=O	1253.7	Standard non polar	33892256
2,4-Diaminobutyric acid	NCCC(N)C(O)=O	1768.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,4-Diaminobutyric acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CCN	1285.4	Semi standard non polar	33892256
2,4-Diaminobutyric acid,1TMS,isomer #2	C[Si](C)(C)NCCC(N)C(=O)O	1432.7	Semi standard non polar	33892256
2,4-Diaminobutyric acid,1TMS,isomer #3	C[Si](C)(C)NC(CCN)C(=O)O	1396.3	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #1	C[Si](C)(C)NC(CCN)C(=O)O[Si](C)(C)C	1422.0	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #1	C[Si](C)(C)NC(CCN)C(=O)O[Si](C)(C)C	1462.8	Standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #1	C[Si](C)(C)NC(CCN)C(=O)O[Si](C)(C)C	1973.2	Standard polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #2	C[Si](C)(C)NCCC(N)C(=O)O[Si](C)(C)C	1437.3	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #2	C[Si](C)(C)NCCC(N)C(=O)O[Si](C)(C)C	1495.8	Standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #2	C[Si](C)(C)NCCC(N)C(=O)O[Si](C)(C)C	2059.3	Standard polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #3	C[Si](C)(C)NCCC(N[Si](C)(C)C)C(=O)O	1562.4	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #3	C[Si](C)(C)NCCC(N[Si](C)(C)C)C(=O)O	1502.5	Standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #3	C[Si](C)(C)NCCC(N[Si](C)(C)C)C(=O)O	1994.9	Standard polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #4	C[Si](C)(C)N(CCC(N)C(=O)O)[Si](C)(C)C	1645.8	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #4	C[Si](C)(C)N(CCC(N)C(=O)O)[Si](C)(C)C	1567.4	Standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #4	C[Si](C)(C)N(CCC(N)C(=O)O)[Si](C)(C)C	2513.7	Standard polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #5	C[Si](C)(C)N(C(CCN)C(=O)O)[Si](C)(C)C	1574.4	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #5	C[Si](C)(C)N(C(CCN)C(=O)O)[Si](C)(C)C	1479.9	Standard non polar	33892256
2,4-Diaminobutyric acid,2TMS,isomer #5	C[Si](C)(C)N(C(CCN)C(=O)O)[Si](C)(C)C	2156.0	Standard polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #1	C[Si](C)(C)NCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1540.0	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #1	C[Si](C)(C)NCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1594.5	Standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #1	C[Si](C)(C)NCCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	1677.0	Standard polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCN)N([Si](C)(C)C)[Si](C)(C)C	1587.3	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCN)N([Si](C)(C)C)[Si](C)(C)C	1585.4	Standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCN)N([Si](C)(C)C)[Si](C)(C)C	1903.1	Standard polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)CCN([Si](C)(C)C)[Si](C)(C)C	1655.5	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)CCN([Si](C)(C)C)[Si](C)(C)C	1674.6	Standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(N)CCN([Si](C)(C)C)[Si](C)(C)C	1990.3	Standard polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #4	C[Si](C)(C)NC(CCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1740.8	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #4	C[Si](C)(C)NC(CCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1663.6	Standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #4	C[Si](C)(C)NC(CCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1910.1	Standard polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #5	C[Si](C)(C)NCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1731.2	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #5	C[Si](C)(C)NCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1637.9	Standard non polar	33892256
2,4-Diaminobutyric acid,3TMS,isomer #5	C[Si](C)(C)NCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1845.1	Standard polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #1	C[Si](C)(C)NC(CCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	1727.2	Semi standard non polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #1	C[Si](C)(C)NC(CCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	1739.6	Standard non polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #1	C[Si](C)(C)NC(CCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	1688.6	Standard polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #2	C[Si](C)(C)NCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1720.0	Semi standard non polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #2	C[Si](C)(C)NCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1712.6	Standard non polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #2	C[Si](C)(C)NCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1673.2	Standard polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #3	C[Si](C)(C)N(CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1923.8	Semi standard non polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #3	C[Si](C)(C)N(CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1805.4	Standard non polar	33892256
2,4-Diaminobutyric acid,4TMS,isomer #3	C[Si](C)(C)N(CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	1837.7	Standard polar	33892256
2,4-Diaminobutyric acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1966.4	Semi standard non polar	33892256
2,4-Diaminobutyric acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1855.2	Standard non polar	33892256
2,4-Diaminobutyric acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1681.1	Standard polar	33892256
2,4-Diaminobutyric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCN	1512.9	Semi standard non polar	33892256
2,4-Diaminobutyric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(N)C(=O)O	1683.5	Semi standard non polar	33892256
2,4-Diaminobutyric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCN)C(=O)O	1645.9	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCN)C(=O)O[Si](C)(C)C(C)(C)C	1865.7	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCN)C(=O)O[Si](C)(C)C(C)(C)C	1868.1	Standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCN)C(=O)O[Si](C)(C)C(C)(C)C	2088.3	Standard polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(N)C(=O)O[Si](C)(C)C(C)(C)C	1895.3	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(N)C(=O)O[Si](C)(C)C(C)(C)C	1915.9	Standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(N)C(=O)O[Si](C)(C)C(C)(C)C	2164.8	Standard polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC(N[Si](C)(C)C(C)(C)C)C(=O)O	2039.1	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC(N[Si](C)(C)C(C)(C)C)C(=O)O	1912.8	Standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCCC(N[Si](C)(C)C(C)(C)C)C(=O)O	2119.5	Standard polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2075.7	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC(N)C(=O)O)[Si](C)(C)C(C)(C)C	1993.8	Standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCC(N)C(=O)O)[Si](C)(C)C(C)(C)C	2427.2	Standard polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCN)C(=O)O)[Si](C)(C)C(C)(C)C	1984.7	Semi standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCN)C(=O)O)[Si](C)(C)C(C)(C)C	1888.6	Standard non polar	33892256
2,4-Diaminobutyric acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCN)C(=O)O)[Si](C)(C)C(C)(C)C	2168.6	Standard polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2176.4	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2180.2	Standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2065.2	Standard polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2254.9	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2181.6	Standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCN)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2139.5	Standard polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2298.2	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2283.9	Standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2215.9	Standard polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2403.6	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2259.1	Standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2193.6	Standard polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2377.3	Semi standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2236.2	Standard non polar	33892256
2,4-Diaminobutyric acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2148.8	Standard polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2583.9	Semi standard non polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2483.0	Standard non polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2170.8	Standard polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(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	2589.0	Semi standard non polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(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	2454.1	Standard non polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCC(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	2155.0	Standard polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2718.5	Semi standard non polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2545.8	Standard non polar	33892256
2,4-Diaminobutyric acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2225.7	Standard polar	33892256
2,4-Diaminobutyric acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2957.6	Semi standard non polar	33892256
2,4-Diaminobutyric acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2743.9	Standard non polar	33892256
2,4-Diaminobutyric acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2241.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0fk9-1920000000-4022550ff40c74b94da2	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0uki-1910000000-34aec762a0d88f0ff2eb	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0h00-0920000000-ed1d230736f055292644	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0fe0-2900000000-011f7377726e8e3fba20	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0udi-0923000000-fcaabed9d8d79390c079	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0fk9-1920000000-4022550ff40c74b94da2	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0uki-1910000000-34aec762a0d88f0ff2eb	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0h00-0920000000-ed1d230736f055292644	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0fe0-2900000000-011f7377726e8e3fba20	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,4-Diaminobutyric acid GC-EI-TOF (Non-derivatized)	splash10-0udi-0923000000-fcaabed9d8d79390c079	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Diaminobutyric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-9000000000-0ff95cc18b5212b1c153	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Diaminobutyric acid GC-MS (1 TMS) - 70eV, Positive	splash10-0uk9-8900000000-25af6f5f252b501941e0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Diaminobutyric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Diaminobutyric 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 - 2,4-Diaminobutyric acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0udi-5900000000-c2bc7797818665414515	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Diaminobutyric acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0a4i-9000000000-86fc81ed1cba676fc615	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2,4-Diaminobutyric acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0a4i-9000000000-dbbf8294790c9cfa4247	2012-07-25	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 10V, Positive-QTOF	splash10-0v4i-7900000000-ca2dc0489c4a710e50dd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 20V, Positive-QTOF	splash10-0ab9-9000000000-72113ca7f0d0dd46ad4f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 40V, Positive-QTOF	splash10-0a4i-9000000000-787cd47720f4158a0201	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 10V, Negative-QTOF	splash10-014i-3900000000-fd55d2abd69c5f1c09cd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 20V, Negative-QTOF	splash10-01b9-8900000000-d0f5d2df75ce6b002347	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 40V, Negative-QTOF	splash10-006x-9000000000-da3e8260fa5485a69ab1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 10V, Positive-QTOF	splash10-00xr-9700000000-fdbd4f0e5bb81c5569f4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 20V, Positive-QTOF	splash10-0a4i-9000000000-880db7b265999a2be6b5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 40V, Positive-QTOF	splash10-0a4i-9000000000-b2689f286fc18087ebce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 10V, Negative-QTOF	splash10-014i-1900000000-de9219963e7858b4c55a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 20V, Negative-QTOF	splash10-014i-4900000000-2a4facf9f300cca66157	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Diaminobutyric acid 40V, Negative-QTOF	splash10-001i-9000000000-d4591f1517185fa3d719	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Both	Normal	25486321	details
Urine	Detected and Quantified	0.1 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	21388201	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022978

KNApSAcK ID

C00034868

Chemspider ID

457

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

470

PDB ID

Not Available

ChEBI ID

64307

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Talbot, Guy; Gaudry, Roger; Berlinguet, Louis. Synthesis of 4-aminobutyric acid and 2,4-diaminobutyric acid from butyrolactone. Canadian Journal of Chemistry (1958), 36 593-6.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Ronquist G, Hugosson R, Sjolander U, Ungerstedt U: Treatment of malignant glioma by a new therapeutic principle. Acta Neurochir (Wien). 1992;114(1-2):8-11. [PubMed:1561943 ]

Showing metabocard for 2,4-Diaminobutyric acid (HMDB0002362)

MOL for HMDB0002362 (2,4-Diaminobutyric acid)

3D MOL for HMDB0002362 (2,4-Diaminobutyric acid)

3D SDF for HMDB0002362 (2,4-Diaminobutyric acid)

3D-SDF for HMDB0002362 (2,4-Diaminobutyric acid)

PDB for HMDB0002362 (2,4-Diaminobutyric acid)

3D PDB for HMDB0002362 (2,4-Diaminobutyric acid)

SMILES for HMDB0002362 (2,4-Diaminobutyric acid)

INCHI for HMDB0002362 (2,4-Diaminobutyric acid)

Structure for HMDB0002362 (2,4-Diaminobutyric acid)

3D Structure for HMDB0002362 (2,4-Diaminobutyric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra