MiMeDB: Showing metabocard for 2,3-Diaminopropanoate (MMDBc0031962)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:56:42 UTC

Update Date

2022-08-31 18:26:52 UTC

Metabolite ID

MMDBc0031962

Metabolite Identification

Common Name

2,3-Diaminopropanoate

Description

In E.coli, 2,3-Diaminopropanoate is a substrate for the enzyme 2,3-diaminopropionate ammonia-lyase which catalyzes the reaction 2,3-diaminopropanoate + H+ + H2O ‚Üí 2 ammonium + pyruvate + H+ (BioCyc compound class: 23-Diaminopropanoate).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,3-Diaminopropanoic acid	ChEBI
2,3-Diaminopropionate	ChEBI
2,3-Diaminopropionic acid	ChEBI
Dap	ChEBI
Dpr	ChEBI
2,3-Diaminopropionic acid, (D)-isomer	MeSH
2,3-Diaminopropionic acid, (DL)-isomer	MeSH
2,3-Diaminopropionic acid, (DL)-isomer, monohydrochloride	MeSH
2,3-Diaminopropionic acid, (L)-isomer	MeSH
2,3-Diaminopropionic acid, (L)-isomer, monohydrochloride	MeSH
2-Amino-beta-alanine	MeSH
3-Aminoalanine	MeSH
alpha,beta-Diaminopropionic acid	MeSH
beta-Aminoalanine	MeSH
2,3-Diaminopropanoate	Generator

Molecular Formula

C₃H₈N₂O₂

Average Mass

104.109

Monoisotopic Mass

104.058577506

IUPAC Name

2,3-diaminopropanoic acid

Traditional Name

2,3-diaminopropionic acid

CAS Registry Number

Not Available

SMILES

NCC(N)C(O)=O

InChI Identifier

InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)

InChI Key

PECYZEOJVXMISF-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

non-proteinogenic alpha-amino acid (CHEBI:18383 )
beta-amino acid (CHEBI:18383 )
diamino acid (CHEBI:18383 )
alanine derivative (CHEBI:18383 )
a small molecule (L-23-DIAMINOPROPANOATE )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	352 g/L	ALOGPS
logP	-3.9	ALOGPS
logP	-4	ChemAxon
logS	0.53	ALOGPS
pKa (Strongest Acidic)	2.1	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	89.34 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	23.7 m³·mol⁻¹	ChemAxon
Polarizability	9.88 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-9300000000-9de35a1e996fdedc09d0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9000000000-5bcb0ffb61db3c6fa518	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-d87f3b5ff4f1f2418242	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-4900000000-88dc3eb98ec50a22c8a0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udr-9600000000-dbb41b546b616878cf98	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0abl-9000000000-6565d5b25e152c16686a	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	565.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	441.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	39.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	232.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (void)	2025-10-23	280.7
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	351.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	434.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	968.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	869.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	221.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	601.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	237.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	44.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	437.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	808.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	142.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	377.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	620.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	583.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2,3-Diaminopropanoate_TMS_1	C[Si](C)(C)OC(=O)C(N)CN	standard non polar	2025-10-24	1978.14
Gas Chromatography	2,3-Diaminopropanoate_TMS_2	C[Si](C)(C)NCC(N)C(=O)O	standard non polar	2025-10-24	2412.38
Gas Chromatography	2,3-Diaminopropanoate_TMS_3	C[Si](C)(C)NC(CN)C(=O)O	standard non polar	2025-10-24	2069.36
Gas Chromatography	2,3-Diaminopropanoate_TMS_4	C[Si](C)(C)NC(CN)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2158.51
Gas Chromatography	2,3-Diaminopropanoate_TMS_5	C[Si](C)(C)NCC(N)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2124.39
Gas Chromatography	2,3-Diaminopropanoate_TMS_6	C[Si](C)(C)NCC(N[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	2341.76
Gas Chromatography	2,3-Diaminopropanoate_TMS_7	C[Si](C)(C)N(CC(N)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	2068.65
Gas Chromatography	2,3-Diaminopropanoate_TMS_8	C[Si](C)(C)N(C(CN)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1683.31
Gas Chromatography	2,3-Diaminopropanoate_TMS_9	C[Si](C)(C)NCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1907.73
Gas Chromatography	2,3-Diaminopropanoate_TMS_10	C[Si](C)(C)OC(=O)C(CN)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1297.85
Gas Chromatography	2,3-Diaminopropanoate_TMS_11	C[Si](C)(C)OC(=O)C(N)CN([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2217.15
Gas Chromatography	2,3-Diaminopropanoate_TMS_12	C[Si](C)(C)NC(CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1599.2
Gas Chromatography	2,3-Diaminopropanoate_TMS_13	C[Si](C)(C)NCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1945.79
Gas Chromatography	2,3-Diaminopropanoate_TMS_14	C[Si](C)(C)NC(CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1905.75
Gas Chromatography	2,3-Diaminopropanoate_TMS_15	C[Si](C)(C)NCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1666.84
Gas Chromatography	2,3-Diaminopropanoate_TMS_16	C[Si](C)(C)N(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2181.84
Gas Chromatography	2,3-Diaminopropanoate_TMS_17	C[Si](C)(C)OC(=O)C(CN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1608.5
Gas Chromatography	2,3-Diaminopropanoate_TMS_1	C[Si](C)(C)OC(=O)C(N)CN	standard polar	2025-10-24	2194.75
Gas Chromatography	2,3-Diaminopropanoate_TMS_2	C[Si](C)(C)NCC(N)C(=O)O	standard polar	2025-10-24	2413.64
Gas Chromatography	2,3-Diaminopropanoate_TMS_3	C[Si](C)(C)NC(CN)C(=O)O	standard polar	2025-10-24	2416.76
Gas Chromatography	2,3-Diaminopropanoate_TMS_4	C[Si](C)(C)NC(CN)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1762.73
Gas Chromatography	2,3-Diaminopropanoate_TMS_5	C[Si](C)(C)NCC(N)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1953.48
Gas Chromatography	2,3-Diaminopropanoate_TMS_6	C[Si](C)(C)NCC(N[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2145.6
Gas Chromatography	2,3-Diaminopropanoate_TMS_7	C[Si](C)(C)N(CC(N)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2150.6
Gas Chromatography	2,3-Diaminopropanoate_TMS_8	C[Si](C)(C)N(C(CN)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2697.75
Gas Chromatography	2,3-Diaminopropanoate_TMS_9	C[Si](C)(C)NCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2014.31
Gas Chromatography	2,3-Diaminopropanoate_TMS_10	C[Si](C)(C)OC(=O)C(CN)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1812.3
Gas Chromatography	2,3-Diaminopropanoate_TMS_11	C[Si](C)(C)OC(=O)C(N)CN([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1112.67
Gas Chromatography	2,3-Diaminopropanoate_TMS_12	C[Si](C)(C)NC(CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2149.74
Gas Chromatography	2,3-Diaminopropanoate_TMS_13	C[Si](C)(C)NCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2204.24
Gas Chromatography	2,3-Diaminopropanoate_TMS_14	C[Si](C)(C)NC(CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2100.61
Gas Chromatography	2,3-Diaminopropanoate_TMS_15	C[Si](C)(C)NCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2399.08
Gas Chromatography	2,3-Diaminopropanoate_TMS_16	C[Si](C)(C)N(CC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2104.28
Gas Chromatography	2,3-Diaminopropanoate_TMS_17	C[Si](C)(C)OC(=O)C(CN([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2370.83

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C06393

BioCyc ID

CPD-1782

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

18383

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for 2,3-Diaminopropanoate (MMDBc0031962)

MOL for #<Metabolite:0x00007f9a9cd81a10>

3D MOL for #<Metabolite:0x00007f9a9cd81a10>

3D SDF for #<Metabolite:0x00007f9a9cd81a10>

3D-SDF for #<Metabolite:0x00007f9a9cd81a10>

PDB for #<Metabolite:0x00007f9a9cd81a10>

3D PDB for #<Metabolite:0x00007f9a9cd81a10>

SMILES for #<Metabolite:0x00007f9a9cd81a10>

INCHI for #<Metabolite:0x00007f9a9cd81a10>

Structure for #<Metabolite:0x00007f9a9cd81a10>

3D Structure for #<Metabolite:0x00007f9a9cd81a10>