Bovine Metabolome Database: Showing metabocard for Ureidopropionic acid (BMDB0000026)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:18:38 UTC

Update Date

2020-05-21 16:28:29 UTC

BMDB ID

BMDB0000026

Secondary Accession Numbers

BMDB00026

Metabolite Identification

Common Name

Ureidopropionic acid

Description

Ureidopropionic acid, also known as 3-ureidopropanoate or N-carbamoyl-b-alanine, belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group. Ureidopropionic acid exists in all living organisms, ranging from bacteria to humans. In cattle, ureidopropionic acid is involved in the metabolic pathway called the beta-alanine metabolism pathway. Based on a literature review a significant number of articles have been published on Ureidopropionic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-[(Aminocarbonyl)amino]propanoic acid	ChEBI
3-Ureidopropanoate	ChEBI
3-Ureidopropanoic acid	ChEBI
3-Ureidopropionate	ChEBI
3-Ureidopropionic acid	ChEBI
beta-Ureidopropionic acid	ChEBI
N-(AMINOCARBONYL)-BETA-alanine	ChEBI
Ureidopropanoic acid	ChEBI
N-Carbamoyl-beta-alanine	Kegg
3-[(Aminocarbonyl)amino]propanoate	Generator
b-Ureidopropionate	Generator
b-Ureidopropionic acid	Generator
beta-Ureidopropionate	Generator
Β-ureidopropionate	Generator
Β-ureidopropionic acid	Generator
N-(AMINOCARBONYL)-b-alanine	Generator
N-(AMINOCARBONYL)-β-alanine	Generator
Ureidopropanoate	Generator
N-Carbamoyl-b-alanine	Generator
N-Carbamoyl-β-alanine	Generator
Ureidopropionate	Generator
3-(carbamoylamino)Propanoate	HMDB
3-(carbamoylamino)Propanoic acid	HMDB
3-ureido-Propionate	HMDB
Carbamoyl-b-ala-OH	HMDB
Carbamoyl-beta-ala-OH	HMDB
N-(Aminocarbonyl)-'b-alanine	HMDB
N-Carbamyl-b-alanine	HMDB
N-Carbamyl-beta-alanine	HMDB
Ion(-1) OF N-carbamoyl-beta-alanine	MeSH, HMDB
Carbamoyl-beta-alanine	HMDB
Carbamoyl-β-alanine	HMDB
Carbamyl beta-alanine	HMDB
Carbamyl β-alanine	HMDB
beta-Ureidopropanoic acid	HMDB
β-Ureidopropanoic acid	HMDB

Chemical Formula

C₄H₈N₂O₃

Average Molecular Weight

132.1179

Monoisotopic Molecular Weight

132.053492132

IUPAC Name

3-(carbamoylamino)propanoic acid

Traditional Name

ureidopropionic acid

CAS Registry Number

462-88-4

SMILES

NC(=O)NCCC(O)=O

InChI Identifier

InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)

InChI Key

JSJWCHRYRHKBBW-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as ureas. Ureas are compounds containing two amine groups joined by a carbonyl (C=O) functional group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic carbonic acids and derivatives

Sub Class

Ureas

Direct Parent

Ureas

Alternative Parents

Substituents

Urea
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

beta-alanine derivative (CHEBI:18261 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	170 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	20.9 mg/mL	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.98	ALOGPS
logP	-1.4	ChemAxon
logS	-0.4	ALOGPS
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	28.82 m³·mol⁻¹	ChemAxon
Polarizability	12.07 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-002f-3910000000-bbd51b3bb30ff8d230d3	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-00n0-5900000000-00dc280a63401c96ec2a	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0udi-2930000000-fcdce5cf4a20023c403a	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0hr0-2900000000-8a898fc59206b3f30a13	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-002f-3910000000-bbd51b3bb30ff8d230d3	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00n0-5900000000-00dc280a63401c96ec2a	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-2930000000-fcdce5cf4a20023c403a	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0hr0-2900000000-8a898fc59206b3f30a13	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udj-1910000000-83ab1eb4328f8caae993	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0v01-0900000000-aeacd84d8e0e91418232	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9000000000-f7cdf5fc49adf0b5e726	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-9300000000-7b12845cd5bc4d02874c	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00r6-9500000000-7ea8c95e3dc6296a07e9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00di-9100000000-7b61b087fbf6c821bdd0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0596-9200000000-79dfb7a1a6838745e178	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-014l-8900000000-9bfe2297b9071d10d7e5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001i-2900000000-e1e9196162c1cd0606e6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001r-5900000000-0e75c38978d4fd27ad1b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001r-8900000000-d71c6b65e5ea4a2b98a2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-0019-9600000000-995ba80b11e5e2fdbed6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-000i-9300000000-efa2833fbedc0d3bd746	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-000i-9200000000-92bf1d8bc142b2e065f4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-000i-9100000000-e52a09e58825a4f43bbb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-000i-9000000000-0a7fa362cd3cbcf81534	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-000i-9000000000-88ef7f8836542c76d47b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-000i-9000000000-223a7c6bd0e90d91dacf	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-000i-9000000000-eefd307fa9aedb8dbaaa	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, negative	splash10-000i-9000000000-ae89b554e34311f8358b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, negative	splash10-000i-9000000000-1cfc112d7baf56aa65ab	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 9V, negative	splash10-000i-9100000000-97d06beb4575ef6147d7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 9V, negative	splash10-0a4i-9000000000-08bac9ac1941233e516c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01b9-7900000000-684d9877d084bfc7c955	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dl-9100000000-0b6f9ea311703e9ecf13	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00b9-9000000000-1cb23a8265b882313309	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001c-9300000000-2cec50bd5b226a288c82	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000f-9100000000-63ecd2f9ef02c677503d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-396bc860a5f8f06ff7c5	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Placenta

Pathways

Name	SMPDB/Pathwhiz	KEGG
beta-Alanine Metabolism		Not Available
Pyrimidine Metabolism		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0062812

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021879

KNApSAcK ID

Not Available

Chemspider ID

109

KEGG Compound ID

C02642

BioCyc ID

3-UREIDO-PROPIONATE

BiGG ID

Not Available

Wikipedia Link

3-Ureidopropionic_acid

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

18261

References

Synthesis Reference

w-Ureido carboxylic acids. (1962), 3 pp. GB 913713 19621228 CAN 58:72975 AN 1963:72975

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Deaminated glutathione amidase

General function:: Not Available
Specific function:: Catalyzes the hydrolysis of the amide bond in N-(4-oxoglutarate)-L-cysteinylglycine (deaminated glutathione), a metabolite repair reaction to dispose of the harmful deaminated glutathione. Plays a role in cell growth and apoptosis. Has tumor suppressor properties that enhances the apoptotic responsiveness in cancer cells. It is also a negative regulator of primary T-cells.
Gene Name:: NIT1
Uniprot ID:: Q32LH4
Molecular weight:: 36240.0

Reactions

Ureidopropionic acid + Water → Beta-Alanine + Carbon dioxide + Ammonia	details
Ureidopropionic acid + Water → Beta-Alanine + Ammonia + Carbon dioxide	details

Enzyme Details

2. Dihydropyrimidinase-related protein 2

General function:: Not Available
Specific function:: Plays a role in neuronal development and polarity, as well as in axon growth and guidance, neuronal growth cone collapse and cell migration. Necessary for signaling by class 3 semaphorins and subsequent remodeling of the cytoskeleton. May play a role in endocytosis (By similarity).
Gene Name:: DPYSL2
Uniprot ID:: O02675
Molecular weight:: 62278.0

Reactions

Dihydrouracil + Water → Ureidopropionic acid	details

Showing metabocard for Ureidopropionic acid (BMDB0000026)

Structure for BMDB0000026 (Ureidopropionic acid)

Enzymes

Reactions

Reactions