Showing Compound Ureidopropionic acid (FDB021879)

Record Information

Version

1.0

Creation date

2011-09-21 00:04:25 UTC

Update date

2020-09-17 15:38:09 UTC

Primary ID

FDB021879

Secondary Accession Numbers

Not Available

Chemical Information

FooDB 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 is an extremely weak basic (essentially neutral) compound (based on its pKa). Ureidopropionic acid exists in all living organisms, ranging from bacteria to humans. Within humans, ureidopropionic acid participates in a number of enzymatic reactions. In particular, ureidopropionic acid can be converted into β-alanine through its interaction with the enzyme Beta-ureidopropionase. In addition, ureidopropionic acid can be biosynthesized from dihydrouracil through its interaction with the enzyme dihydropyrimidinase. In humans, ureidopropionic acid is involved in beta-alanine metabolism. A beta-alanine derivative that is propionic acid bearing a ureido group at position 3. Outside of the human body, Ureidopropionic acid has been detected, but not quantified in, several different foods, such as gram beans, broccoli, climbing beans, oriental wheats, and mandarin orange (clementine, tangerine). This could make ureidopropionic acid a potential biomarker for the consumption of these foods. Ureidopropionic acid is a potentially toxic compound.

CAS Number

462-88-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
3-(carbamoylamino)Propanoate	HMDB
3-(carbamoylamino)propanoate	hmdb
3-(carbamoylamino)Propanoic acid	HMDB
3-(carbamoylamino)propanoic acid	hmdb
3-[(Aminocarbonyl)amino]propanoate	Generator
3-[(Aminocarbonyl)amino]propanoic acid	ChEBI
3-ureido-Propionate	HMDB
3-Ureido-propionate	hmdb
3-Ureidopropanoate	ChEBI
3-ureidopropanoate	hmdb

Showing 1 to 10 of 50 entries

Predicted Properties

Property	Value	Source
Water Solubility	52.7 g/L	ALOGPS
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	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C4H8N2O3

IUPAC name

3-(carbamoylamino)propanoic acid

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

Isomeric SMILES

NC(=O)NCCC(O)=O

Average Molecular Weight

132.1179

Monoisotopic Molecular Weight

132.053492132

Classification

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

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Ureidopropionic acid, non-derivatized, GC-MS Spectrum	splash10-002f-3910000000-bbd51b3bb30ff8d230d3	Spectrum
GC-MS	Ureidopropionic acid, 1 TMS, GC-MS Spectrum	splash10-00n0-5900000000-00dc280a63401c96ec2a	Spectrum
GC-MS	Ureidopropionic acid, 3 TMS, GC-MS Spectrum	splash10-0udi-2930000000-fcdce5cf4a20023c403a	Spectrum
GC-MS	Ureidopropionic acid, 2 TMS, GC-MS Spectrum	splash10-0hr0-2900000000-8a898fc59206b3f30a13	Spectrum
GC-MS	Ureidopropionic acid, non-derivatized, GC-MS Spectrum	splash10-002f-3910000000-bbd51b3bb30ff8d230d3	Spectrum
GC-MS	Ureidopropionic acid, non-derivatized, GC-MS Spectrum	splash10-00n0-5900000000-00dc280a63401c96ec2a	Spectrum
GC-MS	Ureidopropionic acid, non-derivatized, GC-MS Spectrum	splash10-0udi-2930000000-fcdce5cf4a20023c403a	Spectrum
GC-MS	Ureidopropionic acid, non-derivatized, GC-MS Spectrum	splash10-0hr0-2900000000-8a898fc59206b3f30a13	Spectrum
GC-MS	Ureidopropionic acid, non-derivatized, GC-MS Spectrum	splash10-0udj-1910000000-83ab1eb4328f8caae993	Spectrum
GC-MS	Ureidopropionic acid, non-derivatized, GC-MS Spectrum	splash10-0v01-0900000000-aeacd84d8e0e91418232	Spectrum
Predicted GC-MS	Ureidopropionic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006x-9000000000-f7cdf5fc49adf0b5e726	Spectrum
Predicted GC-MS	Ureidopropionic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dr-9300000000-7b12845cd5bc4d02874c	Spectrum
Predicted GC-MS	Ureidopropionic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ureidopropionic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ureidopropionic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ureidopropionic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ureidopropionic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ureidopropionic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ureidopropionic acid, TBDMS_1_3, 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)	splash10-00r6-9500000000-7ea8c95e3dc6296a07e9	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00di-9100000000-7b61b087fbf6c821bdd0	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0596-9200000000-79dfb7a1a6838745e178	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-014l-8900000000-9bfe2297b9071d10d7e5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001i-2900000000-e1e9196162c1cd0606e6	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001r-5900000000-0e75c38978d4fd27ad1b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-001r-8900000000-d71c6b65e5ea4a2b98a2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-0019-9600000000-995ba80b11e5e2fdbed6	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-000i-9300000000-efa2833fbedc0d3bd746	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-000i-9200000000-92bf1d8bc142b2e065f4	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-000i-9100000000-e52a09e58825a4f43bbb	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-000i-9000000000-0a7fa362cd3cbcf81534	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-000i-9000000000-88ef7f8836542c76d47b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-000i-9000000000-223a7c6bd0e90d91dacf	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-000i-9000000000-eefd307fa9aedb8dbaaa	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, negative	splash10-000i-9000000000-ae89b554e34311f8358b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, negative	splash10-000i-9000000000-1cfc112d7baf56aa65ab	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 9V, negative	splash10-000i-9100000000-97d06beb4575ef6147d7	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 9V, negative	splash10-0a4i-9000000000-08bac9ac1941233e516c	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01b9-7900000000-684d9877d084bfc7c955	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dl-9100000000-0b6f9ea311703e9ecf13	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00b9-9000000000-1cb23a8265b882313309	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001c-9300000000-2cec50bd5b226a288c82	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000f-9100000000-63ecd2f9ef02c677503d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-396bc860a5f8f06ff7c5	2017-09-01	View Spectrum

NMR

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

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

18261

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB00026

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

40270

KNApSAcK ID

Not Available

HET ID

URP

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Abalone	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Abiyuch	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, HMDB
Acerola	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, HMDB
Acorn	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, HMDB
Adzuki bean	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, HMDB
Agar	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis
Agave	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, HMDB
Alaska blueberry	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, HMDB
Alaska wild rhubarb	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, HMDB
Alfalfa	Expected but not quantified	Not Available	Inferred by geno/metabolomic analysis, HMDB