3-Ureidopropionic acid: Difference between revisions

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Revision as of 19:12, 25 April 2020 editEmeldir (talk \| contribs)Extended confirmed users1,659 edits preferred IUPAC name (PIN) according to ''Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book)''← Previous edit		Revision as of 03:32, 11 December 2021 edit undoGraeme Bartlett (talk \| contribs)Administrators250,158 edits more ids and hazard upgradeNext edit →
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	\|Section1={{Chembox Identifiers		\|Section1={{Chembox Identifiers
	\| CASNo = 462-88-4		\| CASNo = 462-88-4
	\| CASNo_Ref = {{cascite\|~~changed~~\|??}}		\| CASNo_Ref = {{cascite\|correct\|??}}
	\| PubChem = 111		\| PubChem = 111
	\| ChemSpiderID = 109		\| ChemSpiderID = 109
	\| ChemSpiderID_Ref = {{chemspidercite\|~~changed~~\|chemspider}}		\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
			\| EINECS = 820-838-8
	\| KEGG = C02642		\| KEGG = C02642
	\| KEGG_Ref = {{keggcite\|correct\|kegg}}		\| KEGG_Ref = {{keggcite\|correct\|kegg}}
	\| MeSHName = N-carbamoyl-beta-alanine		\| MeSHName = N-carbamoyl-beta-alanine
	\| ChEBI = 18261		\| ChEBI = 18261
	\| ChEBI_Ref = {{ebicite\|~~changed~~\|EBI}}		\| ChEBI_Ref = {{ebicite\|correct\|EBI}}
	\| ChEMBL = 20962		\| ChEMBL = 20962
	\| ChEMBL_Ref = {{ebicite\|~~changed~~\|EBI}}		\| ChEMBL_Ref = {{ebicite\|correct\|EBI}}
	\| Beilstein = 1705263		\| Beilstein = 1705263
	\| Gmelin = 675230		\| Gmelin = 675230
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	}}		}}
	\|Section3={{Chembox Hazards		\|Section3={{Chembox Hazards
			\| GHS_ref=<ref>{{cite web \|title=3-Ureidopropionic acid \|url=https://pubchem.ncbi.nlm.nih.gov/compound/111#section=Safety-and-Hazards \|website=pubchem.ncbi.nlm.nih.gov \|access-date=11 December 2021 \|language=en}}</ref>
	\| SPhrases = {{s22}}, {{s24/25}}
			\| GHSPictograms = {{GHS07}}
			\| GHSSignalWord = Warning
			\| HPhrases = {{H-phrases\|302\|315\|319\|335}}
			\| PPhrases = {{P-phrases\|261\|264\|270\|271\|280\|301+312\|302+352\|304+340\|305+351+338\|312\|321\|330\|332+313\|337+313\|362\|403+233\|405\|501}}
	}}		}}
	\|Section4={{Chembox Related		\|Section4={{Chembox Related

Revision as of 03:32, 11 December 2021

3-Ureidopropionic acid
Names
Skeletal formula of 3-ureidopropionic acid
Preferred IUPAC name 3-(Carbamoylamino)propanoic acid
Other names 3-Ureidopropanoic acid
Identifiers
CAS Number	462-88-4
3D model (JSmol)	Interactive image
Beilstein Reference	1705263
ChEBI	CHEBI:18261
ChEMBL	ChEMBL20962
ChemSpider	109
ECHA InfoCard	100.255.338
EC Number	820-838-8
Gmelin Reference	675230
KEGG	C02642
MeSH	N-carbamoyl-beta-alanine
PubChem CID	111
CompTox Dashboard (EPA)	DTXSID60196771
InChI InChI=1S/C4H8N2O3/c5-4(9)6-2-1-3(7)8/h1-2H2,(H,7,8)(H3,5,6,9)Key: JSJWCHRYRHKBBW-UHFFFAOYSA-N
SMILES NC(=O)NCCC(O)=O
Properties
Chemical formula	C₄H₈N₂O₃
Molar mass	132.119 g·mol
Appearance	White crystals
log P	−1.23
Acidity (pK_a)	4.408
Basicity (pK_b)	9.589
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Related compounds
Related alkanoic acids	beta-Ureidoisobutyric acid Carbamoyl aspartic acid N-Acetylaspartic acid
Related compounds	Biuret Bromisoval Carbromal
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

3-Ureidopropionic acid, also called N-carbamoyl-beta-alanine, is an intermediate in the metabolism of uracil. It is a urea derivative of beta-alanine.

References

"3-Ureidopropionic acid". pubchem.ncbi.nlm.nih.gov. Retrieved 11 December 2021.

Nucleotide metabolic intermediates

purine
metabolism

anabolism

R5P→IMP:	Ribose 5-phosphate (R5P) Phosphoribosyl pyrophosphate (PRPP) Phosphoribosylamine (PRA) Glycineamide ribonucleotide (GAR) Phosphoribosyl-N-formylglycineamide (FGAR) 5′-Phosphoribosylformylglycinamidine (FGAM) 5-Aminoimidazole ribotide (AIR) 5′-Phosphoribosyl-4-carboxy-5-aminoimidazole (CAIR) Phosphoribosylaminoimidazolesuccinocarboxamide (SAICAR) AICA ribonucleotide (AICAR) 5-Formamidoimidazole-4-carboxamide ribotide (FAICAR)
IMP→AMP:	Adenylosuccinate
IMP→GMP:	Xanthosine monophosphate

catabolism

pyrimidine
metabolism

anabolism

catabolism

uracil:	β-Alanine Dihydrouracil 3-Ureidopropionic acid
thymine:	3-Aminoisobutyric acid Dihydrothymine β-Ureidoisobutyric acid

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