P. aeruginosa Metabolome Database: <i>N</i>-carbamoyl-L-aspartate (PAMDB110626)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB110626

Identification

Name:

N-carbamoyl-L-aspartate

Description:

An N-carbamoyl-L-α-amino acid anion obtained by deprotonation of the carboxy groups of N-carbamoyl-L-aspartic acid.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

carbamyul-L-aspartate
carbamyul-aspartate
carbamoyl-aspartate
carbamyl-aspartate
carbamyl-L-aspartate

Chemical Formula:

C₅H₆N₂O₅

Average Molecular Weight:

174.11

Monoisotopic Molecular Weight:

176.0433213777

InChI Key:

HLKXYZVTANABHZ-REOHCLBHSA-L

InChI:

InChI=1S/C5H8N2O5/c6-5(12)7-2(4(10)11)1-3(8)9/h2H,1H2,(H,8,9)(H,10,11)(H3,6,7,12)/p-2/t2-/m0/s1

CAS number:

13184-27-5

IUPAC Name:

N-carbamoyl-L-aspartate

Traditional IUPAC Name:

carbamylaspartic acid

SMILES:

C(=O)([O-])CC(NC(N)=O)C([O-])=O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of chemical entities known as aspartic acid and derivatives. These are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Chemical entities

Super Class

Organic compounds

Class

Organic acids and derivatives

Sub Class

Carboxylic acids and derivatives

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Dicarboxylic acid or derivatives
Fatty acid
Isourea
Carboximidamide
Carboxylic acid
Carboximidic acid derivative
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organonitrogen compound
Imine
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-aspartic acid derivative (CHEBI:15859 )
N-carbamoyl-L-amino acid (CHEBI:15859 )
N-carbamoylaspartic acid (CHEBI:15859 )

Physical Properties

State:

Solid

Charge:

-2

Melting point:

174 - 175 °C

Experimental Properties:

Property	Value	Reference
Melting Point	174 - 175 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.7 mg/mL	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	21.3 mg/mL	ALOGPS
logP	-1.1	ALOGPS
logP	-1.7	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	3.33	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	34.65 m³·mol^-1	ChemAxon
Polarizability	14.72 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Not Available

Reactions:

Pathways:

Aspartate Metabolism pae00250
Pyrimidine Metabolism pae00240

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0f89-3940000000-f6b458a8d8c1bb66550a	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-03di-1910000000-8a8dd39c35aa7c99f81a	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	Not Available
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-001i-2900000000-8579bc85efea27463b1a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00di-9000000000-bfd715a5dec069d32aea	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-00di-9000000000-17769f0943f627a57c64	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0059-0900000000-d1e136c596eda61fdad6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-001i-1900000000-d9c4b6edb79ec7db500c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-000i-9500000000-8a0f02bbd32fdd0af067	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-000i-9100000000-c1e7be64cc9ef25c1291	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-0006-9000000000-d90115a5ff29ff776135	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available
1D NMR	1H NMR Spectrum	Not Available
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available

References

References:

Mehboob S, Mulhearn DC, Truong K, Johnson ME, Santarsiero BD (2010)Structure of dihydroorotase from Bacillus anthracis at 2.6 Å resolution. Acta crystallographica. Section F, Structural biology and crystallization communications 66, Pubmed: 21045288

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

Links

External Links:

Resource	Link
CAS	16649-79-9
ChEBI	32814
ChemSpider	10718031
HMDB	HMDB00828
IAF1260	34984
KEGG	C00438
MetaboLights	MTBLC32814
PubChem	21960964

N-carbamoyl-L-aspartate (PAMDB110626)

Structure for N-carbamoyl-L-aspartate (PAMDB110626)