NP-MRD: Showing NP-Card for 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate (NP0334341)

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Record Information

Version

2.0

Created at

2024-09-09 23:14:32 UTC

Updated at

2024-09-09 23:14:33 UTC

NP-MRD ID

NP0334341

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate

Description

5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1h imidazole-5-carboxylate, also known as (S)-ohcu, belongs to alpha amino acids and derivatives class of compounds. Those are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1h imidazole-5-carboxylate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1h imidazole-5-carboxylate can be found in a number of food items such as cumin, skunk currant, star fruit, and mustard spinach, which makes 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1h imidazole-5-carboxylate a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252301462D          

 14 14  0  0  0  0            999 V2000
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    0.5872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912    1.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    2.5120    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.3259   -0.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    1.7274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  7  2  0  0  0  0
  1  8  1  0  0  0  0
  2  5  1  0  0  0  0
  2 10  2  0  0  0  0
  2 11  1  0  0  0  0
  3  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3 12  1  0  0  0  0
  4  8  2  0  0  0  0
  4  9  1  0  0  0  0
  4 13  1  0  0  0  0
  5  9  1  0  0  0  0
  5 14  1  0  0  0  0
M  CHG  1  11  -1
M  END
> <DATABASE_ID>
NP0334341

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=N)\N=C1/N=C(O)NC1(O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1/C5H6N4O5/c6-3(12)7-1-5(14,2(10)11)9-4(13)8-1/h14H,(H,10,11)(H4,6,7,8,9,12,13)/p-1

> <INCHI_KEY>
WHKYNCPIXMNTRQ-UHFFFAOYNA-M

> <FORMULA>
C5H5N4O5

> <MOLECULAR_WEIGHT>
201.119

> <EXACT_MASS>
201.026542857

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
15.803745755692123

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4Z)-2,5-dihydroxy-4-[(C-hydroxycarbonimidoyl)imino]-1H-imidazole-5-carboxylate

> <JCHEM_LOGP>
-1.7633009203968408

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8358390214497287

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1391742872323896

> <JCHEM_PKA_STRONGEST_BASIC>
2.8370847909926398

> <JCHEM_POLAR_SURFACE_AREA>
161.42

> <JCHEM_REFRACTIVITY>
61.1637

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-2,4-dihydroxy-5-(C-hydroxycarbonimidoylimino)-3H-imidazole-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.029   3.224   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.795   0.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -4.260   1.096   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      -1.651   1.651   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       0.290  -0.290   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       2.306   1.175   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      -1.477   2.904   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.505   4.689   0.000  0.00  0.00           O-1
HETATM   12  O   UNK     0      -2.475  -0.886   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.090   3.224   0.000  0.00  0.00           O+0
CONECT    1    5    7    8                                                  
CONECT    2    5   10   11                                                  
CONECT    3    6    7   12                                                  
CONECT    4    8    9   13                                                  
CONECT    5    1    2    9   14                                             
CONECT    6    3                                                            
CONECT    7    1    3                                                       
CONECT    8    1    4                                                       
CONECT    9    4    5                                                       
CONECT   10    2                                                            
CONECT   11    2                                                            
CONECT   12    3                                                            
CONECT   13    4                                                            
CONECT   14    5                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylic acid	Generator

Chemical Formula

C₅H₅N₄O₅

Average Mass

201.1190 Da

Monoisotopic Mass

201.02654 Da

IUPAC Name

(4Z)-2,5-dihydroxy-4-[(C-hydroxycarbonimidoyl)imino]-1H-imidazole-5-carboxylate

Traditional Name

(5Z)-2,4-dihydroxy-5-(C-hydroxycarbonimidoylimino)-3H-imidazole-4-carboxylate

CAS Registry Number

Not Available

SMILES

OC(=N)\N=C1/N=C(O)NC1(O)C([O-])=O

InChI Identifier

InChI=1/C5H6N4O5/c6-3(12)7-1-5(14,2(10)11)9-4(13)8-1/h14H,(H,10,11)(H4,6,7,8,9,12,13)/p-1

InChI Key

WHKYNCPIXMNTRQ-UHFFFAOYNA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

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 and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
3-imidazoline
Carbonic acid derivative
Urea
Alkanolamine
Amidine
Carboxylic acid amidine
Carboxylic acid
Monocarboxylic acid or derivatives
Carboximidamide
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

monocarboxylic acid anion (CHEBI:58639 )
a small molecule (CPD-5821 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.8	ChemAxon
pKa (Strongest Acidic)	2.14	ChemAxon
pKa (Strongest Basic)	2.84	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.42 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	61.16 m³·mol⁻¹	ChemAxon
Polarizability	15.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate (NP0334341)

MOL for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

3D MOL for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

3D SDF for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

3D-SDF for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

PDB for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

3D PDB for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

SMILES for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

INCHI for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

Structure for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)

3D Structure for NP0334341 (5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate)