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Showing NP-Card for Creatinine (NP0000420)

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Record Information
Version1.0
Created at2005-11-16 15:48:42 UTC
Updated at2024-04-19 09:51:09 UTC
NP-MRD IDNP0000420
Secondary Accession NumbersNone
Natural Product Identification
Common NameCreatinine
DescriptionCreatinine, or creatine anhydride, is a breakdown product of creatine phosphate in muscle. The loss of a water molecule from creatine results in the formation of creatinine. Creatinine is transferred to the kidneys by blood plasma, whereupon it is eliminated from the body by glomerular filtration and partial tubular excretion. Creatinine is usually produced at a fairly constant rate by the body. Measuring serum creatinine is a simple test and it is the most commonly used indicator of renal function. A rise in blood creatinine levels is observed only with marked damage to functioning nephrons. Therefore, this test is not suitable for detecting early kidney disease. The typical reference range for women is considered about 45-90 µmol/L; for men 60-110 µmol/L. Creatine and creatinine are metabolized in the kidneys, muscle, liver, and pancreas.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000420 (Creatinine)

Creatinine.mol
  Mrv1652305271900062D          

  8  8  0  0  0  0            999 V2000
    0.0711   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -0.8974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0711    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  1  7  1  0  0  0  0
M  END
Download

3D MOL for NP0000420 (Creatinine)

HMDB0000562
     RDKit          3D
Creatinine
 15 15  0  0  0  0  0  0  0  0999 V2000
   -1.9647    0.2725   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650    0.0005    0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482   -1.3058    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220   -1.1448   -0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9430   -2.0031   -1.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7136    0.2124   -0.2334 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173    0.9239    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106    2.1891    0.3924 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3149    0.0226   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5257   -0.3710    0.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    1.3053    0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847   -1.3726    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5686   -2.1325   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763    0.6072   -0.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2601    2.7964    0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  7  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  3 13  1  0
  6 14  1  0
  8 15  1  0
M  END
Download

3D SDF for NP0000420 (Creatinine)

Creatinine.mol
  Mrv1652305271900062D          

  8  8  0  0  0  0            999 V2000
    0.0711   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -0.8974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0711    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3810    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  1  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000420

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CC(=O)NC1=N

> <INCHI_IDENTIFIER>
InChI=1S/C4H7N3O/c1-7-2-3(8)6-4(7)5/h2H2,1H3,(H2,5,6,8)

> <INCHI_KEY>
DDRJAANPRJIHGJ-UHFFFAOYSA-N

> <FORMULA>
C4H7N3O

> <MOLECULAR_WEIGHT>
113.1179

> <EXACT_MASS>
113.058911861

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
10.740687612806514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-imino-1-methylimidazolidin-4-one

> <ALOGPS_LOGP>
-1.65

> <JCHEM_LOGP>
-1.0644828886666666

> <ALOGPS_LOGS>
-1.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.26769100897764

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.211472429534721

> <JCHEM_PKA_STRONGEST_BASIC>
4.962204420289506

> <JCHEM_POLAR_SURFACE_AREA>
56.190000000000005

> <JCHEM_REFRACTIVITY>
38.8128

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.92e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
creatinina

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000420 (Creatinine)

HMDB0000562
     RDKit          3D
Creatinine
 15 15  0  0  0  0  0  0  0  0999 V2000
   -1.9647    0.2725   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650    0.0005    0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482   -1.3058    0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220   -1.1448   -0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9430   -2.0031   -1.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7136    0.2124   -0.2334 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5173    0.9239    0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106    2.1891    0.3924 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3149    0.0226   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5257   -0.3710    0.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2367    1.3053    0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847   -1.3726    1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5686   -2.1325   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763    0.6072   -0.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2601    2.7964    0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  3
  7  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  3 13  1  0
  6 14  1  0
  8 15  1  0
M  END
Download

PDB for NP0000420 (Creatinine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Creatinine.mol                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  N   UNK     0       0.133  -1.246   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.332  -0.770   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.578  -1.675   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      -1.332   0.770   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.578   1.675   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.133   1.246   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.038   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.578   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    1                                                  
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
Download

3D PDB for NP0000420 (Creatinine)

COMPND    HMDB0000562
HETATM    1  C1  UNL     1      -1.965   0.272  -0.096  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.565   0.000   0.089  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.048  -1.306   0.299  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.322  -1.145  -0.456  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.943  -2.003  -1.150  1.00  0.00           O  
HETATM    6  N2  UNL     1       1.714   0.212  -0.233  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.517   0.924   0.109  1.00  0.00           C  
HETATM    8  N3  UNL     1       0.411   2.189   0.392  1.00  0.00           N  
HETATM    9  H1  UNL     1      -2.315   0.023  -1.114  1.00  0.00           H  
HETATM   10  H2  UNL     1      -2.526  -0.371   0.626  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.237   1.305   0.129  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.285  -1.373   1.391  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.569  -2.132  -0.066  1.00  0.00           H  
HETATM   14  H6  UNL     1       2.676   0.607  -0.305  1.00  0.00           H  
HETATM   15  H7  UNL     1       1.260   2.796   0.383  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    7
CONECT    3    4   12   13
CONECT    4    5    5    6
CONECT    6    7   14
CONECT    7    8    8
CONECT    8   15
END
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SMILES for NP0000420 (Creatinine)

CN1CC(=O)NC1=N
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INCHI for NP0000420 (Creatinine)

InChI=1S/C4H7N3O/c1-7-2-3(8)6-4(7)5/h2H2,1H3,(H2,5,6,8)
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View in JSmol
Synonyms
ValueSource
1-MethylglycocyamidineChEBI
1-Methylhydantoin-2-imideChEBI
2-Amino-1,5-dihydro-1-methyl-4H-imidazol-4-oneChEBI
2-Amino-1-methylimidazolin-4-oneChEBI
Creatine anhydrideChEBI
CreatininaChEBI
KreatininChEBI
2-Amino-1-methyl-1,5-dihydroimidazol-4-oneHMDB
KrebiozenHMDB
Sulfate salt, creatinineHMDB
Creatinine sulfate saltHMDB
Salt, creatinine sulfateHMDB
Chemical FormulaC4H7N3O
Average Mass113.1179 Da
Monoisotopic Mass113.05891 Da
IUPAC Name2-imino-1-methylimidazolidin-4-one
Traditional Namecreatinina
CAS Registry Number60-27-5
SMILES
CN1CC(=O)NC1=N
InChI Identifier
InChI=1S/C4H7N3O/c1-7-2-3(8)6-4(7)5/h2H2,1H3,(H2,5,6,8)
InChI KeyDDRJAANPRJIHGJ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-02-10View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, experimental)Ahselim2022-02-10View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduNot AvailableNot Available2023-08-23View Spectrum
1D NMR[1H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)bgnzk@missouri.eduNot AvailableNot Available2023-08-23View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 400 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, simulated)Varshavi.d262021-08-16View Spectrum
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Homo sapiensLOTUS Database
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Trypanosoma bruceiLOTUS Database
Species Where Detected
Species NameSourceReference
Homo sapiens (Serum)KNApSAcK Database
Homo sapiens (Urine)KNApSAcK Database
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Imidazolinone
  • 2-imidazoline
  • Guanidine
  • N-acylimine
  • Carboximidamide
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organoheterocyclic compound
  • Azacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organopnictogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point303 °C (decomposes)Not Available
Boiling PointNot AvailableNot Available
Water Solubility80.1 mg/mL at 16 °CNot Available
LogP-1.76Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility9.92 g/LALOGPS
logP-1.6ALOGPS
logP-1.1ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)9.21ChemAxon
pKa (Strongest Basic)4.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area56.19 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.81 m³·mol⁻¹ChemAxon
Polarizability10.74 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000562
DrugBank IDDB11846
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021814
KNApSAcK IDC00052251
Chemspider ID568
KEGG Compound IDC00791
BioCyc IDCREATININE
BiGG ID36009
Wikipedia LinkCreatinine
METLIN ID8
PubChem Compound588
PDB IDNot Available
ChEBI ID16737
Good Scents IDrw1231881
References
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Silwood CJ, Lynch E, Claxson AW, Grootveld MC: 1H and (13)C NMR spectroscopic analysis of human saliva. J Dent Res. 2002 Jun;81(6):422-7. [PubMed:12097436 ]
  3. A J, Trygg J, Gullberg J, Johansson AI, Jonsson P, Antti H, Marklund SL, Moritz T: Extraction and GC/MS analysis of the human blood plasma metabolome. Anal Chem. 2005 Dec 15;77(24):8086-94. [PubMed:16351159 ]
  4. Bairaktari E, Katopodis K, Siamopoulos KC, Tsolas O: Paraquat-induced renal injury studied by 1H nuclear magnetic resonance spectroscopy of urine. Clin Chem. 1998 Jun;44(6 Pt 1):1256-61. [PubMed:9625050 ]
  5. Vaidya VS, Bonventre JV: Mechanistic biomarkers for cytotoxic acute kidney injury. Expert Opin Drug Metab Toxicol. 2006 Oct;2(5):697-713. [PubMed:17014390 ]
  6. Kohnle M, Pietruck F, Kribben A, Philipp T, Heemann U, Witzke O: Ezetimibe for the treatment of uncontrolled hypercholesterolemia in patients with high-dose statin therapy after renal transplantation. Am J Transplant. 2006 Jan;6(1):205-8. [PubMed:16433776 ]
  7. Fostel J, Boneva R, Lloyd A: Exploration of the gene expression correlates of chronic unexplained fatigue using factor analysis. Pharmacogenomics. 2006 Apr;7(3):441-54. [PubMed:16610954 ]
  8. Mori A, Watanabe Y, Fujimoto N: Fluorometrical analysis of guanidino compounds in human cerebrospinal fluid. J Neurochem. 1982 Feb;38(2):448-50. [PubMed:7108550 ]
  9. Ullmann AJ, Sanz MA, Tramarin A, Barnes RA, Wu W, Gerlach BA, Krobot KJ, Gerth WC: Prospective study of amphotericin B formulations in immunocompromised patients in 4 European countries. Clin Infect Dis. 2006 Aug 15;43(4):e29-38. Epub 2006 Jul 10. [PubMed:16838223 ]
  10. Lebkowska U, Malyszko J, Brzosko S, Lebkowski W, Malyszko JS, Janica J, Kowalewski R, Gacko M, Mysliwiec M, Walecki J: Renal artery resistance index, thyroid hormones, and thyroid volume in the early kidney transplants recipients. Transplant Proc. 2006 Jan-Feb;38(1):62-5. [PubMed:16504665 ]
  11. Sarnak MJ, Katz R, Stehman-Breen CO, Fried LF, Jenny NS, Psaty BM, Newman AB, Siscovick D, Shlipak MG: Cystatin C concentration as a risk factor for heart failure in older adults. Ann Intern Med. 2005 Apr 5;142(7):497-505. [PubMed:15809461 ]
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