Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2022-09-09 20:18:17 UTC

Update Date

2022-09-22 18:34:46 UTC

HMDB ID

HMDB0341306

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cycluron

Description

CYCLURON 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. CYCLURON is an extremely strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1572004251604332D          

 14 14  0  0  0  0            999 V2000
   -0.4331    3.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    3.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -0.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0738    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0821    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7581    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2337    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    1.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2814    2.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    2.3154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2814    3.5529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331    2.3154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 10  1  4  0  0  0
 12 11  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341306

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C(O)=NC1CCCCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C11H22N2O/c1-13(2)11(14)12-10-8-6-4-3-5-7-9-10/h10H,3-9H2,1-2H3,(H,12,14)

> <INCHI_KEY>
DQZCVNGCTZLGAQ-UHFFFAOYSA-N

> <FORMULA>
C11H22N2O

> <MOLECULAR_WEIGHT>
198.31

> <EXACT_MASS>
198.173213336

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
23.634490489725692

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N'-cyclooctyl-N,N-dimethylcarbamimidic acid

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
1.3196799490585205

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.5156679817671259

> <JCHEM_PKA_STRONGEST_BASIC>
15.000000001035765

> <JCHEM_POLAR_SURFACE_AREA>
35.83

> <JCHEM_REFRACTIVITY>
58.9686

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N'-cyclooctyl-N,N-dimethylcarbamimidic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 25-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-16         0                                  
HETATM    1  C   UNK     0      -0.808   7.402   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.859   7.402   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.859  -1.242   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.282  -0.653   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.436  -0.653   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.871   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.153   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.282   2.193   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.436   2.193   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.859   2.782   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.525   5.092   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.859   4.322   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.525   6.632   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0      -0.808   4.322   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9   12                                                  
CONECT   11   12   13   14                                                  
CONECT   12   10   11                                                       
CONECT   13    1    2   11                                                  
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N'-cyclooctyl-N,N-dimethylurea	MeSH
Cycluron	MeSH
N'-cyclooctyl-N,N-dimethylcarbamimidate	Generator

Chemical Formula

C₁₁H₂₂N₂O

Average Molecular Weight

198.31

Monoisotopic Molecular Weight

198.173213336

IUPAC Name

N'-cyclooctyl-N,N-dimethylcarbamimidic acid

Traditional Name

N'-cyclooctyl-N,N-dimethylcarbamimidic acid

CAS Registry Number

Not Available

SMILES

CN(C)C(O)=NC1CCCCCCC1

InChI Identifier

InChI=1S/C11H22N2O/c1-13(2)11(14)12-10-8-6-4-3-5-7-9-10/h10H,3-9H2,1-2H3,(H,12,14)

InChI Key

DQZCVNGCTZLGAQ-UHFFFAOYSA-N

Chemical Taxonomy

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
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

ureas (CHEBI:82231 )
Urea herbicides (C19109 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.71	ALOGPS
logP	1.32	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-0.52	ChemAxon
pKa (Strongest Basic)	15	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	35.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	58.97 m³·mol⁻¹	ChemAxon
Polarizability	23.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycluron 10V, Positive-QTOF	splash10-0002-0900000000-e5304cae52a82a144fe3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycluron 20V, Positive-QTOF	splash10-0f6t-4900000000-d053e841aa904e3a9c62	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycluron 40V, Positive-QTOF	splash10-0a4l-9200000000-a5723841d838fcb126f8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycluron 10V, Negative-QTOF	splash10-0002-2900000000-858d252ea5518d4d77a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycluron 20V, Negative-QTOF	splash10-0f6t-2900000000-1296416b8f86b892cbf6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycluron 40V, Negative-QTOF	splash10-006x-9100000000-e7fb46a70af1394932a1	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C19109

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16554

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simon-Manso Y, Marupaka R, Yan X, Liang Y, Telu KH, Mirokhin Y, Stein SE: Mass Spectrometry Fingerprints of Small-Molecule Metabolites in Biofluids: Building a Spectral Library of Recurrent Spectra for Urine Analysis. Anal Chem. 2019 Sep 17;91(18):12021-12029. doi: 10.1021/acs.analchem.9b02977. Epub 2019 Aug 30. [PubMed:31424920 ]

Showing metabocard for Cycluron (HMDB0341306)

MOL for HMDB0341306 (Cycluron)

3D MOL for HMDB0341306 (Cycluron)

3D SDF for HMDB0341306 (Cycluron)

3D-SDF for HMDB0341306 (Cycluron)

PDB for HMDB0341306 (Cycluron)

3D PDB for HMDB0341306 (Cycluron)

SMILES for HMDB0341306 (Cycluron)

INCHI for HMDB0341306 (Cycluron)

Structure for HMDB0341306 (Cycluron)

3D Structure for HMDB0341306 (Cycluron)

Predicted Kovats Retention Indices

MS/MS Spectra